TY  - DATA
AU  - Krmar, Jovana
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4880
AB  - Data table for model building.

The data table used for modeling includes the following key components:

1. Chromatographic conditions: The chromatographic conditions encompass parameters such as the concentration of Brij L23, the pH of the micellar component of the mobile phase, and the volume fraction of acetonitrile. These parameters are systematically varied within specific ranges according to the experimental plan based on the Box-Behnken design.

2. Calculated molecular descriptors: An important aspect of the data table is the pool of calculated molecular descriptors. These descriptors provide valuable insights into the molecular characteristics of the compounds under investigation. They aid in understanding the relationship between the compounds' structural properties and their observed retention behavior.

3. Observed response: The observed response parameter consists of retention factors, a fundamental measure in chromatography. These retention factors were measured and recorded during the experimental process. They offer critical information about the compounds' affinity for the stationary phase and their overall behavior in the MLC system.
PB  - University of Belgrade - Faculty of Pharmacy
T2  - Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms
T1  - Supplementary material for doctoral dissertation: Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4880
ER  - 

@misc{
author = "Krmar, Jovana",
year = "2023",
abstract = "Data table for model building.

The data table used for modeling includes the following key components:

1. Chromatographic conditions: The chromatographic conditions encompass parameters such as the concentration of Brij L23, the pH of the micellar component of the mobile phase, and the volume fraction of acetonitrile. These parameters are systematically varied within specific ranges according to the experimental plan based on the Box-Behnken design.

2. Calculated molecular descriptors: An important aspect of the data table is the pool of calculated molecular descriptors. These descriptors provide valuable insights into the molecular characteristics of the compounds under investigation. They aid in understanding the relationship between the compounds' structural properties and their observed retention behavior.

3. Observed response: The observed response parameter consists of retention factors, a fundamental measure in chromatography. These retention factors were measured and recorded during the experimental process. They offer critical information about the compounds' affinity for the stationary phase and their overall behavior in the MLC system.",
publisher = "University of Belgrade - Faculty of Pharmacy",
journal = "Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms",
title = "Supplementary material for doctoral dissertation: Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4880"
}

Krmar, J.. (2023). Supplementary material for doctoral dissertation: Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms. in Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms
University of Belgrade - Faculty of Pharmacy..
https://hdl.handle.net/21.15107/rcub_farfar_4880

Krmar J. Supplementary material for doctoral dissertation: Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms. in Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms. 2023;.
https://hdl.handle.net/21.15107/rcub_farfar_4880 .

Krmar, Jovana, "Supplementary material for doctoral dissertation: Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms" in Prediction of Retention and Ionization Behavior of Selected Analytes in Micellar Liquid Chromatography and Mass Spectrometry Using Machine Learning Algorithms (2023),
https://hdl.handle.net/21.15107/rcub_farfar_4880 .

TY  - THES
AU  - Ignjatović, Janko
PY  - 2022
UR  - https://eteze.bg.ac.rs/application/showtheses?thesesId=9083
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:29313/bdef:Content/download
UR  - https://plus.cobiss.net/cobiss/sr/sr/bib/77500937
UR  - https://nardus.mpn.gov.rs/handle/123456789/21428
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4966
AB  - Rezistencija bakterija na delovanje antibiotika predstavlja globalni problem. Na polju razvojanovih lekova iz prirodnih izvora, nedavno je prepoznat potencijal endofitnih gljiva zahvaljujućisposobnosti da proizvedu sekundarne metabolite različitih bioloških aktivnosti. Biosinteza ovihjedinjenja je pod velikim uticajem brojnih faktora koji se vezuju za izbor biljke domaćina,klimatske uslove, ishranu i prisustvo drugih mikroorganizama u okruženju. Velika bazapodataka vezanih za aktivnost endofitnih gljiva prema patogenim bakterijama pretaživana jeprimenom metode analize glavnih komponenti sa ciljem pronalaženja obrazaca u podacima kojibi ukazali na manji broj pravih kandidata za novih razvoj lekova. Na ovaj način, osvetljen jeantimikrobni karakter gljive Phomopsis species. In vitro testovima je potvrđeno dadihlormetanski ekstrakt gljive izolovane iz četina bora inhibira rast bakterija Escherichia coli iStaphylococcus aureus. Hromatografsko razdvajanje pojedinačnih jedinjenja ekstraktaoptimizovano je primenom dizajna eksperimenata, a zatim je izvršeno izolovanje ikarakterizacija njihove hemijske strukture korišćenjem masene spektrometrije i NMRspektroskopije. In silico metodama su definisani prediktori bioraspoloživosti i toksikološkeaktivnosti jedinjenja (Z)-(Z)-2-acetoksiprop-1-en-1-il-3-(3-((E)-3,4-dihidroksipent-1-en-1-il)oksiran-2-il)akrilat i (Z)-(Z)-2-acetoksiprop-1-en-1-il-(3-((E)-4-hidroksi-3-oksopent-1-en-1-il)oksiran-2-il)akrilat. Za razliku od dosadašnih istraživanja koja su se ograničavala in vitrotestovima antimikrobne aktivnosti endofitnih gljiva i razrešavanjem hemijske struktureizolovanih biomolekula, ova disertacija predstavlja proširenje prethodnih istraživanjaprimenom in silico metoda. Studija molekulskog dokinga omogućila je razumevanjemehanizama interakcije biomolekula sa receptorima koji pripadaju patogenim bakterijamauobičajeno multirezistentnim na antibiotike. Primenom veštačkih neuronskih mreža nagrađenisu pouzdani modeli koji ukazuju na vezu između hemijske strukture, parametara interakcije iafiniteta vezivanja za receptore na osnovu kojih je moguć razvoj novih hemijski srodnih antibiotika.
AB  - Bacterial resistance towards antibiotics represents a global phenomenon. Potential ofendophytic fungi as producers of secondary metabolites with wide spectra of differentbioactivities in the field of drug discovery from natural resources has recently been introduced.The production of these compounds is under great impact of variety of factors related to thechoice of plant host, climate conditions, nutrition and presence of other microorganisms in thesame surrounding. Big data set comprising of indices of endophytic fungi antibacterial activitytowards patogen bacteria was evaluated using principal component analysis with the aim to findpatterns in data and to point out to a limited number of proper candidates for futurepharmaceutical research. This resulted in highlightening of the antimicrobial character ofPhomopsis species. In vitro tests proved that dichloromethane extract of endophytic fungiisolated from conifer needles inhibits the growth of Escherichia coli and Staphylococcusaureus. Chromatographic separation of individual components of extract was optimized usingdesign of experiments followed by the isolation and chemical structure characterization usingmass spectrometry and NMR spectroscopy. In silico methods were used to define the predictorsof bioavaliability and toxicological activity of compounds (Z)-(Z)-2-acetoxyprop-1-en-1-yl-3-(3-((E)-3,4-dihydroxypent-1-en-1-yl)oxiran-2-yl)acrylate and (Z)-(Z)-2-acetoxyprop-1-en-1-yl-3-(3-((E)-4-hydroxy-3-oxopent-1-en-1-yl)oxiran-2-yl)acrylate. Unlike up to date researchoutcomes limited to in vitro evaluation of antimicrobial activity of endophytic fungi andchemical structure elucidation of isolated biomolecules, this disertation represents an extensionto previous investigations using in silico methods. The molecular docking study enabled thecomprehensive understanding of the mechanisms underlying the interaction of biomoleculeswith receptors belonging to usually multidrug resistant bacterial pathogens. The artificial neuralnetworks were used to build reliable models relating chemical structure, parameters ofinteraction and the binding affinity to receptors, thus providing the essence for futuredevelopment of new chemically related antibiotics.
PB  - Универзитет у Београду, Фармацеутски факултет
T2  - Универзитет у Београду
T1  - Istraživanje antimikrobne aktivnosti i hromatografskog ponašanja sastojaka endofitnih gljiva primenom hemometrijskih metoda
UR  - https://hdl.handle.net/21.15107/rcub_nardus_21428
ER  - 

@phdthesis{
author = "Ignjatović, Janko",
year = "2022",
abstract = "Rezistencija bakterija na delovanje antibiotika predstavlja globalni problem. Na polju razvojanovih lekova iz prirodnih izvora, nedavno je prepoznat potencijal endofitnih gljiva zahvaljujućisposobnosti da proizvedu sekundarne metabolite različitih bioloških aktivnosti. Biosinteza ovihjedinjenja je pod velikim uticajem brojnih faktora koji se vezuju za izbor biljke domaćina,klimatske uslove, ishranu i prisustvo drugih mikroorganizama u okruženju. Velika bazapodataka vezanih za aktivnost endofitnih gljiva prema patogenim bakterijama pretaživana jeprimenom metode analize glavnih komponenti sa ciljem pronalaženja obrazaca u podacima kojibi ukazali na manji broj pravih kandidata za novih razvoj lekova. Na ovaj način, osvetljen jeantimikrobni karakter gljive Phomopsis species. In vitro testovima je potvrđeno dadihlormetanski ekstrakt gljive izolovane iz četina bora inhibira rast bakterija Escherichia coli iStaphylococcus aureus. Hromatografsko razdvajanje pojedinačnih jedinjenja ekstraktaoptimizovano je primenom dizajna eksperimenata, a zatim je izvršeno izolovanje ikarakterizacija njihove hemijske strukture korišćenjem masene spektrometrije i NMRspektroskopije. In silico metodama su definisani prediktori bioraspoloživosti i toksikološkeaktivnosti jedinjenja (Z)-(Z)-2-acetoksiprop-1-en-1-il-3-(3-((E)-3,4-dihidroksipent-1-en-1-il)oksiran-2-il)akrilat i (Z)-(Z)-2-acetoksiprop-1-en-1-il-(3-((E)-4-hidroksi-3-oksopent-1-en-1-il)oksiran-2-il)akrilat. Za razliku od dosadašnih istraživanja koja su se ograničavala in vitrotestovima antimikrobne aktivnosti endofitnih gljiva i razrešavanjem hemijske struktureizolovanih biomolekula, ova disertacija predstavlja proširenje prethodnih istraživanjaprimenom in silico metoda. Studija molekulskog dokinga omogućila je razumevanjemehanizama interakcije biomolekula sa receptorima koji pripadaju patogenim bakterijamauobičajeno multirezistentnim na antibiotike. Primenom veštačkih neuronskih mreža nagrađenisu pouzdani modeli koji ukazuju na vezu između hemijske strukture, parametara interakcije iafiniteta vezivanja za receptore na osnovu kojih je moguć razvoj novih hemijski srodnih antibiotika., Bacterial resistance towards antibiotics represents a global phenomenon. Potential ofendophytic fungi as producers of secondary metabolites with wide spectra of differentbioactivities in the field of drug discovery from natural resources has recently been introduced.The production of these compounds is under great impact of variety of factors related to thechoice of plant host, climate conditions, nutrition and presence of other microorganisms in thesame surrounding. Big data set comprising of indices of endophytic fungi antibacterial activitytowards patogen bacteria was evaluated using principal component analysis with the aim to findpatterns in data and to point out to a limited number of proper candidates for futurepharmaceutical research. This resulted in highlightening of the antimicrobial character ofPhomopsis species. In vitro tests proved that dichloromethane extract of endophytic fungiisolated from conifer needles inhibits the growth of Escherichia coli and Staphylococcusaureus. Chromatographic separation of individual components of extract was optimized usingdesign of experiments followed by the isolation and chemical structure characterization usingmass spectrometry and NMR spectroscopy. In silico methods were used to define the predictorsof bioavaliability and toxicological activity of compounds (Z)-(Z)-2-acetoxyprop-1-en-1-yl-3-(3-((E)-3,4-dihydroxypent-1-en-1-yl)oxiran-2-yl)acrylate and (Z)-(Z)-2-acetoxyprop-1-en-1-yl-3-(3-((E)-4-hydroxy-3-oxopent-1-en-1-yl)oxiran-2-yl)acrylate. Unlike up to date researchoutcomes limited to in vitro evaluation of antimicrobial activity of endophytic fungi andchemical structure elucidation of isolated biomolecules, this disertation represents an extensionto previous investigations using in silico methods. The molecular docking study enabled thecomprehensive understanding of the mechanisms underlying the interaction of biomoleculeswith receptors belonging to usually multidrug resistant bacterial pathogens. The artificial neuralnetworks were used to build reliable models relating chemical structure, parameters ofinteraction and the binding affinity to receptors, thus providing the essence for futuredevelopment of new chemically related antibiotics.",
publisher = "Универзитет у Београду, Фармацеутски факултет",
journal = "Универзитет у Београду",
title = "Istraživanje antimikrobne aktivnosti i hromatografskog ponašanja sastojaka endofitnih gljiva primenom hemometrijskih metoda",
url = "https://hdl.handle.net/21.15107/rcub_nardus_21428"
}

Ignjatović, J.. (2022). Istraživanje antimikrobne aktivnosti i hromatografskog ponašanja sastojaka endofitnih gljiva primenom hemometrijskih metoda. in Универзитет у Београду
Универзитет у Београду, Фармацеутски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_21428

Ignjatović J. Istraživanje antimikrobne aktivnosti i hromatografskog ponašanja sastojaka endofitnih gljiva primenom hemometrijskih metoda. in Универзитет у Београду. 2022;.
https://hdl.handle.net/21.15107/rcub_nardus_21428 .

Ignjatović, Janko, "Istraživanje antimikrobne aktivnosti i hromatografskog ponašanja sastojaka endofitnih gljiva primenom hemometrijskih metoda" in Универзитет у Београду (2022),
https://hdl.handle.net/21.15107/rcub_nardus_21428 .

TY  - JOUR
AU  - Zukić, Selma
AU  - Oljačić, Slavica
AU  - Nikolić, Katarina
AU  - Veljović, Elma
AU  - Špirtović- Halilović, Selma
AU  - Osmanović, Amar
AU  - Završnik, Davorka
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5153
AB  - Xanthene derivatives have become a group of molecules of great importance in discovering of
new anticancer drugs. Recent studies of our group performed on xanthen-3-one and xanthen-
1,8-dione derivatives have shown their antiproliferative activity on HeLa cervical cell lines.
Obtained IC50 values together with calculated molecular descriptors were subjected to
Quantitative Structure-Activity Relationship (QSAR) study in order to identify the most relevant molecular features responsible for the observed antiproliferative activity of
compounds. Partial Least Square statistical method and the same training and test set were used
to obtained statistical parameters for internal and external validation in 2D- and 3D- QSAR
study. The obtained QSAR models have shown next results: 2D-QSAR: R2=0.741, Q2=0.792,
R2
pred=0.875 and 3D-QSAR: R2=0.83, Q2=0.951, R2
pred=0.769. Based on the performed QSAR
analysis and calculated ADMET properties, novel xanthene derivatives with enhanced
antiproliferative activity were designed.
PB  - Taylor & Francis
T2  - Journal of Biomolecular Structure and Dynamics
T1  - Quantitative Structure-Activity Relationships of xanthen-3-one and xanthen-1,8-dione derivatives and design of new compounds with enhanced antiproliferative activity on HeLa cervical cancer cells
VL  - 39
IS  - 11
SP  - 4026
EP  - 4036
DO  - 10.1080/07391102.2020.1775125
ER  - 

@article{
author = "Zukić, Selma and Oljačić, Slavica and Nikolić, Katarina and Veljović, Elma and Špirtović- Halilović, Selma and Osmanović, Amar and Završnik, Davorka",
year = "2021",
abstract = "Xanthene derivatives have become a group of molecules of great importance in discovering of
new anticancer drugs. Recent studies of our group performed on xanthen-3-one and xanthen-
1,8-dione derivatives have shown their antiproliferative activity on HeLa cervical cell lines.
Obtained IC50 values together with calculated molecular descriptors were subjected to
Quantitative Structure-Activity Relationship (QSAR) study in order to identify the most relevant molecular features responsible for the observed antiproliferative activity of
compounds. Partial Least Square statistical method and the same training and test set were used
to obtained statistical parameters for internal and external validation in 2D- and 3D- QSAR
study. The obtained QSAR models have shown next results: 2D-QSAR: R2=0.741, Q2=0.792,
R2
pred=0.875 and 3D-QSAR: R2=0.83, Q2=0.951, R2
pred=0.769. Based on the performed QSAR
analysis and calculated ADMET properties, novel xanthene derivatives with enhanced
antiproliferative activity were designed.",
publisher = "Taylor & Francis",
journal = "Journal of Biomolecular Structure and Dynamics",
title = "Quantitative Structure-Activity Relationships of xanthen-3-one and xanthen-1,8-dione derivatives and design of new compounds with enhanced antiproliferative activity on HeLa cervical cancer cells",
volume = "39",
number = "11",
pages = "4026-4036",
doi = "10.1080/07391102.2020.1775125"
}

Zukić, S., Oljačić, S., Nikolić, K., Veljović, E., Špirtović- Halilović, S., Osmanović, A.,& Završnik, D.. (2021). Quantitative Structure-Activity Relationships of xanthen-3-one and xanthen-1,8-dione derivatives and design of new compounds with enhanced antiproliferative activity on HeLa cervical cancer cells. in Journal of Biomolecular Structure and Dynamics
Taylor & Francis., 39(11), 4026-4036.
https://doi.org/10.1080/07391102.2020.1775125

Zukić S, Oljačić S, Nikolić K, Veljović E, Špirtović- Halilović S, Osmanović A, Završnik D. Quantitative Structure-Activity Relationships of xanthen-3-one and xanthen-1,8-dione derivatives and design of new compounds with enhanced antiproliferative activity on HeLa cervical cancer cells. in Journal of Biomolecular Structure and Dynamics. 2021;39(11):4026-4036.
doi:10.1080/07391102.2020.1775125 .

Zukić, Selma, Oljačić, Slavica, Nikolić, Katarina, Veljović, Elma, Špirtović- Halilović, Selma, Osmanović, Amar, Završnik, Davorka, "Quantitative Structure-Activity Relationships of xanthen-3-one and xanthen-1,8-dione derivatives and design of new compounds with enhanced antiproliferative activity on HeLa cervical cancer cells" in Journal of Biomolecular Structure and Dynamics, 39, no. 11 (2021):4026-4036,
https://doi.org/10.1080/07391102.2020.1775125 . .

TY  - CONF
AU  - Ružić, Dušan
AU  - Đoković, Nemanja
AU  - Corentin, Bon
AU  - Petković, Miloš
AU  - Ellinger, Bertrand
AU  - Gul, Sheraz
AU  - Santibanez, Juan
AU  - Lahtela-Kakkonen, Maija
AU  - Halby, Ludovic
AU  - Ganesan, A.
AU  - Srdić Rajić, Tatjana
AU  - Arimondo, Paola
AU  - Nikolić, Katarina
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4938
C3  - e-EuCo-CTC 2021, Online conference, EuChemS Division of Computational and Theoretical Chemistry, November 18-19 2021
T1  - Epigenetic drug discovery: Successful examples of Computer-Aided Drug Designing of Histone Deacetylase (HDAC6 and SIRT2) and Histone Methyltransferase (DOT1L) inhibitors
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4938
ER  - 

@conference{
author = "Ružić, Dušan and Đoković, Nemanja and Corentin, Bon and Petković, Miloš and Ellinger, Bertrand and Gul, Sheraz and Santibanez, Juan and Lahtela-Kakkonen, Maija and Halby, Ludovic and Ganesan, A. and Srdić Rajić, Tatjana and Arimondo, Paola and Nikolić, Katarina",
year = "2021",
journal = "e-EuCo-CTC 2021, Online conference, EuChemS Division of Computational and Theoretical Chemistry, November 18-19 2021",
title = "Epigenetic drug discovery: Successful examples of Computer-Aided Drug Designing of Histone Deacetylase (HDAC6 and SIRT2) and Histone Methyltransferase (DOT1L) inhibitors",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4938"
}

Ružić, D., Đoković, N., Corentin, B., Petković, M., Ellinger, B., Gul, S., Santibanez, J., Lahtela-Kakkonen, M., Halby, L., Ganesan, A., Srdić Rajić, T., Arimondo, P.,& Nikolić, K.. (2021). Epigenetic drug discovery: Successful examples of Computer-Aided Drug Designing of Histone Deacetylase (HDAC6 and SIRT2) and Histone Methyltransferase (DOT1L) inhibitors. in e-EuCo-CTC 2021, Online conference, EuChemS Division of Computational and Theoretical Chemistry, November 18-19 2021.
https://hdl.handle.net/21.15107/rcub_farfar_4938

Ružić D, Đoković N, Corentin B, Petković M, Ellinger B, Gul S, Santibanez J, Lahtela-Kakkonen M, Halby L, Ganesan A, Srdić Rajić T, Arimondo P, Nikolić K. Epigenetic drug discovery: Successful examples of Computer-Aided Drug Designing of Histone Deacetylase (HDAC6 and SIRT2) and Histone Methyltransferase (DOT1L) inhibitors. in e-EuCo-CTC 2021, Online conference, EuChemS Division of Computational and Theoretical Chemistry, November 18-19 2021. 2021;.
https://hdl.handle.net/21.15107/rcub_farfar_4938 .

Ružić, Dušan, Đoković, Nemanja, Corentin, Bon, Petković, Miloš, Ellinger, Bertrand, Gul, Sheraz, Santibanez, Juan, Lahtela-Kakkonen, Maija, Halby, Ludovic, Ganesan, A., Srdić Rajić, Tatjana, Arimondo, Paola, Nikolić, Katarina, "Epigenetic drug discovery: Successful examples of Computer-Aided Drug Designing of Histone Deacetylase (HDAC6 and SIRT2) and Histone Methyltransferase (DOT1L) inhibitors" in e-EuCo-CTC 2021, Online conference, EuChemS Division of Computational and Theoretical Chemistry, November 18-19 2021 (2021),
https://hdl.handle.net/21.15107/rcub_farfar_4938 .

TY  - CONF
AU  - Ružić, Dušan
AU  - Petković, Miloš
AU  - Gul, Sheraz
AU  - Santibanez, Juan
AU  - Srdić-Rajić, Tatjana
AU  - Nikolić, Katarina
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4942
PB  - European Association for Cancer Research
C3  - EACR 2021 Congress, Innovative Cancer Science: Better Outcomes Through Research, Virtual Congress, 9 – 12 June, 2021.
T1  - Novel 1-benzhydryl piperazine derivative inhibits the migration and invasiveness of breast cancer cells: Synthesis, molecular modelling and biological characterization
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4942
ER  - 

@conference{
author = "Ružić, Dušan and Petković, Miloš and Gul, Sheraz and Santibanez, Juan and Srdić-Rajić, Tatjana and Nikolić, Katarina",
year = "2021",
publisher = "European Association for Cancer Research",
journal = "EACR 2021 Congress, Innovative Cancer Science: Better Outcomes Through Research, Virtual Congress, 9 – 12 June, 2021.",
title = "Novel 1-benzhydryl piperazine derivative inhibits the migration and invasiveness of breast cancer cells: Synthesis, molecular modelling and biological characterization",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4942"
}

Ružić, D., Petković, M., Gul, S., Santibanez, J., Srdić-Rajić, T.,& Nikolić, K.. (2021). Novel 1-benzhydryl piperazine derivative inhibits the migration and invasiveness of breast cancer cells: Synthesis, molecular modelling and biological characterization. in EACR 2021 Congress, Innovative Cancer Science: Better Outcomes Through Research, Virtual Congress, 9 – 12 June, 2021.
European Association for Cancer Research..
https://hdl.handle.net/21.15107/rcub_farfar_4942

Ružić D, Petković M, Gul S, Santibanez J, Srdić-Rajić T, Nikolić K. Novel 1-benzhydryl piperazine derivative inhibits the migration and invasiveness of breast cancer cells: Synthesis, molecular modelling and biological characterization. in EACR 2021 Congress, Innovative Cancer Science: Better Outcomes Through Research, Virtual Congress, 9 – 12 June, 2021.. 2021;.
https://hdl.handle.net/21.15107/rcub_farfar_4942 .

Ružić, Dušan, Petković, Miloš, Gul, Sheraz, Santibanez, Juan, Srdić-Rajić, Tatjana, Nikolić, Katarina, "Novel 1-benzhydryl piperazine derivative inhibits the migration and invasiveness of breast cancer cells: Synthesis, molecular modelling and biological characterization" in EACR 2021 Congress, Innovative Cancer Science: Better Outcomes Through Research, Virtual Congress, 9 – 12 June, 2021. (2021),
https://hdl.handle.net/21.15107/rcub_farfar_4942 .

TY  - CONF
AU  - Čarapić, Marija
AU  - Nikolić, Katarina
AU  - Agbaba, Danica
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4858
PB  - Institute for Information Technologies, University of Kragujevac, Serbia
C3  - 1st International Conference on Chemo and BioInformatics ICCBIKG 2021 (BOOK OF PROCEEDINGS)
T1  - QSRR Modeling of liquid chromatography separation of ziprasidone compounds
SP  - 284
EP  - 287
DO  - 10.46793/ICCBI21.284C
ER  - 

@conference{
author = "Čarapić, Marija and Nikolić, Katarina and Agbaba, Danica",
year = "2021",
publisher = "Institute for Information Technologies, University of Kragujevac, Serbia",
journal = "1st International Conference on Chemo and BioInformatics ICCBIKG 2021 (BOOK OF PROCEEDINGS)",
title = "QSRR Modeling of liquid chromatography separation of ziprasidone compounds",
pages = "284-287",
doi = "10.46793/ICCBI21.284C"
}

Čarapić, M., Nikolić, K.,& Agbaba, D.. (2021). QSRR Modeling of liquid chromatography separation of ziprasidone compounds. in 1st International Conference on Chemo and BioInformatics ICCBIKG 2021 (BOOK OF PROCEEDINGS)
Institute for Information Technologies, University of Kragujevac, Serbia., 284-287.
https://doi.org/10.46793/ICCBI21.284C

Čarapić M, Nikolić K, Agbaba D. QSRR Modeling of liquid chromatography separation of ziprasidone compounds. in 1st International Conference on Chemo and BioInformatics ICCBIKG 2021 (BOOK OF PROCEEDINGS). 2021;:284-287.
doi:10.46793/ICCBI21.284C .

Čarapić, Marija, Nikolić, Katarina, Agbaba, Danica, "QSRR Modeling of liquid chromatography separation of ziprasidone compounds" in 1st International Conference on Chemo and BioInformatics ICCBIKG 2021 (BOOK OF PROCEEDINGS) (2021):284-287,
https://doi.org/10.46793/ICCBI21.284C . .

TY  - CONF
AU  - Escolano, Carmen
AU  - Abas, Sonia
AU  - Rodriguez-Arevalo, Sergio
AU  - Bagan, Andrea
AU  - Griñan-Ferre, Christian
AU  - Vasilopoulou, Fotini
AU  - Pallas, Merce
AU  - Perez Lozano, Pilar
AU  - Brocos-Mosquera, Iria
AU  - Muguruza Carolina
AU  - Callado, Luis
AU  - Perez, Belen
AU  - Brea, Jose
AU  - Loza, M
AU  - Hernandez-Hernandez, Elena
AU  - Garcia-Sevilla, Jesus
AU  - Garcia-Fuster, M
AU  - Radan, Milica
AU  - Nikolić, Katarina
AU  - Đikić, Teodora
AU  - Diaz, Caridad
AU  - Jose Perez del Palacio
AU  - Ramos, Carmen
AU  - Vicente, Francisca
AU  - Molins, Elies
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4859
PB  - Wiley
C3  - The FASEB Journal
T1  - A bicyclic α‑iminophosphonate improves cognitive decline in 5xFAD murine model of neurodegeneration
VL  - 35
IS  - S1
DO  - 10.1096/fasebj.2021.35.S1.04974
ER  - 

@conference{
author = "Escolano, Carmen and Abas, Sonia and Rodriguez-Arevalo, Sergio and Bagan, Andrea and Griñan-Ferre, Christian and Vasilopoulou, Fotini and Pallas, Merce and Perez Lozano, Pilar and Brocos-Mosquera, Iria and Muguruza Carolina and Callado, Luis and Perez, Belen and Brea, Jose and Loza, M and Hernandez-Hernandez, Elena and Garcia-Sevilla, Jesus and Garcia-Fuster, M and Radan, Milica and Nikolić, Katarina and Đikić, Teodora and Diaz, Caridad and Jose Perez del Palacio and Ramos, Carmen and Vicente, Francisca and Molins, Elies",
year = "2021",
publisher = "Wiley",
journal = "The FASEB Journal",
title = "A bicyclic α‑iminophosphonate improves cognitive decline in 5xFAD murine model of neurodegeneration",
volume = "35",
number = "S1",
doi = "10.1096/fasebj.2021.35.S1.04974"
}

Escolano, C., Abas, S., Rodriguez-Arevalo, S., Bagan, A., Griñan-Ferre, C., Vasilopoulou, F., Pallas, M., Perez Lozano, P., Brocos-Mosquera, I., Muguruza Carolina, Callado, L., Perez, B., Brea, J., Loza, M., Hernandez-Hernandez, E., Garcia-Sevilla, J., Garcia-Fuster, M., Radan, M., Nikolić, K., Đikić, T., Diaz, C., Jose Perez del Palacio, Ramos, C., Vicente, F.,& Molins, E.. (2021). A bicyclic α‑iminophosphonate improves cognitive decline in 5xFAD murine model of neurodegeneration. in The FASEB Journal
Wiley., 35(S1).
https://doi.org/10.1096/fasebj.2021.35.S1.04974

Escolano C, Abas S, Rodriguez-Arevalo S, Bagan A, Griñan-Ferre C, Vasilopoulou F, Pallas M, Perez Lozano P, Brocos-Mosquera I, Muguruza Carolina, Callado L, Perez B, Brea J, Loza M, Hernandez-Hernandez E, Garcia-Sevilla J, Garcia-Fuster M, Radan M, Nikolić K, Đikić T, Diaz C, Jose Perez del Palacio, Ramos C, Vicente F, Molins E. A bicyclic α‑iminophosphonate improves cognitive decline in 5xFAD murine model of neurodegeneration. in The FASEB Journal. 2021;35(S1).
doi:10.1096/fasebj.2021.35.S1.04974 .

Escolano, Carmen, Abas, Sonia, Rodriguez-Arevalo, Sergio, Bagan, Andrea, Griñan-Ferre, Christian, Vasilopoulou, Fotini, Pallas, Merce, Perez Lozano, Pilar, Brocos-Mosquera, Iria, Muguruza Carolina, Callado, Luis, Perez, Belen, Brea, Jose, Loza, M, Hernandez-Hernandez, Elena, Garcia-Sevilla, Jesus, Garcia-Fuster, M, Radan, Milica, Nikolić, Katarina, Đikić, Teodora, Diaz, Caridad, Jose Perez del Palacio, Ramos, Carmen, Vicente, Francisca, Molins, Elies, "A bicyclic α‑iminophosphonate improves cognitive decline in 5xFAD murine model of neurodegeneration" in The FASEB Journal, 35, no. S1 (2021),
https://doi.org/10.1096/fasebj.2021.35.S1.04974 . .

TY  - THES
AU  - Grujić, Maja
PY  - 2020
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=7654
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:22810/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=23030537
UR  - https://nardus.mpn.gov.rs/handle/123456789/17521
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3724
AB  - Protolitičke ravnoteže sartana (irbesartana, losartana i valsartana) ispitane su bez i u prisustvu surfaktanata različitog naelektrisanja: anjonskog (natrijum-dodecilsulfat ˗ SDS), katjonskog (cetiltrimetilamonijum-bromid ˗ CTAB) i nejonskih (4-oktilfenolpolietoksilat ˗ TX-100 i polioksietilen (23) lauril etar ˗ Brij 35).Sartani su antagonisti angiotenzinskih AT1 receptora koji se koriste u terapiji hipertenzije, srčane insuficijencije i dijabetičke nefropatije. Fizičko-hemijski parametri lekova pKa i rastvorljivost, neophodni za procenu farmakološkog i farmakokinetikog ponašanja, u biosredini mogu imati različite vrednosti u poređenju sa “čisto” vodenom sredinom. Ispitivanjem ovih parametara u uslovima koji su sličniji fiziološkim, stiče se bolji uvid u jonizaciju i rastvorljivost lekova u biosredini. Kao pojednostavljeni simulirajući sistemi za biomembrane u ovom radu su korišćeni rastvori surfaktanata čije micele podražavaju osnovne strukturne i funkcionalne karakteristike biomembrana.U hemijskom pogledu, irbesartan i losartan su amfoliti koji sadrže jedan kiseli centar (tetrazol) i jedan bazni centar (imidazol), dok valsartan sadrži dva kisela centra (tetrazol i karboksilna grupa). Jonizacione konstante su određene potenciometrijski pri konstantnoj jonskoj sili (0,1 M NaCl) i temperaturi 25°C, bez i u prisustvu surfaktanata. Potenciometrijski podaci analizirani su primenom kompjuterskog programa Hyperquad. Zbog male rastvorljivosti sartana u vodi, pKaw vrednosti koje odgovaraju „čisto“vodenoj sredini (bez prisustva surfaktanata) dobijene su ekstrapolacijom praktičnih pKa* vrednosti određenih u smešama metanola i vode, različitog odnosa. Zbog solubilizirajućih efekata surfaktanata, za određivanje jonizacionih konstanti u micelarnoj sredini nisu korišćeni korastvarači.Uticaj surfaktanata na protolitičke ravnoteže procenjen je na osnovu pomeranja pKaapp vrednosti određenih u micelarnoj sredini u odnosu na pKaw vrednosti određenih u „čisto“ vodenoj sredini. U prisustvu anjonskih SDS micela došlo je do porasta pKaapp vrednosti sartana (do +1,72 pK jedinice), dok je u prisustvu katjonskih CTAB micela uočen suprotan efekat i smanjenje pKaapp vrednosti (do -1,44 pK jedinice). Na osnovu rezultata ove studije pretpostavljeno je da su jonizujući centri ispitanih sartana uključeni u elektrostatičke interakcije sa površinskim Sternovim slojem jonskih micela. Pomeranje pKaapp vrednosti pod uticajem nejonskih surfaktanata (od -0,86 do +1,30) posledica je interakcija sartana sa hidrofilnim, palisadnim slojem nejonskih TX-100 i Brij 35 micela. Najveće promene u dijagramima raspodele ravnotežnih oblika ispitanih sartana u prisustvu micela (od -44% do +80%) uočene su na biofarmaceutski značajnoj pH vrednosti 4,5 (odgovara pH vrednosti u proksimalnom delu tankog creva) i mogu se razmatrati u kontekstu potencijalnog uticaja na intestinalnu apsorpciju i bioraspoloživost.Teorijska studija je izvedena sa ciljem da se stekne bolji uvid u preklopljene protolitičke ravnoteže irbesartana, losartana i valsartana, kao i u interakcije njihovih ravnotežnih oblika sa micelama kao simulirajućim sistemima biomembrana. S obzirom na prisustvo dva jonizaciona centra u molekulu ispitivanih sartana i na bliske vrednosti njihovih jonizacionih konstanti, u teorijskoj studiji ispitani su redosled jonizacije irbesartana, losartana i valsartana u vodenoj sredini, kao i mogući načini interakcije njihovih ravnotežnih oblika sa micelama surfaktanata...
AB  - Protolytic equilibria of sartans (irbesartan, losartan, and valsartan) were investigated with and without the presence of differently charged surfactants: anionic (sodium dodecyl sulfate ˗ SDS), cationic (cetyltrimethylammonium bromide ˗ CTAB), and nonionic (4-octylphenol polyethoxylate – TX-100 and polyoxyethylene (23) lauryl ether – Brij 35).Sartans are angiotensin AT1 receptor antagonists used in therapy of hypertension, heart failure, and diabetic nephropathy. The most important physicochemical properties of drugs, the pKa values and solubility, necessary for estimation of pharmacological and pharmacokinetic behavior, may have different values in bioenvironment as compared to the "pure" aqueous solution. By examining these parameters under conditions more similar to physiological ones, a better insight in in vivo ionization and solubility of drugs could be achieved. In this work, micellar solutions of surfactants were used as a simplified biomembrane mimetic systems, because of their nature to mimic the most essential structural and functional properties of biomembranes.From the chemical point of view, irbesartan and losartan are ampholytes containing one acidic center (tetrazole) and one basic center (imidazole), whereas valsartan contains two acidic centers (tetrazole and carboxyl group). The ionization constants were determined potentiometrically at a constant ionic strength (0.1 M NaCl) and temperature 25 °C, with and without the presence of surfactants. Potentiometric data were analyzed using the computer program Hyperquad. Due to the poor water solubility of sartans, the pKaw values, corresponding to a "pure" aqueous media (without the presence of surfactants) were obtained by extrapolating the pKa* values determined in in the different methanol - water mixtures (30% - 55% methanol, wt/wt). Protolytic equilibria in the presence of micelles were examined without the use of cosolvent because the surfactants contributed to increasing solubility thereof.The effect of surfactants on protolytic equilibria was estimated based on the shift in the pKaapp values determined in micellar media, in a relation to the pKaw values determined in "pure" water. In the presence of anionic SDS micelles, the pKaapp values of sartans are increased (up to +1.72 pK units), while in the presence of cationic CTAB micelles, the opposite effect was observed and the pKaapp values are decreased (up to -1.44 pK units). On the basis of results in this study, it was assumed that the ionizable centers of the investigated sartans are involved in electrostatic interactions with the surface Stern layer of ionic micelles. The shift in pKaapp values in the presence of nonionic surfactants (-0.86 to +1.30) is a consequence of the interaction of sartans with the hydrophilic, palisade layer of nonionic TX-100 and Brij 35 micelles. The bigest shift in distribution of equilibrium forms of investigated sartans in the presence of micelles (from -44% to + 80%) were observed at a biopharmaceutically significant pH value of 4.5 (corresponding to the pH value in the proximal part of the small intestine) and could be considered in terms of influence on intestinal absorption and bioavailability.Considering the presence of two ionizable centers in the molecule of irbesartan, losartan and valsartan, close values of their ionization constants and overlapped protolytic equilbria, the theoretical study was performed to get better insight in order of their ionization in aqueous media, as well as possible ways of interaction of their equilibrium forms with the micelles...
PB  - Универзитет у Београду, Фармацеутски факултет
T2  - Универзитет у Београду
T1  - Ispitivanje uticaja micela surfaktanata različitog naelektrisanja na protolitičke ravnoteže i rastvorljivost sartana
UR  - https://hdl.handle.net/21.15107/rcub_nardus_17521
ER  - 

@phdthesis{
author = "Grujić, Maja",
year = "2020",
abstract = "Protolitičke ravnoteže sartana (irbesartana, losartana i valsartana) ispitane su bez i u prisustvu surfaktanata različitog naelektrisanja: anjonskog (natrijum-dodecilsulfat ˗ SDS), katjonskog (cetiltrimetilamonijum-bromid ˗ CTAB) i nejonskih (4-oktilfenolpolietoksilat ˗ TX-100 i polioksietilen (23) lauril etar ˗ Brij 35).Sartani su antagonisti angiotenzinskih AT1 receptora koji se koriste u terapiji hipertenzije, srčane insuficijencije i dijabetičke nefropatije. Fizičko-hemijski parametri lekova pKa i rastvorljivost, neophodni za procenu farmakološkog i farmakokinetikog ponašanja, u biosredini mogu imati različite vrednosti u poređenju sa “čisto” vodenom sredinom. Ispitivanjem ovih parametara u uslovima koji su sličniji fiziološkim, stiče se bolji uvid u jonizaciju i rastvorljivost lekova u biosredini. Kao pojednostavljeni simulirajući sistemi za biomembrane u ovom radu su korišćeni rastvori surfaktanata čije micele podražavaju osnovne strukturne i funkcionalne karakteristike biomembrana.U hemijskom pogledu, irbesartan i losartan su amfoliti koji sadrže jedan kiseli centar (tetrazol) i jedan bazni centar (imidazol), dok valsartan sadrži dva kisela centra (tetrazol i karboksilna grupa). Jonizacione konstante su određene potenciometrijski pri konstantnoj jonskoj sili (0,1 M NaCl) i temperaturi 25°C, bez i u prisustvu surfaktanata. Potenciometrijski podaci analizirani su primenom kompjuterskog programa Hyperquad. Zbog male rastvorljivosti sartana u vodi, pKaw vrednosti koje odgovaraju „čisto“vodenoj sredini (bez prisustva surfaktanata) dobijene su ekstrapolacijom praktičnih pKa* vrednosti određenih u smešama metanola i vode, različitog odnosa. Zbog solubilizirajućih efekata surfaktanata, za određivanje jonizacionih konstanti u micelarnoj sredini nisu korišćeni korastvarači.Uticaj surfaktanata na protolitičke ravnoteže procenjen je na osnovu pomeranja pKaapp vrednosti određenih u micelarnoj sredini u odnosu na pKaw vrednosti određenih u „čisto“ vodenoj sredini. U prisustvu anjonskih SDS micela došlo je do porasta pKaapp vrednosti sartana (do +1,72 pK jedinice), dok je u prisustvu katjonskih CTAB micela uočen suprotan efekat i smanjenje pKaapp vrednosti (do -1,44 pK jedinice). Na osnovu rezultata ove studije pretpostavljeno je da su jonizujući centri ispitanih sartana uključeni u elektrostatičke interakcije sa površinskim Sternovim slojem jonskih micela. Pomeranje pKaapp vrednosti pod uticajem nejonskih surfaktanata (od -0,86 do +1,30) posledica je interakcija sartana sa hidrofilnim, palisadnim slojem nejonskih TX-100 i Brij 35 micela. Najveće promene u dijagramima raspodele ravnotežnih oblika ispitanih sartana u prisustvu micela (od -44% do +80%) uočene su na biofarmaceutski značajnoj pH vrednosti 4,5 (odgovara pH vrednosti u proksimalnom delu tankog creva) i mogu se razmatrati u kontekstu potencijalnog uticaja na intestinalnu apsorpciju i bioraspoloživost.Teorijska studija je izvedena sa ciljem da se stekne bolji uvid u preklopljene protolitičke ravnoteže irbesartana, losartana i valsartana, kao i u interakcije njihovih ravnotežnih oblika sa micelama kao simulirajućim sistemima biomembrana. S obzirom na prisustvo dva jonizaciona centra u molekulu ispitivanih sartana i na bliske vrednosti njihovih jonizacionih konstanti, u teorijskoj studiji ispitani su redosled jonizacije irbesartana, losartana i valsartana u vodenoj sredini, kao i mogući načini interakcije njihovih ravnotežnih oblika sa micelama surfaktanata..., Protolytic equilibria of sartans (irbesartan, losartan, and valsartan) were investigated with and without the presence of differently charged surfactants: anionic (sodium dodecyl sulfate ˗ SDS), cationic (cetyltrimethylammonium bromide ˗ CTAB), and nonionic (4-octylphenol polyethoxylate – TX-100 and polyoxyethylene (23) lauryl ether – Brij 35).Sartans are angiotensin AT1 receptor antagonists used in therapy of hypertension, heart failure, and diabetic nephropathy. The most important physicochemical properties of drugs, the pKa values and solubility, necessary for estimation of pharmacological and pharmacokinetic behavior, may have different values in bioenvironment as compared to the "pure" aqueous solution. By examining these parameters under conditions more similar to physiological ones, a better insight in in vivo ionization and solubility of drugs could be achieved. In this work, micellar solutions of surfactants were used as a simplified biomembrane mimetic systems, because of their nature to mimic the most essential structural and functional properties of biomembranes.From the chemical point of view, irbesartan and losartan are ampholytes containing one acidic center (tetrazole) and one basic center (imidazole), whereas valsartan contains two acidic centers (tetrazole and carboxyl group). The ionization constants were determined potentiometrically at a constant ionic strength (0.1 M NaCl) and temperature 25 °C, with and without the presence of surfactants. Potentiometric data were analyzed using the computer program Hyperquad. Due to the poor water solubility of sartans, the pKaw values, corresponding to a "pure" aqueous media (without the presence of surfactants) were obtained by extrapolating the pKa* values determined in in the different methanol - water mixtures (30% - 55% methanol, wt/wt). Protolytic equilibria in the presence of micelles were examined without the use of cosolvent because the surfactants contributed to increasing solubility thereof.The effect of surfactants on protolytic equilibria was estimated based on the shift in the pKaapp values determined in micellar media, in a relation to the pKaw values determined in "pure" water. In the presence of anionic SDS micelles, the pKaapp values of sartans are increased (up to +1.72 pK units), while in the presence of cationic CTAB micelles, the opposite effect was observed and the pKaapp values are decreased (up to -1.44 pK units). On the basis of results in this study, it was assumed that the ionizable centers of the investigated sartans are involved in electrostatic interactions with the surface Stern layer of ionic micelles. The shift in pKaapp values in the presence of nonionic surfactants (-0.86 to +1.30) is a consequence of the interaction of sartans with the hydrophilic, palisade layer of nonionic TX-100 and Brij 35 micelles. The bigest shift in distribution of equilibrium forms of investigated sartans in the presence of micelles (from -44% to + 80%) were observed at a biopharmaceutically significant pH value of 4.5 (corresponding to the pH value in the proximal part of the small intestine) and could be considered in terms of influence on intestinal absorption and bioavailability.Considering the presence of two ionizable centers in the molecule of irbesartan, losartan and valsartan, close values of their ionization constants and overlapped protolytic equilbria, the theoretical study was performed to get better insight in order of their ionization in aqueous media, as well as possible ways of interaction of their equilibrium forms with the micelles...",
publisher = "Универзитет у Београду, Фармацеутски факултет",
journal = "Универзитет у Београду",
title = "Ispitivanje uticaja micela surfaktanata različitog naelektrisanja na protolitičke ravnoteže i rastvorljivost sartana",
url = "https://hdl.handle.net/21.15107/rcub_nardus_17521"
}

Grujić, M.. (2020). Ispitivanje uticaja micela surfaktanata različitog naelektrisanja na protolitičke ravnoteže i rastvorljivost sartana. in Универзитет у Београду
Универзитет у Београду, Фармацеутски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_17521

Grujić M. Ispitivanje uticaja micela surfaktanata različitog naelektrisanja na protolitičke ravnoteže i rastvorljivost sartana. in Универзитет у Београду. 2020;.
https://hdl.handle.net/21.15107/rcub_nardus_17521 .

Grujić, Maja, "Ispitivanje uticaja micela surfaktanata različitog naelektrisanja na protolitičke ravnoteže i rastvorljivost sartana" in Универзитет у Београду (2020),
https://hdl.handle.net/21.15107/rcub_nardus_17521 .

TY  - JOUR
AU  - Tomić, Jovana
AU  - Ivković, Branka
AU  - Oljačić, Slavica
AU  - Nikolić, Katarina
AU  - Maljurić, Nevena
AU  - Protić, Ana
AU  - Agbaba, Danica
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4903
AB  - The aim of this study was to develop a novel reversed-phase high-performance liquid chromatography (RP-HPLC)
method for efficient separation of ivabradine and its 11 impurities. Similar polarity of impurities in the sample mixture
made method optimization challenging and accomplishable only when different chemometric tools, such as
principal component analysis (PCA), Box–Behnken design (BBD), and desirability function as a multicriteria approach,
were employed. The presence of 3 positional isomers (impurities III, V, and VI), keto–enol tautomerism of
impurity VII, and diastereoisomers of impurity X made separation of this complex mixture even more challenging.
Chromatographic retention parameters obtained with the mobile phase consisting of 30 mM phosphate buffer and
acetonitrile (80:20, v/v) on four different RP-HPLC columns at varying pH values (3.0, 4.0, and 5.0) were subjected
to the PCA analysis to select the column with the most appropriate selectivity. Then the column temperature,
pH of the aqueous component of mobile phase, phosphate buffer molarity and the organic solvent content in the
mobile phase were estimated employing BBD. Valid and reliable mathematical models towards resolution of twelve
critical peak pairs were obtained. After determination of the desirability making criteria for all responses, desirability
functions were established and used in optimization. The proposed optimal chromatographic conditions included
the Zorbax Eclipse Plus C18 chromatographic column (100 × 4.6 mm, 3.5 μm), the column temperature of 34 °C,
the mobile phase flow rate of 1.6 mL min−1 and the UV detection at 220 nm. The mobile phase consisted of the
28 mM phosphate buffer at pH 6.0 and acetonitrile (85:15, v/v). Separation of one pair of positional isomers was
not achieved, so methanol was added to the organic part of mobile phase in small increments with the optimal ratio
of methanol to acetonitrile 59:41, v/v. The overall organic component of the mobile phase also increased to 18%,
accelerating the chromatographic analysis.
PB  - Akademiai Kiado Zrt.
T2  - Acta Chromatographica
T1  - Chemometrically Assisted RP-HPLC Method Development for Efficient Separation of Ivabradine and its Eleven Impurities
VL  - 32
IS  - 1
SP  - 53
EP  - 63
DO  - 10.1556/1326.2019.00659
ER  - 

@article{
author = "Tomić, Jovana and Ivković, Branka and Oljačić, Slavica and Nikolić, Katarina and Maljurić, Nevena and Protić, Ana and Agbaba, Danica",
year = "2020",
abstract = "The aim of this study was to develop a novel reversed-phase high-performance liquid chromatography (RP-HPLC)
method for efficient separation of ivabradine and its 11 impurities. Similar polarity of impurities in the sample mixture
made method optimization challenging and accomplishable only when different chemometric tools, such as
principal component analysis (PCA), Box–Behnken design (BBD), and desirability function as a multicriteria approach,
were employed. The presence of 3 positional isomers (impurities III, V, and VI), keto–enol tautomerism of
impurity VII, and diastereoisomers of impurity X made separation of this complex mixture even more challenging.
Chromatographic retention parameters obtained with the mobile phase consisting of 30 mM phosphate buffer and
acetonitrile (80:20, v/v) on four different RP-HPLC columns at varying pH values (3.0, 4.0, and 5.0) were subjected
to the PCA analysis to select the column with the most appropriate selectivity. Then the column temperature,
pH of the aqueous component of mobile phase, phosphate buffer molarity and the organic solvent content in the
mobile phase were estimated employing BBD. Valid and reliable mathematical models towards resolution of twelve
critical peak pairs were obtained. After determination of the desirability making criteria for all responses, desirability
functions were established and used in optimization. The proposed optimal chromatographic conditions included
the Zorbax Eclipse Plus C18 chromatographic column (100 × 4.6 mm, 3.5 μm), the column temperature of 34 °C,
the mobile phase flow rate of 1.6 mL min−1 and the UV detection at 220 nm. The mobile phase consisted of the
28 mM phosphate buffer at pH 6.0 and acetonitrile (85:15, v/v). Separation of one pair of positional isomers was
not achieved, so methanol was added to the organic part of mobile phase in small increments with the optimal ratio
of methanol to acetonitrile 59:41, v/v. The overall organic component of the mobile phase also increased to 18%,
accelerating the chromatographic analysis.",
publisher = "Akademiai Kiado Zrt.",
journal = "Acta Chromatographica",
title = "Chemometrically Assisted RP-HPLC Method Development for Efficient Separation of Ivabradine and its Eleven Impurities",
volume = "32",
number = "1",
pages = "53-63",
doi = "10.1556/1326.2019.00659"
}

Tomić, J., Ivković, B., Oljačić, S., Nikolić, K., Maljurić, N., Protić, A.,& Agbaba, D.. (2020). Chemometrically Assisted RP-HPLC Method Development for Efficient Separation of Ivabradine and its Eleven Impurities. in Acta Chromatographica
Akademiai Kiado Zrt.., 32(1), 53-63.
https://doi.org/10.1556/1326.2019.00659

Tomić J, Ivković B, Oljačić S, Nikolić K, Maljurić N, Protić A, Agbaba D. Chemometrically Assisted RP-HPLC Method Development for Efficient Separation of Ivabradine and its Eleven Impurities. in Acta Chromatographica. 2020;32(1):53-63.
doi:10.1556/1326.2019.00659 .

Tomić, Jovana, Ivković, Branka, Oljačić, Slavica, Nikolić, Katarina, Maljurić, Nevena, Protić, Ana, Agbaba, Danica, "Chemometrically Assisted RP-HPLC Method Development for Efficient Separation of Ivabradine and its Eleven Impurities" in Acta Chromatographica, 32, no. 1 (2020):53-63,
https://doi.org/10.1556/1326.2019.00659 . .

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

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

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

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

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

TY  - JOUR
AU  - Krmar, Jovana
AU  - Protić, Ana
AU  - Đajić, Nevena
AU  - Zečević, Mira
AU  - Otašević, Biljana
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4902
AB  - In this study, lipophilicity of five newly designed molecules with antibiofilm properties was estimated
for the first time. The overall goal of lipophilicity evaluation in lead generation phase is to
decrease the traditionally high attrition rates for compounds entering clinical trials. Lipophilicity
was assessed using RP-HPLC and in silico methods. Chromatographic analyses were performed on
BDS Thermo Scientific Hypersil C18 and Phenomenex Kinetex C8 columns with mobile phase consisting
of acetonitrile and 20mmol/L ammonium-acetate solution in different ratios. Retention data
was used to derivatize the lipophilicity estimates logkw, S and u0: Computational substructurebased
and property-based methods were employed to calculate the logP, logD, milogP, AlogP,
XlogP2, XlogP3, AlogPs, AClogP and MlogP descriptors. Due to the incongruent trends of increasing
hydrophobicity observed among the scales, the Sum of Ranking Differences was used to fairly
evaluate the prediction ability of each method. This test unambiguously recognized SðC18Þ, AlogP
and XlogP2 as the best lipophilicity measures. By virtue of the respective scales, compound
denoted as DIRL PIP was identified as the most lipophilic one. Out of concern related to the DIRL
PIP’s anticipated toxicity, less hydrophobic MHK 9a should be subjected to the further drug development.
PB  - Taylor & Francis Inc.
T2  - Journal of Liquid Chromatography & Related Technologies
T1  - Chromatographic and computational lipophilicity assessment of novel antibiofilm agents
VL  - 43
IS  - 15-16
SP  - 615
EP  - 623
DO  - 10.1080/10826076.2020.1777154
ER  - 

@article{
author = "Krmar, Jovana and Protić, Ana and Đajić, Nevena and Zečević, Mira and Otašević, Biljana",
year = "2020",
abstract = "In this study, lipophilicity of five newly designed molecules with antibiofilm properties was estimated
for the first time. The overall goal of lipophilicity evaluation in lead generation phase is to
decrease the traditionally high attrition rates for compounds entering clinical trials. Lipophilicity
was assessed using RP-HPLC and in silico methods. Chromatographic analyses were performed on
BDS Thermo Scientific Hypersil C18 and Phenomenex Kinetex C8 columns with mobile phase consisting
of acetonitrile and 20mmol/L ammonium-acetate solution in different ratios. Retention data
was used to derivatize the lipophilicity estimates logkw, S and u0: Computational substructurebased
and property-based methods were employed to calculate the logP, logD, milogP, AlogP,
XlogP2, XlogP3, AlogPs, AClogP and MlogP descriptors. Due to the incongruent trends of increasing
hydrophobicity observed among the scales, the Sum of Ranking Differences was used to fairly
evaluate the prediction ability of each method. This test unambiguously recognized SðC18Þ, AlogP
and XlogP2 as the best lipophilicity measures. By virtue of the respective scales, compound
denoted as DIRL PIP was identified as the most lipophilic one. Out of concern related to the DIRL
PIP’s anticipated toxicity, less hydrophobic MHK 9a should be subjected to the further drug development.",
publisher = "Taylor & Francis Inc.",
journal = "Journal of Liquid Chromatography & Related Technologies",
title = "Chromatographic and computational lipophilicity assessment of novel antibiofilm agents",
volume = "43",
number = "15-16",
pages = "615-623",
doi = "10.1080/10826076.2020.1777154"
}

Krmar, J., Protić, A., Đajić, N., Zečević, M.,& Otašević, B.. (2020). Chromatographic and computational lipophilicity assessment of novel antibiofilm agents. in Journal of Liquid Chromatography & Related Technologies
Taylor & Francis Inc.., 43(15-16), 615-623.
https://doi.org/10.1080/10826076.2020.1777154

Krmar J, Protić A, Đajić N, Zečević M, Otašević B. Chromatographic and computational lipophilicity assessment of novel antibiofilm agents. in Journal of Liquid Chromatography & Related Technologies. 2020;43(15-16):615-623.
doi:10.1080/10826076.2020.1777154 .

Krmar, Jovana, Protić, Ana, Đajić, Nevena, Zečević, Mira, Otašević, Biljana, "Chromatographic and computational lipophilicity assessment of novel antibiofilm agents" in Journal of Liquid Chromatography & Related Technologies, 43, no. 15-16 (2020):615-623,
https://doi.org/10.1080/10826076.2020.1777154 . .

TY  - CONF
AU  - Radan, Milica
AU  - Ružić, Dušan
AU  - Antonijević, Mirjana
AU  - Đikić, Teodora
AU  - Nikolić, Katarina
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4856
PB  - EFMC-ISMC & EFMC-YMCS
C3  - EFMC-ISMC & EFMC-YMCS Virtual poster session Powered by the EFMC Young Scientists Network, September 9, 2020, Book of Abstracts
T1  - In silico rational druga design and modelling studies of novel 5-HT2A receptor antagonsts
SP  - 51
EP  - 51
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4856
ER  - 

@conference{
author = "Radan, Milica and Ružić, Dušan and Antonijević, Mirjana and Đikić, Teodora and Nikolić, Katarina",
year = "2020",
publisher = "EFMC-ISMC & EFMC-YMCS",
journal = "EFMC-ISMC & EFMC-YMCS Virtual poster session Powered by the EFMC Young Scientists Network, September 9, 2020, Book of Abstracts",
title = "In silico rational druga design and modelling studies of novel 5-HT2A receptor antagonsts",
pages = "51-51",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4856"
}

Radan, M., Ružić, D., Antonijević, M., Đikić, T.,& Nikolić, K.. (2020). In silico rational druga design and modelling studies of novel 5-HT2A receptor antagonsts. in EFMC-ISMC & EFMC-YMCS Virtual poster session Powered by the EFMC Young Scientists Network, September 9, 2020, Book of Abstracts
EFMC-ISMC & EFMC-YMCS., 51-51.
https://hdl.handle.net/21.15107/rcub_farfar_4856

Radan M, Ružić D, Antonijević M, Đikić T, Nikolić K. In silico rational druga design and modelling studies of novel 5-HT2A receptor antagonsts. in EFMC-ISMC & EFMC-YMCS Virtual poster session Powered by the EFMC Young Scientists Network, September 9, 2020, Book of Abstracts. 2020;:51-51.
https://hdl.handle.net/21.15107/rcub_farfar_4856 .

Radan, Milica, Ružić, Dušan, Antonijević, Mirjana, Đikić, Teodora, Nikolić, Katarina, "In silico rational druga design and modelling studies of novel 5-HT2A receptor antagonsts" in EFMC-ISMC & EFMC-YMCS Virtual poster session Powered by the EFMC Young Scientists Network, September 9, 2020, Book of Abstracts (2020):51-51,
https://hdl.handle.net/21.15107/rcub_farfar_4856 .

TY  - JOUR
AU  - Gagić, Žarko
AU  - Ružić, Dušan
AU  - Đoković, Nemanja
AU  - Đikić, Teodora
AU  - Nikolić, Katarina
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3502
AB  - Rational drug design implies usage of molecular modeling techniques such as pharmacophore modeling, molecular dynamics, virtual screening, and molecular docking to explain the activity of biomolecules, define molecular determinants for interaction with the drug target, and design more efficient drug candidates. Kinases play an essential role in cell function and therefore are extensively studied targets in drug design and discovery. Kinase inhibitors are clinically very important and widely used antineoplastic drugs. In this review, computational methods used in rational drug design of kinase inhibitors are discussed and compared, considering some representative case studies.
PB  - Frontiers Media S.A.
T2  - Frontiers in Chemistry
T1  - In silico Methods for Design of Kinase Inhibitors as Anticancer Drugs
VL  - 7
DO  - 10.3389/fchem.2019.00873
ER  - 

@article{
author = "Gagić, Žarko and Ružić, Dušan and Đoković, Nemanja and Đikić, Teodora and Nikolić, Katarina",
year = "2020",
abstract = "Rational drug design implies usage of molecular modeling techniques such as pharmacophore modeling, molecular dynamics, virtual screening, and molecular docking to explain the activity of biomolecules, define molecular determinants for interaction with the drug target, and design more efficient drug candidates. Kinases play an essential role in cell function and therefore are extensively studied targets in drug design and discovery. Kinase inhibitors are clinically very important and widely used antineoplastic drugs. In this review, computational methods used in rational drug design of kinase inhibitors are discussed and compared, considering some representative case studies.",
publisher = "Frontiers Media S.A.",
journal = "Frontiers in Chemistry",
title = "In silico Methods for Design of Kinase Inhibitors as Anticancer Drugs",
volume = "7",
doi = "10.3389/fchem.2019.00873"
}

Gagić, Ž., Ružić, D., Đoković, N., Đikić, T.,& Nikolić, K.. (2020). In silico Methods for Design of Kinase Inhibitors as Anticancer Drugs. in Frontiers in Chemistry
Frontiers Media S.A.., 7.
https://doi.org/10.3389/fchem.2019.00873

Gagić Ž, Ružić D, Đoković N, Đikić T, Nikolić K. In silico Methods for Design of Kinase Inhibitors as Anticancer Drugs. in Frontiers in Chemistry. 2020;7.
doi:10.3389/fchem.2019.00873 .

Gagić, Žarko, Ružić, Dušan, Đoković, Nemanja, Đikić, Teodora, Nikolić, Katarina, "In silico Methods for Design of Kinase Inhibitors as Anticancer Drugs" in Frontiers in Chemistry, 7 (2020),
https://doi.org/10.3389/fchem.2019.00873 . .

TY  - JOUR
AU  - Mitrović, Marija
AU  - Protić, Ana
AU  - Malenović, Anđelija
AU  - Otašević, Biljana
AU  - Zečević, Mira
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3483
AB  - Official method in Ph. Eur. for evaluation of timolol enantiomeric purity is normal-phase high perfor-mance liquid chromatography (NP-HPLC) method. Compared to other HPLC modes, NP is depicted asquite expensive with high consumption of organic solvents which leads to chronic exposure of analyststo toxic and carcinogenic effects. In order to overcome above-mentioned drawbacks, the aim of thisstudy was to develop new method with better eco-friendly features. This was enabled by using proteintype Chiral Stationary Phase (CSP) in reversed-phase mode that required up to 10 % (v/v) of organicsolvent. Therefore, an enantioselective HPLC method was developed and validated for quantification of(S)-timolol and its chiral impurity, (R)-isomer. Optimized separation conditions on ovomucoid columnwere set using Analytical Quality by Design (AQbD) approach in method development. Optimizationstep was performed following the Box-Behnken experimental plan and the influence of three criticalmethod parameters (CMPs) towards enantioseparation of the above-mentioned peak pair was exam-ined. CMPs included variation of acetonitrile content in the mobile phase (5–10 %, v/v), pH value of theaqueous phase (6.0–7.0) and ammonium chloride concentration in the aqueous part of the mobile phase(10−30 mmol L−1). The most relevant critical method attributes (CMAs) in this case were the separa-tion criterion between studied critical pair and retention factor of the second eluting peak, (S)-timolol.Qualitative Design Space (DS) was defined by Monte Carlo simulations providing adequate assurance ofmethod’s qualitative robustness ( = 95 %). The selected working point situated in the middle of the DSwas characterized by following combination of CMPs: acetonitrile content in the mobile phase 7 % (v/v),pH value of the aqueous phase 6.8 and concentration of ammonium chloride in aqueous phase 14 mmolL–1. In the next step, the quantitative robustness was tested by Plackett-Burman experimental design. Thevalidation studies confirmed adequacy of the proposed method for its intended purpose. Finally, Ana-lytical Eco-Scale metric tool was applied to confirm that developed method represents excellent greenanalytical method compared to the official one.
PB  - Elsevier
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Analytical quality by design development of an ecologically acceptable enantioselective HPLC method for timolol maleate enantiomeric purity testing on ovomucoid chiral stationary phase
VL  - 180
DO  - 10.1016/j.jpba.2019.113034
ER  - 

@article{
author = "Mitrović, Marija and Protić, Ana and Malenović, Anđelija and Otašević, Biljana and Zečević, Mira",
year = "2020",
abstract = "Official method in Ph. Eur. for evaluation of timolol enantiomeric purity is normal-phase high perfor-mance liquid chromatography (NP-HPLC) method. Compared to other HPLC modes, NP is depicted asquite expensive with high consumption of organic solvents which leads to chronic exposure of analyststo toxic and carcinogenic effects. In order to overcome above-mentioned drawbacks, the aim of thisstudy was to develop new method with better eco-friendly features. This was enabled by using proteintype Chiral Stationary Phase (CSP) in reversed-phase mode that required up to 10 % (v/v) of organicsolvent. Therefore, an enantioselective HPLC method was developed and validated for quantification of(S)-timolol and its chiral impurity, (R)-isomer. Optimized separation conditions on ovomucoid columnwere set using Analytical Quality by Design (AQbD) approach in method development. Optimizationstep was performed following the Box-Behnken experimental plan and the influence of three criticalmethod parameters (CMPs) towards enantioseparation of the above-mentioned peak pair was exam-ined. CMPs included variation of acetonitrile content in the mobile phase (5–10 %, v/v), pH value of theaqueous phase (6.0–7.0) and ammonium chloride concentration in the aqueous part of the mobile phase(10−30 mmol L−1). The most relevant critical method attributes (CMAs) in this case were the separa-tion criterion between studied critical pair and retention factor of the second eluting peak, (S)-timolol.Qualitative Design Space (DS) was defined by Monte Carlo simulations providing adequate assurance ofmethod’s qualitative robustness ( = 95 %). The selected working point situated in the middle of the DSwas characterized by following combination of CMPs: acetonitrile content in the mobile phase 7 % (v/v),pH value of the aqueous phase 6.8 and concentration of ammonium chloride in aqueous phase 14 mmolL–1. In the next step, the quantitative robustness was tested by Plackett-Burman experimental design. Thevalidation studies confirmed adequacy of the proposed method for its intended purpose. Finally, Ana-lytical Eco-Scale metric tool was applied to confirm that developed method represents excellent greenanalytical method compared to the official one.",
publisher = "Elsevier",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Analytical quality by design development of an ecologically acceptable enantioselective HPLC method for timolol maleate enantiomeric purity testing on ovomucoid chiral stationary phase",
volume = "180",
doi = "10.1016/j.jpba.2019.113034"
}

Mitrović, M., Protić, A., Malenović, A., Otašević, B.,& Zečević, M.. (2020). Analytical quality by design development of an ecologically acceptable enantioselective HPLC method for timolol maleate enantiomeric purity testing on ovomucoid chiral stationary phase. in Journal of Pharmaceutical and Biomedical Analysis
Elsevier., 180.
https://doi.org/10.1016/j.jpba.2019.113034

Mitrović M, Protić A, Malenović A, Otašević B, Zečević M. Analytical quality by design development of an ecologically acceptable enantioselective HPLC method for timolol maleate enantiomeric purity testing on ovomucoid chiral stationary phase. in Journal of Pharmaceutical and Biomedical Analysis. 2020;180.
doi:10.1016/j.jpba.2019.113034 .

Mitrović, Marija, Protić, Ana, Malenović, Anđelija, Otašević, Biljana, Zečević, Mira, "Analytical quality by design development of an ecologically acceptable enantioselective HPLC method for timolol maleate enantiomeric purity testing on ovomucoid chiral stationary phase" in Journal of Pharmaceutical and Biomedical Analysis, 180 (2020),
https://doi.org/10.1016/j.jpba.2019.113034 . .

TY  - JOUR
AU  - Krmar, Jovana
AU  - Vukićević, Milan
AU  - Kovačević, Ana
AU  - Protić, Ana
AU  - Zečević, Mira
AU  - Otašević, Biljana
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3585
AB  - In micellar liquid chromatography (MLC), the addition of a surfactant to the mobile phase in excess is accompanied by an alteration of its solubilising capacity and a change in the stationary phase’s properties. As an implication, the prediction of the analytes’ retention in MLC mode becomes a challenging task. Mixed Quantitative Structure –Retention Relationships (QSRR) modelling represents a powerful tool for estimating the analytes’ retention. This study compares 48 successfully developed mixed QSRR models with respect to their ability to predict retention of aripiprazole and its five impurities from molecular structures and factors that de- scribe the Brij - acetonitrile system. The development of the models was based on an automatic com- bining of six attribute (feature) selection methods with eight predictive algorithms and the optimiza- tion of hyper-parameters. The feature selection methods included Principal Component Analysis (PCA), Non-negative Matrix Factorization (NMF), ReliefF, Multiple Linear Regression (MLR), Mutual Info and F- Regression. The series of investigated predictive algorithms comprised Linear Regressions (LR), Ridge Re- gression, Lasso Regression, Artificial Neural Networks (ANN), Support Vector Regression (SVR), Random Forest (RF), Gradient Boosted Trees (GBT) and K-Nearest neighbourhood (k-NN). A sufficient amount of data for building the model (78 cases in total) was provided by conducting 13 experiments for each of the 6 analytes and collecting the target responses afterwards. Different experi- mental settings were established by varying the values of the concentration of Brij L23, pH of the aqueous phase and acetonitrile content in the mobile phase according to the Box-Behnken design. In addition to the chromatographic parameters, the pool of independent variables was expanded by 27 molecular de- scriptors from all major groups (physicochemical, quantum chemical, topological and spatial structural descriptors). The best model was chosen by taking into consideration the Root Mean Square Error ( RMSE ) and cross-validation (CV) correlation coefficient ( Q 2 ) values. Interestingly, the comparative analysis indicated that a change in the set of input variables had a minor impact on the performance of the final models. On the other hand, different regression algorithms showed great diversity in the ability to learn patterns conserved in the data. In this regard, testing many regression algorithms is necessary in order to find the most suitable technique for model building. In the specific case, GBT-based models have demonstrated the best ability to predict the retention factor in the MLC mode. Steric factors and dipole-dipole interactions have proven to be relevant to the observed retention behaviour. This study, although being of a smaller scale, is a most promising starting point for comprehensive MLC retention prediction.
PB  - Elsevier
T2  - Journal of Chromatography A
T1  - Performance comparison of nonlinear and linear regression algorithms coupled with different attribute selection methods for quantitative structure - retention relationships modelling in micellar liquid chromatography
VL  - 1623
DO  - 10.1016/j.chroma.2020.461146
ER  - 

@article{
author = "Krmar, Jovana and Vukićević, Milan and Kovačević, Ana and Protić, Ana and Zečević, Mira and Otašević, Biljana",
year = "2020",
abstract = "In micellar liquid chromatography (MLC), the addition of a surfactant to the mobile phase in excess is accompanied by an alteration of its solubilising capacity and a change in the stationary phase’s properties. As an implication, the prediction of the analytes’ retention in MLC mode becomes a challenging task. Mixed Quantitative Structure –Retention Relationships (QSRR) modelling represents a powerful tool for estimating the analytes’ retention. This study compares 48 successfully developed mixed QSRR models with respect to their ability to predict retention of aripiprazole and its five impurities from molecular structures and factors that de- scribe the Brij - acetonitrile system. The development of the models was based on an automatic com- bining of six attribute (feature) selection methods with eight predictive algorithms and the optimiza- tion of hyper-parameters. The feature selection methods included Principal Component Analysis (PCA), Non-negative Matrix Factorization (NMF), ReliefF, Multiple Linear Regression (MLR), Mutual Info and F- Regression. The series of investigated predictive algorithms comprised Linear Regressions (LR), Ridge Re- gression, Lasso Regression, Artificial Neural Networks (ANN), Support Vector Regression (SVR), Random Forest (RF), Gradient Boosted Trees (GBT) and K-Nearest neighbourhood (k-NN). A sufficient amount of data for building the model (78 cases in total) was provided by conducting 13 experiments for each of the 6 analytes and collecting the target responses afterwards. Different experi- mental settings were established by varying the values of the concentration of Brij L23, pH of the aqueous phase and acetonitrile content in the mobile phase according to the Box-Behnken design. In addition to the chromatographic parameters, the pool of independent variables was expanded by 27 molecular de- scriptors from all major groups (physicochemical, quantum chemical, topological and spatial structural descriptors). The best model was chosen by taking into consideration the Root Mean Square Error ( RMSE ) and cross-validation (CV) correlation coefficient ( Q 2 ) values. Interestingly, the comparative analysis indicated that a change in the set of input variables had a minor impact on the performance of the final models. On the other hand, different regression algorithms showed great diversity in the ability to learn patterns conserved in the data. In this regard, testing many regression algorithms is necessary in order to find the most suitable technique for model building. In the specific case, GBT-based models have demonstrated the best ability to predict the retention factor in the MLC mode. Steric factors and dipole-dipole interactions have proven to be relevant to the observed retention behaviour. This study, although being of a smaller scale, is a most promising starting point for comprehensive MLC retention prediction.",
publisher = "Elsevier",
journal = "Journal of Chromatography A",
title = "Performance comparison of nonlinear and linear regression algorithms coupled with different attribute selection methods for quantitative structure - retention relationships modelling in micellar liquid chromatography",
volume = "1623",
doi = "10.1016/j.chroma.2020.461146"
}

Krmar, J., Vukićević, M., Kovačević, A., Protić, A., Zečević, M.,& Otašević, B.. (2020). Performance comparison of nonlinear and linear regression algorithms coupled with different attribute selection methods for quantitative structure - retention relationships modelling in micellar liquid chromatography. in Journal of Chromatography A
Elsevier., 1623.
https://doi.org/10.1016/j.chroma.2020.461146

Krmar J, Vukićević M, Kovačević A, Protić A, Zečević M, Otašević B. Performance comparison of nonlinear and linear regression algorithms coupled with different attribute selection methods for quantitative structure - retention relationships modelling in micellar liquid chromatography. in Journal of Chromatography A. 2020;1623.
doi:10.1016/j.chroma.2020.461146 .

Krmar, Jovana, Vukićević, Milan, Kovačević, Ana, Protić, Ana, Zečević, Mira, Otašević, Biljana, "Performance comparison of nonlinear and linear regression algorithms coupled with different attribute selection methods for quantitative structure - retention relationships modelling in micellar liquid chromatography" in Journal of Chromatography A, 1623 (2020),
https://doi.org/10.1016/j.chroma.2020.461146 . .

TY  - JOUR
AU  - Maljurić, Nevena
AU  - Otašević, Biljana
AU  - Golubović, Jelena
AU  - Krmar, Jovana
AU  - Zečević, Mira
AU  - Protić, Ana
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3512
AB  - Green analytical chemistry is primarily directed towards minimization of the amount of waste associated with either the sample preparation or analysis. Among different chromatographic methods, liquid chromatography is considered the least green, allowing for various possibilities for greening. Using green solvents such as ethanol or acetone in RP-HPLC, as an alternative to acetonitrile, is recently attracting an attention. Both ethanol and acetone are characterized with low toxicity, with certain drawbacks limiting their regular use in RP-HPLC. Ethanol has low eluotropic strength and causes high backpressures, while acetone shows high UV cut-off, making it unsuitable for UV/Vis detection. To overcome the existing problems, Corona Charged Aerosol Detector was employed for development of RP-HPLC methods for separation of risperidone and its structurally related impurities with either ethanol or acetone as organic modifier. The methods were optimized by experimental design methodology, while optimal conditions for separation were determined using Derringer's desirability function. Detailed assessment of 3D surface plots of Derringer's desirability function enabled selection of 0.6 mL min−1 flow rate and 20% (v/v) organic modifier content as optimal when using ethanol, while in case of acetone mobile phase flow rate was 0.8 mL min−1 and organic modifier content 17% (v/v). Methods were validated and their eco-friendly character was confirmed through Green Analytical Procedure Index (GAPI). Although both methods are ecologically acceptable, the main drawback is reflected in the fact that no recycling or another waste treatment method exist. In the end, acetone was prioritized over ethanol, due to lower health hazard and decreased amount of generated waste.
PB  - Elsevier
T2  - Microchemical Journal
T1  - A new strategy for development of eco-friendly RP-HPLC method using Corona Charged Aerosol Detector and its application for simultaneous analysis of risperidone and its related impurities
VL  - 153
DO  - 10.1016/j.microc.2019.104394
ER  - 

@article{
author = "Maljurić, Nevena and Otašević, Biljana and Golubović, Jelena and Krmar, Jovana and Zečević, Mira and Protić, Ana",
year = "2020",
abstract = "Green analytical chemistry is primarily directed towards minimization of the amount of waste associated with either the sample preparation or analysis. Among different chromatographic methods, liquid chromatography is considered the least green, allowing for various possibilities for greening. Using green solvents such as ethanol or acetone in RP-HPLC, as an alternative to acetonitrile, is recently attracting an attention. Both ethanol and acetone are characterized with low toxicity, with certain drawbacks limiting their regular use in RP-HPLC. Ethanol has low eluotropic strength and causes high backpressures, while acetone shows high UV cut-off, making it unsuitable for UV/Vis detection. To overcome the existing problems, Corona Charged Aerosol Detector was employed for development of RP-HPLC methods for separation of risperidone and its structurally related impurities with either ethanol or acetone as organic modifier. The methods were optimized by experimental design methodology, while optimal conditions for separation were determined using Derringer's desirability function. Detailed assessment of 3D surface plots of Derringer's desirability function enabled selection of 0.6 mL min−1 flow rate and 20% (v/v) organic modifier content as optimal when using ethanol, while in case of acetone mobile phase flow rate was 0.8 mL min−1 and organic modifier content 17% (v/v). Methods were validated and their eco-friendly character was confirmed through Green Analytical Procedure Index (GAPI). Although both methods are ecologically acceptable, the main drawback is reflected in the fact that no recycling or another waste treatment method exist. In the end, acetone was prioritized over ethanol, due to lower health hazard and decreased amount of generated waste.",
publisher = "Elsevier",
journal = "Microchemical Journal",
title = "A new strategy for development of eco-friendly RP-HPLC method using Corona Charged Aerosol Detector and its application for simultaneous analysis of risperidone and its related impurities",
volume = "153",
doi = "10.1016/j.microc.2019.104394"
}

Maljurić, N., Otašević, B., Golubović, J., Krmar, J., Zečević, M.,& Protić, A.. (2020). A new strategy for development of eco-friendly RP-HPLC method using Corona Charged Aerosol Detector and its application for simultaneous analysis of risperidone and its related impurities. in Microchemical Journal
Elsevier., 153.
https://doi.org/10.1016/j.microc.2019.104394

Maljurić N, Otašević B, Golubović J, Krmar J, Zečević M, Protić A. A new strategy for development of eco-friendly RP-HPLC method using Corona Charged Aerosol Detector and its application for simultaneous analysis of risperidone and its related impurities. in Microchemical Journal. 2020;153.
doi:10.1016/j.microc.2019.104394 .

Maljurić, Nevena, Otašević, Biljana, Golubović, Jelena, Krmar, Jovana, Zečević, Mira, Protić, Ana, "A new strategy for development of eco-friendly RP-HPLC method using Corona Charged Aerosol Detector and its application for simultaneous analysis of risperidone and its related impurities" in Microchemical Journal, 153 (2020),
https://doi.org/10.1016/j.microc.2019.104394 . .

TY  - CONF
AU  - Radan, Milica
AU  - Ružić, Dušan
AU  - Antonijević, Mirjana
AU  - Đikić, Teodora
AU  - Nikolić, Katarina
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4937
C3  - 10th International Conference on Biotechnology and Bioengineering (ICBB2020). Dec. 16-18, 2020. Virtual conference
T1  - Application of computational methods for antipsychotic drug design and optimization
SP  - 16
EP  - 16
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4937
ER  - 

@conference{
author = "Radan, Milica and Ružić, Dušan and Antonijević, Mirjana and Đikić, Teodora and Nikolić, Katarina",
year = "2020",
journal = "10th International Conference on Biotechnology and Bioengineering (ICBB2020). Dec. 16-18, 2020. Virtual conference",
title = "Application of computational methods for antipsychotic drug design and optimization",
pages = "16-16",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4937"
}

Radan, M., Ružić, D., Antonijević, M., Đikić, T.,& Nikolić, K.. (2020). Application of computational methods for antipsychotic drug design and optimization. in 10th International Conference on Biotechnology and Bioengineering (ICBB2020). Dec. 16-18, 2020. Virtual conference, 16-16.
https://hdl.handle.net/21.15107/rcub_farfar_4937

Radan M, Ružić D, Antonijević M, Đikić T, Nikolić K. Application of computational methods for antipsychotic drug design and optimization. in 10th International Conference on Biotechnology and Bioengineering (ICBB2020). Dec. 16-18, 2020. Virtual conference. 2020;:16-16.
https://hdl.handle.net/21.15107/rcub_farfar_4937 .

Radan, Milica, Ružić, Dušan, Antonijević, Mirjana, Đikić, Teodora, Nikolić, Katarina, "Application of computational methods for antipsychotic drug design and optimization" in 10th International Conference on Biotechnology and Bioengineering (ICBB2020). Dec. 16-18, 2020. Virtual conference (2020):16-16,
https://hdl.handle.net/21.15107/rcub_farfar_4937 .

TY  - CONF
AU  - Radan, Milica
AU  - Ružić, Dušan
AU  - Antonijević, Mirjana
AU  - Đikić, Teodora
AU  - Nikolić, Katarina
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4873
PB  - European Research Network on Signal Transduction (ERNEST) CA18133
C3  - 3rd Meeting of the European Research Network on Signal Transduction (ERNEST COST Action CA18133), Signal transduction: From the genomic to the systems level (and everything in between), October 12-14, 2020, Abstract Booklet
T1  - Discovery of new 5-HT2A receptor antagonists with a strategy of combining ligand and target-based drug design methodologies
SP  - 75
EP  - 75
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4873
ER  - 

@conference{
author = "Radan, Milica and Ružić, Dušan and Antonijević, Mirjana and Đikić, Teodora and Nikolić, Katarina",
year = "2020",
publisher = "European Research Network on Signal Transduction (ERNEST) CA18133",
journal = "3rd Meeting of the European Research Network on Signal Transduction (ERNEST COST Action CA18133), Signal transduction: From the genomic to the systems level (and everything in between), October 12-14, 2020, Abstract Booklet",
title = "Discovery of new 5-HT2A receptor antagonists with a strategy of combining ligand and target-based drug design methodologies",
pages = "75-75",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4873"
}

Radan, M., Ružić, D., Antonijević, M., Đikić, T.,& Nikolić, K.. (2020). Discovery of new 5-HT2A receptor antagonists with a strategy of combining ligand and target-based drug design methodologies. in 3rd Meeting of the European Research Network on Signal Transduction (ERNEST COST Action CA18133), Signal transduction: From the genomic to the systems level (and everything in between), October 12-14, 2020, Abstract Booklet
European Research Network on Signal Transduction (ERNEST) CA18133., 75-75.
https://hdl.handle.net/21.15107/rcub_farfar_4873

Radan M, Ružić D, Antonijević M, Đikić T, Nikolić K. Discovery of new 5-HT2A receptor antagonists with a strategy of combining ligand and target-based drug design methodologies. in 3rd Meeting of the European Research Network on Signal Transduction (ERNEST COST Action CA18133), Signal transduction: From the genomic to the systems level (and everything in between), October 12-14, 2020, Abstract Booklet. 2020;:75-75.
https://hdl.handle.net/21.15107/rcub_farfar_4873 .

Radan, Milica, Ružić, Dušan, Antonijević, Mirjana, Đikić, Teodora, Nikolić, Katarina, "Discovery of new 5-HT2A receptor antagonists with a strategy of combining ligand and target-based drug design methodologies" in 3rd Meeting of the European Research Network on Signal Transduction (ERNEST COST Action CA18133), Signal transduction: From the genomic to the systems level (and everything in between), October 12-14, 2020, Abstract Booklet (2020):75-75,
https://hdl.handle.net/21.15107/rcub_farfar_4873 .

TY  - CONF
AU  - Lee, Adam
AU  - Ganesan, A.
AU  - Bulut, İpek
AU  - Açılan Ayhan, Ceyda
AU  - Ružić, Dušan
AU  - Nikolić, Katarina
AU  - Gul, Sheraz
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4872
AB  - Epigenetic therapy is now a clinical reality with eight approved drugs that target
DNA methyltransferases, histone deacetylases (HDACs) and lysine
methyltransferases. A further recent development is the concept of epigenetic
multitargeting through the rational design of novel agents that combine the
inhibition of an epigenetic pathway with a second non-epigenetic target and five
such compounds have advanced to clinical development.
We are investigating the even newer concept of „epi-epi‟ drugs that inhibit two
separate epigenetic pathways. Such dual targeting agents have the potential to
achieve higher efficacy against proliferating cancer cells while reducing tunor
resistance. In this presentation, we report a selective dual histone deacetylase and
demethylase inhibitor with an IC50
LSD1 respectively. The compound was biologically profiled together with control
compounds that were either single inhibitors or inactive against either enzyme. The
dua inhibitor was active against a panel of leukemia cell lines at a micromolar level
and induced apoptosis. Target engagement asays such as CETSA were employed
to confirm the inhibition of HDAC6 and LSD1 in cells. Further experiments were
carried out to identify synergistic effects with clinically approved agents and
promising results were observed with doxorubicin.
PB  - COST Action 17104 (STRATAGEM)
C3  - COST Action 17104 (STRATAGEM) WG2 Meeting and International Online Symposium on “Synthesis and nanodelivery strategies for new therapeutic tools against Multidrug Resistant Tumours”, 15th December 2020, Abstract Boook
T1  - Multitargeting epi-epi drugs for multidrug reistance
SP  - 12
EP  - 12
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4872
ER  - 

@conference{
author = "Lee, Adam and Ganesan, A. and Bulut, İpek and Açılan Ayhan, Ceyda and Ružić, Dušan and Nikolić, Katarina and Gul, Sheraz",
year = "2020",
abstract = "Epigenetic therapy is now a clinical reality with eight approved drugs that target
DNA methyltransferases, histone deacetylases (HDACs) and lysine
methyltransferases. A further recent development is the concept of epigenetic
multitargeting through the rational design of novel agents that combine the
inhibition of an epigenetic pathway with a second non-epigenetic target and five
such compounds have advanced to clinical development.
We are investigating the even newer concept of „epi-epi‟ drugs that inhibit two
separate epigenetic pathways. Such dual targeting agents have the potential to
achieve higher efficacy against proliferating cancer cells while reducing tunor
resistance. In this presentation, we report a selective dual histone deacetylase and
demethylase inhibitor with an IC50
LSD1 respectively. The compound was biologically profiled together with control
compounds that were either single inhibitors or inactive against either enzyme. The
dua inhibitor was active against a panel of leukemia cell lines at a micromolar level
and induced apoptosis. Target engagement asays such as CETSA were employed
to confirm the inhibition of HDAC6 and LSD1 in cells. Further experiments were
carried out to identify synergistic effects with clinically approved agents and
promising results were observed with doxorubicin.",
publisher = "COST Action 17104 (STRATAGEM)",
journal = "COST Action 17104 (STRATAGEM) WG2 Meeting and International Online Symposium on “Synthesis and nanodelivery strategies for new therapeutic tools against Multidrug Resistant Tumours”, 15th December 2020, Abstract Boook",
title = "Multitargeting epi-epi drugs for multidrug reistance",
pages = "12-12",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4872"
}

Lee, A., Ganesan, A., Bulut, İ., Açılan Ayhan, C., Ružić, D., Nikolić, K.,& Gul, S.. (2020). Multitargeting epi-epi drugs for multidrug reistance. in COST Action 17104 (STRATAGEM) WG2 Meeting and International Online Symposium on “Synthesis and nanodelivery strategies for new therapeutic tools against Multidrug Resistant Tumours”, 15th December 2020, Abstract Boook
COST Action 17104 (STRATAGEM)., 12-12.
https://hdl.handle.net/21.15107/rcub_farfar_4872

Lee A, Ganesan A, Bulut İ, Açılan Ayhan C, Ružić D, Nikolić K, Gul S. Multitargeting epi-epi drugs for multidrug reistance. in COST Action 17104 (STRATAGEM) WG2 Meeting and International Online Symposium on “Synthesis and nanodelivery strategies for new therapeutic tools against Multidrug Resistant Tumours”, 15th December 2020, Abstract Boook. 2020;:12-12.
https://hdl.handle.net/21.15107/rcub_farfar_4872 .

Lee, Adam, Ganesan, A., Bulut, İpek, Açılan Ayhan, Ceyda, Ružić, Dušan, Nikolić, Katarina, Gul, Sheraz, "Multitargeting epi-epi drugs for multidrug reistance" in COST Action 17104 (STRATAGEM) WG2 Meeting and International Online Symposium on “Synthesis and nanodelivery strategies for new therapeutic tools against Multidrug Resistant Tumours”, 15th December 2020, Abstract Boook (2020):12-12,
https://hdl.handle.net/21.15107/rcub_farfar_4872 .

TY  - CONF
AU  - Radan, Milica
AU  - Ružić, Dušan
AU  - Antonijević, Mirjana
AU  - Đikić, Teodora
AU  - Nikolić, Katarina
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4855
AB  - Serotonin 5-HT2A receptors (5-HT2AR) are highly expressed in human prefrontal cortex, essential for
learning and cognition [1]. Consequently, antagonists of these receptors are effective in treatment of
various neuropsychiatric disorders, such as depression, insomnia, schizophrenia, anxiety, and
cent progress in molecular modelling studies has led to significant success
in drug discovery using ligand and target-based methods. To design novel potent 5-HT2AR antagonists,
we report a strategy of combining three-dimensional quantitative structure-activity relationship (3DQSAR)
modelling with molecular docking and molecular dynamic (MD) simulation. Based on the
common structural features, data set of 75 compounds was divided into three clusters. Firstly, MD
simulations were carried out for each cluster representative in complex with 5-HT2AR, providing
important molecular level insight into their structure and dynamics. Afterward, to provide more
accurate information about binding modes in the active site of the receptor, obtained conformations
were used for docking studies and generation of the virtually bioactive conformations of all studied
ligands. In addition, 3D-QSAR study, utilizing selected conformers, was carried out to gain further
insights into the structural requirements that affect their antagonistic activity. Besides, some
commercially available 5-HT2AR antagonists were examined through in vitro PAMPA essay, as well as
in silico computational methods not only to improve BBB permeability of new designed compounds,
but also to establish promising tool to study their membrane permeability in detail. Overall, these and
future results will provide new methodologies that could be used as guidelines for rational drug design
of novel 5-HT2AR antagonists.
PB  - European Research Network on Signal Transduction (ERNEST) CA18133
C3  - 2nd ERNEST Online Meeting New Perspectives in Signal Transduction: GPCRs and Beyond, 28-30 March 2020, Abstract Book
T1  - Combined ligand-based and structure-based approaches in rational drug design of novel 5-HT2A receptor antagonists
SP  - 10
EP  - 10
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4855
ER  - 

@conference{
author = "Radan, Milica and Ružić, Dušan and Antonijević, Mirjana and Đikić, Teodora and Nikolić, Katarina",
year = "2020",
abstract = "Serotonin 5-HT2A receptors (5-HT2AR) are highly expressed in human prefrontal cortex, essential for
learning and cognition [1]. Consequently, antagonists of these receptors are effective in treatment of
various neuropsychiatric disorders, such as depression, insomnia, schizophrenia, anxiety, and
cent progress in molecular modelling studies has led to significant success
in drug discovery using ligand and target-based methods. To design novel potent 5-HT2AR antagonists,
we report a strategy of combining three-dimensional quantitative structure-activity relationship (3DQSAR)
modelling with molecular docking and molecular dynamic (MD) simulation. Based on the
common structural features, data set of 75 compounds was divided into three clusters. Firstly, MD
simulations were carried out for each cluster representative in complex with 5-HT2AR, providing
important molecular level insight into their structure and dynamics. Afterward, to provide more
accurate information about binding modes in the active site of the receptor, obtained conformations
were used for docking studies and generation of the virtually bioactive conformations of all studied
ligands. In addition, 3D-QSAR study, utilizing selected conformers, was carried out to gain further
insights into the structural requirements that affect their antagonistic activity. Besides, some
commercially available 5-HT2AR antagonists were examined through in vitro PAMPA essay, as well as
in silico computational methods not only to improve BBB permeability of new designed compounds,
but also to establish promising tool to study their membrane permeability in detail. Overall, these and
future results will provide new methodologies that could be used as guidelines for rational drug design
of novel 5-HT2AR antagonists.",
publisher = "European Research Network on Signal Transduction (ERNEST) CA18133",
journal = "2nd ERNEST Online Meeting New Perspectives in Signal Transduction: GPCRs and Beyond, 28-30 March 2020, Abstract Book",
title = "Combined ligand-based and structure-based approaches in rational drug design of novel 5-HT2A receptor antagonists",
pages = "10-10",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4855"
}

Radan, M., Ružić, D., Antonijević, M., Đikić, T.,& Nikolić, K.. (2020). Combined ligand-based and structure-based approaches in rational drug design of novel 5-HT2A receptor antagonists. in 2nd ERNEST Online Meeting New Perspectives in Signal Transduction: GPCRs and Beyond, 28-30 March 2020, Abstract Book
European Research Network on Signal Transduction (ERNEST) CA18133., 10-10.
https://hdl.handle.net/21.15107/rcub_farfar_4855

Radan M, Ružić D, Antonijević M, Đikić T, Nikolić K. Combined ligand-based and structure-based approaches in rational drug design of novel 5-HT2A receptor antagonists. in 2nd ERNEST Online Meeting New Perspectives in Signal Transduction: GPCRs and Beyond, 28-30 March 2020, Abstract Book. 2020;:10-10.
https://hdl.handle.net/21.15107/rcub_farfar_4855 .

Radan, Milica, Ružić, Dušan, Antonijević, Mirjana, Đikić, Teodora, Nikolić, Katarina, "Combined ligand-based and structure-based approaches in rational drug design of novel 5-HT2A receptor antagonists" in 2nd ERNEST Online Meeting New Perspectives in Signal Transduction: GPCRs and Beyond, 28-30 March 2020, Abstract Book (2020):10-10,
https://hdl.handle.net/21.15107/rcub_farfar_4855 .

TY  - JOUR
AU  - Đikić, Teodora
AU  - Vučićević, Jelica
AU  - Laurila, Jonne
AU  - Radi, Marco
AU  - Veljković, Nevena
AU  - Xhaard, Henri
AU  - Nikolić, Katarina
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3639
AB  - Based on the finding that a central antihypertensive agent with high affinity for I1-type imidazoline receptors – rilmenidine, shows cytotoxic effects on cultured cancer cell lines, it has been suggested that imidazoline receptors agonists might have a therapeutic potential in the cancer therapy. Nevertheless, potential rilmenidine side effects caused by activation of α-adrenoceptors, or other associated receptors and enzymes, might hinder its therapeutic benefits. Considering that human α-adrenoceptors belong to the rhodopsin-like class A of G-protein-coupled receptors (GPCRs) it is reasonable to assume that imidazolines might have the affinity for other receptors from the same class. Therefore, to investigate possible off-target effects of imidazoline ligands we have prepared a reverse docking protocol on class A GPCRs, using imidazoline ligands and their decoys. To verify our in silico results, three ligands with high scores and three ligands with low scores were tested for antagonistic activity on α2- adrenoceptors.
PB  - Wiley-VCH Verlag
T2  - Molecular Informatics
T1  - Deciphering Imidazoline Off-targets by Fishing in the Class A of GPCR field
VL  - 39
IS  - 7
DO  - 10.1002/minf.201900165
ER  - 

@article{
author = "Đikić, Teodora and Vučićević, Jelica and Laurila, Jonne and Radi, Marco and Veljković, Nevena and Xhaard, Henri and Nikolić, Katarina",
year = "2020",
abstract = "Based on the finding that a central antihypertensive agent with high affinity for I1-type imidazoline receptors – rilmenidine, shows cytotoxic effects on cultured cancer cell lines, it has been suggested that imidazoline receptors agonists might have a therapeutic potential in the cancer therapy. Nevertheless, potential rilmenidine side effects caused by activation of α-adrenoceptors, or other associated receptors and enzymes, might hinder its therapeutic benefits. Considering that human α-adrenoceptors belong to the rhodopsin-like class A of G-protein-coupled receptors (GPCRs) it is reasonable to assume that imidazolines might have the affinity for other receptors from the same class. Therefore, to investigate possible off-target effects of imidazoline ligands we have prepared a reverse docking protocol on class A GPCRs, using imidazoline ligands and their decoys. To verify our in silico results, three ligands with high scores and three ligands with low scores were tested for antagonistic activity on α2- adrenoceptors.",
publisher = "Wiley-VCH Verlag",
journal = "Molecular Informatics",
title = "Deciphering Imidazoline Off-targets by Fishing in the Class A of GPCR field",
volume = "39",
number = "7",
doi = "10.1002/minf.201900165"
}

Đikić, T., Vučićević, J., Laurila, J., Radi, M., Veljković, N., Xhaard, H.,& Nikolić, K.. (2020). Deciphering Imidazoline Off-targets by Fishing in the Class A of GPCR field. in Molecular Informatics
Wiley-VCH Verlag., 39(7).
https://doi.org/10.1002/minf.201900165

Đikić T, Vučićević J, Laurila J, Radi M, Veljković N, Xhaard H, Nikolić K. Deciphering Imidazoline Off-targets by Fishing in the Class A of GPCR field. in Molecular Informatics. 2020;39(7).
doi:10.1002/minf.201900165 .

Đikić, Teodora, Vučićević, Jelica, Laurila, Jonne, Radi, Marco, Veljković, Nevena, Xhaard, Henri, Nikolić, Katarina, "Deciphering Imidazoline Off-targets by Fishing in the Class A of GPCR field" in Molecular Informatics, 39, no. 7 (2020),
https://doi.org/10.1002/minf.201900165 . .

TY  - JOUR
AU  - Abás, Sònia
AU  - Rodríguez-Arévalo, Sergio
AU  - Bagán, Andrea
AU  - Griñán-Ferré, Christian
AU  - Vasilopoulou, Foteini
AU  - Brocos-Mosquera, Iria
AU  - Muguruza, Carolina
AU  - Pérez, Belén
AU  - Molins, Elies
AU  - Luque, F. Javier
AU  - Pérez-Lozano, Pilar
AU  - De Jonghe, Steven
AU  - Daelemans, Dirk
AU  - Naesens, Lieve
AU  - Brea, José
AU  - Loza, M. Isabel
AU  - Hernández-Hernández, Elena
AU  - García-Sevilla, Jesús A.
AU  - García-Fuster, M. Julia
AU  - Radan, Milica
AU  - Đikić, Teodora
AU  - Nikolić, Katarina
AU  - Pallàs, Mercè
AU  - Callado, Luis F.
AU  - Escolano, Carmen
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3576
AB  - Imidazoline I2 receptors (I2-IR), widely distributed in the CNS and altered in patients that suffer from neurodegenerative disorders, are orphans from a structural point of view, and new I2-IR ligands are urgently required for improving their pharmacological characterization. We report the synthesis and three-dimensional quantitative structure-activity relationship (3D-QSAR) studies of a new family of bicyclic α-iminophosphonates endowed with relevant affinities for human brain I2-IR. Acute treatment in mice with a selected compound significantly decreased Fas-associated protein with death domain (FADD) in the hippocampus, a key signaling mediator of neuroprotective actions. Additionally, in vivo studies in the familial Alzheimer's disease 5xFAD murine model revealed beneficial effects in behavior and cognition. These results are supported by changes in molecular pathways related to cognitive decline and Alzheimer's disease. Therefore, bicyclic α-iminophosphonates are tools that may open new therapeutic avenues for I2-IR, particularly for unmet neurodegenerative conditions.
PB  - American Chemical Society
T2  - Journal of Medicinal Chemistry
T1  - Bicyclic α-Iminophosphonates as High Affinity Imidazoline I2 Receptor Ligands for Alzheimer's Disease
VL  - 63
IS  - 7
SP  - 3610
EP  - 3633
DO  - 10.1021/acs.jmedchem.9b02080
ER  - 

@article{
author = "Abás, Sònia and Rodríguez-Arévalo, Sergio and Bagán, Andrea and Griñán-Ferré, Christian and Vasilopoulou, Foteini and Brocos-Mosquera, Iria and Muguruza, Carolina and Pérez, Belén and Molins, Elies and Luque, F. Javier and Pérez-Lozano, Pilar and De Jonghe, Steven and Daelemans, Dirk and Naesens, Lieve and Brea, José and Loza, M. Isabel and Hernández-Hernández, Elena and García-Sevilla, Jesús A. and García-Fuster, M. Julia and Radan, Milica and Đikić, Teodora and Nikolić, Katarina and Pallàs, Mercè and Callado, Luis F. and Escolano, Carmen",
year = "2020",
abstract = "Imidazoline I2 receptors (I2-IR), widely distributed in the CNS and altered in patients that suffer from neurodegenerative disorders, are orphans from a structural point of view, and new I2-IR ligands are urgently required for improving their pharmacological characterization. We report the synthesis and three-dimensional quantitative structure-activity relationship (3D-QSAR) studies of a new family of bicyclic α-iminophosphonates endowed with relevant affinities for human brain I2-IR. Acute treatment in mice with a selected compound significantly decreased Fas-associated protein with death domain (FADD) in the hippocampus, a key signaling mediator of neuroprotective actions. Additionally, in vivo studies in the familial Alzheimer's disease 5xFAD murine model revealed beneficial effects in behavior and cognition. These results are supported by changes in molecular pathways related to cognitive decline and Alzheimer's disease. Therefore, bicyclic α-iminophosphonates are tools that may open new therapeutic avenues for I2-IR, particularly for unmet neurodegenerative conditions.",
publisher = "American Chemical Society",
journal = "Journal of Medicinal Chemistry",
title = "Bicyclic α-Iminophosphonates as High Affinity Imidazoline I2 Receptor Ligands for Alzheimer's Disease",
volume = "63",
number = "7",
pages = "3610-3633",
doi = "10.1021/acs.jmedchem.9b02080"
}

Abás, S., Rodríguez-Arévalo, S., Bagán, A., Griñán-Ferré, C., Vasilopoulou, F., Brocos-Mosquera, I., Muguruza, C., Pérez, B., Molins, E., Luque, F. J., Pérez-Lozano, P., De Jonghe, S., Daelemans, D., Naesens, L., Brea, J., Loza, M. I., Hernández-Hernández, E., García-Sevilla, J. A., García-Fuster, M. J., Radan, M., Đikić, T., Nikolić, K., Pallàs, M., Callado, L. F.,& Escolano, C.. (2020). Bicyclic α-Iminophosphonates as High Affinity Imidazoline I2 Receptor Ligands for Alzheimer's Disease. in Journal of Medicinal Chemistry
American Chemical Society., 63(7), 3610-3633.
https://doi.org/10.1021/acs.jmedchem.9b02080

Abás S, Rodríguez-Arévalo S, Bagán A, Griñán-Ferré C, Vasilopoulou F, Brocos-Mosquera I, Muguruza C, Pérez B, Molins E, Luque FJ, Pérez-Lozano P, De Jonghe S, Daelemans D, Naesens L, Brea J, Loza MI, Hernández-Hernández E, García-Sevilla JA, García-Fuster MJ, Radan M, Đikić T, Nikolić K, Pallàs M, Callado LF, Escolano C. Bicyclic α-Iminophosphonates as High Affinity Imidazoline I2 Receptor Ligands for Alzheimer's Disease. in Journal of Medicinal Chemistry. 2020;63(7):3610-3633.
doi:10.1021/acs.jmedchem.9b02080 .

Abás, Sònia, Rodríguez-Arévalo, Sergio, Bagán, Andrea, Griñán-Ferré, Christian, Vasilopoulou, Foteini, Brocos-Mosquera, Iria, Muguruza, Carolina, Pérez, Belén, Molins, Elies, Luque, F. Javier, Pérez-Lozano, Pilar, De Jonghe, Steven, Daelemans, Dirk, Naesens, Lieve, Brea, José, Loza, M. Isabel, Hernández-Hernández, Elena, García-Sevilla, Jesús A., García-Fuster, M. Julia, Radan, Milica, Đikić, Teodora, Nikolić, Katarina, Pallàs, Mercè, Callado, Luis F., Escolano, Carmen, "Bicyclic α-Iminophosphonates as High Affinity Imidazoline I2 Receptor Ligands for Alzheimer's Disease" in Journal of Medicinal Chemistry, 63, no. 7 (2020):3610-3633,
https://doi.org/10.1021/acs.jmedchem.9b02080 . .

TY  - JOUR
AU  - Ignjatović, Janko
AU  - Maljurić, Nevena
AU  - Golubović, Jelena
AU  - Ravnikar, Matjaž
AU  - Petković, Miloš
AU  - Savodnik, Nika
AU  - Štrukelj, Borut
AU  - Otašević, Biljana
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3661
AB  - Recently, growing interest is devoted to investigation of bioactive secondary metabolites of endophytic fungi. Thus, as an extension to our previous achievements related to antimicrobial potential of endophytic fungi, Phomopsis species isolated from  conifer  needles  was  selected  as  appropriately  promising  natural  source  for  drug  discovery.  Its  dichloromethane  and  ethanol  extracts  considerably  inhibited  growth  of  Escherichia  coli  and  Staphylococcus  aureus.  Moreover,  the  indi-vidual compounds of dichloromethane extract have been separated, collected and purified using semi preparative liquid chromatographic analysis and comprehensively characterized using mass spectrometry (MS) and nuclear magnetic res-onance spectroscopy (NMR). Based on their antimicrobial activity and unique structural characteristics in comparison with  well-established  drugs  from  the  same  therapeutic  category,  two  dominant  compounds  (Z)-(Z)-2-acetoxyprop-1-en-1-yl-3-(3-((E)-3,4-dihydroxypent-1-en-1-yl)oxiran-2-yl)acrylate  (denoted  as  325-3)  and  (Z)-(Z)-2-acetoxyprop-1-en-1-yl  3-(3-((E)-4-hydroxy-3-oxopent-1-en-1-yl)oxiran-2-yl)acrylate  (denoted  as  325-5)  were  recognized  as  valuable  leading structures for future discovery of novel antibiotics.
PB  - Slovenian Chemical Society
T2  - Acta Chimica Slovenica
T1  - Characterization of biomolecules with antibiotic activity from endophytic fungi phomopsis species
VL  - 67
IS  - 2
SP  - 445
EP  - 461
DO  - 10.17344/acsi.2019.5389
ER  - 

@article{
author = "Ignjatović, Janko and Maljurić, Nevena and Golubović, Jelena and Ravnikar, Matjaž and Petković, Miloš and Savodnik, Nika and Štrukelj, Borut and Otašević, Biljana",
year = "2020",
abstract = "Recently, growing interest is devoted to investigation of bioactive secondary metabolites of endophytic fungi. Thus, as an extension to our previous achievements related to antimicrobial potential of endophytic fungi, Phomopsis species isolated from  conifer  needles  was  selected  as  appropriately  promising  natural  source  for  drug  discovery.  Its  dichloromethane  and  ethanol  extracts  considerably  inhibited  growth  of  Escherichia  coli  and  Staphylococcus  aureus.  Moreover,  the  indi-vidual compounds of dichloromethane extract have been separated, collected and purified using semi preparative liquid chromatographic analysis and comprehensively characterized using mass spectrometry (MS) and nuclear magnetic res-onance spectroscopy (NMR). Based on their antimicrobial activity and unique structural characteristics in comparison with  well-established  drugs  from  the  same  therapeutic  category,  two  dominant  compounds  (Z)-(Z)-2-acetoxyprop-1-en-1-yl-3-(3-((E)-3,4-dihydroxypent-1-en-1-yl)oxiran-2-yl)acrylate  (denoted  as  325-3)  and  (Z)-(Z)-2-acetoxyprop-1-en-1-yl  3-(3-((E)-4-hydroxy-3-oxopent-1-en-1-yl)oxiran-2-yl)acrylate  (denoted  as  325-5)  were  recognized  as  valuable  leading structures for future discovery of novel antibiotics.",
publisher = "Slovenian Chemical Society",
journal = "Acta Chimica Slovenica",
title = "Characterization of biomolecules with antibiotic activity from endophytic fungi phomopsis species",
volume = "67",
number = "2",
pages = "445-461",
doi = "10.17344/acsi.2019.5389"
}

Ignjatović, J., Maljurić, N., Golubović, J., Ravnikar, M., Petković, M., Savodnik, N., Štrukelj, B.,& Otašević, B.. (2020). Characterization of biomolecules with antibiotic activity from endophytic fungi phomopsis species. in Acta Chimica Slovenica
Slovenian Chemical Society., 67(2), 445-461.
https://doi.org/10.17344/acsi.2019.5389

Ignjatović J, Maljurić N, Golubović J, Ravnikar M, Petković M, Savodnik N, Štrukelj B, Otašević B. Characterization of biomolecules with antibiotic activity from endophytic fungi phomopsis species. in Acta Chimica Slovenica. 2020;67(2):445-461.
doi:10.17344/acsi.2019.5389 .

Ignjatović, Janko, Maljurić, Nevena, Golubović, Jelena, Ravnikar, Matjaž, Petković, Miloš, Savodnik, Nika, Štrukelj, Borut, Otašević, Biljana, "Characterization of biomolecules with antibiotic activity from endophytic fungi phomopsis species" in Acta Chimica Slovenica, 67, no. 2 (2020):445-461,
https://doi.org/10.17344/acsi.2019.5389 . .

TY  - JOUR
AU  - Maljurić, Nevena
AU  - Otašević, Biljana
AU  - Malenović, Anđelija
AU  - Zečević, Mira
AU  - Protić, Ana
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3557
AB  - When cyclodextrins (CDs) are used in chromatography analytes’ retention time is decreased with an in- crease in concentration of CD in the mobile phase. Thus complex stability constants can be determined from the change in retention time of the ligand molecule upon complexation. Since the preceding ap- proach implies extensive and time-consuming HPLC experiments, the goal of this research was to inves- tigate the possibility of using in silico prediction tools instead. Quantitative structure–retention relation- ship (QSRR) model previously developed to explain the retention behavior of risperidone, olanzapine and their structurally related impurities in β-CD modified HPLC system was applied to predict retention fac- tor under different chromatographic conditions within the examined domains. Predicted retention factors were further used for calculation of stability constants and important thermodynamic parameters, namely standard Gibbs free energy, standard molar enthalpy and entropy, contributing to inclusion phenomenon. Unexpected prolonged retention with an increase in β-CD concentration was observed, in contrast to the employed chromatographic theory used for the calculation of the stability constants. Consequently, it led to failure in stability constants and thermodynamic parameters calculation for almost all analytes when acetonitrile content was 20% (v/v) across the investigated pH range. Moreover, ionization of investigated analytes and free stationary phase silanol groups are pH dependent, leading to minimization of secondary interactions if free silanol groups are non-ionized at pH lower than 3. In order to prove accuracy of pre- dicted retention factors, HPLC verification experiments were performed and good agreement between predicted and experimental values was obtained, confirming the applicability of proposed in-silico tool. However, the obtained results opened some novel questions and revealed that chromatographic method is not overall applicable in calculation of stability constants and thermodynamic parameters indicating the complexity of β-CD modified systems.
PB  - Elsevier B.V.
T2  - Journal of Chromatography A
T1  - Quantitative structure retention relationship modeling as potential tool in chromatographic determination of stability constants and thermodynamic parameters of β-cyclodextrin complexation process
VL  - 1619
DO  - 10.1016/j.chroma.2020.460971
ER  - 

@article{
author = "Maljurić, Nevena and Otašević, Biljana and Malenović, Anđelija and Zečević, Mira and Protić, Ana",
year = "2020",
abstract = "When cyclodextrins (CDs) are used in chromatography analytes’ retention time is decreased with an in- crease in concentration of CD in the mobile phase. Thus complex stability constants can be determined from the change in retention time of the ligand molecule upon complexation. Since the preceding ap- proach implies extensive and time-consuming HPLC experiments, the goal of this research was to inves- tigate the possibility of using in silico prediction tools instead. Quantitative structure–retention relation- ship (QSRR) model previously developed to explain the retention behavior of risperidone, olanzapine and their structurally related impurities in β-CD modified HPLC system was applied to predict retention fac- tor under different chromatographic conditions within the examined domains. Predicted retention factors were further used for calculation of stability constants and important thermodynamic parameters, namely standard Gibbs free energy, standard molar enthalpy and entropy, contributing to inclusion phenomenon. Unexpected prolonged retention with an increase in β-CD concentration was observed, in contrast to the employed chromatographic theory used for the calculation of the stability constants. Consequently, it led to failure in stability constants and thermodynamic parameters calculation for almost all analytes when acetonitrile content was 20% (v/v) across the investigated pH range. Moreover, ionization of investigated analytes and free stationary phase silanol groups are pH dependent, leading to minimization of secondary interactions if free silanol groups are non-ionized at pH lower than 3. In order to prove accuracy of pre- dicted retention factors, HPLC verification experiments were performed and good agreement between predicted and experimental values was obtained, confirming the applicability of proposed in-silico tool. However, the obtained results opened some novel questions and revealed that chromatographic method is not overall applicable in calculation of stability constants and thermodynamic parameters indicating the complexity of β-CD modified systems.",
publisher = "Elsevier B.V.",
journal = "Journal of Chromatography A",
title = "Quantitative structure retention relationship modeling as potential tool in chromatographic determination of stability constants and thermodynamic parameters of β-cyclodextrin complexation process",
volume = "1619",
doi = "10.1016/j.chroma.2020.460971"
}

Maljurić, N., Otašević, B., Malenović, A., Zečević, M.,& Protić, A.. (2020). Quantitative structure retention relationship modeling as potential tool in chromatographic determination of stability constants and thermodynamic parameters of β-cyclodextrin complexation process. in Journal of Chromatography A
Elsevier B.V.., 1619.
https://doi.org/10.1016/j.chroma.2020.460971

Maljurić N, Otašević B, Malenović A, Zečević M, Protić A. Quantitative structure retention relationship modeling as potential tool in chromatographic determination of stability constants and thermodynamic parameters of β-cyclodextrin complexation process. in Journal of Chromatography A. 2020;1619.
doi:10.1016/j.chroma.2020.460971 .

Maljurić, Nevena, Otašević, Biljana, Malenović, Anđelija, Zečević, Mira, Protić, Ana, "Quantitative structure retention relationship modeling as potential tool in chromatographic determination of stability constants and thermodynamic parameters of β-cyclodextrin complexation process" in Journal of Chromatography A, 1619 (2020),
https://doi.org/10.1016/j.chroma.2020.460971 . .

TY  - JOUR
AU  - Obradović, Darija
AU  - Komsta, Łukasz
AU  - Agbaba, Danica
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3558
AB  - The mixed-mode chromatographic behavior was estimated for imidazoline and serotonin receptor ligands, and their related compounds on dual hydrophilic/reversed phase stationary phase. The Box-Cox transfor- mation was used to obtain the most suitable mathematical equations which describe the mixed-mode retention. Optimal equations were found for the optimization parameter ( λ): λ= -1, λ= -0.5, λ= 0, λ= 0.5, and λ= 1. The proposed equations show satisfactory characteristics compared to standard mul- timodal and quadratic approaches. For a wide range of volume fractions of the mobile phase modifier, crossing between hydrophilic and reversed phase interactions (the turning point) was defined in terms of the minimal retention and the minimum value of the volume fraction of the aqueous eluent in the mobile phase. The cubic spline inter- polation was used as a reference method for estimation of the turning point. It was found out that the newly proposed equations can be used as alternative mathematical forms for the description of the dual retention mechanism and for the evaluation of the turning point. Three new experimental descriptors of the mixed-mode retention were proposed. Two descriptors quan- titatively characterize hydrophilic (log k H ) and reversed phase (log k R ) interactions, while the third one (log k A ) refers to the average retention for the whole HILIC/RP range. It was established that the main fac- tors which control dual nature of the mixed-mode retention are lipophilicity, dipol-dipol, van der Waals and hydrogen bonding interactions. It was concluded that the newly proposed estimations of the retention data reliably characterize the mixed-mode chromatographic behavior.
PB  - Elsevier B.V.
T2  - Journal of Chromatography A
T1  - Novel computational approaches to retention modeling in dual hydrophilic interactions/reversed phase chromatography
VL  - 1619
DO  - 10.1016/j.chroma.2020.460951
ER  - 

@article{
author = "Obradović, Darija and Komsta, Łukasz and Agbaba, Danica",
year = "2020",
abstract = "The mixed-mode chromatographic behavior was estimated for imidazoline and serotonin receptor ligands, and their related compounds on dual hydrophilic/reversed phase stationary phase. The Box-Cox transfor- mation was used to obtain the most suitable mathematical equations which describe the mixed-mode retention. Optimal equations were found for the optimization parameter ( λ): λ= -1, λ= -0.5, λ= 0, λ= 0.5, and λ= 1. The proposed equations show satisfactory characteristics compared to standard mul- timodal and quadratic approaches. For a wide range of volume fractions of the mobile phase modifier, crossing between hydrophilic and reversed phase interactions (the turning point) was defined in terms of the minimal retention and the minimum value of the volume fraction of the aqueous eluent in the mobile phase. The cubic spline inter- polation was used as a reference method for estimation of the turning point. It was found out that the newly proposed equations can be used as alternative mathematical forms for the description of the dual retention mechanism and for the evaluation of the turning point. Three new experimental descriptors of the mixed-mode retention were proposed. Two descriptors quan- titatively characterize hydrophilic (log k H ) and reversed phase (log k R ) interactions, while the third one (log k A ) refers to the average retention for the whole HILIC/RP range. It was established that the main fac- tors which control dual nature of the mixed-mode retention are lipophilicity, dipol-dipol, van der Waals and hydrogen bonding interactions. It was concluded that the newly proposed estimations of the retention data reliably characterize the mixed-mode chromatographic behavior.",
publisher = "Elsevier B.V.",
journal = "Journal of Chromatography A",
title = "Novel computational approaches to retention modeling in dual hydrophilic interactions/reversed phase chromatography",
volume = "1619",
doi = "10.1016/j.chroma.2020.460951"
}

Obradović, D., Komsta, Ł.,& Agbaba, D.. (2020). Novel computational approaches to retention modeling in dual hydrophilic interactions/reversed phase chromatography. in Journal of Chromatography A
Elsevier B.V.., 1619.
https://doi.org/10.1016/j.chroma.2020.460951

Obradović D, Komsta Ł, Agbaba D. Novel computational approaches to retention modeling in dual hydrophilic interactions/reversed phase chromatography. in Journal of Chromatography A. 2020;1619.
doi:10.1016/j.chroma.2020.460951 .

Obradović, Darija, Komsta, Łukasz, Agbaba, Danica, "Novel computational approaches to retention modeling in dual hydrophilic interactions/reversed phase chromatography" in Journal of Chromatography A, 1619 (2020),
https://doi.org/10.1016/j.chroma.2020.460951 . .