TY  - JOUR
AU  - Brborić, Jasmina
AU  - Klisić, Aleksandra
AU  - Kotur-Stevuljević, Jelena
AU  - Delogu, Giovanna
AU  - Gjorgieva Ackova, Darinka
AU  - Kostić, Kristina
AU  - Dettori, Maria Antonietta
AU  - Fabbri, Davide
AU  - Carta, Paola
AU  - Saso, Luciano
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4964
AB  - Introduction: Phenols are a large family of natural and synthetic compounds with known antioxidant activity. The aim of this study was to perform in vitro screening of natural and natural-like phenol monomers and their C2-symmetric dimers (hydroxylated biphenyls) in order to identify those representatives whose pharmacophores have the strongest antioxidant and the lowest prooxidant activity. Material and methods: Antioxidative properties of 36 compounds (monomers and their C2-symmetric dimers) were evaluated in vitro. Different (red/ ox) assays were used to measure their total oxidative potential (TOP), their total antioxidative capacity (TAC), the pro-oxidative-antioxidant balance (PAB) and total SH-group content (SHG) in a biologically relevant environment. The Pro-oxidative Score, Antioxidative Score and the Oxy Score were also calculated. Trolox, a water soluble analogue of α-tocopherol, was used as a positive control. Results: In an assay consisting of pooled human serum, 6 of the 36 compounds showed significant antioxidant activity (compounds 6, 7, 12, 13, 26, and 27), whereas 4 showed extremely weak antioxidant activity (compounds 2, 29, 30, and 31). Within the 36 compounds comprising zingerone, dehydrozingerone, aurone, chalcone, and magnolol derivatives, in both monomeric and dimeric forms, the 2 compounds that indicated the highest antioxidant activity were dehydrozingerone derivatives (compounds 6 and 12). Trolox’s activity was found between the strong and weak antioxidant compounds analysed in our study. Conclusions: In this study selected dehydrozingerones were identified as good candidates for in-depth testing of their biological behaviour and for possible precursors for synthesis of novel polyphenolic molecules with potential therapeutic applications.
PB  - Termedia Publishing House
T2  - Archives of Medical Science
T1  - Natural and natural-like polyphenol compounds: in vitro antioxidant activity and potential for therapeutic application
VL  - 19
IS  - 3
SP  - 651
EP  - 671
DO  - 10.5114/aoms/135379
ER  - 

@article{
author = "Brborić, Jasmina and Klisić, Aleksandra and Kotur-Stevuljević, Jelena and Delogu, Giovanna and Gjorgieva Ackova, Darinka and Kostić, Kristina and Dettori, Maria Antonietta and Fabbri, Davide and Carta, Paola and Saso, Luciano",
year = "2023",
abstract = "Introduction: Phenols are a large family of natural and synthetic compounds with known antioxidant activity. The aim of this study was to perform in vitro screening of natural and natural-like phenol monomers and their C2-symmetric dimers (hydroxylated biphenyls) in order to identify those representatives whose pharmacophores have the strongest antioxidant and the lowest prooxidant activity. Material and methods: Antioxidative properties of 36 compounds (monomers and their C2-symmetric dimers) were evaluated in vitro. Different (red/ ox) assays were used to measure their total oxidative potential (TOP), their total antioxidative capacity (TAC), the pro-oxidative-antioxidant balance (PAB) and total SH-group content (SHG) in a biologically relevant environment. The Pro-oxidative Score, Antioxidative Score and the Oxy Score were also calculated. Trolox, a water soluble analogue of α-tocopherol, was used as a positive control. Results: In an assay consisting of pooled human serum, 6 of the 36 compounds showed significant antioxidant activity (compounds 6, 7, 12, 13, 26, and 27), whereas 4 showed extremely weak antioxidant activity (compounds 2, 29, 30, and 31). Within the 36 compounds comprising zingerone, dehydrozingerone, aurone, chalcone, and magnolol derivatives, in both monomeric and dimeric forms, the 2 compounds that indicated the highest antioxidant activity were dehydrozingerone derivatives (compounds 6 and 12). Trolox’s activity was found between the strong and weak antioxidant compounds analysed in our study. Conclusions: In this study selected dehydrozingerones were identified as good candidates for in-depth testing of their biological behaviour and for possible precursors for synthesis of novel polyphenolic molecules with potential therapeutic applications.",
publisher = "Termedia Publishing House",
journal = "Archives of Medical Science",
title = "Natural and natural-like polyphenol compounds: in vitro antioxidant activity and potential for therapeutic application",
volume = "19",
number = "3",
pages = "651-671",
doi = "10.5114/aoms/135379"
}

Brborić, J., Klisić, A., Kotur-Stevuljević, J., Delogu, G., Gjorgieva Ackova, D., Kostić, K., Dettori, M. A., Fabbri, D., Carta, P.,& Saso, L.. (2023). Natural and natural-like polyphenol compounds: in vitro antioxidant activity and potential for therapeutic application. in Archives of Medical Science
Termedia Publishing House., 19(3), 651-671.
https://doi.org/10.5114/aoms/135379

Brborić J, Klisić A, Kotur-Stevuljević J, Delogu G, Gjorgieva Ackova D, Kostić K, Dettori MA, Fabbri D, Carta P, Saso L. Natural and natural-like polyphenol compounds: in vitro antioxidant activity and potential for therapeutic application. in Archives of Medical Science. 2023;19(3):651-671.
doi:10.5114/aoms/135379 .

Brborić, Jasmina, Klisić, Aleksandra, Kotur-Stevuljević, Jelena, Delogu, Giovanna, Gjorgieva Ackova, Darinka, Kostić, Kristina, Dettori, Maria Antonietta, Fabbri, Davide, Carta, Paola, Saso, Luciano, "Natural and natural-like polyphenol compounds: in vitro antioxidant activity and potential for therapeutic application" in Archives of Medical Science, 19, no. 3 (2023):651-671,
https://doi.org/10.5114/aoms/135379 . .

TY  - JOUR
AU  - Ivković, Branka
AU  - Opačić, Dragan
AU  - Džudović, Boris
AU  - Crevar, Milkica
AU  - Gojković-Bukarica, Ljiljana
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4306
AB  - It is well known that the presence of different chemical groups in drug molecules influences their pharmacological properties. The aim of our study is to investigate whether newly synthesized derivatives of propafenone, with changes in benzyl moiety, have a different effect upon arrhythmia, compared to propafenone. 5OCl-PF and 5OF-PF are derivatives of propafenone with-Cl or –F substituent on the ortho position of the benzyl moiety. For verification of their antiarrhythmic effect, we used an in vivo rat model of aconitine-induced arrhythmia. 5OCl-PF speeded the appearance of supraventricular premature beats (SVPB) and death more than aconitine. All animals treated with 5OCl-PF developed ventricular premature beats in salvos (VPBS), bigeminies (VPBB) and paroxysmal ventricular tachycardia (PVT). 5OF-PF had a negative chronotropic effect and potentiated atrial excitability (more SVPB). It had a positive effect on the occurrence and onset time of supraventricular tachycardia, VPBS, and PVT. Based on the obtained results, it can be concluded that newly synthesized propafenone derivatives have no better antiarrhythmic effect than the parent compound. In the future, our research will be focused on the synthesis of different derivatives and examining their antiarrhythmic effects.
AB  - Dobro je poznato da prisustvo različitih hemijskih grupa u molekulima leka utiče na
njegova farmakološka svojstva. Cilj našeg istraživanja je ispitati da li novosintetisani derivati
propafenona, s promenama u benzilnoj grupi, imaju drugačiji efekat na aritmiju u odnosu na
propafenon. 5OCl-PF i 5OF-PF su derivati propafenona sa -Cl ili –F supstituentom na orto
položaju benzilnog dela. Za proveru njihovog antiaritmičnog efekta koristili smo in vivo model
na pacovima sa aritmijom izazvanom akonitinom. 5OCl-PF je ubrzao pojavu
supraventrikularnih prevremenih otkucaja (SVPB) i smrt više nego akonitin. Sve životinje
lečene sa 5OCl-PF razvile su ventrikularne prevremene otkucaje (VPBS i VPBB) i
paroksizmalnu ventrikularnu tahikardiju (PVT). 5OF-PF je imao negativan hronotropni efekat i
potencirao atrijalnu ekscitabilnost (više SVPB). Pozitivno je uticao na pojavu i vreme početka
supraventrikularne tahikardije, VPBS i PVT. Na osnovu dobijenih rezultata se može zaključiti
da novosintetisani derivati propafenona nemaju bolji antiaritmijski efekat od polaznog
jedinjenja. U budućnosti, istraživanje će biti usmereno ka sintezi hemijski drugačijih derivata i
ispitivanju njihovog antiaritmijskog efekta.
PB  - Pharmaceutical Association of Serbia
T2  - Arhiv za farmaciju
T1  - Antiarrhythmic effects of newly developed propafenone derivatives
T1  - Antiaritmički efekti novosintetisanih derivata
propafenona
VL  - 72
IS  - 4
SP  - 392
EP  - 412
DO  - 10.5937/arhfarm72-37114
ER  - 

@article{
author = "Ivković, Branka and Opačić, Dragan and Džudović, Boris and Crevar, Milkica and Gojković-Bukarica, Ljiljana",
year = "2022",
abstract = "It is well known that the presence of different chemical groups in drug molecules influences their pharmacological properties. The aim of our study is to investigate whether newly synthesized derivatives of propafenone, with changes in benzyl moiety, have a different effect upon arrhythmia, compared to propafenone. 5OCl-PF and 5OF-PF are derivatives of propafenone with-Cl or –F substituent on the ortho position of the benzyl moiety. For verification of their antiarrhythmic effect, we used an in vivo rat model of aconitine-induced arrhythmia. 5OCl-PF speeded the appearance of supraventricular premature beats (SVPB) and death more than aconitine. All animals treated with 5OCl-PF developed ventricular premature beats in salvos (VPBS), bigeminies (VPBB) and paroxysmal ventricular tachycardia (PVT). 5OF-PF had a negative chronotropic effect and potentiated atrial excitability (more SVPB). It had a positive effect on the occurrence and onset time of supraventricular tachycardia, VPBS, and PVT. Based on the obtained results, it can be concluded that newly synthesized propafenone derivatives have no better antiarrhythmic effect than the parent compound. In the future, our research will be focused on the synthesis of different derivatives and examining their antiarrhythmic effects., Dobro je poznato da prisustvo različitih hemijskih grupa u molekulima leka utiče na
njegova farmakološka svojstva. Cilj našeg istraživanja je ispitati da li novosintetisani derivati
propafenona, s promenama u benzilnoj grupi, imaju drugačiji efekat na aritmiju u odnosu na
propafenon. 5OCl-PF i 5OF-PF su derivati propafenona sa -Cl ili –F supstituentom na orto
položaju benzilnog dela. Za proveru njihovog antiaritmičnog efekta koristili smo in vivo model
na pacovima sa aritmijom izazvanom akonitinom. 5OCl-PF je ubrzao pojavu
supraventrikularnih prevremenih otkucaja (SVPB) i smrt više nego akonitin. Sve životinje
lečene sa 5OCl-PF razvile su ventrikularne prevremene otkucaje (VPBS i VPBB) i
paroksizmalnu ventrikularnu tahikardiju (PVT). 5OF-PF je imao negativan hronotropni efekat i
potencirao atrijalnu ekscitabilnost (više SVPB). Pozitivno je uticao na pojavu i vreme početka
supraventrikularne tahikardije, VPBS i PVT. Na osnovu dobijenih rezultata se može zaključiti
da novosintetisani derivati propafenona nemaju bolji antiaritmijski efekat od polaznog
jedinjenja. U budućnosti, istraživanje će biti usmereno ka sintezi hemijski drugačijih derivata i
ispitivanju njihovog antiaritmijskog efekta.",
publisher = "Pharmaceutical Association of Serbia",
journal = "Arhiv za farmaciju",
title = "Antiarrhythmic effects of newly developed propafenone derivatives, Antiaritmički efekti novosintetisanih derivata
propafenona",
volume = "72",
number = "4",
pages = "392-412",
doi = "10.5937/arhfarm72-37114"
}

Ivković, B., Opačić, D., Džudović, B., Crevar, M.,& Gojković-Bukarica, L.. (2022). Antiarrhythmic effects of newly developed propafenone derivatives. in Arhiv za farmaciju
Pharmaceutical Association of Serbia., 72(4), 392-412.
https://doi.org/10.5937/arhfarm72-37114

Ivković B, Opačić D, Džudović B, Crevar M, Gojković-Bukarica L. Antiarrhythmic effects of newly developed propafenone derivatives. in Arhiv za farmaciju. 2022;72(4):392-412.
doi:10.5937/arhfarm72-37114 .

Ivković, Branka, Opačić, Dragan, Džudović, Boris, Crevar, Milkica, Gojković-Bukarica, Ljiljana, "Antiarrhythmic effects of newly developed propafenone derivatives" in Arhiv za farmaciju, 72, no. 4 (2022):392-412,
https://doi.org/10.5937/arhfarm72-37114 . .

TY  - JOUR
AU  - Homšek, Ana
AU  - Marković, Bojan
AU  - Bogavac-Stanojević, Nataša
AU  - Vladimirov, Sote
AU  - Karljiković-Rajić, Katarina
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4833
AB  - The application assessment of different programs was performed with equivalence tests for method transfer pro second-order derivative spectrophotometry. The digital second-order derivative spectra were calculated on different instruments; GBC Scientific Equipment Cintra 20 (Cintral v.2.6 and Spectral v.1.70 software programs) and Thermo Scientific Evolution 300 (VISIONPro software) were analyzed using the amplitude A/B ratio (A = 2D265,263; B = 2D263,261). Amplitude A/B ratio is the resolution parameter for derivative spectrophotometry prescribed in European Pharmacopoeia. The obtained values for A/B ratio were either very similar or significantly different among programs: 0.669 (Cintral v.2.6), 0.549 (Spectral v.1.70), 0.556 (medium indirect VISIONPro), 0.557 (one-step Savitzky–Golay 7 VISIONPro), 0.689 (two-step Savitzky–Golay 7 VISIONPro). Method transfer was possible between Spectral v.1.70 and VISIONPro (medium indirect and one-step Savitzky–Golay 7), but the values obtained in Cintral v.2.6 were not comparable to the other programs. The absorbance data exported from both instruments were additionally calculated in OriginPro8 which provided almost the same mean A/B values (0.627 Cintral v.2.6; 0.624 VISIONPro), confirming that the two instruments recorded the same zero-order spectra. The calculation of resolution parameter could be used for verification of program comparison, which would enable transfer between sender and receiver laboratory. The accordance between program algorithms was confirmed when acceptable differences for values of resolution parameter (A/B ratios) were achieved.
PB  - SAGE Publications
T2  - Applied Spectroscopy
T1  - Method Transfer Evaluation for Digital Derivative Spectrophotometry Through its Resolution Parameter Comparison of Different Computer Programs
VL  - 74
IS  - 5
SP  - 525
EP  - 535
DO  - 10.1177/0003702819889374
ER  - 

@article{
author = "Homšek, Ana and Marković, Bojan and Bogavac-Stanojević, Nataša and Vladimirov, Sote and Karljiković-Rajić, Katarina",
year = "2020",
abstract = "The application assessment of different programs was performed with equivalence tests for method transfer pro second-order derivative spectrophotometry. The digital second-order derivative spectra were calculated on different instruments; GBC Scientific Equipment Cintra 20 (Cintral v.2.6 and Spectral v.1.70 software programs) and Thermo Scientific Evolution 300 (VISIONPro software) were analyzed using the amplitude A/B ratio (A = 2D265,263; B = 2D263,261). Amplitude A/B ratio is the resolution parameter for derivative spectrophotometry prescribed in European Pharmacopoeia. The obtained values for A/B ratio were either very similar or significantly different among programs: 0.669 (Cintral v.2.6), 0.549 (Spectral v.1.70), 0.556 (medium indirect VISIONPro), 0.557 (one-step Savitzky–Golay 7 VISIONPro), 0.689 (two-step Savitzky–Golay 7 VISIONPro). Method transfer was possible between Spectral v.1.70 and VISIONPro (medium indirect and one-step Savitzky–Golay 7), but the values obtained in Cintral v.2.6 were not comparable to the other programs. The absorbance data exported from both instruments were additionally calculated in OriginPro8 which provided almost the same mean A/B values (0.627 Cintral v.2.6; 0.624 VISIONPro), confirming that the two instruments recorded the same zero-order spectra. The calculation of resolution parameter could be used for verification of program comparison, which would enable transfer between sender and receiver laboratory. The accordance between program algorithms was confirmed when acceptable differences for values of resolution parameter (A/B ratios) were achieved.",
publisher = "SAGE Publications",
journal = "Applied Spectroscopy",
title = "Method Transfer Evaluation for Digital Derivative Spectrophotometry Through its Resolution Parameter Comparison of Different Computer Programs",
volume = "74",
number = "5",
pages = "525-535",
doi = "10.1177/0003702819889374"
}

Homšek, A., Marković, B., Bogavac-Stanojević, N., Vladimirov, S.,& Karljiković-Rajić, K.. (2020). Method Transfer Evaluation for Digital Derivative Spectrophotometry Through its Resolution Parameter Comparison of Different Computer Programs. in Applied Spectroscopy
SAGE Publications., 74(5), 525-535.
https://doi.org/10.1177/0003702819889374

Homšek A, Marković B, Bogavac-Stanojević N, Vladimirov S, Karljiković-Rajić K. Method Transfer Evaluation for Digital Derivative Spectrophotometry Through its Resolution Parameter Comparison of Different Computer Programs. in Applied Spectroscopy. 2020;74(5):525-535.
doi:10.1177/0003702819889374 .

Homšek, Ana, Marković, Bojan, Bogavac-Stanojević, Nataša, Vladimirov, Sote, Karljiković-Rajić, Katarina, "Method Transfer Evaluation for Digital Derivative Spectrophotometry Through its Resolution Parameter Comparison of Different Computer Programs" in Applied Spectroscopy, 74, no. 5 (2020):525-535,
https://doi.org/10.1177/0003702819889374 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Turković, Nemanja
AU  - Ivković, Branka
AU  - Csuvik, Oszkár
AU  - Vujić, Zorica
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5441
AB  - Retention behaviour of twenty-one chalcones synthesized in our laboratory was tested in three thin-layer chromatography (RP-TLC) systems (acetonitrile–water, ethanol–water and acetone–water) and chromatography parameters R0 M, S and C0 were calculated. The most suitable RP-TLC system (acetonitrile–water) and chromatography parameter (C0) for lipophilicity prediction of tested compounds were selected on the basis of the highest correlations with calculated logP values. In selected system, compound 12 had the highest, whereas 47 had the lowest C0 value. QSRR analysis was performed and three models representing relationships between C0 and selected molecular descriptors were created—MLR(C0), PLS(C0) and SVM(C0). Interpretation of molecular descriptors which form statistically the most reliable SVM(C0) model identified the most important structural and physico-chemical properties that influence retention behaviour of tested compounds. In addition, descriptors with the highest influence on R0
M as well as on C0 calculated in the remaining two RP-TLC systems were  dentified and interpreted.
PB  - Springer
T2  - Journal of Planar Chromatography - Modern TLC
T1  - Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods
VL  - 33
SP  - 245
EP  - 253
DO  - 10.1007/s00764-020-00029-w
ER  - 

@article{
author = "Dobričić, Vladimir and Turković, Nemanja and Ivković, Branka and Csuvik, Oszkár and Vujić, Zorica",
year = "2020",
abstract = "Retention behaviour of twenty-one chalcones synthesized in our laboratory was tested in three thin-layer chromatography (RP-TLC) systems (acetonitrile–water, ethanol–water and acetone–water) and chromatography parameters R0 M, S and C0 were calculated. The most suitable RP-TLC system (acetonitrile–water) and chromatography parameter (C0) for lipophilicity prediction of tested compounds were selected on the basis of the highest correlations with calculated logP values. In selected system, compound 12 had the highest, whereas 47 had the lowest C0 value. QSRR analysis was performed and three models representing relationships between C0 and selected molecular descriptors were created—MLR(C0), PLS(C0) and SVM(C0). Interpretation of molecular descriptors which form statistically the most reliable SVM(C0) model identified the most important structural and physico-chemical properties that influence retention behaviour of tested compounds. In addition, descriptors with the highest influence on R0
M as well as on C0 calculated in the remaining two RP-TLC systems were  dentified and interpreted.",
publisher = "Springer",
journal = "Journal of Planar Chromatography - Modern TLC",
title = "Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods",
volume = "33",
pages = "245-253",
doi = "10.1007/s00764-020-00029-w"
}

Dobričić, V., Turković, N., Ivković, B., Csuvik, O.,& Vujić, Z.. (2020). Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods. in Journal of Planar Chromatography - Modern TLC
Springer., 33, 245-253.
https://doi.org/10.1007/s00764-020-00029-w

Dobričić V, Turković N, Ivković B, Csuvik O, Vujić Z. Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods. in Journal of Planar Chromatography - Modern TLC. 2020;33:245-253.
doi:10.1007/s00764-020-00029-w .

Dobričić, Vladimir, Turković, Nemanja, Ivković, Branka, Csuvik, Oszkár, Vujić, Zorica, "Evaluation of the lipophilicity of chalcones by RP-TLC and computational methods" in Journal of Planar Chromatography - Modern TLC, 33 (2020):245-253,
https://doi.org/10.1007/s00764-020-00029-w . .

TY  - JOUR
AU  - Rupar, Jelena
AU  - Aleksić, Mara
AU  - Dobričić, Vladimir
AU  - Brborić, Jasmina
AU  - Čudina, Olivera
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3611
AB  - The electrochemical behavior of 9-chloroacridine (9Cl-A), a precursor molecule for synthesis of acridine derivatives with cytostatic activity, is a complex, pH-dependent, diffusion-controlled irreversible process. Oxidation of 9Cl-A initiates with the formation of a cation radical monomer, continues via the formation of a dimer subsequent oxidation to new cation radical. Reduction of 9Cl-A produces radical monomers which are stabilized by dimer formation. The investigation was performed using cyclic, differential pulse and square wave voltammetry at a glassy carbon electrode. The interaction between 9Cl-A and double-stranded DNA (dsDNA) was investigated using a multilayer dsDNA-electrochemical biosensor and 9Cl-A solutions from 1.0×10-7M (the lowest 9Cl-A concentration whose interaction with DNA was possible to detect) up to 1×10-4M. These allowed the binding constant, K=3.45×105M-1 and change in Gibbs free energy of the formed adsorbed complex to be calculated. Complex formation was a spontaneous process proceeding via 9Cl-A intercalation into dsDNA inducing structural changes. The intercalation of 9Cl-A into dsDNA was supported by molecular docking analysis. The combination of simple methodology and the use of biosensors to investigate DNA interactions is a powerful tool to offer insight into aspects of drug design during pharmaceutical development.
PB  - Elsevier B.V.
T2  - Bioelectrochemistry
T1  - An electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA
VL  - 135
DO  - 10.1016/j.bioelechem.2020.107579
ER  - 

@article{
author = "Rupar, Jelena and Aleksić, Mara and Dobričić, Vladimir and Brborić, Jasmina and Čudina, Olivera",
year = "2020",
abstract = "The electrochemical behavior of 9-chloroacridine (9Cl-A), a precursor molecule for synthesis of acridine derivatives with cytostatic activity, is a complex, pH-dependent, diffusion-controlled irreversible process. Oxidation of 9Cl-A initiates with the formation of a cation radical monomer, continues via the formation of a dimer subsequent oxidation to new cation radical. Reduction of 9Cl-A produces radical monomers which are stabilized by dimer formation. The investigation was performed using cyclic, differential pulse and square wave voltammetry at a glassy carbon electrode. The interaction between 9Cl-A and double-stranded DNA (dsDNA) was investigated using a multilayer dsDNA-electrochemical biosensor and 9Cl-A solutions from 1.0×10-7M (the lowest 9Cl-A concentration whose interaction with DNA was possible to detect) up to 1×10-4M. These allowed the binding constant, K=3.45×105M-1 and change in Gibbs free energy of the formed adsorbed complex to be calculated. Complex formation was a spontaneous process proceeding via 9Cl-A intercalation into dsDNA inducing structural changes. The intercalation of 9Cl-A into dsDNA was supported by molecular docking analysis. The combination of simple methodology and the use of biosensors to investigate DNA interactions is a powerful tool to offer insight into aspects of drug design during pharmaceutical development.",
publisher = "Elsevier B.V.",
journal = "Bioelectrochemistry",
title = "An electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA",
volume = "135",
doi = "10.1016/j.bioelechem.2020.107579"
}

Rupar, J., Aleksić, M., Dobričić, V., Brborić, J.,& Čudina, O.. (2020). An electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA. in Bioelectrochemistry
Elsevier B.V.., 135.
https://doi.org/10.1016/j.bioelechem.2020.107579

Rupar J, Aleksić M, Dobričić V, Brborić J, Čudina O. An electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA. in Bioelectrochemistry. 2020;135.
doi:10.1016/j.bioelechem.2020.107579 .

Rupar, Jelena, Aleksić, Mara, Dobričić, Vladimir, Brborić, Jasmina, Čudina, Olivera, "An electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA" in Bioelectrochemistry, 135 (2020),
https://doi.org/10.1016/j.bioelechem.2020.107579 . .

TY  - JOUR
AU  - Rupar, Jelena
AU  - Dobričić, Vladimir
AU  - Grahovac, Jelena
AU  - Radulović, Siniša
AU  - Skok, Žiga
AU  - Ilaš, Janez
AU  - Aleksić, Mara
AU  - Brborić, Jasmina
AU  - Čudina, Olivera
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3606
AB  - A series of eleven 9-acridinyl amino acid derivatives were synthesized using a two-step procedure. Cytotoxicity was tested on the K562 and A549 cancer cell lines and normal diploid cell line MRC5 using the MTT assay. Compounds 6, 7, 8 and 9 were the most active, with IC50 values comparable to or lower than that of chemotherapeutic agent amsacrine. 8 and 9 were especially effective in the A549 cell line (IC50 ≈ 6 μM), which is of special interest since amsacrine is not sufficiently active in lung cancer patients. Cell cycle analysis revealed that 7 and 9 caused G2/M block, amsacrine caused arrest in the S phase, while 6 and 8 induced apoptotic cell death independently of the cell cycle regulation. In comparison to amsacrine, 6, 7, 8, and 9 showed similar inhibitory potential towards topoisomerase II, whereas only 7 showed DNA intercalation properties. In contrast to amsacrine, 6, 7, 8 and 9 showed a lack of toxicity towards unstimulated normal human leucocytes.
PB  - Royal Society of Chemistry
T2  - RSC Medicinal Chemistry
T1  - Synthesis and evaluation of anticancer activity of new 9-acridinyl amino acid derivatives
VL  - 11
IS  - 3
SP  - 378
EP  - 386
DO  - 10.1039/c9md00597h
DO  - 2-s2.0-85083014447
ER  - 

@article{
author = "Rupar, Jelena and Dobričić, Vladimir and Grahovac, Jelena and Radulović, Siniša and Skok, Žiga and Ilaš, Janez and Aleksić, Mara and Brborić, Jasmina and Čudina, Olivera",
year = "2020",
abstract = "A series of eleven 9-acridinyl amino acid derivatives were synthesized using a two-step procedure. Cytotoxicity was tested on the K562 and A549 cancer cell lines and normal diploid cell line MRC5 using the MTT assay. Compounds 6, 7, 8 and 9 were the most active, with IC50 values comparable to or lower than that of chemotherapeutic agent amsacrine. 8 and 9 were especially effective in the A549 cell line (IC50 ≈ 6 μM), which is of special interest since amsacrine is not sufficiently active in lung cancer patients. Cell cycle analysis revealed that 7 and 9 caused G2/M block, amsacrine caused arrest in the S phase, while 6 and 8 induced apoptotic cell death independently of the cell cycle regulation. In comparison to amsacrine, 6, 7, 8, and 9 showed similar inhibitory potential towards topoisomerase II, whereas only 7 showed DNA intercalation properties. In contrast to amsacrine, 6, 7, 8 and 9 showed a lack of toxicity towards unstimulated normal human leucocytes.",
publisher = "Royal Society of Chemistry",
journal = "RSC Medicinal Chemistry",
title = "Synthesis and evaluation of anticancer activity of new 9-acridinyl amino acid derivatives",
volume = "11",
number = "3",
pages = "378-386",
doi = "10.1039/c9md00597h, 2-s2.0-85083014447"
}

Rupar, J., Dobričić, V., Grahovac, J., Radulović, S., Skok, Ž., Ilaš, J., Aleksić, M., Brborić, J.,& Čudina, O.. (2020). Synthesis and evaluation of anticancer activity of new 9-acridinyl amino acid derivatives. in RSC Medicinal Chemistry
Royal Society of Chemistry., 11(3), 378-386.
https://doi.org/10.1039/c9md00597h

Rupar J, Dobričić V, Grahovac J, Radulović S, Skok Ž, Ilaš J, Aleksić M, Brborić J, Čudina O. Synthesis and evaluation of anticancer activity of new 9-acridinyl amino acid derivatives. in RSC Medicinal Chemistry. 2020;11(3):378-386.
doi:10.1039/c9md00597h .

Rupar, Jelena, Dobričić, Vladimir, Grahovac, Jelena, Radulović, Siniša, Skok, Žiga, Ilaš, Janez, Aleksić, Mara, Brborić, Jasmina, Čudina, Olivera, "Synthesis and evaluation of anticancer activity of new 9-acridinyl amino acid derivatives" in RSC Medicinal Chemistry, 11, no. 3 (2020):378-386,
https://doi.org/10.1039/c9md00597h . .

TY  - JOUR
AU  - Petrović, Snježana
AU  - Bašić, Jasmina
AU  - Mandinić, Zoran
AU  - Božić, Dragana
AU  - Milenković, Marina
AU  - Vujić, Zorica
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3579
AB  - Introduction/Objective Biofilm and pyocyanin production are essential components of Pseudomonas aeruginosa virulence and antibiotic resistance.Our objective was to examine inhibitory effect of synthetized propafenone derivatives 3-(2-Fluoro-phenyl)-1-(2- (2-hydroxy-3-propylamino-propoxy)-phenyl)-propan-1-one hydrochloride (5OF) and3-(2-Trifluoromethyl-phenyl)-1-(2-(2-hydroxy-3-propylamino-propoxy)-phenyl)-propan-1-one hydrochloride (5CF3) on biofilm and pyocyanin in Pseudomonas aeruginosa clinical strains.Methods Effects were tested on nine clinical isolates and one control laboratory strain of P. aeruginosa. In vitro analysis of biofilm growing was performed by incubating bacteria (0.5 McFarland) with 5OF and 5CF3 (500–31.2 μg/ml) and measuring optical density (OD) at 570 nm. Bacteria in medium without com-pounds were positive control. Blank medium (an uninoculated medium without test compounds) was used as negative control. Pyocyanin production was estimated by OD at 520 nm, after bacteria incubated with 5CF3 and 5OF (250 and 500 μg/ml), treated with chloroform, and chloroform layer mixed with HCl. Results A total of 500 μg/ml of 5OF and 5CF3 completely inhibited biofilm formation in 10/10 and 4/10 strains, respectively. A total of 250 μg/ml of 5OF and 5CF3 strongly inhibited biofilm formation in 7/10 strains, while inhibition with 125 μg/ml of 5OF and 5CF3 was moderate. Lower concentrations had almost no effect on biofilm production. Pyocyanin production was reduced to less than 40% of the control value in 6/9, and less than 50% of the control in 7/9 strains with 500 μg/ml of 5OF and 5CF3, respectively. At 250 μg/ml 5OF and 5CF3, most strains had pyocyanin production above 50% of the control value.Conclusion Synthetized propafenone derivatives, 5OF and 5CF3, inhibited biofilms and pyocyanin produc-tion of Pseudomonas aeruginosa clinical strains. Presented results suggest that propafenone derivatives are potential lead-compounds for synthesis of novel antipseudomonal drugs.
AB  - Увод/Циљ Производња биофилма и пиоцијанина je важан фактор вируленције и антибиотске резистенције бактерије Pseudomonas aeruginosa. Циљ рада је био да се испита инхибиторни ефекат синте-тисаних пропафенонских деривата, 3-(2-флуоро-фенил)-1-[2-(2-хидрокси-3-пропиламино-пропокси)-фенил]-про-пан-1-он-хидрохлорид) (5OF) и 3-(2-трифлуорометилфенил)-1-[2-(2-хидрокси-3-пропиламино-пропокси)-фенил]-про-пан-1-он-хидрохлорид) (5CF3), на продукцију биофилма и пиоцијанина код клиничких изолата бактерије Pseudomonas aeruginosa.Методе Ефекат пропафенонских деривата испитан је на девет клиничких изолата и једном стандардном соју бакте-рије P. aeruginosa. Утицај на продукцију биофилма испитан је in vitro, инкубацијом бактерија (0,5 по Макфарланду) са 5OF и 5CF3 (500–31,2 μg/ml), и мерењем оптичке густине на 570 nm. Бактерије у медијуму без испитиваних једињења су биле позитивна контрола, а сам медијум негативна контро-ла. Производени пиоцијанин, који је одређиван мерењем оптичке густине на 520 nm, на коинкубације бактерија са 5CF3 или 5OF (250 и 500 μg/ml), третиран је хлороформом и мешањем хлороформског слојa са HCl.Резултати При концентрацији од 500 μg/ml 5OF је довео до потпуне инхибиције продукције биофилма код свих испи-тиваних сојева (10/10). Инхибиција биофилма са 500 μg/ml5CF3 била је потпуна код 4/10 сојева. При концентрацији 5OF и 5CF3 од 250 μg/ml продукција биофилма код већине испитаних изолата била је слаба, док је при концентрацији 125 μg/ml 5OF односно 5CF3 продукција била умерена. Ниже концентрације 5OF и 5CF3 нису имале инхибиторни ефекат на формирање биофилма. У присуству 500 μg/ml 5OF у 6/10 испитиваних сојева продукција пиоцијанина пала је на мање од 40% у односу на контролну вредност. Иста концентрација (500 μg/ml) 5CF3 снизила је продукцију пиоцијанина на мање од 50% од контроле у 7/9 сојева. При концентрацији 250 μg/ml 5OF или 5CF3 већина сојева продуковала је пиоцијанин изнад 50% у односу на позитивну контролу.Закључак Синтетисани пропафенонски деривати, 5OF и 5CF3, инхибирају продукцију биофилма и пиоцијанина код клиничких сојева бактерије Pseudomonas aeruginosa. До-бијени резултати указују на то да пропафенонски деривати представљају могућа полазна једињења за синтезу нових антипсеудомонасних агенаса.
PB  - Beograd : Srpsko lekarsko društvo
T2  - Srpski Arhiv za Celokupno Lekarstvo
T1  - Inhibitory effect of propafenone derivatives on pseudomonas aeruginosa biofilm and pyocyanin production
VL  - 148
IS  - 3-4
SP  - 196
EP  - 202
DO  - 10.2298/SARH180727102P
ER  - 

@article{
author = "Petrović, Snježana and Bašić, Jasmina and Mandinić, Zoran and Božić, Dragana and Milenković, Marina and Vujić, Zorica",
year = "2020",
abstract = "Introduction/Objective Biofilm and pyocyanin production are essential components of Pseudomonas aeruginosa virulence and antibiotic resistance.Our objective was to examine inhibitory effect of synthetized propafenone derivatives 3-(2-Fluoro-phenyl)-1-(2- (2-hydroxy-3-propylamino-propoxy)-phenyl)-propan-1-one hydrochloride (5OF) and3-(2-Trifluoromethyl-phenyl)-1-(2-(2-hydroxy-3-propylamino-propoxy)-phenyl)-propan-1-one hydrochloride (5CF3) on biofilm and pyocyanin in Pseudomonas aeruginosa clinical strains.Methods Effects were tested on nine clinical isolates and one control laboratory strain of P. aeruginosa. In vitro analysis of biofilm growing was performed by incubating bacteria (0.5 McFarland) with 5OF and 5CF3 (500–31.2 μg/ml) and measuring optical density (OD) at 570 nm. Bacteria in medium without com-pounds were positive control. Blank medium (an uninoculated medium without test compounds) was used as negative control. Pyocyanin production was estimated by OD at 520 nm, after bacteria incubated with 5CF3 and 5OF (250 and 500 μg/ml), treated with chloroform, and chloroform layer mixed with HCl. Results A total of 500 μg/ml of 5OF and 5CF3 completely inhibited biofilm formation in 10/10 and 4/10 strains, respectively. A total of 250 μg/ml of 5OF and 5CF3 strongly inhibited biofilm formation in 7/10 strains, while inhibition with 125 μg/ml of 5OF and 5CF3 was moderate. Lower concentrations had almost no effect on biofilm production. Pyocyanin production was reduced to less than 40% of the control value in 6/9, and less than 50% of the control in 7/9 strains with 500 μg/ml of 5OF and 5CF3, respectively. At 250 μg/ml 5OF and 5CF3, most strains had pyocyanin production above 50% of the control value.Conclusion Synthetized propafenone derivatives, 5OF and 5CF3, inhibited biofilms and pyocyanin produc-tion of Pseudomonas aeruginosa clinical strains. Presented results suggest that propafenone derivatives are potential lead-compounds for synthesis of novel antipseudomonal drugs., Увод/Циљ Производња биофилма и пиоцијанина je важан фактор вируленције и антибиотске резистенције бактерије Pseudomonas aeruginosa. Циљ рада је био да се испита инхибиторни ефекат синте-тисаних пропафенонских деривата, 3-(2-флуоро-фенил)-1-[2-(2-хидрокси-3-пропиламино-пропокси)-фенил]-про-пан-1-он-хидрохлорид) (5OF) и 3-(2-трифлуорометилфенил)-1-[2-(2-хидрокси-3-пропиламино-пропокси)-фенил]-про-пан-1-он-хидрохлорид) (5CF3), на продукцију биофилма и пиоцијанина код клиничких изолата бактерије Pseudomonas aeruginosa.Методе Ефекат пропафенонских деривата испитан је на девет клиничких изолата и једном стандардном соју бакте-рије P. aeruginosa. Утицај на продукцију биофилма испитан је in vitro, инкубацијом бактерија (0,5 по Макфарланду) са 5OF и 5CF3 (500–31,2 μg/ml), и мерењем оптичке густине на 570 nm. Бактерије у медијуму без испитиваних једињења су биле позитивна контрола, а сам медијум негативна контро-ла. Производени пиоцијанин, који је одређиван мерењем оптичке густине на 520 nm, на коинкубације бактерија са 5CF3 или 5OF (250 и 500 μg/ml), третиран је хлороформом и мешањем хлороформског слојa са HCl.Резултати При концентрацији од 500 μg/ml 5OF је довео до потпуне инхибиције продукције биофилма код свих испи-тиваних сојева (10/10). Инхибиција биофилма са 500 μg/ml5CF3 била је потпуна код 4/10 сојева. При концентрацији 5OF и 5CF3 од 250 μg/ml продукција биофилма код већине испитаних изолата била је слаба, док је при концентрацији 125 μg/ml 5OF односно 5CF3 продукција била умерена. Ниже концентрације 5OF и 5CF3 нису имале инхибиторни ефекат на формирање биофилма. У присуству 500 μg/ml 5OF у 6/10 испитиваних сојева продукција пиоцијанина пала је на мање од 40% у односу на контролну вредност. Иста концентрација (500 μg/ml) 5CF3 снизила је продукцију пиоцијанина на мање од 50% од контроле у 7/9 сојева. При концентрацији 250 μg/ml 5OF или 5CF3 већина сојева продуковала је пиоцијанин изнад 50% у односу на позитивну контролу.Закључак Синтетисани пропафенонски деривати, 5OF и 5CF3, инхибирају продукцију биофилма и пиоцијанина код клиничких сојева бактерије Pseudomonas aeruginosa. До-бијени резултати указују на то да пропафенонски деривати представљају могућа полазна једињења за синтезу нових антипсеудомонасних агенаса.",
publisher = "Beograd : Srpsko lekarsko društvo",
journal = "Srpski Arhiv za Celokupno Lekarstvo",
title = "Inhibitory effect of propafenone derivatives on pseudomonas aeruginosa biofilm and pyocyanin production",
volume = "148",
number = "3-4",
pages = "196-202",
doi = "10.2298/SARH180727102P"
}

Petrović, S., Bašić, J., Mandinić, Z., Božić, D., Milenković, M.,& Vujić, Z.. (2020). Inhibitory effect of propafenone derivatives on pseudomonas aeruginosa biofilm and pyocyanin production. in Srpski Arhiv za Celokupno Lekarstvo
Beograd : Srpsko lekarsko društvo., 148(3-4), 196-202.
https://doi.org/10.2298/SARH180727102P

Petrović S, Bašić J, Mandinić Z, Božić D, Milenković M, Vujić Z. Inhibitory effect of propafenone derivatives on pseudomonas aeruginosa biofilm and pyocyanin production. in Srpski Arhiv za Celokupno Lekarstvo. 2020;148(3-4):196-202.
doi:10.2298/SARH180727102P .

Petrović, Snježana, Bašić, Jasmina, Mandinić, Zoran, Božić, Dragana, Milenković, Marina, Vujić, Zorica, "Inhibitory effect of propafenone derivatives on pseudomonas aeruginosa biofilm and pyocyanin production" in Srpski Arhiv za Celokupno Lekarstvo, 148, no. 3-4 (2020):196-202,
https://doi.org/10.2298/SARH180727102P . .

TY  - JOUR
AU  - Odović, Jadranka
AU  - Crevar-Sakač, Milkica
AU  - Vujić, Zorica
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3713
AB  - Antifungal agents are the group of drugs commonly prescribed in the treatment  of  fungal  infections,  which  are  widely  spread  among  the  global population.  Their  properties,  such  as  absorption,  distribution,  metabolism, route of elimination or plasma protein binding (PPB), considerably influence their  therapeutic  success,  while  a  number  of  the  molecular  physicochemical properties  of  the  drug  notably  influence  all  these  processes.  Lipophilicity (log P), molecular weight (Mw), volume (Vol), polar surface area (PSA) and solubility (log S) play important roles in drug absorption, penetration into tis-sues, distribution and route of elimination or the degree of plasma protein bind-ing. In this study, the relationships between these five molecular properties of eight  antifungal  drugs  and  their  plasma  protein  binding  data  obtained  from relevant literature were investigated. The Selected physicochemical molecular descriptors of the drug were calculated using software packages. The estab-lished relationships between PPB and PSA; Mw; Vol and log S were showed relatively poor correlation (r < 0.35). The best correlation was obtained for the relationship  between PPB  data  and  the  lipophilicity  descriptor X  log P3 (correlation coefficient r = 0.55). In further investigation, multiple linear reg-ression analysis was applied. The best correlation was obtained with applicat-ion of lipophilicity with polar surface area (r = 0.918) and volume (r = 0.916) or molecular weight (r = 0.896) as independent variables.
AB  - Антифунгалнасредствапредстављајугрупулековакојисепримењујуулечењугљи-вичнихинфекција, данасширокораспрострањенихмеђуглобалномпопулацијом. Одњиховихособинакаоштосуапсорпција, дистрибуција, метаболизам, путелиминацијеиливезивањезапротеинеплазмe значајнозависињиховтерапеутскиуспех, абројнефизичко–хемијскеособинемолекулалекаутичунасвеовепроцесе. Липофилност(log P), молекулскамаса (Mw), запремина (Vol), поларнаповршина (PSA) ираствор-љивост (log S) играјуважнуулогууапсорпцијилека, продирањууткива, дистрибуцији, путуелиминацијеилистепенувезивањазапротеинеплазме. Уовомрадузаосаманти-фунгалнихлековаистраженисуодносиизмеђуособинамолекулаистепенањиховогвезивањазапротеинеплазме (PPB). Дескрипторифизичко–хемијскихособинамолекулаиспитиванихантифунгалнихлековаизрачунатисупомоћуодабранихсофтверскихпакета, доксуподациоњиховомPPBприкупљениизодговарајућелитературе. ОдносиизмеђуPPBиPSA, Mw, Volи  log Sпоказалисулошукорелацију (r < 0,35) докјебољакорелацијадобијенајеизмеђуподатакаоPPBидеск  рипторалипофилности, X log  P3вредности (r = 0,55). Удаљемиспитивању, примењенајевишеструкалинеарнарегре-сионаанализа. НајбољезависностидобијенесуизмеђуPPBвредностиилипофилностиузприменуполарнеповршинемолекула (r = 0,918), волумена (r = 0,916) имолекулскемасе (r = 0,896) каонезависнопроменљивих.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - The correlation of plasma protein binding and molecular properties of selected antifungal drugs
T1  - КОРЕЛАЦИЈАСТЕПЕНАВЕЗИВАЊАЗАПРОТЕИНЕПЛАЗМЕИОСОБИНАМОЛЕКУЛАОДАБРАНИХАНТИФУНГАЛНИХЛЕКОВА
VL  - 85
IS  - 7
SP  - 897
EP  - 907
DO  - 10.2298/JSC190925125O
DO  - 2-s2.0-85092602809
ER  - 

@article{
author = "Odović, Jadranka and Crevar-Sakač, Milkica and Vujić, Zorica",
year = "2020",
abstract = "Antifungal agents are the group of drugs commonly prescribed in the treatment  of  fungal  infections,  which  are  widely  spread  among  the  global population.  Their  properties,  such  as  absorption,  distribution,  metabolism, route of elimination or plasma protein binding (PPB), considerably influence their  therapeutic  success,  while  a  number  of  the  molecular  physicochemical properties  of  the  drug  notably  influence  all  these  processes.  Lipophilicity (log P), molecular weight (Mw), volume (Vol), polar surface area (PSA) and solubility (log S) play important roles in drug absorption, penetration into tis-sues, distribution and route of elimination or the degree of plasma protein bind-ing. In this study, the relationships between these five molecular properties of eight  antifungal  drugs  and  their  plasma  protein  binding  data  obtained  from relevant literature were investigated. The Selected physicochemical molecular descriptors of the drug were calculated using software packages. The estab-lished relationships between PPB and PSA; Mw; Vol and log S were showed relatively poor correlation (r < 0.35). The best correlation was obtained for the relationship  between PPB  data  and  the  lipophilicity  descriptor X  log P3 (correlation coefficient r = 0.55). In further investigation, multiple linear reg-ression analysis was applied. The best correlation was obtained with applicat-ion of lipophilicity with polar surface area (r = 0.918) and volume (r = 0.916) or molecular weight (r = 0.896) as independent variables., Антифунгалнасредствапредстављајугрупулековакојисепримењујуулечењугљи-вичнихинфекција, данасширокораспрострањенихмеђуглобалномпопулацијом. Одњиховихособинакаоштосуапсорпција, дистрибуција, метаболизам, путелиминацијеиливезивањезапротеинеплазмe значајнозависињиховтерапеутскиуспех, абројнефизичко–хемијскеособинемолекулалекаутичунасвеовепроцесе. Липофилност(log P), молекулскамаса (Mw), запремина (Vol), поларнаповршина (PSA) ираствор-љивост (log S) играјуважнуулогууапсорпцијилека, продирањууткива, дистрибуцији, путуелиминацијеилистепенувезивањазапротеинеплазме. Уовомрадузаосаманти-фунгалнихлековаистраженисуодносиизмеђуособинамолекулаистепенањиховогвезивањазапротеинеплазме (PPB). Дескрипторифизичко–хемијскихособинамолекулаиспитиванихантифунгалнихлековаизрачунатисупомоћуодабранихсофтверскихпакета, доксуподациоњиховомPPBприкупљениизодговарајућелитературе. ОдносиизмеђуPPBиPSA, Mw, Volи  log Sпоказалисулошукорелацију (r < 0,35) докјебољакорелацијадобијенајеизмеђуподатакаоPPBидеск  рипторалипофилности, X log  P3вредности (r = 0,55). Удаљемиспитивању, примењенајевишеструкалинеарнарегре-сионаанализа. НајбољезависностидобијенесуизмеђуPPBвредностиилипофилностиузприменуполарнеповршинемолекула (r = 0,918), волумена (r = 0,916) имолекулскемасе (r = 0,896) каонезависнопроменљивих.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "The correlation of plasma protein binding and molecular properties of selected antifungal drugs, КОРЕЛАЦИЈАСТЕПЕНАВЕЗИВАЊАЗАПРОТЕИНЕПЛАЗМЕИОСОБИНАМОЛЕКУЛАОДАБРАНИХАНТИФУНГАЛНИХЛЕКОВА",
volume = "85",
number = "7",
pages = "897-907",
doi = "10.2298/JSC190925125O, 2-s2.0-85092602809"
}

Odović, J., Crevar-Sakač, M.,& Vujić, Z.. (2020). The correlation of plasma protein binding and molecular properties of selected antifungal drugs. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 85(7), 897-907.
https://doi.org/10.2298/JSC190925125O

Odović J, Crevar-Sakač M, Vujić Z. The correlation of plasma protein binding and molecular properties of selected antifungal drugs. in Journal of the Serbian Chemical Society. 2020;85(7):897-907.
doi:10.2298/JSC190925125O .

Odović, Jadranka, Crevar-Sakač, Milkica, Vujić, Zorica, "The correlation of plasma protein binding and molecular properties of selected antifungal drugs" in Journal of the Serbian Chemical Society, 85, no. 7 (2020):897-907,
https://doi.org/10.2298/JSC190925125O . .

TY  - JOUR
AU  - Janković, Tamara
AU  - Turković, Nemanja
AU  - Kotur-Stevuljević, Jelena
AU  - Vujić, Zorica
AU  - Ivković, Branka
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3572
AB  - An imbalance between oxidants and antioxidants in favour of oxidants, potentially leading to damage, is termed oxidative stress. Antioxidants (AO), either enzymatic or non-enzymatic, are the ones that can reduce diverse effects of pro-oxidants such as DNA, proteins and lipids damage. Chalcones (1,3-diaryl-2-propen- 1-ones) are open chain flavonoids that are widely biosynthesized in plants. Aim of this study was to test antioxidative potency of 15 chalcones (Chs) in in vitro model in serum (native conditions), so as with exogenously induced oxidative stress. Material and methods: Oxidative stress was induced in serum samples of healthy individuals with 0.25 mmol/L terc-buthyl-hydroperoxide (TBH), and then we monitored the effects of various concentrations of chalcones on oxidative stress parameters: total antioxidative status (TAS), total oxidative status (TOS), total concentration of sulfhydryl group (SHG) and prooxidative-antioxidative balance (PAB), and calculated prooxidative score, antioxidative score, and oxy score (OS). Nonparametric repeated measures ANOVA (Friedman's test) was used for comparison of antioxidative potency of samples with 15 different chalcones, in a native state and upon TBH influence. Spearman's nonparametric correlation analysis was used for estimation of relation between different parameters. Results: Negative Oxy Score (OS) values for Chs11-15 showed significantly stronger antioxidative potency compared to other investigated chalcones (p < 0.05). Ch11, Ch13 and Ch14 remained with negative OS even after TBH addition, whereas OS of Ch12 and Ch15 became positive, with small nominal values. Samples with Ch11 and Ch13 showed significant negative correlation between TAS and TOS (p < 0.05 for both), but in Ch14 sample the negative correlation existed between TAS and PAB (p < 0.05). Conclusion: Lower value of OS (i.e. better antioxidative potency) was noticed in samples with Ch11-Ch15. Electron-donor effects of substituent groups as a structural part of these chalcones could explain its antioxidative capability. Phenolic and methyl groups are responsible for antioxidative ability enhancement of five chalcones with the best activity.
PB  - Elsevier Ireland Ltd
T2  - Chemico-Biological Interactions
T1  - Differences in antioxidant potential of chalcones in human serum: In vitro study
VL  - 324
DO  - 10.1016/j.cbi.2020.109084
ER  - 

@article{
author = "Janković, Tamara and Turković, Nemanja and Kotur-Stevuljević, Jelena and Vujić, Zorica and Ivković, Branka",
year = "2020",
abstract = "An imbalance between oxidants and antioxidants in favour of oxidants, potentially leading to damage, is termed oxidative stress. Antioxidants (AO), either enzymatic or non-enzymatic, are the ones that can reduce diverse effects of pro-oxidants such as DNA, proteins and lipids damage. Chalcones (1,3-diaryl-2-propen- 1-ones) are open chain flavonoids that are widely biosynthesized in plants. Aim of this study was to test antioxidative potency of 15 chalcones (Chs) in in vitro model in serum (native conditions), so as with exogenously induced oxidative stress. Material and methods: Oxidative stress was induced in serum samples of healthy individuals with 0.25 mmol/L terc-buthyl-hydroperoxide (TBH), and then we monitored the effects of various concentrations of chalcones on oxidative stress parameters: total antioxidative status (TAS), total oxidative status (TOS), total concentration of sulfhydryl group (SHG) and prooxidative-antioxidative balance (PAB), and calculated prooxidative score, antioxidative score, and oxy score (OS). Nonparametric repeated measures ANOVA (Friedman's test) was used for comparison of antioxidative potency of samples with 15 different chalcones, in a native state and upon TBH influence. Spearman's nonparametric correlation analysis was used for estimation of relation between different parameters. Results: Negative Oxy Score (OS) values for Chs11-15 showed significantly stronger antioxidative potency compared to other investigated chalcones (p < 0.05). Ch11, Ch13 and Ch14 remained with negative OS even after TBH addition, whereas OS of Ch12 and Ch15 became positive, with small nominal values. Samples with Ch11 and Ch13 showed significant negative correlation between TAS and TOS (p < 0.05 for both), but in Ch14 sample the negative correlation existed between TAS and PAB (p < 0.05). Conclusion: Lower value of OS (i.e. better antioxidative potency) was noticed in samples with Ch11-Ch15. Electron-donor effects of substituent groups as a structural part of these chalcones could explain its antioxidative capability. Phenolic and methyl groups are responsible for antioxidative ability enhancement of five chalcones with the best activity.",
publisher = "Elsevier Ireland Ltd",
journal = "Chemico-Biological Interactions",
title = "Differences in antioxidant potential of chalcones in human serum: In vitro study",
volume = "324",
doi = "10.1016/j.cbi.2020.109084"
}

Janković, T., Turković, N., Kotur-Stevuljević, J., Vujić, Z.,& Ivković, B.. (2020). Differences in antioxidant potential of chalcones in human serum: In vitro study. in Chemico-Biological Interactions
Elsevier Ireland Ltd., 324.
https://doi.org/10.1016/j.cbi.2020.109084

Janković T, Turković N, Kotur-Stevuljević J, Vujić Z, Ivković B. Differences in antioxidant potential of chalcones in human serum: In vitro study. in Chemico-Biological Interactions. 2020;324.
doi:10.1016/j.cbi.2020.109084 .

Janković, Tamara, Turković, Nemanja, Kotur-Stevuljević, Jelena, Vujić, Zorica, Ivković, Branka, "Differences in antioxidant potential of chalcones in human serum: In vitro study" in Chemico-Biological Interactions, 324 (2020),
https://doi.org/10.1016/j.cbi.2020.109084 . .

TY  - JOUR
AU  - Tubić, Biljana
AU  - Dobričić, Vladimir
AU  - Poljarević, Jelena
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Marković, Bojan
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3553
AB  - Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.
PB  - Elsevier B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives
VL  - 184
DO  - 10.1016/j.jpba.2020.113213
ER  - 

@article{
author = "Tubić, Biljana and Dobričić, Vladimir and Poljarević, Jelena and Savić, Aleksandar and Sabo, Tibor and Marković, Bojan",
year = "2020",
abstract = "Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.",
publisher = "Elsevier B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives",
volume = "184",
doi = "10.1016/j.jpba.2020.113213"
}

Tubić, B., Dobričić, V., Poljarević, J., Savić, A., Sabo, T.,& Marković, B.. (2020). Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. in Journal of Pharmaceutical and Biomedical Analysis
Elsevier B.V.., 184.
https://doi.org/10.1016/j.jpba.2020.113213

Tubić B, Dobričić V, Poljarević J, Savić A, Sabo T, Marković B. Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. in Journal of Pharmaceutical and Biomedical Analysis. 2020;184.
doi:10.1016/j.jpba.2020.113213 .

Tubić, Biljana, Dobričić, Vladimir, Poljarević, Jelena, Savić, Aleksandar, Sabo, Tibor, Marković, Bojan, "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives" in Journal of Pharmaceutical and Biomedical Analysis, 184 (2020),
https://doi.org/10.1016/j.jpba.2020.113213 . .

TY  - JOUR
AU  - Tubić, Biljana
AU  - Dobričić, Vladimir
AU  - Poljarević, Jelena
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Marković, Bojan
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3550
AB  - Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.
PB  - Elsevier B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives
VL  - 184
DO  - 10.1016/j.jpba.2020.113213
ER  - 

@article{
author = "Tubić, Biljana and Dobričić, Vladimir and Poljarević, Jelena and Savić, Aleksandar and Sabo, Tibor and Marković, Bojan",
year = "2020",
abstract = "Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.",
publisher = "Elsevier B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives",
volume = "184",
doi = "10.1016/j.jpba.2020.113213"
}

Tubić, B., Dobričić, V., Poljarević, J., Savić, A., Sabo, T.,& Marković, B.. (2020). Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. in Journal of Pharmaceutical and Biomedical Analysis
Elsevier B.V.., 184.
https://doi.org/10.1016/j.jpba.2020.113213

Tubić B, Dobričić V, Poljarević J, Savić A, Sabo T, Marković B. Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. in Journal of Pharmaceutical and Biomedical Analysis. 2020;184.
doi:10.1016/j.jpba.2020.113213 .

Tubić, Biljana, Dobričić, Vladimir, Poljarević, Jelena, Savić, Aleksandar, Sabo, Tibor, Marković, Bojan, "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives" in Journal of Pharmaceutical and Biomedical Analysis, 184 (2020),
https://doi.org/10.1016/j.jpba.2020.113213 . .

TY  - JOUR
AU  - Dallavalle, Sabrina
AU  - Dobričić, Vladimir
AU  - Lazzarato, Loretta
AU  - Gazzano, Elena
AU  - Machuqueiro, Miguel
AU  - Pajeva, Ilza
AU  - Tsakovska, Ivanka
AU  - Zidar, Nace
AU  - Fruttero, Roberta
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3574
AB  - Multidrug resistance (MDR) is the dominant cause of the failure of cancer chemotherapy. The design of antitumor drugs that are able to evade MDR is rapidly evolving, showing that this area of biomedical research attracts great interest in the scientific community. The current review explores promising recent approaches that have been developed with the aim of circumventing or overcoming MDR. Encouraging results have been obtained in the investigation of the MDR-modulating properties of various classes of natural compounds and their analogues. Inhibition of P-gp or downregulation of its expression have proven to be the main mechanisms by which MDR can be surmounted. The use of hybrid molecules that are able to simultaneously interact with two or more cancer cell targets is currently being explored as a means to circumvent drug resistance. This strategy is based on the design of hybrid compounds that are obtained either by merging the structural features of separate drugs, or by conjugating two drugs or pharmacophores via cleavable/non-cleavable linkers. The approach is highly promising due to the pharmacokinetic and pharmacodynamic advantages that can be achieved over the independent administration of the two individual components. However, it should be stressed that the task of obtaining successful multivalent drugs is a very challenging one. The conjugation of anticancer agents with nitric oxide (NO) donors has recently been developed, creating a particular class of hybrid that can combat tumor drug resistance. Appropriate NO donors have been shown to reverse drug resistance via nitration of ABC transporters and by interfering with a number of metabolic enzymes and signaling pathways. In fact, hybrid compounds that are produced by covalently attaching NO-donors and antitumor drugs have been shown to elicit a synergistic cytotoxic effect in a variety of drug resistant cancer cell lines. Another strategy to circumvent MDR is based on nanocarrier-mediated transport and the controlled release of chemotherapeutic drugs and P-gp inhibitors. Their pharmacokinetics are governed by the nanoparticle or polymer carrier and make use of the enhanced permeation and retention (EPR) effect, which can increase selective delivery to cancer cells. These systems are usually internalized by cancer cells via endocytosis and accumulate in endosomes and lysosomes, thus preventing rapid efflux. Other modalities to combat MDR are described in this review, including the pharmaco-modulation of acridine, which is a well-known scaffold in the development of bioactive compounds, the use of natural compounds as means to reverse MDR, and the conjugation of anticancer drugs with carriers that target specific tumor-cell components. Finally, the outstanding potential of in silico structure-based methods as a means to evaluate the ability of antitumor drugs to interact with drug transporters is also highlighted in this review. Structure-based design methods, which utilize 3D structural data of proteins and their complexes with ligands, are the most effective of the in silico methods available, as they provide a prediction regarding the interaction between transport proteins and their substrates and inhibitors. The recently resolved X-ray structure of human P-gp can help predict the interaction sites of designed compounds, providing insight into their binding mode and directing possible rational modifications to prevent them from becoming P-gp drug substrates. In summary, although major efforts were invested in the search for new tools to combat drug resistant tumors, they all require further implementation and methodological development. Further investigation and progress in the abovementioned strategies will provide significant advances in the rational combat against cancer MDR.
PB  - Elsevier
T2  - Drug Resistance Updates
T1  - Improvement of conventional anti-cancer drugs as new tools against multidrug resistant tumors
VL  - 50
DO  - 10.1016/j.drup.2020.100682
ER  - 

@article{
author = "Dallavalle, Sabrina and Dobričić, Vladimir and Lazzarato, Loretta and Gazzano, Elena and Machuqueiro, Miguel and Pajeva, Ilza and Tsakovska, Ivanka and Zidar, Nace and Fruttero, Roberta",
year = "2020",
abstract = "Multidrug resistance (MDR) is the dominant cause of the failure of cancer chemotherapy. The design of antitumor drugs that are able to evade MDR is rapidly evolving, showing that this area of biomedical research attracts great interest in the scientific community. The current review explores promising recent approaches that have been developed with the aim of circumventing or overcoming MDR. Encouraging results have been obtained in the investigation of the MDR-modulating properties of various classes of natural compounds and their analogues. Inhibition of P-gp or downregulation of its expression have proven to be the main mechanisms by which MDR can be surmounted. The use of hybrid molecules that are able to simultaneously interact with two or more cancer cell targets is currently being explored as a means to circumvent drug resistance. This strategy is based on the design of hybrid compounds that are obtained either by merging the structural features of separate drugs, or by conjugating two drugs or pharmacophores via cleavable/non-cleavable linkers. The approach is highly promising due to the pharmacokinetic and pharmacodynamic advantages that can be achieved over the independent administration of the two individual components. However, it should be stressed that the task of obtaining successful multivalent drugs is a very challenging one. The conjugation of anticancer agents with nitric oxide (NO) donors has recently been developed, creating a particular class of hybrid that can combat tumor drug resistance. Appropriate NO donors have been shown to reverse drug resistance via nitration of ABC transporters and by interfering with a number of metabolic enzymes and signaling pathways. In fact, hybrid compounds that are produced by covalently attaching NO-donors and antitumor drugs have been shown to elicit a synergistic cytotoxic effect in a variety of drug resistant cancer cell lines. Another strategy to circumvent MDR is based on nanocarrier-mediated transport and the controlled release of chemotherapeutic drugs and P-gp inhibitors. Their pharmacokinetics are governed by the nanoparticle or polymer carrier and make use of the enhanced permeation and retention (EPR) effect, which can increase selective delivery to cancer cells. These systems are usually internalized by cancer cells via endocytosis and accumulate in endosomes and lysosomes, thus preventing rapid efflux. Other modalities to combat MDR are described in this review, including the pharmaco-modulation of acridine, which is a well-known scaffold in the development of bioactive compounds, the use of natural compounds as means to reverse MDR, and the conjugation of anticancer drugs with carriers that target specific tumor-cell components. Finally, the outstanding potential of in silico structure-based methods as a means to evaluate the ability of antitumor drugs to interact with drug transporters is also highlighted in this review. Structure-based design methods, which utilize 3D structural data of proteins and their complexes with ligands, are the most effective of the in silico methods available, as they provide a prediction regarding the interaction between transport proteins and their substrates and inhibitors. The recently resolved X-ray structure of human P-gp can help predict the interaction sites of designed compounds, providing insight into their binding mode and directing possible rational modifications to prevent them from becoming P-gp drug substrates. In summary, although major efforts were invested in the search for new tools to combat drug resistant tumors, they all require further implementation and methodological development. Further investigation and progress in the abovementioned strategies will provide significant advances in the rational combat against cancer MDR.",
publisher = "Elsevier",
journal = "Drug Resistance Updates",
title = "Improvement of conventional anti-cancer drugs as new tools against multidrug resistant tumors",
volume = "50",
doi = "10.1016/j.drup.2020.100682"
}

Dallavalle, S., Dobričić, V., Lazzarato, L., Gazzano, E., Machuqueiro, M., Pajeva, I., Tsakovska, I., Zidar, N.,& Fruttero, R.. (2020). Improvement of conventional anti-cancer drugs as new tools against multidrug resistant tumors. in Drug Resistance Updates
Elsevier., 50.
https://doi.org/10.1016/j.drup.2020.100682

Dallavalle S, Dobričić V, Lazzarato L, Gazzano E, Machuqueiro M, Pajeva I, Tsakovska I, Zidar N, Fruttero R. Improvement of conventional anti-cancer drugs as new tools against multidrug resistant tumors. in Drug Resistance Updates. 2020;50.
doi:10.1016/j.drup.2020.100682 .

Dallavalle, Sabrina, Dobričić, Vladimir, Lazzarato, Loretta, Gazzano, Elena, Machuqueiro, Miguel, Pajeva, Ilza, Tsakovska, Ivanka, Zidar, Nace, Fruttero, Roberta, "Improvement of conventional anti-cancer drugs as new tools against multidrug resistant tumors" in Drug Resistance Updates, 50 (2020),
https://doi.org/10.1016/j.drup.2020.100682 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Marković, Bojan
PY  - 2019
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3665
AB  - U  ovom  radu  opisano  je  ispitivanje  stabilnosti  losartan  kalijuma  primenom  tečne hromatografije sa UV i MS-MS detekcijom i prikazan je njegov profil degradacionih proizvoda. Rastvor  losartan  kalijuma  bio  je  izložen  dejstvu  sledećih  stres  agenasa:  0,1  M  HCl;                       0,1 M NaOH i 3% (v/v) H2O2. Rastvori losartan kalijuma analizirani su gradijentnim eluiranjem sa  acetonitrilom  i  0,1%  (v/v)  vodenim  rastvorom  CF3COOH  pri  konstantnom protoku  od    0,5 ml min-1 i vremenom trajanja od 22 min. Degradacija u rastvorima losartan kalijuma koji su 7 dana bili izloženi dejstvu 0,1 M HCl i 0,1 M NaOH bila je manja od 1%, dok je u prisustvu 3% (v/v) H2O2 bila značajno veća (oko 10%).  Identifikacija  i  strukturna  analiza  glavnih  degradacionih  proizvoda  losartan  kalijuma izvršena je primenom LC-MS/MS metode. Grafička  zavisnost  izmerenih  koncentracija  u  funkciji  vremena  ukazuje  da  se  losartan kalijum  u  rastvoru  3%  (v/v)  H2O2  degradira  kinetikom  pseudo nultog  reda  sa  konstantnom brzine reakcije od 1.48ꞏ10-8 mol L-1 dan-1.
AB  - This paper presents study of losartan potassium stability evaluation by liquid chromatography with UV/VIS and MS-MS detection and its degradation profile. A solution of losartan potassium was exposed to the following stress agents: 0.1 M HCl, 0.1 M NaOH, and 3% (v/v) H2O2. The analyses of losartan potassium solutions were carried out in a gradient elution mode with acetonitrile and 0.1% (v/v) CF3COOH aqueous solution and constant flow rate of 0.5 mL min-1 within 22 min run time. After 7 days of losartan potassium solutions exposure to the stress agents at room temperature, it was found that the degree of degradation in the presence of 0.1 M HCl and 0.1 M NaOH was less than 1%, while in the presence of 3% H2O2 degradation was significantly higher (about 10%). Chemical structure elucidation of the major degradation products of losartan potassium was performed using LC-MS/MS method. The concentration versus time plot indicated that in 3% (v/v) H2O2 solution losartan potassium was degraded according to the pseudo zero-order reaction kinetics with 1.4810-8 mol L-1 day-1 rate constant. © 2019, Pharmaceutical Association of Serbia. All rights reserved.
PB  - Pharmaceutical Association of Serbia
T2  - Arhiv za farmaciju
T1  - Degradation kinetics and characterization of degradation products of losartan potassium by lc-ms/ms method
T1  - Kinetika degradacije i karakterizacija degradacionih proizvoda losartan kalijuma lcms/ms metodom
VL  - 69
IS  - 2
SP  - 80
EP  - 89
DO  - 10.5937/arhfarm1902080X
ER  - 

@article{
author = "Dobričić, Vladimir and Marković, Bojan",
year = "2019",
abstract = "U  ovom  radu  opisano  je  ispitivanje  stabilnosti  losartan  kalijuma  primenom  tečne hromatografije sa UV i MS-MS detekcijom i prikazan je njegov profil degradacionih proizvoda. Rastvor  losartan  kalijuma  bio  je  izložen  dejstvu  sledećih  stres  agenasa:  0,1  M  HCl;                       0,1 M NaOH i 3% (v/v) H2O2. Rastvori losartan kalijuma analizirani su gradijentnim eluiranjem sa  acetonitrilom  i  0,1%  (v/v)  vodenim  rastvorom  CF3COOH  pri  konstantnom protoku  od    0,5 ml min-1 i vremenom trajanja od 22 min. Degradacija u rastvorima losartan kalijuma koji su 7 dana bili izloženi dejstvu 0,1 M HCl i 0,1 M NaOH bila je manja od 1%, dok je u prisustvu 3% (v/v) H2O2 bila značajno veća (oko 10%).  Identifikacija  i  strukturna  analiza  glavnih  degradacionih  proizvoda  losartan  kalijuma izvršena je primenom LC-MS/MS metode. Grafička  zavisnost  izmerenih  koncentracija  u  funkciji  vremena  ukazuje  da  se  losartan kalijum  u  rastvoru  3%  (v/v)  H2O2  degradira  kinetikom  pseudo nultog  reda  sa  konstantnom brzine reakcije od 1.48ꞏ10-8 mol L-1 dan-1., This paper presents study of losartan potassium stability evaluation by liquid chromatography with UV/VIS and MS-MS detection and its degradation profile. A solution of losartan potassium was exposed to the following stress agents: 0.1 M HCl, 0.1 M NaOH, and 3% (v/v) H2O2. The analyses of losartan potassium solutions were carried out in a gradient elution mode with acetonitrile and 0.1% (v/v) CF3COOH aqueous solution and constant flow rate of 0.5 mL min-1 within 22 min run time. After 7 days of losartan potassium solutions exposure to the stress agents at room temperature, it was found that the degree of degradation in the presence of 0.1 M HCl and 0.1 M NaOH was less than 1%, while in the presence of 3% H2O2 degradation was significantly higher (about 10%). Chemical structure elucidation of the major degradation products of losartan potassium was performed using LC-MS/MS method. The concentration versus time plot indicated that in 3% (v/v) H2O2 solution losartan potassium was degraded according to the pseudo zero-order reaction kinetics with 1.4810-8 mol L-1 day-1 rate constant. © 2019, Pharmaceutical Association of Serbia. All rights reserved.",
publisher = "Pharmaceutical Association of Serbia",
journal = "Arhiv za farmaciju",
title = "Degradation kinetics and characterization of degradation products of losartan potassium by lc-ms/ms method, Kinetika degradacije i karakterizacija degradacionih proizvoda losartan kalijuma lcms/ms metodom",
volume = "69",
number = "2",
pages = "80-89",
doi = "10.5937/arhfarm1902080X"
}

Dobričić, V.,& Marković, B.. (2019). Degradation kinetics and characterization of degradation products of losartan potassium by lc-ms/ms method. in Arhiv za farmaciju
Pharmaceutical Association of Serbia., 69(2), 80-89.
https://doi.org/10.5937/arhfarm1902080X

Dobričić V, Marković B. Degradation kinetics and characterization of degradation products of losartan potassium by lc-ms/ms method. in Arhiv za farmaciju. 2019;69(2):80-89.
doi:10.5937/arhfarm1902080X .

Dobričić, Vladimir, Marković, Bojan, "Degradation kinetics and characterization of degradation products of losartan potassium by lc-ms/ms method" in Arhiv za farmaciju, 69, no. 2 (2019):80-89,
https://doi.org/10.5937/arhfarm1902080X . .

TY  - JOUR
AU  - Ivković, Branka
AU  - Brborić, Jasmina
AU  - Dobričić, Vladimir
AU  - Čudina, Olivera
PY  - 2019
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3355
AB  - A simple and convenient reversed-phase high-performance liquid chromatography (RP-HPLC) method for simultaneous separation, identification, and determination of sodium metabisulfite and sodium benzoate in pharmaceutical formulation has been developed and validated. Chromatographic separation was achieved on RP column Zorbax Extend C-18 (150 x 4.6 mm i.d., 3.5 mu m particles), and mixture of 0.1% phosphoric acid and acetonitrile in the ratio 62: 38 (v/v) was used as a mobile phase. The flow rate was set at 1.0 mL/min with detection wavelength of 275 nm. The method was successfully validated according to International Conference on Harmonization (ICH) guidelines acceptance criteria. The method is selective, as no interferences were observed at retention times corresponding to these analytes. Results of regression analyses (r) and statistical insignificance of calibration curve intercepts (p) proved linearity of the method in defined concentration ranges for sodium metabisulfite and sodium benzoate (0.05-0.15 mg/mL). Relative standard deviations calculated for both analytes in precision testing were below the limits defined for active pharmaceutical ingredients (analysis repeatability:  lt  2%; intermediate precision:  lt  3%). Recovery values were between 98.16% and 101.94%. According to results of robustness testing, chromatographic parameters are not significantly influenced by small variation of acetonitrile content in mobile phase, column temperature, and flow rate. Finally, the method was applied for quantitative determination of investigated preservatives in real sample analysis.
PB  - Akademiai Kiado Zrt, Budapest
T2  - Acta Chromatographica
T1  - Development and Validation of a New Isocratic RP-HPLC Method for Simultaneous Determination of Sodium Metabisulfite and Sodium Benzoate in Pharmaceutical Formulation
VL  - 31
IS  - 2
SP  - 133
EP  - 137
DO  - 10.1556/1326.2017.00404
ER  - 

@article{
author = "Ivković, Branka and Brborić, Jasmina and Dobričić, Vladimir and Čudina, Olivera",
year = "2019",
abstract = "A simple and convenient reversed-phase high-performance liquid chromatography (RP-HPLC) method for simultaneous separation, identification, and determination of sodium metabisulfite and sodium benzoate in pharmaceutical formulation has been developed and validated. Chromatographic separation was achieved on RP column Zorbax Extend C-18 (150 x 4.6 mm i.d., 3.5 mu m particles), and mixture of 0.1% phosphoric acid and acetonitrile in the ratio 62: 38 (v/v) was used as a mobile phase. The flow rate was set at 1.0 mL/min with detection wavelength of 275 nm. The method was successfully validated according to International Conference on Harmonization (ICH) guidelines acceptance criteria. The method is selective, as no interferences were observed at retention times corresponding to these analytes. Results of regression analyses (r) and statistical insignificance of calibration curve intercepts (p) proved linearity of the method in defined concentration ranges for sodium metabisulfite and sodium benzoate (0.05-0.15 mg/mL). Relative standard deviations calculated for both analytes in precision testing were below the limits defined for active pharmaceutical ingredients (analysis repeatability:  lt  2%; intermediate precision:  lt  3%). Recovery values were between 98.16% and 101.94%. According to results of robustness testing, chromatographic parameters are not significantly influenced by small variation of acetonitrile content in mobile phase, column temperature, and flow rate. Finally, the method was applied for quantitative determination of investigated preservatives in real sample analysis.",
publisher = "Akademiai Kiado Zrt, Budapest",
journal = "Acta Chromatographica",
title = "Development and Validation of a New Isocratic RP-HPLC Method for Simultaneous Determination of Sodium Metabisulfite and Sodium Benzoate in Pharmaceutical Formulation",
volume = "31",
number = "2",
pages = "133-137",
doi = "10.1556/1326.2017.00404"
}

Ivković, B., Brborić, J., Dobričić, V.,& Čudina, O.. (2019). Development and Validation of a New Isocratic RP-HPLC Method for Simultaneous Determination of Sodium Metabisulfite and Sodium Benzoate in Pharmaceutical Formulation. in Acta Chromatographica
Akademiai Kiado Zrt, Budapest., 31(2), 133-137.
https://doi.org/10.1556/1326.2017.00404

Ivković B, Brborić J, Dobričić V, Čudina O. Development and Validation of a New Isocratic RP-HPLC Method for Simultaneous Determination of Sodium Metabisulfite and Sodium Benzoate in Pharmaceutical Formulation. in Acta Chromatographica. 2019;31(2):133-137.
doi:10.1556/1326.2017.00404 .

Ivković, Branka, Brborić, Jasmina, Dobričić, Vladimir, Čudina, Olivera, "Development and Validation of a New Isocratic RP-HPLC Method for Simultaneous Determination of Sodium Metabisulfite and Sodium Benzoate in Pharmaceutical Formulation" in Acta Chromatographica, 31, no. 2 (2019):133-137,
https://doi.org/10.1556/1326.2017.00404 . .

TY  - THES
AU  - Tubić, Biljana K.
PY  - 2018
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=5707
UR  - http://nardus.mpn.gov.rs/handle/123456789/9347
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:17453/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=49966863
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3673
AB  - Estri (S,S)-1,2-etandiamin-N,N'-di-2-(3-cikloheksil)propanske kiseline(EDCP) sa metanolom (DM-EDCP), etanolom (DE-EDCP), propanolom (DPEDCP),butanolom (DB-EDCP) i izobutanolom (DIB-EDCP) i estri (S,S)-1,3-propandiamin-N,N'-di-2-(3-cikloheksil)propanske kiseline (PDCP) sametanolom (DM-PDCP), etanolom (DE-PDCP), propanolom (DP-PDCP),butanolom (DB-PDCP), izobutanolom (DIB-PDCP), pentanolom (DPE-PDCP) iizopentanolom (DIPE-PDCP) dizajnirani su kao ligandi za Pt(IV) komplekse. Uin vitro ispitivanjima utvrđena je značajna citotoksična aktivnost za navedenekomplekse, ali i za ligande u nevezanom obliku. Ispitivana supstanca DE-EDCPpokazala je najveću citotoksičnu aktivnost.U ovoj doktorskoj disertaciji opisan je razvoj i validacija savremenebioanalitičke metode - ultra visoko efikasne tečne hromatografije u sprezi samasenom detekcijom (UHPLC-MS/MS). Metoda je razvijena i validirana zapotrebe pretkliničkih ispitivanja, odnosno za određivanje ispitivane supstanceDE-EDCP u biološkom materijalu, kao i njenog potencijalnog metabolita EDCP.Kao interni standard primenjen je strukturni analog DB-PDCP.Tokom in vitro fizičko-hemijske biofarmaceutske karakterizacije ispitivanihsupstanci određena je i ocenjena njihova rastvorljivost u vodenom rastvoru,lipofilnost i permeabilnost na veštačkim membranama. Profili rastvorljivostikiselina i njihovih estara se značajno razlikuju, dok su profili rastvorljivosti obekiseline (EDCP i PDCP) slični, kao i profili rastvorljivosti svih estara. Kiseline sedobro rastvaraju u izrazito kiseloj sredini i u izrazito baznoj sredini, dok jerastvorljivost estara najveća u izrazito kiseloj sredini...
AB  - Esters of (S,S)-1,2-ethanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid(EDCP) with methyl alcohol (DM-EDCP), ethyl alcohol (DE-EDCP), n-propylalcohol (DP-EDCP), n-butyl-alcohol (DB-EDCP) and isobutyl-alcohol (DIBEDCP),and esters of (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP) with methyl alcohol (DM-PDCP), ethylalcchol (DE-PDCP), n-propyl alcohol (DP-PDCP), n-butyl alcohol (DB-PDCP),and isobutyl alcohol (DIB-PDCP), n-pentyl alcohol (DPE-PDCP) and isopentylalcohol (DIPE-PDCP) were designed as ligand of Pt(IV) complexes. During the invitro investigation it was found significantly cytotoxic activity of thesecomplexes, and also it was found cytotoxic activity of ligand without complexes.Investigated substance DE-EDCP was exerted the strongest cytotoxic activity.In this doctoral dissertation, there is presented a development and validationof a new ultra-high-performance liquid chromatography tandem massspectrometry bioanalytical method (UHPLC-MS/MS). The developed method issupposed for determination of DE-EDCP and its potential metabolit EDCP inbiological materials during non-clinical and clinical studies. The structuralanalogue DB-PDCP was used as an internal standard.During the in vitro biopharmaceutical characterization of the investigatedsubstances, there was performed a determination of solubility, lipophilicity andmembrane permeability. Profiles of solubility of the observed acids and theircorresponding esters are significantly different, while the profiles of solubility fortwo acids (EDCP and PDCP) are similar as well as the profiles of solubility for allthe esters...
PB  - Универзитет у Београду, Фармацеутски факултет
T2  - Универзитет у Београду
T1  - Derivati etilendiamin-N,N'-di-2-(3-cikloheksil) propanske kiseline sa potencijalnim citotoksičnim dejstvom - in silico/in vitro fizičko-hemijska i ADME karakterizacija
UR  - https://hdl.handle.net/21.15107/rcub_nardus_9347
ER  - 

@phdthesis{
author = "Tubić, Biljana K.",
year = "2018",
abstract = "Estri (S,S)-1,2-etandiamin-N,N'-di-2-(3-cikloheksil)propanske kiseline(EDCP) sa metanolom (DM-EDCP), etanolom (DE-EDCP), propanolom (DPEDCP),butanolom (DB-EDCP) i izobutanolom (DIB-EDCP) i estri (S,S)-1,3-propandiamin-N,N'-di-2-(3-cikloheksil)propanske kiseline (PDCP) sametanolom (DM-PDCP), etanolom (DE-PDCP), propanolom (DP-PDCP),butanolom (DB-PDCP), izobutanolom (DIB-PDCP), pentanolom (DPE-PDCP) iizopentanolom (DIPE-PDCP) dizajnirani su kao ligandi za Pt(IV) komplekse. Uin vitro ispitivanjima utvrđena je značajna citotoksična aktivnost za navedenekomplekse, ali i za ligande u nevezanom obliku. Ispitivana supstanca DE-EDCPpokazala je najveću citotoksičnu aktivnost.U ovoj doktorskoj disertaciji opisan je razvoj i validacija savremenebioanalitičke metode - ultra visoko efikasne tečne hromatografije u sprezi samasenom detekcijom (UHPLC-MS/MS). Metoda je razvijena i validirana zapotrebe pretkliničkih ispitivanja, odnosno za određivanje ispitivane supstanceDE-EDCP u biološkom materijalu, kao i njenog potencijalnog metabolita EDCP.Kao interni standard primenjen je strukturni analog DB-PDCP.Tokom in vitro fizičko-hemijske biofarmaceutske karakterizacije ispitivanihsupstanci određena je i ocenjena njihova rastvorljivost u vodenom rastvoru,lipofilnost i permeabilnost na veštačkim membranama. Profili rastvorljivostikiselina i njihovih estara se značajno razlikuju, dok su profili rastvorljivosti obekiseline (EDCP i PDCP) slični, kao i profili rastvorljivosti svih estara. Kiseline sedobro rastvaraju u izrazito kiseloj sredini i u izrazito baznoj sredini, dok jerastvorljivost estara najveća u izrazito kiseloj sredini..., Esters of (S,S)-1,2-ethanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid(EDCP) with methyl alcohol (DM-EDCP), ethyl alcohol (DE-EDCP), n-propylalcohol (DP-EDCP), n-butyl-alcohol (DB-EDCP) and isobutyl-alcohol (DIBEDCP),and esters of (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP) with methyl alcohol (DM-PDCP), ethylalcchol (DE-PDCP), n-propyl alcohol (DP-PDCP), n-butyl alcohol (DB-PDCP),and isobutyl alcohol (DIB-PDCP), n-pentyl alcohol (DPE-PDCP) and isopentylalcohol (DIPE-PDCP) were designed as ligand of Pt(IV) complexes. During the invitro investigation it was found significantly cytotoxic activity of thesecomplexes, and also it was found cytotoxic activity of ligand without complexes.Investigated substance DE-EDCP was exerted the strongest cytotoxic activity.In this doctoral dissertation, there is presented a development and validationof a new ultra-high-performance liquid chromatography tandem massspectrometry bioanalytical method (UHPLC-MS/MS). The developed method issupposed for determination of DE-EDCP and its potential metabolit EDCP inbiological materials during non-clinical and clinical studies. The structuralanalogue DB-PDCP was used as an internal standard.During the in vitro biopharmaceutical characterization of the investigatedsubstances, there was performed a determination of solubility, lipophilicity andmembrane permeability. Profiles of solubility of the observed acids and theircorresponding esters are significantly different, while the profiles of solubility fortwo acids (EDCP and PDCP) are similar as well as the profiles of solubility for allthe esters...",
publisher = "Универзитет у Београду, Фармацеутски факултет",
journal = "Универзитет у Београду",
title = "Derivati etilendiamin-N,N'-di-2-(3-cikloheksil) propanske kiseline sa potencijalnim citotoksičnim dejstvom - in silico/in vitro fizičko-hemijska i ADME karakterizacija",
url = "https://hdl.handle.net/21.15107/rcub_nardus_9347"
}

Tubić, B. K.. (2018). Derivati etilendiamin-N,N'-di-2-(3-cikloheksil) propanske kiseline sa potencijalnim citotoksičnim dejstvom - in silico/in vitro fizičko-hemijska i ADME karakterizacija. in Универзитет у Београду
Универзитет у Београду, Фармацеутски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_9347

Tubić BK. Derivati etilendiamin-N,N'-di-2-(3-cikloheksil) propanske kiseline sa potencijalnim citotoksičnim dejstvom - in silico/in vitro fizičko-hemijska i ADME karakterizacija. in Универзитет у Београду. 2018;.
https://hdl.handle.net/21.15107/rcub_nardus_9347 .

Tubić, Biljana K., "Derivati etilendiamin-N,N'-di-2-(3-cikloheksil) propanske kiseline sa potencijalnim citotoksičnim dejstvom - in silico/in vitro fizičko-hemijska i ADME karakterizacija" in Универзитет у Београду (2018),
https://hdl.handle.net/21.15107/rcub_nardus_9347 .

TY  - JOUR
AU  - Rupar, Jelena
AU  - Dobričić, Vladimir
AU  - Aleksić, Mara
AU  - Brborić, Jasmina
AU  - Čudina, Olivera
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3033
AB  - Acridine ring can be found in molecules used in many different spheres, including industry and medicine. Nowadays, even acridines with antibacterial activity are of research interest due to increasing bacterial resistance. Some acridine derivatives showed antimalarial or antiviral activity. Acridine derivatives were also investigated for antitumor activity due to the interaction with topoisomerase II and DNA base pairs. Considering these possible uses of acridine derivatives, this work was made as overview of all significant structure characteristics for specific action of these compounds.
PB  - Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac
T2  - Kragujevac Journal of Science
T1  - A review of published data on acridine derivatives with different biological activities
IS  - 40
SP  - 83
EP  - 101
DO  - 10.5937/KgJSci1840083R
ER  - 

@article{
author = "Rupar, Jelena and Dobričić, Vladimir and Aleksić, Mara and Brborić, Jasmina and Čudina, Olivera",
year = "2018",
abstract = "Acridine ring can be found in molecules used in many different spheres, including industry and medicine. Nowadays, even acridines with antibacterial activity are of research interest due to increasing bacterial resistance. Some acridine derivatives showed antimalarial or antiviral activity. Acridine derivatives were also investigated for antitumor activity due to the interaction with topoisomerase II and DNA base pairs. Considering these possible uses of acridine derivatives, this work was made as overview of all significant structure characteristics for specific action of these compounds.",
publisher = "Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac",
journal = "Kragujevac Journal of Science",
title = "A review of published data on acridine derivatives with different biological activities",
number = "40",
pages = "83-101",
doi = "10.5937/KgJSci1840083R"
}

Rupar, J., Dobričić, V., Aleksić, M., Brborić, J.,& Čudina, O.. (2018). A review of published data on acridine derivatives with different biological activities. in Kragujevac Journal of Science
Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac.(40), 83-101.
https://doi.org/10.5937/KgJSci1840083R

Rupar J, Dobričić V, Aleksić M, Brborić J, Čudina O. A review of published data on acridine derivatives with different biological activities. in Kragujevac Journal of Science. 2018;(40):83-101.
doi:10.5937/KgJSci1840083R .

Rupar, Jelena, Dobričić, Vladimir, Aleksić, Mara, Brborić, Jasmina, Čudina, Olivera, "A review of published data on acridine derivatives with different biological activities" in Kragujevac Journal of Science, no. 40 (2018):83-101,
https://doi.org/10.5937/KgJSci1840083R . .

TY  - JOUR
AU  - Savić, Jelena
AU  - Dilber, Sanda
AU  - Crevar-Sakač, Milkica
AU  - Vladimirov, Sote
AU  - Brborić, Jasmina
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3096
AB  - Lipophilicity parameters (logP) were determined for thirteen synthesized β-hydroxy-β-arilalkanoic acids using reversed phase high performance liquid chromatography. Anti-inflammatory activity and potential selectivity towards cyclooxygenase-2 inhibition of synthetized compounds was assessed. Stationary phase was octadecyl modified (C-18) silicagel, and four used mobile phases contained different amount of methanol. Both synthetized and standard compounds with known logP values (aspirin, ibuprofen, ketoprofen, naproxen and phenanthrene) were tested in a chromatographic system. Using retention times for each standard and synthesized compound logk values (logarithm of capacity factor) were calculated. Intercept on a graph showing dependency of logk from methanol amount in the mobile phase for each compound represents logKw(capacity factor when organic solvent amount is zero). Graph showing linear dependency of logP of standard compounds from experimentally obtained logKw values was plotted. LogP values for synthetized compounds were obtained by interpolation from the plotted graph. Obtained values are in a range from 2.901 to 3.847. The best correlation between experimentally obtained and predicted logP values was using KOWWIN software (R2=0.8864), which makes this software appropriate for predicting logP values of this type of compounds.
AB  - Parametri lipofilnosti (logP) su određeni za trinaest sintetisanih β-hidroksi-β-arilalkanskih kiselina primenom reverzno fazne tečne hromatografije. Ispitivanje je urađeno na derivatima kojima je tokom prethodnih istraživanja okarakterisana antiinflamatorna aktivnost i pretpostavljena je potencijalna selektivnost prema inhibiciji ciklooksigenaze-2. Oktadecil-modifikovani (C-18) silikagel je predstavljao stacionarnu fazu, a korišćene su četiri mobilne faze u kojima je variran udeo metanola. Hromatografski su testirana jedinjenja sa poznatim logP vrednostima (aspirin, ibuprofen, ketoprofen, naproksen i fenantren) i sintetisana jedinjenja. Na osnovu retencionog vremena za svako standardno i sintetisano jedinjenje izračunate su vrednosti logk (logaritam faktora kapaciteta). Odsečak na y osi grafika zavisnosti logk od udela metanola u mobilnoj fazi za svako jedinjenje predstavlja vrednost logKw (vrednost retencionog faktora za hromatografski sistem u kome je sadržaj organske komponente nula) za dato jedinjenje. Konstruisan je grafik zavisnosti logP za standardna jedinjenja od njihovih eksperimentalno dobijenih logKw vrednosti i uspostavljena je linearna zavisnost. Interpolacijom logKw sa grafika su očitane vrednosti logP za sintetisana jedinjenja. Dobijene vrednosti su u opsegu od 2,901 do 3,847. Za predviđanje logP vrednosti korišćeni su računarski programi: AlogPS, Molinspiration, MarvinSketch i KOWWIN. Najbolja korelacija između eksperimentalno određenih i predviđenih rezultata je u programu KOWWIN (R2=0,8864), što čini ovaj program pogodnim za predviđanje logP vrednosti ovog tipa jedinjenja.
PB  - Savez farmaceutskih udruženja Srbije, Beograd
T2  - Arhiv za farmaciju
T1  - Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure
T1  - Određivanje lipofilnosti β-hidroksi-β-arilalkanskih kiselina primenom reverzno-fazne tečne hromatografije pod visokim pritiskom
VL  - 68
IS  - 1
SP  - 34
EP  - 45
DO  - 10.5937/arhFarm1801034S
ER  - 

@article{
author = "Savić, Jelena and Dilber, Sanda and Crevar-Sakač, Milkica and Vladimirov, Sote and Brborić, Jasmina",
year = "2018",
abstract = "Lipophilicity parameters (logP) were determined for thirteen synthesized β-hydroxy-β-arilalkanoic acids using reversed phase high performance liquid chromatography. Anti-inflammatory activity and potential selectivity towards cyclooxygenase-2 inhibition of synthetized compounds was assessed. Stationary phase was octadecyl modified (C-18) silicagel, and four used mobile phases contained different amount of methanol. Both synthetized and standard compounds with known logP values (aspirin, ibuprofen, ketoprofen, naproxen and phenanthrene) were tested in a chromatographic system. Using retention times for each standard and synthesized compound logk values (logarithm of capacity factor) were calculated. Intercept on a graph showing dependency of logk from methanol amount in the mobile phase for each compound represents logKw(capacity factor when organic solvent amount is zero). Graph showing linear dependency of logP of standard compounds from experimentally obtained logKw values was plotted. LogP values for synthetized compounds were obtained by interpolation from the plotted graph. Obtained values are in a range from 2.901 to 3.847. The best correlation between experimentally obtained and predicted logP values was using KOWWIN software (R2=0.8864), which makes this software appropriate for predicting logP values of this type of compounds., Parametri lipofilnosti (logP) su određeni za trinaest sintetisanih β-hidroksi-β-arilalkanskih kiselina primenom reverzno fazne tečne hromatografije. Ispitivanje je urađeno na derivatima kojima je tokom prethodnih istraživanja okarakterisana antiinflamatorna aktivnost i pretpostavljena je potencijalna selektivnost prema inhibiciji ciklooksigenaze-2. Oktadecil-modifikovani (C-18) silikagel je predstavljao stacionarnu fazu, a korišćene su četiri mobilne faze u kojima je variran udeo metanola. Hromatografski su testirana jedinjenja sa poznatim logP vrednostima (aspirin, ibuprofen, ketoprofen, naproksen i fenantren) i sintetisana jedinjenja. Na osnovu retencionog vremena za svako standardno i sintetisano jedinjenje izračunate su vrednosti logk (logaritam faktora kapaciteta). Odsečak na y osi grafika zavisnosti logk od udela metanola u mobilnoj fazi za svako jedinjenje predstavlja vrednost logKw (vrednost retencionog faktora za hromatografski sistem u kome je sadržaj organske komponente nula) za dato jedinjenje. Konstruisan je grafik zavisnosti logP za standardna jedinjenja od njihovih eksperimentalno dobijenih logKw vrednosti i uspostavljena je linearna zavisnost. Interpolacijom logKw sa grafika su očitane vrednosti logP za sintetisana jedinjenja. Dobijene vrednosti su u opsegu od 2,901 do 3,847. Za predviđanje logP vrednosti korišćeni su računarski programi: AlogPS, Molinspiration, MarvinSketch i KOWWIN. Najbolja korelacija između eksperimentalno određenih i predviđenih rezultata je u programu KOWWIN (R2=0,8864), što čini ovaj program pogodnim za predviđanje logP vrednosti ovog tipa jedinjenja.",
publisher = "Savez farmaceutskih udruženja Srbije, Beograd",
journal = "Arhiv za farmaciju",
title = "Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure, Određivanje lipofilnosti β-hidroksi-β-arilalkanskih kiselina primenom reverzno-fazne tečne hromatografije pod visokim pritiskom",
volume = "68",
number = "1",
pages = "34-45",
doi = "10.5937/arhFarm1801034S"
}

Savić, J., Dilber, S., Crevar-Sakač, M., Vladimirov, S.,& Brborić, J.. (2018). Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure. in Arhiv za farmaciju
Savez farmaceutskih udruženja Srbije, Beograd., 68(1), 34-45.
https://doi.org/10.5937/arhFarm1801034S

Savić J, Dilber S, Crevar-Sakač M, Vladimirov S, Brborić J. Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure. in Arhiv za farmaciju. 2018;68(1):34-45.
doi:10.5937/arhFarm1801034S .

Savić, Jelena, Dilber, Sanda, Crevar-Sakač, Milkica, Vladimirov, Sote, Brborić, Jasmina, "Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure" in Arhiv za farmaciju, 68, no. 1 (2018):34-45,
https://doi.org/10.5937/arhFarm1801034S . .

TY  - JOUR
AU  - Savić, Jelena
AU  - Dilber, Sanda
AU  - Vujić, Zorica
AU  - Vladimirov, Sote
AU  - Brborić, Jasmina
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3069
AB  - The pK(a) values of twelve beta-hydroxy-beta-arylalkanoic acids and ibuprofen were determined using a modified RP-HPLC method. The stationary phase was octadecyl modified (C-18) silica gel, and the mobile phases were mixtures of methanol and one of ten different buffers (60: 40 volume ratio). The mean retention time of each compound was plotted against the pH of each of the ten used mobile phases. The inflection point of the obtained sigmoidal curve represents the (s)(w)pK(a) of a compound. Using (s)(w)pKa in previously established equations for the specific methanol/buffer mixture, the (w)(w)pK(a) values (in pure water) were calculated. The obtained wwpKa values for the synthesized compounds were in a range from 3.40 to 3.74, and the (w)(w)pK(a) for ibuprofen was 4.27. The Predicted pK(a) values for this type of compounds in the MarvinSketch 5.11.5. Program were in poor correlation with the experimental results, while in ACD//I-Labs pK(a) values were calculated as a wide range.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - A modified RP-HPLC method for the determination of the pK(a) values of synthesized beta-hydroxy-beta-arylalkanoic acids
VL  - 83
IS  - 7-8
SP  - 875
EP  - 883
DO  - 10.2298/JSC170804045S
ER  - 

@article{
author = "Savić, Jelena and Dilber, Sanda and Vujić, Zorica and Vladimirov, Sote and Brborić, Jasmina",
year = "2018",
abstract = "The pK(a) values of twelve beta-hydroxy-beta-arylalkanoic acids and ibuprofen were determined using a modified RP-HPLC method. The stationary phase was octadecyl modified (C-18) silica gel, and the mobile phases were mixtures of methanol and one of ten different buffers (60: 40 volume ratio). The mean retention time of each compound was plotted against the pH of each of the ten used mobile phases. The inflection point of the obtained sigmoidal curve represents the (s)(w)pK(a) of a compound. Using (s)(w)pKa in previously established equations for the specific methanol/buffer mixture, the (w)(w)pK(a) values (in pure water) were calculated. The obtained wwpKa values for the synthesized compounds were in a range from 3.40 to 3.74, and the (w)(w)pK(a) for ibuprofen was 4.27. The Predicted pK(a) values for this type of compounds in the MarvinSketch 5.11.5. Program were in poor correlation with the experimental results, while in ACD//I-Labs pK(a) values were calculated as a wide range.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "A modified RP-HPLC method for the determination of the pK(a) values of synthesized beta-hydroxy-beta-arylalkanoic acids",
volume = "83",
number = "7-8",
pages = "875-883",
doi = "10.2298/JSC170804045S"
}

Savić, J., Dilber, S., Vujić, Z., Vladimirov, S.,& Brborić, J.. (2018). A modified RP-HPLC method for the determination of the pK(a) values of synthesized beta-hydroxy-beta-arylalkanoic acids. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 83(7-8), 875-883.
https://doi.org/10.2298/JSC170804045S

Savić J, Dilber S, Vujić Z, Vladimirov S, Brborić J. A modified RP-HPLC method for the determination of the pK(a) values of synthesized beta-hydroxy-beta-arylalkanoic acids. in Journal of the Serbian Chemical Society. 2018;83(7-8):875-883.
doi:10.2298/JSC170804045S .

Savić, Jelena, Dilber, Sanda, Vujić, Zorica, Vladimirov, Sote, Brborić, Jasmina, "A modified RP-HPLC method for the determination of the pK(a) values of synthesized beta-hydroxy-beta-arylalkanoic acids" in Journal of the Serbian Chemical Society, 83, no. 7-8 (2018):875-883,
https://doi.org/10.2298/JSC170804045S . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Stanišić, Aleksa
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3209
AB  - Octanol-water partition coefficients (log Po/w) of fifteen previously synthesized 17 beta-carboxamide glucocorticoid derivatives and prednisolone were determined using shake-flask method. The retention behavior of selected compounds was tested in five reversed-phased thin-layer chromatography (RP-TLC) systems, consisting of water and organic solvent (acetonitrile, acetone, ethanol 96%, methanol, or tetrahydrofuran), and chromatography parameters (R-M(0), S, and C-0) were calculated. Simple linear regression (SLR) analysis was performed, and the correlation between log Po/w and chromatography parameters was tested. The most appropriate RP-TLC system for log Po/w prediction was that consisting of water and ethanol 96% as the mobile phase. Statisitical evaluation of the quality of models created using this system proved their reliability for log Po/w prediction of new 17 beta-carboxamide glucocorticoid derivatives, and the model with the most favorable statistical parameters was underlined.
PB  - Akademiai Kiado Zrt, Budapest
T2  - Journal of Planar Chromatography - Modern TLC
T1  - Development of a Reversed-Phased Thin-Layer
Chromatography Method for the Lipophilicity Prediction of
17β-Carboxamide Glucocorticoid Derivatives
VL  - 31
IS  - 3
SP  - 250
EP  - 256
DO  - 10.1556/1006.2018.31.3.11
ER  - 

@article{
author = "Dobričić, Vladimir and Stanišić, Aleksa and Vladimirov, Sote and Čudina, Olivera",
year = "2018",
abstract = "Octanol-water partition coefficients (log Po/w) of fifteen previously synthesized 17 beta-carboxamide glucocorticoid derivatives and prednisolone were determined using shake-flask method. The retention behavior of selected compounds was tested in five reversed-phased thin-layer chromatography (RP-TLC) systems, consisting of water and organic solvent (acetonitrile, acetone, ethanol 96%, methanol, or tetrahydrofuran), and chromatography parameters (R-M(0), S, and C-0) were calculated. Simple linear regression (SLR) analysis was performed, and the correlation between log Po/w and chromatography parameters was tested. The most appropriate RP-TLC system for log Po/w prediction was that consisting of water and ethanol 96% as the mobile phase. Statisitical evaluation of the quality of models created using this system proved their reliability for log Po/w prediction of new 17 beta-carboxamide glucocorticoid derivatives, and the model with the most favorable statistical parameters was underlined.",
publisher = "Akademiai Kiado Zrt, Budapest",
journal = "Journal of Planar Chromatography - Modern TLC",
title = "Development of a Reversed-Phased Thin-Layer
Chromatography Method for the Lipophilicity Prediction of
17β-Carboxamide Glucocorticoid Derivatives",
volume = "31",
number = "3",
pages = "250-256",
doi = "10.1556/1006.2018.31.3.11"
}

Dobričić, V., Stanišić, A., Vladimirov, S.,& Čudina, O.. (2018). Development of a Reversed-Phased Thin-Layer
Chromatography Method for the Lipophilicity Prediction of
17β-Carboxamide Glucocorticoid Derivatives. in Journal of Planar Chromatography - Modern TLC
Akademiai Kiado Zrt, Budapest., 31(3), 250-256.
https://doi.org/10.1556/1006.2018.31.3.11

Dobričić V, Stanišić A, Vladimirov S, Čudina O. Development of a Reversed-Phased Thin-Layer
Chromatography Method for the Lipophilicity Prediction of
17β-Carboxamide Glucocorticoid Derivatives. in Journal of Planar Chromatography - Modern TLC. 2018;31(3):250-256.
doi:10.1556/1006.2018.31.3.11 .

Dobričić, Vladimir, Stanišić, Aleksa, Vladimirov, Sote, Čudina, Olivera, "Development of a Reversed-Phased Thin-Layer
Chromatography Method for the Lipophilicity Prediction of
17β-Carboxamide Glucocorticoid Derivatives" in Journal of Planar Chromatography - Modern TLC, 31, no. 3 (2018):250-256,
https://doi.org/10.1556/1006.2018.31.3.11 . .

TY  - JOUR
AU  - Tubić, Biljana
AU  - Vladimirov, Sandra
AU  - Marković, Bojan
AU  - Sabo, Tibor
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3156
AB  - O,O'-diethyl-(S, S)-ethylenediamine-N, N'-di-2-(3-cyclohexyl) propanoate (DE-EDCP) is novel substance with cytotoxic activity in human leukemic cells. The aim of this study has been to predict in vivo bioavailability of the DE-EDCP and its potential metabolite (S, S)-ethylenediamine-N, N'-di-2-(3-cyclohexyl) propanoic acid (EDCP) by in vitro characterization which includes determination of lipophilicity and passive membrane permeability. There has also been evaluated inter-laboratory reproducibility of the bio-analytical method which was previously developed and validated for non-clinical study of the DE-EDCP and EDCP. Distribution coefficient n-octanol/water was 1.68 and 0.03, and apparent permeability coefficient was 4 x 10(-4) cm/s and 20 x 10(-4) cm/s, for the DE-EDCP and EDCP, respectively. Observed results have shown that the DE-EDCP is more lipophilic with better membrane retention, but the EDCP has better pass through the membrane. Also, there has been demonstrated a reproducibility and robustness of the proposed bio-analytical method.
PB  - Slovensko Kemijsko Drustvo, Ljubljana
T2  - Acta Chimica Slovenica
T1  - Prediction of in vivo Bioavailibility by in vitro Characterization of Ethylenediamine Dipropanoic Acid Derivatives with Cytotoxic Activity
VL  - 65
IS  - 1
SP  - 59
EP  - 64
DO  - 10.17344/acsi.2017.3477
ER  - 

@article{
author = "Tubić, Biljana and Vladimirov, Sandra and Marković, Bojan and Sabo, Tibor",
year = "2018",
abstract = "O,O'-diethyl-(S, S)-ethylenediamine-N, N'-di-2-(3-cyclohexyl) propanoate (DE-EDCP) is novel substance with cytotoxic activity in human leukemic cells. The aim of this study has been to predict in vivo bioavailability of the DE-EDCP and its potential metabolite (S, S)-ethylenediamine-N, N'-di-2-(3-cyclohexyl) propanoic acid (EDCP) by in vitro characterization which includes determination of lipophilicity and passive membrane permeability. There has also been evaluated inter-laboratory reproducibility of the bio-analytical method which was previously developed and validated for non-clinical study of the DE-EDCP and EDCP. Distribution coefficient n-octanol/water was 1.68 and 0.03, and apparent permeability coefficient was 4 x 10(-4) cm/s and 20 x 10(-4) cm/s, for the DE-EDCP and EDCP, respectively. Observed results have shown that the DE-EDCP is more lipophilic with better membrane retention, but the EDCP has better pass through the membrane. Also, there has been demonstrated a reproducibility and robustness of the proposed bio-analytical method.",
publisher = "Slovensko Kemijsko Drustvo, Ljubljana",
journal = "Acta Chimica Slovenica",
title = "Prediction of in vivo Bioavailibility by in vitro Characterization of Ethylenediamine Dipropanoic Acid Derivatives with Cytotoxic Activity",
volume = "65",
number = "1",
pages = "59-64",
doi = "10.17344/acsi.2017.3477"
}

Tubić, B., Vladimirov, S., Marković, B.,& Sabo, T.. (2018). Prediction of in vivo Bioavailibility by in vitro Characterization of Ethylenediamine Dipropanoic Acid Derivatives with Cytotoxic Activity. in Acta Chimica Slovenica
Slovensko Kemijsko Drustvo, Ljubljana., 65(1), 59-64.
https://doi.org/10.17344/acsi.2017.3477

Tubić B, Vladimirov S, Marković B, Sabo T. Prediction of in vivo Bioavailibility by in vitro Characterization of Ethylenediamine Dipropanoic Acid Derivatives with Cytotoxic Activity. in Acta Chimica Slovenica. 2018;65(1):59-64.
doi:10.17344/acsi.2017.3477 .

Tubić, Biljana, Vladimirov, Sandra, Marković, Bojan, Sabo, Tibor, "Prediction of in vivo Bioavailibility by in vitro Characterization of Ethylenediamine Dipropanoic Acid Derivatives with Cytotoxic Activity" in Acta Chimica Slovenica, 65, no. 1 (2018):59-64,
https://doi.org/10.17344/acsi.2017.3477 . .

TY  - JOUR
AU  - Savić, Jelena
AU  - Marković, Bojan
AU  - Vitnik, Vesna
AU  - Dilber, Sanda
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3032
AB  - pKa values of five β-hydroxy-β-arylalkanoic acids and ibuprofen were determined using the RP-HPLC method. Stationary phase was octadecyl modified (C-18) silica gel, and mobile phase was a mixture of methanol and one of nine different buffers (60:40, v/v). wspH values were measured after mixing methanol with an appropriate buffer. The mean retention time of each compound was plotted against wspH of each mobile phase. The inflection point of each sigmoidal curve represented wspK a of the compound. Using wspK a in already known equations for the specific methanol/buffer mixture, wwpK a values were calculated. Obtained pKa values for synthesized compounds were in a narrow range from 3.34-3.81 and pKa for ibuprofen was 4.45. Predicted pKa values for these compounds in SPARC software showed good correlation with experimental pKa values (R2=0.8048).
PB  - Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac
T2  - Kragujevac Journal of Science
T1  - Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography
IS  - 40
SP  - 103
EP  - 111
DO  - 10.5937/KgJSci1840103S
ER  - 

@article{
author = "Savić, Jelena and Marković, Bojan and Vitnik, Vesna and Dilber, Sanda",
year = "2018",
abstract = "pKa values of five β-hydroxy-β-arylalkanoic acids and ibuprofen were determined using the RP-HPLC method. Stationary phase was octadecyl modified (C-18) silica gel, and mobile phase was a mixture of methanol and one of nine different buffers (60:40, v/v). wspH values were measured after mixing methanol with an appropriate buffer. The mean retention time of each compound was plotted against wspH of each mobile phase. The inflection point of each sigmoidal curve represented wspK a of the compound. Using wspK a in already known equations for the specific methanol/buffer mixture, wwpK a values were calculated. Obtained pKa values for synthesized compounds were in a narrow range from 3.34-3.81 and pKa for ibuprofen was 4.45. Predicted pKa values for these compounds in SPARC software showed good correlation with experimental pKa values (R2=0.8048).",
publisher = "Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac",
journal = "Kragujevac Journal of Science",
title = "Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography",
number = "40",
pages = "103-111",
doi = "10.5937/KgJSci1840103S"
}

Savić, J., Marković, B., Vitnik, V.,& Dilber, S.. (2018). Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography. in Kragujevac Journal of Science
Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac.(40), 103-111.
https://doi.org/10.5937/KgJSci1840103S

Savić J, Marković B, Vitnik V, Dilber S. Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography. in Kragujevac Journal of Science. 2018;(40):103-111.
doi:10.5937/KgJSci1840103S .

Savić, Jelena, Marković, Bojan, Vitnik, Vesna, Dilber, Sanda, "Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography" in Kragujevac Journal of Science, no. 40 (2018):103-111,
https://doi.org/10.5937/KgJSci1840103S . .

TY  - JOUR
AU  - Damnjanović, Danijela
AU  - Dobričić, Vladimir
AU  - Čudina, Olivera
AU  - Vladimirov, Sote
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3101
AB  - Acetylsalicylic acid belongs to nonsteroidal anti-inflammatory drugs with antiinflammatory, analgesic and antipyretic properties. The aim of this work was development and validation of HPLC method for qualitative and quantitative analysis of acetylsalicylic acid and its major degradation product, salicylic acid, in dosage forms. The optimal separation was achived using Zorbax Eclipse XDB-C18 Analytical column (4,6x150 mm, particle size 5 μm) thermostated at 35°C. Mobile phase consisted of eluents A and B in ratio 65:35 (V/V). As the eluent A, water of HPLC purity and 85% phosphoric acid in ratio 80:0.5 (V/V) were used, while acetonitrile was used as the eluent B. The flow rate was 1.0 mL/min and UV detection was performed at 240 nm. The method was validated in terms of selectivity, linearity, precision, accuracy and robustness for both analytes, as well as limits of detection and quantification for salicylic acid. The obtained results meet the requirements of analytical procedures validation. The proposed HPLC method was applied in qualitative and quantitative analysis of acetylsalicylic and salicylic acids in six different forms of drugs. All obtained results meet the requirements of manufacturer specifications. The established HPLC method was found to be rapid, simple, accurate and selective for simultaneous determination of acetylsalicylic and salicylic acids in dosage forms.
AB  - Acetilsalicilna kiselina pripada grupi nesteroidnih antiinflamatornih lekova koji ispoljavaju antiinflamatorno, analgetičko i antipiretičko delovanje. Cilj ovog rada je bio razvoj i validacija HPLC metode za kvalitativnu i kvantitativnu analizu acetilsalicilne kiseline i njenog degradacionog proizvoda, salicilne kiseline, u doziranim oblicima. Optimalno razdvajanje ispitivanih analita postignuto je na koloni Zorbax Eclipse XDB-C18 Analytical (4,6x150 mm, veličina čestica 5 μm) na temperaturi od 35°C. Mobilnu fazu čine smeša A i B u odnosu 65:35 (V/V). Smeša A je voda HPLC čistoće i 85% fosforna kiselina u odnosu 80:0,5 (V/V), a B je acetonitril. Protok je bio 1,0 mL/min, a talasna dužina detekcije 240 nm. Metoda je validirana i ispitani su sledeći parametri validacije: selektivnost, linearnost, preciznost, tačnost i robusnost za oba analita, kao i limiti detekcije i kvantifikacije za salicilnu kiselinu. Dobijene vrednosti su u skladu sa definisanim kriterijumima za validaciju metode. Predložena HPLC metoda je primenjena za kvalitativnu i kvantitativnu analizu acetilsalicilne i salicilne kiseline u šest različitih komercijalnih preparata. Svi rezultati ispitivanja su u dozvoljenim granicama specifikacija proizvođača. Predložena HPLC metoda pod datim eksperimentalnim uslovima predstavlja brz, jednostavan, tačan i selektivan postupak za istovremeno određivanje acetilsalicilne i salicilne kiseline u doziranim oblicima.
PB  - Savez farmaceutskih udruženja Srbije, Beograd
T2  - Arhiv za farmaciju
T1  - Development and validation of liquid chromatography method for determination of acetylsalicylic and salicylic acid in dosage forms
T1  - Razvoj i validacija metode tečne hromatografije za određivanje acetilsalicilne i salicilne kiseline u doziranim oblicima
VL  - 68
IS  - 4
SP  - 885
EP  - 899
DO  - 10.5937/ArhFarm1804885D
ER  - 

@article{
author = "Damnjanović, Danijela and Dobričić, Vladimir and Čudina, Olivera and Vladimirov, Sote",
year = "2018",
abstract = "Acetylsalicylic acid belongs to nonsteroidal anti-inflammatory drugs with antiinflammatory, analgesic and antipyretic properties. The aim of this work was development and validation of HPLC method for qualitative and quantitative analysis of acetylsalicylic acid and its major degradation product, salicylic acid, in dosage forms. The optimal separation was achived using Zorbax Eclipse XDB-C18 Analytical column (4,6x150 mm, particle size 5 μm) thermostated at 35°C. Mobile phase consisted of eluents A and B in ratio 65:35 (V/V). As the eluent A, water of HPLC purity and 85% phosphoric acid in ratio 80:0.5 (V/V) were used, while acetonitrile was used as the eluent B. The flow rate was 1.0 mL/min and UV detection was performed at 240 nm. The method was validated in terms of selectivity, linearity, precision, accuracy and robustness for both analytes, as well as limits of detection and quantification for salicylic acid. The obtained results meet the requirements of analytical procedures validation. The proposed HPLC method was applied in qualitative and quantitative analysis of acetylsalicylic and salicylic acids in six different forms of drugs. All obtained results meet the requirements of manufacturer specifications. The established HPLC method was found to be rapid, simple, accurate and selective for simultaneous determination of acetylsalicylic and salicylic acids in dosage forms., Acetilsalicilna kiselina pripada grupi nesteroidnih antiinflamatornih lekova koji ispoljavaju antiinflamatorno, analgetičko i antipiretičko delovanje. Cilj ovog rada je bio razvoj i validacija HPLC metode za kvalitativnu i kvantitativnu analizu acetilsalicilne kiseline i njenog degradacionog proizvoda, salicilne kiseline, u doziranim oblicima. Optimalno razdvajanje ispitivanih analita postignuto je na koloni Zorbax Eclipse XDB-C18 Analytical (4,6x150 mm, veličina čestica 5 μm) na temperaturi od 35°C. Mobilnu fazu čine smeša A i B u odnosu 65:35 (V/V). Smeša A je voda HPLC čistoće i 85% fosforna kiselina u odnosu 80:0,5 (V/V), a B je acetonitril. Protok je bio 1,0 mL/min, a talasna dužina detekcije 240 nm. Metoda je validirana i ispitani su sledeći parametri validacije: selektivnost, linearnost, preciznost, tačnost i robusnost za oba analita, kao i limiti detekcije i kvantifikacije za salicilnu kiselinu. Dobijene vrednosti su u skladu sa definisanim kriterijumima za validaciju metode. Predložena HPLC metoda je primenjena za kvalitativnu i kvantitativnu analizu acetilsalicilne i salicilne kiseline u šest različitih komercijalnih preparata. Svi rezultati ispitivanja su u dozvoljenim granicama specifikacija proizvođača. Predložena HPLC metoda pod datim eksperimentalnim uslovima predstavlja brz, jednostavan, tačan i selektivan postupak za istovremeno određivanje acetilsalicilne i salicilne kiseline u doziranim oblicima.",
publisher = "Savez farmaceutskih udruženja Srbije, Beograd",
journal = "Arhiv za farmaciju",
title = "Development and validation of liquid chromatography method for determination of acetylsalicylic and salicylic acid in dosage forms, Razvoj i validacija metode tečne hromatografije za određivanje acetilsalicilne i salicilne kiseline u doziranim oblicima",
volume = "68",
number = "4",
pages = "885-899",
doi = "10.5937/ArhFarm1804885D"
}

Damnjanović, D., Dobričić, V., Čudina, O.,& Vladimirov, S.. (2018). Development and validation of liquid chromatography method for determination of acetylsalicylic and salicylic acid in dosage forms. in Arhiv za farmaciju
Savez farmaceutskih udruženja Srbije, Beograd., 68(4), 885-899.
https://doi.org/10.5937/ArhFarm1804885D

Damnjanović D, Dobričić V, Čudina O, Vladimirov S. Development and validation of liquid chromatography method for determination of acetylsalicylic and salicylic acid in dosage forms. in Arhiv za farmaciju. 2018;68(4):885-899.
doi:10.5937/ArhFarm1804885D .

Damnjanović, Danijela, Dobričić, Vladimir, Čudina, Olivera, Vladimirov, Sote, "Development and validation of liquid chromatography method for determination of acetylsalicylic and salicylic acid in dosage forms" in Arhiv za farmaciju, 68, no. 4 (2018):885-899,
https://doi.org/10.5937/ArhFarm1804885D . .

TY  - JOUR
AU  - Savić, Jelena
AU  - Dobričić, Vladimir
AU  - Nikolić, Katarina
AU  - Vladimirov, Sote
AU  - Dilber, Sanda
AU  - Brborić, Jasmina
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2923
AB  - Prediction of gastrointestinal absorption of thirteen newly synthesized beta-hydroxy-beta-arylalkanoic acids (HAA) and ibuprofen was performed using PAMPA test The highest values of PAMPA parameters (%Tand P-app) were calculated for 1C, 1B and 2C and these parameters were significantly lower in comparison to ibuprofen. QSPR analysis was performed in order to identify molecular descriptors with the highest influence on %Tand-logP(app) and to create models which could be used for the design of novel HAA with improved gastrointestinal absorption. Obtained results indicate that introduction of branched side chain, as well as introduction of substituents on one phenyl ring (which disturb symmetry of the molecule) could have positive impact on gastrointestinal absorption. On the basis of these results, six novel HAA were designed and PAMPA parameters %Tand-logP(app) were predicted by use of selected QSPR models. Designed derivatives should have better gastrointestinal absorption than HAA tested in this study.
PB  - Elsevier Science BV, Amsterdam
T2  - European Journal of Pharmaceutical Sciences
T1  - In vitro prediction of gastrointestinal absorption of novel beta-hydroxy-beta-arylalkanoic acids using PAMPA technique
VL  - 100
SP  - 36
EP  - 41
DO  - 10.1016/j.ejps.2017.01.005
ER  - 

@article{
author = "Savić, Jelena and Dobričić, Vladimir and Nikolić, Katarina and Vladimirov, Sote and Dilber, Sanda and Brborić, Jasmina",
year = "2017",
abstract = "Prediction of gastrointestinal absorption of thirteen newly synthesized beta-hydroxy-beta-arylalkanoic acids (HAA) and ibuprofen was performed using PAMPA test The highest values of PAMPA parameters (%Tand P-app) were calculated for 1C, 1B and 2C and these parameters were significantly lower in comparison to ibuprofen. QSPR analysis was performed in order to identify molecular descriptors with the highest influence on %Tand-logP(app) and to create models which could be used for the design of novel HAA with improved gastrointestinal absorption. Obtained results indicate that introduction of branched side chain, as well as introduction of substituents on one phenyl ring (which disturb symmetry of the molecule) could have positive impact on gastrointestinal absorption. On the basis of these results, six novel HAA were designed and PAMPA parameters %Tand-logP(app) were predicted by use of selected QSPR models. Designed derivatives should have better gastrointestinal absorption than HAA tested in this study.",
publisher = "Elsevier Science BV, Amsterdam",
journal = "European Journal of Pharmaceutical Sciences",
title = "In vitro prediction of gastrointestinal absorption of novel beta-hydroxy-beta-arylalkanoic acids using PAMPA technique",
volume = "100",
pages = "36-41",
doi = "10.1016/j.ejps.2017.01.005"
}

Savić, J., Dobričić, V., Nikolić, K., Vladimirov, S., Dilber, S.,& Brborić, J.. (2017). In vitro prediction of gastrointestinal absorption of novel beta-hydroxy-beta-arylalkanoic acids using PAMPA technique. in European Journal of Pharmaceutical Sciences
Elsevier Science BV, Amsterdam., 100, 36-41.
https://doi.org/10.1016/j.ejps.2017.01.005

Savić J, Dobričić V, Nikolić K, Vladimirov S, Dilber S, Brborić J. In vitro prediction of gastrointestinal absorption of novel beta-hydroxy-beta-arylalkanoic acids using PAMPA technique. in European Journal of Pharmaceutical Sciences. 2017;100:36-41.
doi:10.1016/j.ejps.2017.01.005 .

Savić, Jelena, Dobričić, Vladimir, Nikolić, Katarina, Vladimirov, Sote, Dilber, Sanda, Brborić, Jasmina, "In vitro prediction of gastrointestinal absorption of novel beta-hydroxy-beta-arylalkanoic acids using PAMPA technique" in European Journal of Pharmaceutical Sciences, 100 (2017):36-41,
https://doi.org/10.1016/j.ejps.2017.01.005 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Savić, Jelena
AU  - Nikolić, Katarina
AU  - Vladimirov, Sote
AU  - Vujić, Zorica
AU  - Brborić, Jasmina
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2913
AB  - Gastrointestinal absorption of thirteen novel beta-hydroxy-beta-arylalkanoic acids (HAA) with anti-inflammatory activity was predicted by use of biopartitioning micellar chromatography and compared to ibuprofen. All tested HAA have lower retention factors (k) and lower expected gastrointestinal absorption than ibuprofen, whereas derivatives with the highest values of k are 1C, 2APTF and 2C. Quantitative structure-retention relationship (QSRR) analysis was performed in order to identify molecular descriptors with the highest influence on k and ANN(k) model was selected as optimal. Descriptors which form this model (nBM, P VSA_LogP_8 and Eta_L) indicate that replacement of phenyl ring with a saturated or partially unsaturated one, as well as presence of halogens and nitro group should positively affect k values. On the basis of these conclusions, six novel HAA were designed and selected QSRR model was used for the prediction of their k values.
PB  - Elsevier Science BV, Amsterdam
T2  - European Journal of Pharmaceutical Sciences
T1  - Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids
VL  - 100
SP  - 280
EP  - 284
DO  - 10.1016/j.ejps.2017.01.023
ER  - 

@article{
author = "Dobričić, Vladimir and Savić, Jelena and Nikolić, Katarina and Vladimirov, Sote and Vujić, Zorica and Brborić, Jasmina",
year = "2017",
abstract = "Gastrointestinal absorption of thirteen novel beta-hydroxy-beta-arylalkanoic acids (HAA) with anti-inflammatory activity was predicted by use of biopartitioning micellar chromatography and compared to ibuprofen. All tested HAA have lower retention factors (k) and lower expected gastrointestinal absorption than ibuprofen, whereas derivatives with the highest values of k are 1C, 2APTF and 2C. Quantitative structure-retention relationship (QSRR) analysis was performed in order to identify molecular descriptors with the highest influence on k and ANN(k) model was selected as optimal. Descriptors which form this model (nBM, P VSA_LogP_8 and Eta_L) indicate that replacement of phenyl ring with a saturated or partially unsaturated one, as well as presence of halogens and nitro group should positively affect k values. On the basis of these conclusions, six novel HAA were designed and selected QSRR model was used for the prediction of their k values.",
publisher = "Elsevier Science BV, Amsterdam",
journal = "European Journal of Pharmaceutical Sciences",
title = "Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids",
volume = "100",
pages = "280-284",
doi = "10.1016/j.ejps.2017.01.023"
}

Dobričić, V., Savić, J., Nikolić, K., Vladimirov, S., Vujić, Z.,& Brborić, J.. (2017). Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids. in European Journal of Pharmaceutical Sciences
Elsevier Science BV, Amsterdam., 100, 280-284.
https://doi.org/10.1016/j.ejps.2017.01.023

Dobričić V, Savić J, Nikolić K, Vladimirov S, Vujić Z, Brborić J. Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids. in European Journal of Pharmaceutical Sciences. 2017;100:280-284.
doi:10.1016/j.ejps.2017.01.023 .

Dobričić, Vladimir, Savić, Jelena, Nikolić, Katarina, Vladimirov, Sote, Vujić, Zorica, Brborić, Jasmina, "Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids" in European Journal of Pharmaceutical Sciences, 100 (2017):280-284,
https://doi.org/10.1016/j.ejps.2017.01.023 . .

TY  - JOUR
AU  - Savić, Jelena
AU  - Dilber, Sanda
AU  - Milenković, Marina
AU  - Kotur-Stevuljević, Jelena
AU  - Marković, Bojan
AU  - Vladimirov, Sote
AU  - Brborić, Jasmina
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2891
AB  - Background: Nonsteriodal anti-inflammatory drugs (NSAIDs) are numerous and widely used for more than 60 years, but there is still a strong need for developing novel selective NSAIDs. The need is justified by the fact that nonselective NSAIDs can produce serious gastric side effects and that some of the selective NSAID are withdrawn due to their cardiotoxic side effects. Methods: Eight beta-hydroxy-beta-arylpropanoic acids, which belong to the arylpropanoic acid class of compounds, structurally similar to some nonsteroidal anti-inflammatory drugs (NSAIDs), were docked into 3D catalytic site of both cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2). Seven out of those eight acids were synthesized using already published modification of Reformatsky reaction additionally optimized by increasing temperature. Synthesized compounds were tested in vivo in order to elucidate anti-inflammatory activity, gastric tolerability and impact on liver function of rats. Results: Results of docking studies have indicated that all compounds have potential to selectively inhibit COX-2 isoform, but that the compounds containing polar substituents on phenyl ring are better inhibitors. Results of carrageenan-induced rat paw oedema test have shown that all compounds exhibit dose dependence and good gastric tolerability and none of the tested compounds have shown negative effect on liver function compared to ibuprofen. Conclusion: The compound containing polar nitro group in para position has shown the best docking results, anti-inflammatory activity, low hepatotoxicity and good gastric tolerability.
PB  - Bentham Science Publ Ltd, Sharjah
T2  - Medicinal Chemistry
T1  - Docking Studies, Synthesis and Biological Evaluation of beta-aryl-beta-hydroxy Propanoic Acids for Anti-inflammatory Activity
VL  - 13
IS  - 2
SP  - 186
EP  - 195
DO  - 10.2174/1573406412666160907150247
ER  - 

@article{
author = "Savić, Jelena and Dilber, Sanda and Milenković, Marina and Kotur-Stevuljević, Jelena and Marković, Bojan and Vladimirov, Sote and Brborić, Jasmina",
year = "2017",
abstract = "Background: Nonsteriodal anti-inflammatory drugs (NSAIDs) are numerous and widely used for more than 60 years, but there is still a strong need for developing novel selective NSAIDs. The need is justified by the fact that nonselective NSAIDs can produce serious gastric side effects and that some of the selective NSAID are withdrawn due to their cardiotoxic side effects. Methods: Eight beta-hydroxy-beta-arylpropanoic acids, which belong to the arylpropanoic acid class of compounds, structurally similar to some nonsteroidal anti-inflammatory drugs (NSAIDs), were docked into 3D catalytic site of both cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2). Seven out of those eight acids were synthesized using already published modification of Reformatsky reaction additionally optimized by increasing temperature. Synthesized compounds were tested in vivo in order to elucidate anti-inflammatory activity, gastric tolerability and impact on liver function of rats. Results: Results of docking studies have indicated that all compounds have potential to selectively inhibit COX-2 isoform, but that the compounds containing polar substituents on phenyl ring are better inhibitors. Results of carrageenan-induced rat paw oedema test have shown that all compounds exhibit dose dependence and good gastric tolerability and none of the tested compounds have shown negative effect on liver function compared to ibuprofen. Conclusion: The compound containing polar nitro group in para position has shown the best docking results, anti-inflammatory activity, low hepatotoxicity and good gastric tolerability.",
publisher = "Bentham Science Publ Ltd, Sharjah",
journal = "Medicinal Chemistry",
title = "Docking Studies, Synthesis and Biological Evaluation of beta-aryl-beta-hydroxy Propanoic Acids for Anti-inflammatory Activity",
volume = "13",
number = "2",
pages = "186-195",
doi = "10.2174/1573406412666160907150247"
}

Savić, J., Dilber, S., Milenković, M., Kotur-Stevuljević, J., Marković, B., Vladimirov, S.,& Brborić, J.. (2017). Docking Studies, Synthesis and Biological Evaluation of beta-aryl-beta-hydroxy Propanoic Acids for Anti-inflammatory Activity. in Medicinal Chemistry
Bentham Science Publ Ltd, Sharjah., 13(2), 186-195.
https://doi.org/10.2174/1573406412666160907150247

Savić J, Dilber S, Milenković M, Kotur-Stevuljević J, Marković B, Vladimirov S, Brborić J. Docking Studies, Synthesis and Biological Evaluation of beta-aryl-beta-hydroxy Propanoic Acids for Anti-inflammatory Activity. in Medicinal Chemistry. 2017;13(2):186-195.
doi:10.2174/1573406412666160907150247 .

Savić, Jelena, Dilber, Sanda, Milenković, Marina, Kotur-Stevuljević, Jelena, Marković, Bojan, Vladimirov, Sote, Brborić, Jasmina, "Docking Studies, Synthesis and Biological Evaluation of beta-aryl-beta-hydroxy Propanoic Acids for Anti-inflammatory Activity" in Medicinal Chemistry, 13, no. 2 (2017):186-195,
https://doi.org/10.2174/1573406412666160907150247 . .