TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Bošković, Jelena
AU  - Vukadinović, Dragana
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4110
AB  - Eight 17b-carboxamide glucocorticoids with local anti-inflammatory activity were selected and their retention behavior tested in six RP-HPLC systems (I–VI). logkw, a, and 40 parameters were calculated and correlation with previously determined logPo/w values was examined. RP-HPLC system IV, which consisted of cyano column and methanol–water mobile phases (50:50, 60:40, 70:30, and 80:20, v/v), was selected as the most reliable for lipophilicity prediction and used for the analysis of chromatographic behavior of remaining fourteen 17b-carboxamide glucocorticoids. Quantitative structure-retention re- lationships analysis was performed and PLS(logkw) model was selected as the most statistically sig- nificant. On the basis of selected model and interpretation of corresponding descriptors, new derivatives with higher logkw values and higher expected lipophilicity were designed.
PB  - Akademiai Kiado ZRt.
T2  - Acta Chromatographica
T1  - Estimation of lipophilicity and design of new 17β-carboxamide glucocorticoids using RP-HPLC and quantitative structure-retention relationships analysis
VL  - 34
IS  - 2
SP  - 130
EP  - 137
DO  - 10.1556/1326.2021.00893
ER  - 

@article{
author = "Dobričić, Vladimir and Bošković, Jelena and Vukadinović, Dragana and Vladimirov, Sote and Čudina, Olivera",
year = "2022",
abstract = "Eight 17b-carboxamide glucocorticoids with local anti-inflammatory activity were selected and their retention behavior tested in six RP-HPLC systems (I–VI). logkw, a, and 40 parameters were calculated and correlation with previously determined logPo/w values was examined. RP-HPLC system IV, which consisted of cyano column and methanol–water mobile phases (50:50, 60:40, 70:30, and 80:20, v/v), was selected as the most reliable for lipophilicity prediction and used for the analysis of chromatographic behavior of remaining fourteen 17b-carboxamide glucocorticoids. Quantitative structure-retention re- lationships analysis was performed and PLS(logkw) model was selected as the most statistically sig- nificant. On the basis of selected model and interpretation of corresponding descriptors, new derivatives with higher logkw values and higher expected lipophilicity were designed.",
publisher = "Akademiai Kiado ZRt.",
journal = "Acta Chromatographica",
title = "Estimation of lipophilicity and design of new 17β-carboxamide glucocorticoids using RP-HPLC and quantitative structure-retention relationships analysis",
volume = "34",
number = "2",
pages = "130-137",
doi = "10.1556/1326.2021.00893"
}

Dobričić, V., Bošković, J., Vukadinović, D., Vladimirov, S.,& Čudina, O.. (2022). Estimation of lipophilicity and design of new 17β-carboxamide glucocorticoids using RP-HPLC and quantitative structure-retention relationships analysis. in Acta Chromatographica
Akademiai Kiado ZRt.., 34(2), 130-137.
https://doi.org/10.1556/1326.2021.00893

Dobričić V, Bošković J, Vukadinović D, Vladimirov S, Čudina O. Estimation of lipophilicity and design of new 17β-carboxamide glucocorticoids using RP-HPLC and quantitative structure-retention relationships analysis. in Acta Chromatographica. 2022;34(2):130-137.
doi:10.1556/1326.2021.00893 .

Dobričić, Vladimir, Bošković, Jelena, Vukadinović, Dragana, Vladimirov, Sote, Čudina, Olivera, "Estimation of lipophilicity and design of new 17β-carboxamide glucocorticoids using RP-HPLC and quantitative structure-retention relationships analysis" in Acta Chromatographica, 34, no. 2 (2022):130-137,
https://doi.org/10.1556/1326.2021.00893 . .

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  - 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  - 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 . .

TY  - CONF
AU  - Tubić, Biljana
AU  - Marković, Bojan
AU  - Vladimirov, Sote
AU  - Savić, Aleksandar
AU  - Poljarević, Jelena
AU  - Sabo, Tibor
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2961
AB  - During the early stages of drug discovery, it is very important to determine lipophilicity and to investigate and predict processes of drug distribution and resorption in human body, i.e. their bioavailability. Novel fourteen compounds representing ester derivatives of (S,S')-1,2-ethanediamme-N,N'-di-2-(3-cyclohexyl)propanoic and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acids, expressing antiproliferative activity in vitro were examined. The objective of this study was to estimation a lipophilicity data of observed fourteen compounds by ultra-high performance liquid chromatographic tandem mass spectrometry (UHPLC-MS) method. It was used gradient and isocratic method to obtain chromatographic parameters of lipophilicity/hydrophobicity, which are needed for calculated logP values. Results of lipophilicity data for observed 14 compounds, which were obtained by UHPLC-MS method and presented in this paper, are showed that the derivatives of 1,2 ethandiamine-N,N'-di-2-(3-cyclohexyl) propanoic acid have higer values of logP, than derivatives of 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl) propanoic acid. Also, value of lipophilicity data for each of investigated compounds depends on the length of the alkyl chain on the esters bounds. Branching of the alkyl chain on the esters bounds has insignificant influence on the values of lipophilicity/hydrophobicity.
PB  - Springer-Verlag Singapore Pte Ltd, Singapore
C3  - Proceedings of the International Conference on Medical and Biological Engineering 2017 (Cmbebih 2017
T1  - Estimation of lipophilicity data for derivatives of alkandiamine-N,N '-di-2-(3-cyclohexyl) propanoic acid with potential antineoplastic activity, by UHPLC-MS method
VL  - 62
SP  - 402
EP  - 409
DO  - 10.1007/978-981-10-4166-2_62
ER  - 

@conference{
author = "Tubić, Biljana and Marković, Bojan and Vladimirov, Sote and Savić, Aleksandar and Poljarević, Jelena and Sabo, Tibor",
year = "2017",
abstract = "During the early stages of drug discovery, it is very important to determine lipophilicity and to investigate and predict processes of drug distribution and resorption in human body, i.e. their bioavailability. Novel fourteen compounds representing ester derivatives of (S,S')-1,2-ethanediamme-N,N'-di-2-(3-cyclohexyl)propanoic and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acids, expressing antiproliferative activity in vitro were examined. The objective of this study was to estimation a lipophilicity data of observed fourteen compounds by ultra-high performance liquid chromatographic tandem mass spectrometry (UHPLC-MS) method. It was used gradient and isocratic method to obtain chromatographic parameters of lipophilicity/hydrophobicity, which are needed for calculated logP values. Results of lipophilicity data for observed 14 compounds, which were obtained by UHPLC-MS method and presented in this paper, are showed that the derivatives of 1,2 ethandiamine-N,N'-di-2-(3-cyclohexyl) propanoic acid have higer values of logP, than derivatives of 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl) propanoic acid. Also, value of lipophilicity data for each of investigated compounds depends on the length of the alkyl chain on the esters bounds. Branching of the alkyl chain on the esters bounds has insignificant influence on the values of lipophilicity/hydrophobicity.",
publisher = "Springer-Verlag Singapore Pte Ltd, Singapore",
journal = "Proceedings of the International Conference on Medical and Biological Engineering 2017 (Cmbebih 2017",
title = "Estimation of lipophilicity data for derivatives of alkandiamine-N,N '-di-2-(3-cyclohexyl) propanoic acid with potential antineoplastic activity, by UHPLC-MS method",
volume = "62",
pages = "402-409",
doi = "10.1007/978-981-10-4166-2_62"
}

Tubić, B., Marković, B., Vladimirov, S., Savić, A., Poljarević, J.,& Sabo, T.. (2017). Estimation of lipophilicity data for derivatives of alkandiamine-N,N '-di-2-(3-cyclohexyl) propanoic acid with potential antineoplastic activity, by UHPLC-MS method. in Proceedings of the International Conference on Medical and Biological Engineering 2017 (Cmbebih 2017
Springer-Verlag Singapore Pte Ltd, Singapore., 62, 402-409.
https://doi.org/10.1007/978-981-10-4166-2_62

Tubić B, Marković B, Vladimirov S, Savić A, Poljarević J, Sabo T. Estimation of lipophilicity data for derivatives of alkandiamine-N,N '-di-2-(3-cyclohexyl) propanoic acid with potential antineoplastic activity, by UHPLC-MS method. in Proceedings of the International Conference on Medical and Biological Engineering 2017 (Cmbebih 2017. 2017;62:402-409.
doi:10.1007/978-981-10-4166-2_62 .

Tubić, Biljana, Marković, Bojan, Vladimirov, Sote, Savić, Aleksandar, Poljarević, Jelena, Sabo, Tibor, "Estimation of lipophilicity data for derivatives of alkandiamine-N,N '-di-2-(3-cyclohexyl) propanoic acid with potential antineoplastic activity, by UHPLC-MS method" in Proceedings of the International Conference on Medical and Biological Engineering 2017 (Cmbebih 2017, 62 (2017):402-409,
https://doi.org/10.1007/978-981-10-4166-2_62 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Vukadinović, Dragana
AU  - Jančić-Stojanović, Biljana
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3002
AB  - Analytical quality by design (AQbD)-oriented liquid chromatographic method development for determination of telmisartan and its impurities A, C, and 1 is determination is presented. Step-by-step process was conducted in order to define reliable design space. At the beginning, critical process parameters with the highest influence on method performance were defined: acetonitrile content in the first (ACN 1) and second (ACN 2) gradient step and time (t (2)) the second gradient step. These factors were varied according to Box-Behnken plan of experiments and their influence on retention times of impurities A and C, S value between telmisartan and impurity 1 and peak capacity were followed. In this way, the relationship between the critical process parameters and critical quality attributes was established. The obtained mathematical models and Monte Carlo simulations were used to identify the design space. Fractional factorial design was applied for experimental robustness testing, and the method was validated to verify the adequacy of selected optimal conditions. Finally, all validation parameters were tested, and adequacy of the method was confirmed. Applicability as a routine method was confirmed by analysis of commercially available tablets.
PB  - Springer Heidelberg, Heidelberg
T2  - Chromatographia
T1  - AQbD-Oriented Development of a New LC Method for Simultaneous Determination of Telmisartan and Its Impurities
VL  - 80
IS  - 8
SP  - 1199
EP  - 1209
DO  - 10.1007/s10337-017-3330-2
ER  - 

@article{
author = "Dobričić, Vladimir and Vukadinović, Dragana and Jančić-Stojanović, Biljana and Vladimirov, Sote and Čudina, Olivera",
year = "2017",
abstract = "Analytical quality by design (AQbD)-oriented liquid chromatographic method development for determination of telmisartan and its impurities A, C, and 1 is determination is presented. Step-by-step process was conducted in order to define reliable design space. At the beginning, critical process parameters with the highest influence on method performance were defined: acetonitrile content in the first (ACN 1) and second (ACN 2) gradient step and time (t (2)) the second gradient step. These factors were varied according to Box-Behnken plan of experiments and their influence on retention times of impurities A and C, S value between telmisartan and impurity 1 and peak capacity were followed. In this way, the relationship between the critical process parameters and critical quality attributes was established. The obtained mathematical models and Monte Carlo simulations were used to identify the design space. Fractional factorial design was applied for experimental robustness testing, and the method was validated to verify the adequacy of selected optimal conditions. Finally, all validation parameters were tested, and adequacy of the method was confirmed. Applicability as a routine method was confirmed by analysis of commercially available tablets.",
publisher = "Springer Heidelberg, Heidelberg",
journal = "Chromatographia",
title = "AQbD-Oriented Development of a New LC Method for Simultaneous Determination of Telmisartan and Its Impurities",
volume = "80",
number = "8",
pages = "1199-1209",
doi = "10.1007/s10337-017-3330-2"
}

Dobričić, V., Vukadinović, D., Jančić-Stojanović, B., Vladimirov, S.,& Čudina, O.. (2017). AQbD-Oriented Development of a New LC Method for Simultaneous Determination of Telmisartan and Its Impurities. in Chromatographia
Springer Heidelberg, Heidelberg., 80(8), 1199-1209.
https://doi.org/10.1007/s10337-017-3330-2

Dobričić V, Vukadinović D, Jančić-Stojanović B, Vladimirov S, Čudina O. AQbD-Oriented Development of a New LC Method for Simultaneous Determination of Telmisartan and Its Impurities. in Chromatographia. 2017;80(8):1199-1209.
doi:10.1007/s10337-017-3330-2 .

Dobričić, Vladimir, Vukadinović, Dragana, Jančić-Stojanović, Biljana, Vladimirov, Sote, Čudina, Olivera, "AQbD-Oriented Development of a New LC Method for Simultaneous Determination of Telmisartan and Its Impurities" in Chromatographia, 80, no. 8 (2017):1199-1209,
https://doi.org/10.1007/s10337-017-3330-2 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Jaćević, Vesna
AU  - Vučićević, Jelica
AU  - Nikolić, Katarina
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3001
AB  - Soft glucocorticoids are compounds that are biotransformed to inactive and non-toxic metabolites and have fewer side effects than traditional glucocorticoids. A new class of 17-carboxamide steroids has been recently introduced by our group. In this study, local anti-inflammatory activity of these derivatives was evaluated by use of the croton oil-induced ear edema test. Glucocorticoids with the highest maximal edema inhibition (MEI) were pointed out, and the systemic side effects of those with the lowest EC50 values were significantly lower in comparison to dexamethasone. A 3D-QSAR model was created and employed for the design of 27 compounds. By use of the sequential combination of ligand-based and structure-based virtual screening, three compounds were selected from the ChEMBL library and used as a starting point for the design of 15 derivatives. Molecular docking analysis of the designed derivatives with the highest predicted MEI and relative glucocorticoid receptor binding affinity (20, 22, 24-1, 25-1, 27, VS7, VS13, and VS14) confirmed the presence of interactions with the glucocorticoid receptor that are important for the activity.
PB  - Wiley-VCH Verlag GMBH, Weinheim
T2  - Archiv der Pharmazie
T1  - Evaluation of Biological Activity and Computer-Aided Design of New Soft Glucocorticoids
VL  - 350
IS  - 5
DO  - 10.1002/ardp.201600383
ER  - 

@article{
author = "Dobričić, Vladimir and Jaćević, Vesna and Vučićević, Jelica and Nikolić, Katarina and Vladimirov, Sote and Čudina, Olivera",
year = "2017",
abstract = "Soft glucocorticoids are compounds that are biotransformed to inactive and non-toxic metabolites and have fewer side effects than traditional glucocorticoids. A new class of 17-carboxamide steroids has been recently introduced by our group. In this study, local anti-inflammatory activity of these derivatives was evaluated by use of the croton oil-induced ear edema test. Glucocorticoids with the highest maximal edema inhibition (MEI) were pointed out, and the systemic side effects of those with the lowest EC50 values were significantly lower in comparison to dexamethasone. A 3D-QSAR model was created and employed for the design of 27 compounds. By use of the sequential combination of ligand-based and structure-based virtual screening, three compounds were selected from the ChEMBL library and used as a starting point for the design of 15 derivatives. Molecular docking analysis of the designed derivatives with the highest predicted MEI and relative glucocorticoid receptor binding affinity (20, 22, 24-1, 25-1, 27, VS7, VS13, and VS14) confirmed the presence of interactions with the glucocorticoid receptor that are important for the activity.",
publisher = "Wiley-VCH Verlag GMBH, Weinheim",
journal = "Archiv der Pharmazie",
title = "Evaluation of Biological Activity and Computer-Aided Design of New Soft Glucocorticoids",
volume = "350",
number = "5",
doi = "10.1002/ardp.201600383"
}

Dobričić, V., Jaćević, V., Vučićević, J., Nikolić, K., Vladimirov, S.,& Čudina, O.. (2017). Evaluation of Biological Activity and Computer-Aided Design of New Soft Glucocorticoids. in Archiv der Pharmazie
Wiley-VCH Verlag GMBH, Weinheim., 350(5).
https://doi.org/10.1002/ardp.201600383

Dobričić V, Jaćević V, Vučićević J, Nikolić K, Vladimirov S, Čudina O. Evaluation of Biological Activity and Computer-Aided Design of New Soft Glucocorticoids. in Archiv der Pharmazie. 2017;350(5).
doi:10.1002/ardp.201600383 .

Dobričić, Vladimir, Jaćević, Vesna, Vučićević, Jelica, Nikolić, Katarina, Vladimirov, Sote, Čudina, Olivera, "Evaluation of Biological Activity and Computer-Aided Design of New Soft Glucocorticoids" in Archiv der Pharmazie, 350, no. 5 (2017),
https://doi.org/10.1002/ardp.201600383 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Vulović-Tadić, Miljana
AU  - Jančić-Stojanović, Biljana
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2016
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2555
AB  - In this paper optimization and validation of a new RP-HPLC method for simultaneous determination of bisoprolol fumarate, hydrochlorothiazide and impurities A, L, K and B are presented. Factors which could have significant influence on separation were selected: percentage of mobile phase B [acetonitrile-ammonium dihydrogen phosphate/orthophosphoric acid buffer solution (80:20, v/v)] at defined t (1) and t (2) of the gradient, ammonium dihydrogen phosphate concentration and pH value of the buffer solution (mobile phase A). Selected factors were varied according to Box-Behnken plan of experiments and their influence on critical pairs separation was investigated. DerringerA ' s desirability function was used for selection of optimal chromatographic conditions. Finally, optimal values of investigated factors were 34.4 % (t (1)) and 38.0 % (t (2)) of mobile phase B, 46.5 mM ammonium dihydrogen phosphate concentration and pH 3.35. The method was successfully validated according to ICH guidelines acceptance criteria for robustness, selectivity, linearity, accuracy and precision. Small variations of selected chromatographic parameters did not affect qualitative and quantitative system responses significantly, which proved the method's robustness. Limits of quantification (LOQ) and detection (LOD) for impurities were determined and LOQ values were the first points in linearity testing. Linearity was confirmed by r a parts per thousand yen 0.9945 (impurities) and r = 0.9998 (active substances). Accuracy was confirmed by calculated recoveries [93.5-107.1 % (impurities) and 98.1-101.9 % (active substances)]. Precision was tested at three levels: injection repeatability, analysis repeatability and intermediate precision. Calculated relative standard deviations were less than 1, 2 and 3 %, respectively. Finally, the method was applied to real sample analysis.
PB  - Springer Heidelberg, Heidelberg
T2  - Chromatographia
T1  - Desirability Based Optimization and Validation of New RP-HPLC Method for Simultaneous Determination of Bisoprolol Fumarate, Hydrochlorothiazide and Their Impurities
VL  - 79
IS  - 9-10
SP  - 571
EP  - 579
DO  - 10.1007/s10337-016-3065-5
ER  - 

@article{
author = "Dobričić, Vladimir and Vulović-Tadić, Miljana and Jančić-Stojanović, Biljana and Vladimirov, Sote and Čudina, Olivera",
year = "2016",
abstract = "In this paper optimization and validation of a new RP-HPLC method for simultaneous determination of bisoprolol fumarate, hydrochlorothiazide and impurities A, L, K and B are presented. Factors which could have significant influence on separation were selected: percentage of mobile phase B [acetonitrile-ammonium dihydrogen phosphate/orthophosphoric acid buffer solution (80:20, v/v)] at defined t (1) and t (2) of the gradient, ammonium dihydrogen phosphate concentration and pH value of the buffer solution (mobile phase A). Selected factors were varied according to Box-Behnken plan of experiments and their influence on critical pairs separation was investigated. DerringerA ' s desirability function was used for selection of optimal chromatographic conditions. Finally, optimal values of investigated factors were 34.4 % (t (1)) and 38.0 % (t (2)) of mobile phase B, 46.5 mM ammonium dihydrogen phosphate concentration and pH 3.35. The method was successfully validated according to ICH guidelines acceptance criteria for robustness, selectivity, linearity, accuracy and precision. Small variations of selected chromatographic parameters did not affect qualitative and quantitative system responses significantly, which proved the method's robustness. Limits of quantification (LOQ) and detection (LOD) for impurities were determined and LOQ values were the first points in linearity testing. Linearity was confirmed by r a parts per thousand yen 0.9945 (impurities) and r = 0.9998 (active substances). Accuracy was confirmed by calculated recoveries [93.5-107.1 % (impurities) and 98.1-101.9 % (active substances)]. Precision was tested at three levels: injection repeatability, analysis repeatability and intermediate precision. Calculated relative standard deviations were less than 1, 2 and 3 %, respectively. Finally, the method was applied to real sample analysis.",
publisher = "Springer Heidelberg, Heidelberg",
journal = "Chromatographia",
title = "Desirability Based Optimization and Validation of New RP-HPLC Method for Simultaneous Determination of Bisoprolol Fumarate, Hydrochlorothiazide and Their Impurities",
volume = "79",
number = "9-10",
pages = "571-579",
doi = "10.1007/s10337-016-3065-5"
}

Dobričić, V., Vulović-Tadić, M., Jančić-Stojanović, B., Vladimirov, S.,& Čudina, O.. (2016). Desirability Based Optimization and Validation of New RP-HPLC Method for Simultaneous Determination of Bisoprolol Fumarate, Hydrochlorothiazide and Their Impurities. in Chromatographia
Springer Heidelberg, Heidelberg., 79(9-10), 571-579.
https://doi.org/10.1007/s10337-016-3065-5

Dobričić V, Vulović-Tadić M, Jančić-Stojanović B, Vladimirov S, Čudina O. Desirability Based Optimization and Validation of New RP-HPLC Method for Simultaneous Determination of Bisoprolol Fumarate, Hydrochlorothiazide and Their Impurities. in Chromatographia. 2016;79(9-10):571-579.
doi:10.1007/s10337-016-3065-5 .

Dobričić, Vladimir, Vulović-Tadić, Miljana, Jančić-Stojanović, Biljana, Vladimirov, Sote, Čudina, Olivera, "Desirability Based Optimization and Validation of New RP-HPLC Method for Simultaneous Determination of Bisoprolol Fumarate, Hydrochlorothiazide and Their Impurities" in Chromatographia, 79, no. 9-10 (2016):571-579,
https://doi.org/10.1007/s10337-016-3065-5 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Bubić-Pajić, Nataša
AU  - Marković, Bojan
AU  - Vladimirov, Sote
AU  - Savić, Snežana
AU  - Vuleta, Gordana
PY  - 2016
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2627
AB  - The development and validation of a liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the determination of adapalene in pharmaceutical forms for skin application were presented in this study. The MS/MS analysis of adapalene was performed by use of three mobile phases, consisted of acetonitrile and a) 0.1 % formic acid, b) 0.1 % trifluoroacetic acid and c) 20 mM ammonium acetate. The strongest signals of parent ion and dominant product ion were obtained in negative mode by use of the mobile phase c). The validation of this method was performed according to the ICH guidelines. Small variations of selected chromatographic parameters (concentration of ammonium acetate, mobile phase composition, column temperature and flow rate) did not affect significantly the qualitative and quantitative system responses, which proved the method's robustness. The method is specific for the determination of adapalene. The linearity was proved in the concentration range of 6.7-700.0 ng mL(-1) (r = 0.9990), with limits of detection and quantification of 2.0 and 6.7 ng mL(-1), respectively. The accuracy was confirmed by calculated recoveries (98.4-101.5 %). The precision was tested at three levels: injection repeatability, analysis repeatability and intermediate precision. The calculated relative standard deviations were less than 1, 2 and 3 %, respectively.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - Development and validation of an LC-MS/MS method for the determination of adapalene in pharmaceutical forms for skin application
VL  - 81
IS  - 10
SP  - 1171
EP  - 1181
DO  - 10.2298/JSC160215066D
ER  - 

@article{
author = "Dobričić, Vladimir and Bubić-Pajić, Nataša and Marković, Bojan and Vladimirov, Sote and Savić, Snežana and Vuleta, Gordana",
year = "2016",
abstract = "The development and validation of a liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the determination of adapalene in pharmaceutical forms for skin application were presented in this study. The MS/MS analysis of adapalene was performed by use of three mobile phases, consisted of acetonitrile and a) 0.1 % formic acid, b) 0.1 % trifluoroacetic acid and c) 20 mM ammonium acetate. The strongest signals of parent ion and dominant product ion were obtained in negative mode by use of the mobile phase c). The validation of this method was performed according to the ICH guidelines. Small variations of selected chromatographic parameters (concentration of ammonium acetate, mobile phase composition, column temperature and flow rate) did not affect significantly the qualitative and quantitative system responses, which proved the method's robustness. The method is specific for the determination of adapalene. The linearity was proved in the concentration range of 6.7-700.0 ng mL(-1) (r = 0.9990), with limits of detection and quantification of 2.0 and 6.7 ng mL(-1), respectively. The accuracy was confirmed by calculated recoveries (98.4-101.5 %). The precision was tested at three levels: injection repeatability, analysis repeatability and intermediate precision. The calculated relative standard deviations were less than 1, 2 and 3 %, respectively.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Development and validation of an LC-MS/MS method for the determination of adapalene in pharmaceutical forms for skin application",
volume = "81",
number = "10",
pages = "1171-1181",
doi = "10.2298/JSC160215066D"
}

Dobričić, V., Bubić-Pajić, N., Marković, B., Vladimirov, S., Savić, S.,& Vuleta, G.. (2016). Development and validation of an LC-MS/MS method for the determination of adapalene in pharmaceutical forms for skin application. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 81(10), 1171-1181.
https://doi.org/10.2298/JSC160215066D

Dobričić V, Bubić-Pajić N, Marković B, Vladimirov S, Savić S, Vuleta G. Development and validation of an LC-MS/MS method for the determination of adapalene in pharmaceutical forms for skin application. in Journal of the Serbian Chemical Society. 2016;81(10):1171-1181.
doi:10.2298/JSC160215066D .

Dobričić, Vladimir, Bubić-Pajić, Nataša, Marković, Bojan, Vladimirov, Sote, Savić, Snežana, Vuleta, Gordana, "Development and validation of an LC-MS/MS method for the determination of adapalene in pharmaceutical forms for skin application" in Journal of the Serbian Chemical Society, 81, no. 10 (2016):1171-1181,
https://doi.org/10.2298/JSC160215066D . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2016
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2537
AB  - Cortienic acid was obtained by periodic acid oxidation of fluocinolone acetonide, whereas corresponding amide was synthesized from the cortienic acid and ethyl ester of b-alanine by dicyclohexylcarbodiimide - hydroxybenzotriazole coupling procedure. Lipophilicity of the amide was evaluated by using reversed-phase thin-layer chromatography systems, consisting of ethanol and water in various ratios, and was higher in comparison to fluocinolone acetonide and cortienic acid.
PB  - Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac
T2  - Kragujevac Journal of Science
T1  - Synthesis and RP-TLC lipophilicity evaluation of a novel fluocinolon acetonide soft drug derivative
IS  - 38
SP  - 107
EP  - 114
DO  - 10.5937/KgJSci1638107D
ER  - 

@article{
author = "Dobričić, Vladimir and Vladimirov, Sote and Čudina, Olivera",
year = "2016",
abstract = "Cortienic acid was obtained by periodic acid oxidation of fluocinolone acetonide, whereas corresponding amide was synthesized from the cortienic acid and ethyl ester of b-alanine by dicyclohexylcarbodiimide - hydroxybenzotriazole coupling procedure. Lipophilicity of the amide was evaluated by using reversed-phase thin-layer chromatography systems, consisting of ethanol and water in various ratios, and was higher in comparison to fluocinolone acetonide and cortienic acid.",
publisher = "Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac",
journal = "Kragujevac Journal of Science",
title = "Synthesis and RP-TLC lipophilicity evaluation of a novel fluocinolon acetonide soft drug derivative",
number = "38",
pages = "107-114",
doi = "10.5937/KgJSci1638107D"
}

Dobričić, V., Vladimirov, S.,& Čudina, O.. (2016). Synthesis and RP-TLC lipophilicity evaluation of a novel fluocinolon acetonide soft drug derivative. in Kragujevac Journal of Science
Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac.(38), 107-114.
https://doi.org/10.5937/KgJSci1638107D

Dobričić V, Vladimirov S, Čudina O. Synthesis and RP-TLC lipophilicity evaluation of a novel fluocinolon acetonide soft drug derivative. in Kragujevac Journal of Science. 2016;(38):107-114.
doi:10.5937/KgJSci1638107D .

Dobričić, Vladimir, Vladimirov, Sote, Čudina, Olivera, "Synthesis and RP-TLC lipophilicity evaluation of a novel fluocinolon acetonide soft drug derivative" in Kragujevac Journal of Science, no. 38 (2016):107-114,
https://doi.org/10.5937/KgJSci1638107D . .

TY  - JOUR
AU  - Marković, Bojan
AU  - Ignjatović, Janko
AU  - Vujadinović, Mirjana
AU  - Savić, Vedrana
AU  - Vladimirov, Sote
AU  - Karljiković-Rajić, Katarina
PY  - 2015
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2323
AB  - Inter-laboratory verification of European pharmacopoeia (EP) monograph on derivative spectrophotometry (DS) method and its application for chitosan hydrochloride was carried out on two generation of instruments (earlier GBC Cintra 20 and current technology TS Evolution 300). Instruments operate with different versions of Savitzky-Golay algorithm and modes of generating digital derivative spectra. For resolution power parameter, defined as the amplitude ratio A/B in DS method EP monograph, comparable results were obtained only with algorithm's parameters smoothing points (SP) 7 and the 2nd degree polynomial and those provided corresponding data with other two modes on TS Evolution 300 Medium digital indirect and Medium digital direct. Using quoted algorithm's parameters, the differences in percentages between the amplitude ratio A/B averages, were within accepted criteria (+/- 13%) for assay of drug product for method transfer. The deviation of 1.76% for the degree of deacetylation assessment of chitosan hydrochloride, determined on two instruments, (amplitude D-1(202); the 2nd degree polynomial and SP 9 in Savitzky-Golay algorithm), was acceptable, since it was within allowed criteria (+/- 2%) for assay deviation of drug substance, for method transfer in pharmaceutical analyses.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectroscopy Letters
T1  - Inter-laboratory verification of European pharmacopoeia monograph on derivative spectrophotometry method and its application for chitosan hydrochloride
VL  - 150
SP  - 792
EP  - 798
DO  - 10.1016/j.saa.2015.06.022
ER  - 

@article{
author = "Marković, Bojan and Ignjatović, Janko and Vujadinović, Mirjana and Savić, Vedrana and Vladimirov, Sote and Karljiković-Rajić, Katarina",
year = "2015",
abstract = "Inter-laboratory verification of European pharmacopoeia (EP) monograph on derivative spectrophotometry (DS) method and its application for chitosan hydrochloride was carried out on two generation of instruments (earlier GBC Cintra 20 and current technology TS Evolution 300). Instruments operate with different versions of Savitzky-Golay algorithm and modes of generating digital derivative spectra. For resolution power parameter, defined as the amplitude ratio A/B in DS method EP monograph, comparable results were obtained only with algorithm's parameters smoothing points (SP) 7 and the 2nd degree polynomial and those provided corresponding data with other two modes on TS Evolution 300 Medium digital indirect and Medium digital direct. Using quoted algorithm's parameters, the differences in percentages between the amplitude ratio A/B averages, were within accepted criteria (+/- 13%) for assay of drug product for method transfer. The deviation of 1.76% for the degree of deacetylation assessment of chitosan hydrochloride, determined on two instruments, (amplitude D-1(202); the 2nd degree polynomial and SP 9 in Savitzky-Golay algorithm), was acceptable, since it was within allowed criteria (+/- 2%) for assay deviation of drug substance, for method transfer in pharmaceutical analyses.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectroscopy Letters",
title = "Inter-laboratory verification of European pharmacopoeia monograph on derivative spectrophotometry method and its application for chitosan hydrochloride",
volume = "150",
pages = "792-798",
doi = "10.1016/j.saa.2015.06.022"
}

Marković, B., Ignjatović, J., Vujadinović, M., Savić, V., Vladimirov, S.,& Karljiković-Rajić, K.. (2015). Inter-laboratory verification of European pharmacopoeia monograph on derivative spectrophotometry method and its application for chitosan hydrochloride. in Spectroscopy Letters
Pergamon-Elsevier Science Ltd, Oxford., 150, 792-798.
https://doi.org/10.1016/j.saa.2015.06.022

Marković B, Ignjatović J, Vujadinović M, Savić V, Vladimirov S, Karljiković-Rajić K. Inter-laboratory verification of European pharmacopoeia monograph on derivative spectrophotometry method and its application for chitosan hydrochloride. in Spectroscopy Letters. 2015;150:792-798.
doi:10.1016/j.saa.2015.06.022 .

Marković, Bojan, Ignjatović, Janko, Vujadinović, Mirjana, Savić, Vedrana, Vladimirov, Sote, Karljiković-Rajić, Katarina, "Inter-laboratory verification of European pharmacopoeia monograph on derivative spectrophotometry method and its application for chitosan hydrochloride" in Spectroscopy Letters, 150 (2015):792-798,
https://doi.org/10.1016/j.saa.2015.06.022 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Francuski, Bojana M.
AU  - Jaćević, Vesna
AU  - Rodić, Marko V.
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
AU  - Francuski, Đorđe
PY  - 2015
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2358
AB  - The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P2(1)2(1)2(1) and cell constants a = 8.2969(3) angstrom, b = 18.9358(8) angstrom, c = 20.0904(6) angstrom, V = 3156.4(2) angstrom(3) and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17 beta-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid
VL  - 80
IS  - 12
SP  - 1481
EP  - 1488
DO  - 10.2298/JSC150505067D
ER  - 

@article{
author = "Dobričić, Vladimir and Francuski, Bojana M. and Jaćević, Vesna and Rodić, Marko V. and Vladimirov, Sote and Čudina, Olivera and Francuski, Đorđe",
year = "2015",
abstract = "The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P2(1)2(1)2(1) and cell constants a = 8.2969(3) angstrom, b = 18.9358(8) angstrom, c = 20.0904(6) angstrom, V = 3156.4(2) angstrom(3) and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17 beta-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid",
volume = "80",
number = "12",
pages = "1481-1488",
doi = "10.2298/JSC150505067D"
}

Dobričić, V., Francuski, B. M., Jaćević, V., Rodić, M. V., Vladimirov, S., Čudina, O.,& Francuski, Đ.. (2015). Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 80(12), 1481-1488.
https://doi.org/10.2298/JSC150505067D

Dobričić V, Francuski BM, Jaćević V, Rodić MV, Vladimirov S, Čudina O, Francuski Đ. Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid. in Journal of the Serbian Chemical Society. 2015;80(12):1481-1488.
doi:10.2298/JSC150505067D .

Dobričić, Vladimir, Francuski, Bojana M., Jaćević, Vesna, Rodić, Marko V., Vladimirov, Sote, Čudina, Olivera, Francuski, Đorđe, "Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid" in Journal of the Serbian Chemical Society, 80, no. 12 (2015):1481-1488,
https://doi.org/10.2298/JSC150505067D . .

TY  - JOUR
AU  - Odović, Jadranka
AU  - Marković, Bojan
AU  - Vladimirov, Sote
AU  - Karljiković-Rajić, Katarina
PY  - 2015
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2354
AB  - Twelve angiotensin-converting enzyme (ACE) inhibitors were studied to evaluate correlation between their absorption (ABS) data available in the literature (22-96%) and hydrophobicity parameters (k(m) and P-m/w) obtained in micellar thin-layer chromatography (MTLC) using Brij 35. The theoretical considerations showed that the geometric molecular descriptor-volume value (Vol) should be considered as an independent variable simultaneously with calculated hydrophobicity parameters in multiple linear regression analysis to obtain reliable correlation between ACE inhibitor's absorption and lipophilicity (calculated KOWWINlog P) and that captopril should be excluded from further correlations. The results of MTLC confirmed that between the two hydrophobicity parameters k(m) and P-m/w, for absorption prediction of 11 ACE inhibitors, the micelle-water partition coefficient P-m/w provided higher correlation (R-2 = 0.756), while for the k(m) parameter R-2 = 0.612 was obtained. The micelle-water partition coefficient Pm/w could be considered as analogous to hydrophobicity parameter C-0 from reversed-phase thin-layer chromatography. Dissimilar retention behavior of lisinopril indicated its lowest non-polar interaction with micelle, because of its di-acid form. The proposed model which included ACE inhibitors on the opposite site of lipophilicity-lisinopril and fosinopril (KOWWINlog P = -0.96 and KOWWINlog P = 6.61, respectively), both with similar absorption values (25 and 36%, respectively), could indicate that absorption of investigated compounds occurs via two different mechanisms: active and passive transport.
PB  - Oxford Univ Press Inc, Cary
T2  - Journal of Chromatographic Science
T1  - Evaluation of Angiotensin-Converting Enzyme Inhibitor's Absorption with Retention Data of Micellar Thin-Layer Chromatography and Suitable Molecular Descriptor
VL  - 53
IS  - 10
SP  - 1780
EP  - 1785
DO  - 10.1093/chromsci/bmv091
ER  - 

@article{
author = "Odović, Jadranka and Marković, Bojan and Vladimirov, Sote and Karljiković-Rajić, Katarina",
year = "2015",
abstract = "Twelve angiotensin-converting enzyme (ACE) inhibitors were studied to evaluate correlation between their absorption (ABS) data available in the literature (22-96%) and hydrophobicity parameters (k(m) and P-m/w) obtained in micellar thin-layer chromatography (MTLC) using Brij 35. The theoretical considerations showed that the geometric molecular descriptor-volume value (Vol) should be considered as an independent variable simultaneously with calculated hydrophobicity parameters in multiple linear regression analysis to obtain reliable correlation between ACE inhibitor's absorption and lipophilicity (calculated KOWWINlog P) and that captopril should be excluded from further correlations. The results of MTLC confirmed that between the two hydrophobicity parameters k(m) and P-m/w, for absorption prediction of 11 ACE inhibitors, the micelle-water partition coefficient P-m/w provided higher correlation (R-2 = 0.756), while for the k(m) parameter R-2 = 0.612 was obtained. The micelle-water partition coefficient Pm/w could be considered as analogous to hydrophobicity parameter C-0 from reversed-phase thin-layer chromatography. Dissimilar retention behavior of lisinopril indicated its lowest non-polar interaction with micelle, because of its di-acid form. The proposed model which included ACE inhibitors on the opposite site of lipophilicity-lisinopril and fosinopril (KOWWINlog P = -0.96 and KOWWINlog P = 6.61, respectively), both with similar absorption values (25 and 36%, respectively), could indicate that absorption of investigated compounds occurs via two different mechanisms: active and passive transport.",
publisher = "Oxford Univ Press Inc, Cary",
journal = "Journal of Chromatographic Science",
title = "Evaluation of Angiotensin-Converting Enzyme Inhibitor's Absorption with Retention Data of Micellar Thin-Layer Chromatography and Suitable Molecular Descriptor",
volume = "53",
number = "10",
pages = "1780-1785",
doi = "10.1093/chromsci/bmv091"
}

Odović, J., Marković, B., Vladimirov, S.,& Karljiković-Rajić, K.. (2015). Evaluation of Angiotensin-Converting Enzyme Inhibitor's Absorption with Retention Data of Micellar Thin-Layer Chromatography and Suitable Molecular Descriptor. in Journal of Chromatographic Science
Oxford Univ Press Inc, Cary., 53(10), 1780-1785.
https://doi.org/10.1093/chromsci/bmv091

Odović J, Marković B, Vladimirov S, Karljiković-Rajić K. Evaluation of Angiotensin-Converting Enzyme Inhibitor's Absorption with Retention Data of Micellar Thin-Layer Chromatography and Suitable Molecular Descriptor. in Journal of Chromatographic Science. 2015;53(10):1780-1785.
doi:10.1093/chromsci/bmv091 .

Odović, Jadranka, Marković, Bojan, Vladimirov, Sote, Karljiković-Rajić, Katarina, "Evaluation of Angiotensin-Converting Enzyme Inhibitor's Absorption with Retention Data of Micellar Thin-Layer Chromatography and Suitable Molecular Descriptor" in Journal of Chromatographic Science, 53, no. 10 (2015):1780-1785,
https://doi.org/10.1093/chromsci/bmv091 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Marković, Bojan
AU  - Nikolić, Katarina
AU  - Savić, Vladimir
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2014
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2175
AB  - In this paper, twenty-two 17 beta-carboxamide steroids were synthesized from five corticosteroids (hydrocortisone, prednisolone, methylprednisolone, dexamethasone and betamethasone) in two steps. The first step was periodic acid oxydation of these corticosteroids to corresponding cortienic acids and the second step was amidation of thus obtained cortienic acids with esterified L-amino acids. These compounds are potential soft corticosteroids with local anti-inflammatory activity in the skin. Parallel artificial membrane permeability assay (PAMPA) was applied in order to predict permeability and retention of these compounds in human skin. Comparison of permeability and retention parameters between 17 beta-carboxamide steroids and corresponding corticosteroids was performed. Compounds with significantly higher retention were identified and the derivative that does not have significantly higher permeability was underlined. Molecular structures of all compounds were optimized by use of Gaussian semiempirical/PM3 method. Geometrical, thermodynamic, physicochemical and electronical molecular parameters of the optimized structures were calculated and quantitative structure-property relationship (QSPR) analysis was performed in order to explain permeability and retention of these compounds. ANN-, PLS- and MLR-QSPR models were created. Quality of these models was evaluated by commonly used statistical parameters and the most reliable models were selected. Analyzing descriptors in the selected models, main molecular properties that influence permeability and retention in the PAMPA artificial membrane were identified. Based on these data, further structural modifications could be applied in order to increase retention without significant increase of permeability, which can positively affect potential local antiinflammatory activity of these compounds. Selected QSPR models could be used as in silico tool for predicting human skin permeability and retention of novel 17 beta-carboxamide steroids without performing PAMPA experiments.
PB  - Elsevier Science BV, Amsterdam
T2  - European Journal of Pharmaceutical Sciences
T1  - 17 beta-carboxamide steroids - in vitro prediction of human skin permeability and retention using PAMPA technique
VL  - 52
SP  - 95
EP  - 108
DO  - 10.1016/j.ejps.2013.10.017
ER  - 

@article{
author = "Dobričić, Vladimir and Marković, Bojan and Nikolić, Katarina and Savić, Vladimir and Vladimirov, Sote and Čudina, Olivera",
year = "2014",
abstract = "In this paper, twenty-two 17 beta-carboxamide steroids were synthesized from five corticosteroids (hydrocortisone, prednisolone, methylprednisolone, dexamethasone and betamethasone) in two steps. The first step was periodic acid oxydation of these corticosteroids to corresponding cortienic acids and the second step was amidation of thus obtained cortienic acids with esterified L-amino acids. These compounds are potential soft corticosteroids with local anti-inflammatory activity in the skin. Parallel artificial membrane permeability assay (PAMPA) was applied in order to predict permeability and retention of these compounds in human skin. Comparison of permeability and retention parameters between 17 beta-carboxamide steroids and corresponding corticosteroids was performed. Compounds with significantly higher retention were identified and the derivative that does not have significantly higher permeability was underlined. Molecular structures of all compounds were optimized by use of Gaussian semiempirical/PM3 method. Geometrical, thermodynamic, physicochemical and electronical molecular parameters of the optimized structures were calculated and quantitative structure-property relationship (QSPR) analysis was performed in order to explain permeability and retention of these compounds. ANN-, PLS- and MLR-QSPR models were created. Quality of these models was evaluated by commonly used statistical parameters and the most reliable models were selected. Analyzing descriptors in the selected models, main molecular properties that influence permeability and retention in the PAMPA artificial membrane were identified. Based on these data, further structural modifications could be applied in order to increase retention without significant increase of permeability, which can positively affect potential local antiinflammatory activity of these compounds. Selected QSPR models could be used as in silico tool for predicting human skin permeability and retention of novel 17 beta-carboxamide steroids without performing PAMPA experiments.",
publisher = "Elsevier Science BV, Amsterdam",
journal = "European Journal of Pharmaceutical Sciences",
title = "17 beta-carboxamide steroids - in vitro prediction of human skin permeability and retention using PAMPA technique",
volume = "52",
pages = "95-108",
doi = "10.1016/j.ejps.2013.10.017"
}

Dobričić, V., Marković, B., Nikolić, K., Savić, V., Vladimirov, S.,& Čudina, O.. (2014). 17 beta-carboxamide steroids - in vitro prediction of human skin permeability and retention using PAMPA technique. in European Journal of Pharmaceutical Sciences
Elsevier Science BV, Amsterdam., 52, 95-108.
https://doi.org/10.1016/j.ejps.2013.10.017

Dobričić V, Marković B, Nikolić K, Savić V, Vladimirov S, Čudina O. 17 beta-carboxamide steroids - in vitro prediction of human skin permeability and retention using PAMPA technique. in European Journal of Pharmaceutical Sciences. 2014;52:95-108.
doi:10.1016/j.ejps.2013.10.017 .

Dobričić, Vladimir, Marković, Bojan, Nikolić, Katarina, Savić, Vladimir, Vladimirov, Sote, Čudina, Olivera, "17 beta-carboxamide steroids - in vitro prediction of human skin permeability and retention using PAMPA technique" in European Journal of Pharmaceutical Sciences, 52 (2014):95-108,
https://doi.org/10.1016/j.ejps.2013.10.017 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Marković, Bojan
AU  - Milenković, Nikola
AU  - Savić, Vladimir
AU  - Jaćević, Vesna
AU  - Rancić, Nemanja
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2014
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2132
AB  - Molecular docking studies were performed on 18 17-carboxamide steroids in order to select compounds with potential local anti-inflammatory activity. These derivatives are amides of cortienic acids (obtained from hydrocortisone, prednisolone, and methylprednisolone) with methyl or ethyl esters of six amino acids. Interactions with the glucocorticoid receptor (GR), binding energies and ligand efficiency values of these compounds were compared with dexamethasone and cortienic acid obtained from prednisolone (inactive metabolite). On the basis of molecular docking studies, seven compounds were selected and their binding affinities for the GR were predicted by use of the exponential model created in this study. Subsequently, selected compounds were synthesized in good yields by use of modified N,N-dicyclohexylcarbodiimide (DCC)/1-hydroxybenzotriazole (HOBt) coupling procedure. Finally, the local anti-inflammatory activity of the synthesized compounds was examined by use of the croton oil-induced ear edema test. In vivo evaluation of systemic side effects as well as in silico prediction of metabolism were performed on the derivative with the best local anti-inflammatory activity. The combination of molecular docking studies and the exponential model for the GR binding affinity prediction could be used as an in silico tool for the rational design of novel 17-carboxamide steroids with potentially better biological profile than dexamethasone.
PB  - Wiley-VCH Verlag GMBH, Weinheim
T2  - Archiv der Pharmazie
T1  - Design, Synthesis, and Local Anti-Inflammatory Activity of 17 beta-Carboxamide Derivatives of Glucocorticoids
VL  - 347
IS  - 11
SP  - 786
EP  - 797
DO  - 10.1002/ardp.201400165
ER  - 

@article{
author = "Dobričić, Vladimir and Marković, Bojan and Milenković, Nikola and Savić, Vladimir and Jaćević, Vesna and Rancić, Nemanja and Vladimirov, Sote and Čudina, Olivera",
year = "2014",
abstract = "Molecular docking studies were performed on 18 17-carboxamide steroids in order to select compounds with potential local anti-inflammatory activity. These derivatives are amides of cortienic acids (obtained from hydrocortisone, prednisolone, and methylprednisolone) with methyl or ethyl esters of six amino acids. Interactions with the glucocorticoid receptor (GR), binding energies and ligand efficiency values of these compounds were compared with dexamethasone and cortienic acid obtained from prednisolone (inactive metabolite). On the basis of molecular docking studies, seven compounds were selected and their binding affinities for the GR were predicted by use of the exponential model created in this study. Subsequently, selected compounds were synthesized in good yields by use of modified N,N-dicyclohexylcarbodiimide (DCC)/1-hydroxybenzotriazole (HOBt) coupling procedure. Finally, the local anti-inflammatory activity of the synthesized compounds was examined by use of the croton oil-induced ear edema test. In vivo evaluation of systemic side effects as well as in silico prediction of metabolism were performed on the derivative with the best local anti-inflammatory activity. The combination of molecular docking studies and the exponential model for the GR binding affinity prediction could be used as an in silico tool for the rational design of novel 17-carboxamide steroids with potentially better biological profile than dexamethasone.",
publisher = "Wiley-VCH Verlag GMBH, Weinheim",
journal = "Archiv der Pharmazie",
title = "Design, Synthesis, and Local Anti-Inflammatory Activity of 17 beta-Carboxamide Derivatives of Glucocorticoids",
volume = "347",
number = "11",
pages = "786-797",
doi = "10.1002/ardp.201400165"
}

Dobričić, V., Marković, B., Milenković, N., Savić, V., Jaćević, V., Rancić, N., Vladimirov, S.,& Čudina, O.. (2014). Design, Synthesis, and Local Anti-Inflammatory Activity of 17 beta-Carboxamide Derivatives of Glucocorticoids. in Archiv der Pharmazie
Wiley-VCH Verlag GMBH, Weinheim., 347(11), 786-797.
https://doi.org/10.1002/ardp.201400165

Dobričić V, Marković B, Milenković N, Savić V, Jaćević V, Rancić N, Vladimirov S, Čudina O. Design, Synthesis, and Local Anti-Inflammatory Activity of 17 beta-Carboxamide Derivatives of Glucocorticoids. in Archiv der Pharmazie. 2014;347(11):786-797.
doi:10.1002/ardp.201400165 .

Dobričić, Vladimir, Marković, Bojan, Milenković, Nikola, Savić, Vladimir, Jaćević, Vesna, Rancić, Nemanja, Vladimirov, Sote, Čudina, Olivera, "Design, Synthesis, and Local Anti-Inflammatory Activity of 17 beta-Carboxamide Derivatives of Glucocorticoids" in Archiv der Pharmazie, 347, no. 11 (2014):786-797,
https://doi.org/10.1002/ardp.201400165 . .

TY  - JOUR
AU  - Ivković, Branka
AU  - Gojković-Bukarica, Ljiljana
AU  - Novaković, Radmila
AU  - Ćupić, Vitomir
AU  - Vladimirov, Sote
AU  - Živanović, Vladimir
AU  - Šćepanović, Radisav
PY  - 2014
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2297
AB  - By applying of aconitictest in in vivo experiments in rats under deep anesthesia, there was investigated the antiarrhythmic potential of newly synthetized fluorinated derivatives of propafenone. The animals were divided into four experimental groups. The first (aconitine group) was treated with aconitine at a dose of 60 μg/kg, which led to pronounced cardiac rhythm disorder in a short period of time. The appearance of ventricular extrasystole (VES) was taken as a parameter for ascertainment of cardiac rhytm disorder. The remaining three animal groups were taken for testing the potential of propafenone and propafenone fluorinated derivatives to stop the arrhythmia, and which was induced by i.v. aconitine injection (60 μg/kg). Propafenone, as well as 50F derivative, did not convert the disturbed cardiac rhythm (survival of animals was 0%). By applying 5PF derivative in a dose of 6 mg/kg, the animals survived with occasional establishment of sinus rhythm.
AB  - Primenom akonitinskog testa, u in vivo eksperimentima na pacovima u dubokoj anesteziji, ispitivan je antiaritmijski potencijal novosintetisanih fluoriranih derivata propafenona. Životinje su podeljene u četiri eksperimentalne grupe. Prva grupa (akonitinska grupa) je tretirana akonitinom u dozi od 60 μg/kg t.m., koja dovodi do vidnog poremećaja srčanog ritma u kratkom vremenskom periodu. Kao parameter za registrovanje poremećaja srčanog ritma uzetaje pojava ventrikularne ekstrasistole (VES). Ostale (tri) eksperimentalne grupe činile su životinje na kojima je ispitivan potencijal propafenona i fluoriranih derivata propafenona da zaustave aritmiju indukovanu i.v. injekcijom akonitina (60 μg/kg t.m.). Propafenon, kao i 50F derivat, nisu uspeli da konvertuju poremećen srčani ritam (preživljavanje životinja je 0 %). Prilikom aplikacije 5PF derivata u dozi od 6 mg/kg t.m. životinje su preživele, uz povremeno uspostavljanje sinusnog ritma.
PB  - Univerzitet u Beogradu - Fakultet veterinarske medicine, Beograd
T2  - Veterinarski glasnik
T1  - Testing of newly synthesized propafenone derivatives antiarrhythmic activity in aconitic model of cardiac arrhythmia in rats
T1  - Issledovanie antiaritmičeskoj aktivnosti vnov' sintezirovannyh proizvodnyh propafenona pri modelirovanii akonitovoi aritmii serdca u krys
T1  - Ispitivanje antiaritmijske aktivnosti novosintetisanih derivata propafenona u akonitinskom modelu srčane aritmije kod pacova
VL  - 68
IS  - 5-6
SP  - 281
EP  - 290
DO  - 10.2298/VETGL1406281I
ER  - 

@article{
author = "Ivković, Branka and Gojković-Bukarica, Ljiljana and Novaković, Radmila and Ćupić, Vitomir and Vladimirov, Sote and Živanović, Vladimir and Šćepanović, Radisav",
year = "2014",
abstract = "By applying of aconitictest in in vivo experiments in rats under deep anesthesia, there was investigated the antiarrhythmic potential of newly synthetized fluorinated derivatives of propafenone. The animals were divided into four experimental groups. The first (aconitine group) was treated with aconitine at a dose of 60 μg/kg, which led to pronounced cardiac rhythm disorder in a short period of time. The appearance of ventricular extrasystole (VES) was taken as a parameter for ascertainment of cardiac rhytm disorder. The remaining three animal groups were taken for testing the potential of propafenone and propafenone fluorinated derivatives to stop the arrhythmia, and which was induced by i.v. aconitine injection (60 μg/kg). Propafenone, as well as 50F derivative, did not convert the disturbed cardiac rhythm (survival of animals was 0%). By applying 5PF derivative in a dose of 6 mg/kg, the animals survived with occasional establishment of sinus rhythm., Primenom akonitinskog testa, u in vivo eksperimentima na pacovima u dubokoj anesteziji, ispitivan je antiaritmijski potencijal novosintetisanih fluoriranih derivata propafenona. Životinje su podeljene u četiri eksperimentalne grupe. Prva grupa (akonitinska grupa) je tretirana akonitinom u dozi od 60 μg/kg t.m., koja dovodi do vidnog poremećaja srčanog ritma u kratkom vremenskom periodu. Kao parameter za registrovanje poremećaja srčanog ritma uzetaje pojava ventrikularne ekstrasistole (VES). Ostale (tri) eksperimentalne grupe činile su životinje na kojima je ispitivan potencijal propafenona i fluoriranih derivata propafenona da zaustave aritmiju indukovanu i.v. injekcijom akonitina (60 μg/kg t.m.). Propafenon, kao i 50F derivat, nisu uspeli da konvertuju poremećen srčani ritam (preživljavanje životinja je 0 %). Prilikom aplikacije 5PF derivata u dozi od 6 mg/kg t.m. životinje su preživele, uz povremeno uspostavljanje sinusnog ritma.",
publisher = "Univerzitet u Beogradu - Fakultet veterinarske medicine, Beograd",
journal = "Veterinarski glasnik",
title = "Testing of newly synthesized propafenone derivatives antiarrhythmic activity in aconitic model of cardiac arrhythmia in rats, Issledovanie antiaritmičeskoj aktivnosti vnov' sintezirovannyh proizvodnyh propafenona pri modelirovanii akonitovoi aritmii serdca u krys, Ispitivanje antiaritmijske aktivnosti novosintetisanih derivata propafenona u akonitinskom modelu srčane aritmije kod pacova",
volume = "68",
number = "5-6",
pages = "281-290",
doi = "10.2298/VETGL1406281I"
}

Ivković, B., Gojković-Bukarica, L., Novaković, R., Ćupić, V., Vladimirov, S., Živanović, V.,& Šćepanović, R.. (2014). Testing of newly synthesized propafenone derivatives antiarrhythmic activity in aconitic model of cardiac arrhythmia in rats. in Veterinarski glasnik
Univerzitet u Beogradu - Fakultet veterinarske medicine, Beograd., 68(5-6), 281-290.
https://doi.org/10.2298/VETGL1406281I

Ivković B, Gojković-Bukarica L, Novaković R, Ćupić V, Vladimirov S, Živanović V, Šćepanović R. Testing of newly synthesized propafenone derivatives antiarrhythmic activity in aconitic model of cardiac arrhythmia in rats. in Veterinarski glasnik. 2014;68(5-6):281-290.
doi:10.2298/VETGL1406281I .

Ivković, Branka, Gojković-Bukarica, Ljiljana, Novaković, Radmila, Ćupić, Vitomir, Vladimirov, Sote, Živanović, Vladimir, Šćepanović, Radisav, "Testing of newly synthesized propafenone derivatives antiarrhythmic activity in aconitic model of cardiac arrhythmia in rats" in Veterinarski glasnik, 68, no. 5-6 (2014):281-290,
https://doi.org/10.2298/VETGL1406281I . .

TY  - JOUR
AU  - Ivković, Branka
AU  - Marković, Bojan
AU  - Vladimirov, Sote
PY  - 2014
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2285
AB  - In this study a reversed phase HPLC method for rapid and simultaneous identification and quantification of doxylamine succinate, ephedrine sulfate, dextrometorphane hydrobromide, paracetamole and sodium benzoate in cough-cold syrup formulation was described. Separation was carried out on XTerraTM RP 18, Waters (150 mm x 4.6 mm column, 5 μm particle size). For the analysis of investigated substances gradient elution was used employing water, pH adjusted at 2.5 with 85 % ortophosphoric acid as the mobile phase A and acetonitrile as the mobile phase B. Detection was carried out by UV absorbance at 210 nm for doxylamine succinate, ephedrine sulfate, dextromethorphane hydrobromide and sodium benzoate and at 270 nm for paracetamole. The method was validated statistically for selectivity, linearity, precision, accuracy.
AB  - U ovom radu opisana je brza, efikasna, ekonomična reverzno fazna HPLC metoda za identifikaciju i određivanje doksilamin-sukcinata, efedrin-hidrohlorida, dekstrometorfanhidrobromida, paracetamola kao aktivnih komponenti i natrijum-benzoata kao konzervansa u sirupu za kašalj. Razdvajanje komponenata, njihova identifikacija i određivanje postignuto je na C18 stacionarnoj fazi (XTerraTM RP 18, Waters (150 mm x 4,6 mm, 5 μm veličine čestica) uz gradijentno eluiranje sa mobilnom fazom koju čine voda (čiji je pH podešen na 2,5 sa ortofosfornom kiselinom) i acetonitril kao organski rastvarač. Za detekciju ispitivanih jedinjenja korišćen je UV/VIS detektor podešen na 210 nm (doksilamin sukcinata, efedrin-hidrohlorida, dekstrometorfan-hidrobromida i natrijum-benzoata) tj. 270 nm (paracetamol). Kako je definisana metoda namenjena za identifikaciju i određivanje aktivnih supstanci i konzervansa u sirupu za kašalj, od parametara validacije ispitani su: selektivnost/specifičnost, linearnost, tačnost i preciznost. Svaki od parametara je statistički potvrđen. Dobijene vrednosti statističkih parametara (r³ 0,999, CV£ 2 % i Recovery od 98 % - 102 %) ukazuju da je definisana RP- HPLC metoda pogodna za identifikaciju i određivanje doksilamin-sukcinata, efedrinhidrohlorida, dekstrometorfan-hidrobromida, paracetamola i natrijum-benzoata u sirupu za kašalj.
PB  - Savez farmaceutskih udruženja Srbije, Beograd
T2  - Arhiv za farmaciju
T1  - Development and validation of RP-HPLC method for analysis of multicomponent cough-cold syrup formulation
T1  - Razvoj i validacija RP-HPLC metode za analizu višekomponentnog sirupa za kašalj
VL  - 64
IS  - 3
SP  - 271
EP  - 284
DO  - 10.5937/arhfarm1403271I
ER  - 

@article{
author = "Ivković, Branka and Marković, Bojan and Vladimirov, Sote",
year = "2014",
abstract = "In this study a reversed phase HPLC method for rapid and simultaneous identification and quantification of doxylamine succinate, ephedrine sulfate, dextrometorphane hydrobromide, paracetamole and sodium benzoate in cough-cold syrup formulation was described. Separation was carried out on XTerraTM RP 18, Waters (150 mm x 4.6 mm column, 5 μm particle size). For the analysis of investigated substances gradient elution was used employing water, pH adjusted at 2.5 with 85 % ortophosphoric acid as the mobile phase A and acetonitrile as the mobile phase B. Detection was carried out by UV absorbance at 210 nm for doxylamine succinate, ephedrine sulfate, dextromethorphane hydrobromide and sodium benzoate and at 270 nm for paracetamole. The method was validated statistically for selectivity, linearity, precision, accuracy., U ovom radu opisana je brza, efikasna, ekonomična reverzno fazna HPLC metoda za identifikaciju i određivanje doksilamin-sukcinata, efedrin-hidrohlorida, dekstrometorfanhidrobromida, paracetamola kao aktivnih komponenti i natrijum-benzoata kao konzervansa u sirupu za kašalj. Razdvajanje komponenata, njihova identifikacija i određivanje postignuto je na C18 stacionarnoj fazi (XTerraTM RP 18, Waters (150 mm x 4,6 mm, 5 μm veličine čestica) uz gradijentno eluiranje sa mobilnom fazom koju čine voda (čiji je pH podešen na 2,5 sa ortofosfornom kiselinom) i acetonitril kao organski rastvarač. Za detekciju ispitivanih jedinjenja korišćen je UV/VIS detektor podešen na 210 nm (doksilamin sukcinata, efedrin-hidrohlorida, dekstrometorfan-hidrobromida i natrijum-benzoata) tj. 270 nm (paracetamol). Kako je definisana metoda namenjena za identifikaciju i određivanje aktivnih supstanci i konzervansa u sirupu za kašalj, od parametara validacije ispitani su: selektivnost/specifičnost, linearnost, tačnost i preciznost. Svaki od parametara je statistički potvrđen. Dobijene vrednosti statističkih parametara (r³ 0,999, CV£ 2 % i Recovery od 98 % - 102 %) ukazuju da je definisana RP- HPLC metoda pogodna za identifikaciju i određivanje doksilamin-sukcinata, efedrinhidrohlorida, dekstrometorfan-hidrobromida, paracetamola i natrijum-benzoata u sirupu za kašalj.",
publisher = "Savez farmaceutskih udruženja Srbije, Beograd",
journal = "Arhiv za farmaciju",
title = "Development and validation of RP-HPLC method for analysis of multicomponent cough-cold syrup formulation, Razvoj i validacija RP-HPLC metode za analizu višekomponentnog sirupa za kašalj",
volume = "64",
number = "3",
pages = "271-284",
doi = "10.5937/arhfarm1403271I"
}

Ivković, B., Marković, B.,& Vladimirov, S.. (2014). Development and validation of RP-HPLC method for analysis of multicomponent cough-cold syrup formulation. in Arhiv za farmaciju
Savez farmaceutskih udruženja Srbije, Beograd., 64(3), 271-284.
https://doi.org/10.5937/arhfarm1403271I

Ivković B, Marković B, Vladimirov S. Development and validation of RP-HPLC method for analysis of multicomponent cough-cold syrup formulation. in Arhiv za farmaciju. 2014;64(3):271-284.
doi:10.5937/arhfarm1403271I .

Ivković, Branka, Marković, Bojan, Vladimirov, Sote, "Development and validation of RP-HPLC method for analysis of multicomponent cough-cold syrup formulation" in Arhiv za farmaciju, 64, no. 3 (2014):271-284,
https://doi.org/10.5937/arhfarm1403271I . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2014
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2283
AB  - Soft ('antedrug') glucocorticoids are pharmacologically active compounds which are biotransformed in a predictable and controllable way to inactive and non-toxic metabolites. Amides of cortienic acids (17(-carboxamide derivatives of glucocorticoids) are potential soft drugs with fewer side effects than traditional glucocorticoids. The purification of 17(- carboxamide derivatives of hydrocortisone was explained using the amide of hydrocortisonederived cortienic acid and ethyl ester of L-glycine as an example and performed by use of column chromatography and preparative thin-layer chromatography (TLC). The optimization of purification process was performed employing analytical TLC and reversed-phase highperformance liquid chromatography (RP-HPLC). The mobile phase that enables best chromatographic separation of the amide from impurities on TLC plate (chloroform-methanol (95:5 V/V)) was selected and modified (reduction of polarity and addition of glacial acetic acid) to be used for the column chromatography and preparative TLC purification. It was confirmed by use of RP-HPLC that purification procedures applied in this study resulted in pure (96.2 %) amide.
AB  - Soft ('antedrug') glukokortikoidi su farmakološki aktivna jedinjenja koja se biotransformišu na predvidiv i kontrolisan način do neaktivnih i netoksičnih metabolita. Amidi kortienskih kiselina (17(-karboksamidni derivati glukokortikoida) su potencijalni soft lekovi sa manje neželjenih efekata u odnosu na konvencionalne glukokortikoide. Prečišćavanje 17(- karboksamidnih derivata hidrokortizona je prikazano na primeru amida kortienske kiseline iz hidrokortizona i etil estra L-glicina i vrši se primenom hromatografije na koloni i preparativne tankoslojne hromatografije (TLC). Optimizacija procesa prečišćavanja je izvršena primenom analitičke TLC i reverzno-fazne tečne hromatografije pod visokim pritiskom (RP-HPLC). Mobilna faza koja omogućuje najbolje hromatografsko razdvajanje amida od nečistoća na TLC pločici (hloroform-metanol (95:5 V/V) je odabrana i izvršena je njena modifikacija (smanjenje polarnosti, odnosno dodatak glacijalne sirćetne kliseline) u cilju prečišćavanja hromatografijom na koloni, odnosno preparativnom TLC. Primenom RP-HPLC je potvrđeno da su navedeni postupci prečišćavanja omogućili dobijanje amida stepena čistoće 96,2 %.
PB  - Savez farmaceutskih udruženja Srbije, Beograd
T2  - Arhiv za farmaciju
T1  - The application of chromatography techniques for the purification process optimization of amide of hydrocortisone-derived cortienic acid and ethyl ester of L-glycine
T1  - Primena hromatografskih tehnika u optimizaciji procesa prečišćavanja amida kortienske kiseline iz hidrokortizona i etil estra L-glicina
VL  - 64
IS  - 3
SP  - 220
EP  - 229
DO  - 10.5937/arhfarm1403220D
ER  - 

@article{
author = "Dobričić, Vladimir and Vladimirov, Sote and Čudina, Olivera",
year = "2014",
abstract = "Soft ('antedrug') glucocorticoids are pharmacologically active compounds which are biotransformed in a predictable and controllable way to inactive and non-toxic metabolites. Amides of cortienic acids (17(-carboxamide derivatives of glucocorticoids) are potential soft drugs with fewer side effects than traditional glucocorticoids. The purification of 17(- carboxamide derivatives of hydrocortisone was explained using the amide of hydrocortisonederived cortienic acid and ethyl ester of L-glycine as an example and performed by use of column chromatography and preparative thin-layer chromatography (TLC). The optimization of purification process was performed employing analytical TLC and reversed-phase highperformance liquid chromatography (RP-HPLC). The mobile phase that enables best chromatographic separation of the amide from impurities on TLC plate (chloroform-methanol (95:5 V/V)) was selected and modified (reduction of polarity and addition of glacial acetic acid) to be used for the column chromatography and preparative TLC purification. It was confirmed by use of RP-HPLC that purification procedures applied in this study resulted in pure (96.2 %) amide., Soft ('antedrug') glukokortikoidi su farmakološki aktivna jedinjenja koja se biotransformišu na predvidiv i kontrolisan način do neaktivnih i netoksičnih metabolita. Amidi kortienskih kiselina (17(-karboksamidni derivati glukokortikoida) su potencijalni soft lekovi sa manje neželjenih efekata u odnosu na konvencionalne glukokortikoide. Prečišćavanje 17(- karboksamidnih derivata hidrokortizona je prikazano na primeru amida kortienske kiseline iz hidrokortizona i etil estra L-glicina i vrši se primenom hromatografije na koloni i preparativne tankoslojne hromatografije (TLC). Optimizacija procesa prečišćavanja je izvršena primenom analitičke TLC i reverzno-fazne tečne hromatografije pod visokim pritiskom (RP-HPLC). Mobilna faza koja omogućuje najbolje hromatografsko razdvajanje amida od nečistoća na TLC pločici (hloroform-metanol (95:5 V/V) je odabrana i izvršena je njena modifikacija (smanjenje polarnosti, odnosno dodatak glacijalne sirćetne kliseline) u cilju prečišćavanja hromatografijom na koloni, odnosno preparativnom TLC. Primenom RP-HPLC je potvrđeno da su navedeni postupci prečišćavanja omogućili dobijanje amida stepena čistoće 96,2 %.",
publisher = "Savez farmaceutskih udruženja Srbije, Beograd",
journal = "Arhiv za farmaciju",
title = "The application of chromatography techniques for the purification process optimization of amide of hydrocortisone-derived cortienic acid and ethyl ester of L-glycine, Primena hromatografskih tehnika u optimizaciji procesa prečišćavanja amida kortienske kiseline iz hidrokortizona i etil estra L-glicina",
volume = "64",
number = "3",
pages = "220-229",
doi = "10.5937/arhfarm1403220D"
}

Dobričić, V., Vladimirov, S.,& Čudina, O.. (2014). The application of chromatography techniques for the purification process optimization of amide of hydrocortisone-derived cortienic acid and ethyl ester of L-glycine. in Arhiv za farmaciju
Savez farmaceutskih udruženja Srbije, Beograd., 64(3), 220-229.
https://doi.org/10.5937/arhfarm1403220D

Dobričić V, Vladimirov S, Čudina O. The application of chromatography techniques for the purification process optimization of amide of hydrocortisone-derived cortienic acid and ethyl ester of L-glycine. in Arhiv za farmaciju. 2014;64(3):220-229.
doi:10.5937/arhfarm1403220D .

Dobričić, Vladimir, Vladimirov, Sote, Čudina, Olivera, "The application of chromatography techniques for the purification process optimization of amide of hydrocortisone-derived cortienic acid and ethyl ester of L-glycine" in Arhiv za farmaciju, 64, no. 3 (2014):220-229,
https://doi.org/10.5937/arhfarm1403220D . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Nikolić, Katarina
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
PY  - 2014
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2235
AB  - In this paper, human skin and corneal permeability of twenty-two newly synthesized 17 beta-carboxamide steroids was predicted using biopartitioning micellar chromatography (BMC). These compounds are potential soft glucocorticoids with local anti-inflammatory activity when applied to the skin or eye. BMC systems are used to simulate physicochemical properties of human skin (BMC-skin) and cornea (BMC-cornea). Micellar mobile phase, consisted of 0.04 M solution of polyoxyethylene (23) lauryl ether (Brij 35), was prepared at different pH values - 5.50 (BMC-skin) and 7.50 (BMC-cornea). Retention factors (k), obtained by use of BMC, were calculated for all newly synthesized 17 beta-carboxamide steroids as well as for parent glucocorticoids (hydrocortisone, prednisolone, methylprednisolone, dexamethasone and betamethasone). Good correlation was obtained between BMC-skin retention factors and permeability coefficients calculated by use of the artificial membrane that simulates stratum corneum of the human skin. Quantitative structure-retention relationship (QSRR) study was performed in order to explain retention factors of these compounds in the tested BMC systems. ANN-QSRR(k), PLS-QSRR(k) and MLR-QSRR(k) models, created by use of BMC-skin retention data, were compared and optimal model (PLS-QSRR(k)) was selected. Molecular descriptors of the selected model indicate that lipophilicity and number of short C C fragments of tested compounds have the strongest influence on the retention in the BMC-skin system and presumably on their in vivo permeability through human skin. The same model can be applied to the BMC-cornea system and the same conclusion can be drawn for corneal permeability. This model could be used as a predictive tool for the synthesis of novel 17 beta-carboxamide steroids with desirable permeability through human skin or cornea, depending on their potential pharmacological application.
PB  - Elsevier Science BV, Amsterdam
T2  - European Journal of Pharmaceutical Sciences
T1  - Biopartitioning micellar chromatography as a predictive tool for skin and corneal permeability of newly synthesized 17 beta-carboxamide steroids
VL  - 56
SP  - 105
EP  - 112
DO  - 10.1016/j.ejps.2014.02.007
ER  - 

@article{
author = "Dobričić, Vladimir and Nikolić, Katarina and Vladimirov, Sote and Čudina, Olivera",
year = "2014",
abstract = "In this paper, human skin and corneal permeability of twenty-two newly synthesized 17 beta-carboxamide steroids was predicted using biopartitioning micellar chromatography (BMC). These compounds are potential soft glucocorticoids with local anti-inflammatory activity when applied to the skin or eye. BMC systems are used to simulate physicochemical properties of human skin (BMC-skin) and cornea (BMC-cornea). Micellar mobile phase, consisted of 0.04 M solution of polyoxyethylene (23) lauryl ether (Brij 35), was prepared at different pH values - 5.50 (BMC-skin) and 7.50 (BMC-cornea). Retention factors (k), obtained by use of BMC, were calculated for all newly synthesized 17 beta-carboxamide steroids as well as for parent glucocorticoids (hydrocortisone, prednisolone, methylprednisolone, dexamethasone and betamethasone). Good correlation was obtained between BMC-skin retention factors and permeability coefficients calculated by use of the artificial membrane that simulates stratum corneum of the human skin. Quantitative structure-retention relationship (QSRR) study was performed in order to explain retention factors of these compounds in the tested BMC systems. ANN-QSRR(k), PLS-QSRR(k) and MLR-QSRR(k) models, created by use of BMC-skin retention data, were compared and optimal model (PLS-QSRR(k)) was selected. Molecular descriptors of the selected model indicate that lipophilicity and number of short C C fragments of tested compounds have the strongest influence on the retention in the BMC-skin system and presumably on their in vivo permeability through human skin. The same model can be applied to the BMC-cornea system and the same conclusion can be drawn for corneal permeability. This model could be used as a predictive tool for the synthesis of novel 17 beta-carboxamide steroids with desirable permeability through human skin or cornea, depending on their potential pharmacological application.",
publisher = "Elsevier Science BV, Amsterdam",
journal = "European Journal of Pharmaceutical Sciences",
title = "Biopartitioning micellar chromatography as a predictive tool for skin and corneal permeability of newly synthesized 17 beta-carboxamide steroids",
volume = "56",
pages = "105-112",
doi = "10.1016/j.ejps.2014.02.007"
}

Dobričić, V., Nikolić, K., Vladimirov, S.,& Čudina, O.. (2014). Biopartitioning micellar chromatography as a predictive tool for skin and corneal permeability of newly synthesized 17 beta-carboxamide steroids. in European Journal of Pharmaceutical Sciences
Elsevier Science BV, Amsterdam., 56, 105-112.
https://doi.org/10.1016/j.ejps.2014.02.007

Dobričić V, Nikolić K, Vladimirov S, Čudina O. Biopartitioning micellar chromatography as a predictive tool for skin and corneal permeability of newly synthesized 17 beta-carboxamide steroids. in European Journal of Pharmaceutical Sciences. 2014;56:105-112.
doi:10.1016/j.ejps.2014.02.007 .

Dobričić, Vladimir, Nikolić, Katarina, Vladimirov, Sote, Čudina, Olivera, "Biopartitioning micellar chromatography as a predictive tool for skin and corneal permeability of newly synthesized 17 beta-carboxamide steroids" in European Journal of Pharmaceutical Sciences, 56 (2014):105-112,
https://doi.org/10.1016/j.ejps.2014.02.007 . .

TY  - JOUR
AU  - Odović, Jadranka
AU  - Marković, Bojan
AU  - Vladimirov, Sote
AU  - Karljiković-Rajić, Katarina
PY  - 2014
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2160
AB  - Set of nine angiotensin-converting enzyme inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril, perindopril and moexipril) were studied to evaluate the correlation between their intestinal absorption and salting-out thin-layer chromatography hydrophobicity parameters (R-M(0) or C-0) obtained by ascending technique applying four different salts, (NH4)(2)SO4, NH4NO3, NH4Cl and NaCl as mobile phases. The best correlations between KOWWIN log P and both hydrophobicity parameters, R-M(0) and C-0, (R-2 > 0.850) were observed for NaCl (1.0-3.0 M) while the lowest R-2 was obtained for (NH4)(2)SO4 (0.649 and 0.427, respectively) due to highest salting-out effect of (NH4)(2)SO4. The effect of selected inorganic salts in the salting-out mobile phases, on the solutes solubility and retention was evaluated. The topological polar surface area should be selected as independent variable (only this molecular descriptor showed low correlation with chromatographic hydrophobicity parameters) for multiple linear regression analysis, to obtain reliable correlation between angiotensin-converting enzyme inhibitor's intestinal absorption data and salting-out thin-layer chromatograpic hydrophobicity parameters. These correlations provide R-2 =0.823 for R-M(0) or R-2 =0.799 for C-0 indicating good relationship between predicted and literature available intestinal absorption (ranged from 22% to 70%) of investigated angiotensin-converting enzyme inhibitors. The proposed in vitro model was checked with three in addition experimentally analyzed drugs, zofenopril, trandolapril and captoril. The satisfactory absorption prediction was obtained for zofenopril and trandolapril, while divergence established for captopril resulted from considerably different structure.
PB  - Elsevier Science BV, Amsterdam
T2  - Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences
T1  - In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors
VL  - 953
SP  - 102
EP  - 107
DO  - 10.1016/j.jchromb.2014.02.004
ER  - 

@article{
author = "Odović, Jadranka and Marković, Bojan and Vladimirov, Sote and Karljiković-Rajić, Katarina",
year = "2014",
abstract = "Set of nine angiotensin-converting enzyme inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril, perindopril and moexipril) were studied to evaluate the correlation between their intestinal absorption and salting-out thin-layer chromatography hydrophobicity parameters (R-M(0) or C-0) obtained by ascending technique applying four different salts, (NH4)(2)SO4, NH4NO3, NH4Cl and NaCl as mobile phases. The best correlations between KOWWIN log P and both hydrophobicity parameters, R-M(0) and C-0, (R-2 > 0.850) were observed for NaCl (1.0-3.0 M) while the lowest R-2 was obtained for (NH4)(2)SO4 (0.649 and 0.427, respectively) due to highest salting-out effect of (NH4)(2)SO4. The effect of selected inorganic salts in the salting-out mobile phases, on the solutes solubility and retention was evaluated. The topological polar surface area should be selected as independent variable (only this molecular descriptor showed low correlation with chromatographic hydrophobicity parameters) for multiple linear regression analysis, to obtain reliable correlation between angiotensin-converting enzyme inhibitor's intestinal absorption data and salting-out thin-layer chromatograpic hydrophobicity parameters. These correlations provide R-2 =0.823 for R-M(0) or R-2 =0.799 for C-0 indicating good relationship between predicted and literature available intestinal absorption (ranged from 22% to 70%) of investigated angiotensin-converting enzyme inhibitors. The proposed in vitro model was checked with three in addition experimentally analyzed drugs, zofenopril, trandolapril and captoril. The satisfactory absorption prediction was obtained for zofenopril and trandolapril, while divergence established for captopril resulted from considerably different structure.",
publisher = "Elsevier Science BV, Amsterdam",
journal = "Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences",
title = "In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors",
volume = "953",
pages = "102-107",
doi = "10.1016/j.jchromb.2014.02.004"
}

Odović, J., Marković, B., Vladimirov, S.,& Karljiković-Rajić, K.. (2014). In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors. in Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences
Elsevier Science BV, Amsterdam., 953, 102-107.
https://doi.org/10.1016/j.jchromb.2014.02.004

Odović J, Marković B, Vladimirov S, Karljiković-Rajić K. In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors. in Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences. 2014;953:102-107.
doi:10.1016/j.jchromb.2014.02.004 .

Odović, Jadranka, Marković, Bojan, Vladimirov, Sote, Karljiković-Rajić, Katarina, "In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors" in Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences, 953 (2014):102-107,
https://doi.org/10.1016/j.jchromb.2014.02.004 . .