Andrić, Filip

Link to this page

Authority KeyName Variants
orcid::0000-0001-7932-833X
  • Andrić, Filip (54)
Projects
Structure-properties relationships of natural and synthetic molecules and their metal complexes The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors
OTKA (Hungary) [K112547] Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research
Sinteza, analiza i aktivnost novih organskih polidentatnih liganada i njihovih kompleksa sa d-metalima European Society of Clinical Microbiology and Infectious Diseases (ESCMID)
Hungarian Academy of Sciences [HF-2016-02, NKM 70/2016] Microbial diversity study and characterization of beneficial environmental microorganisms
National Research Development and Innovation office, Hungary [OTKA grant] [K119269] Serbian Academy of Sciences and Arts [HF-2016-02, NKM 70/2016]
Hungarian Academy of Sciences info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172017/RS
Synthesis, Quantitative Structure and Activity Relationship, Physico-Chemical Characterisation and Analysis of Pharmacologically Active Substances National Research, Development and Innovation Office of Hungary [K 119269, KH_17 125608]
National Science Centre, Poland (research grant number 2016/21/N/NZ7/03464) OTKA [K112547]
Polish Ministry of Science and Higher Education Grant for Young Investigators (research grant number 01-0471/08/518) Serbian Academy of Sciences and Arts [HF-2016, NKM-74/2017]
Center of Excellence for Molecular Food Sciences, University of Belgrade - Faculty of Chemistry EN-FIST Centre of Excellence
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200135 (University of Belgrade, Faculty of Technology and Metallurgy)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry) Molecular genetic and ecophysiological researches on the protection of autochthonous animal genetic resources, sustaining domestic animals’ welfare, health and reproduction, and safe food production
Polish Ministry of Science and Higher Education Grant for Young Investigators (research grant number 01-0471/08/518). Slovenian Research Agency [P1-0005]

Author's Bibliography

Electrochemical determination of sertraline in pharmaceutical formulation and serum using a gold electrode in a pH 8.4 bicarbonate solution

Lović, Jelena; Lađarević, Jelena; Trišović, Nemanja; Andrić, Filip; Mladenović, Aleksandar; Mijin, Dušan; Vuković, Dragan; Petrović, Slobodan D.; Avramov Ivić, Milka

(Springer International Publishing, 2021)

TY  - JOUR
AU  - Lović, Jelena
AU  - Lađarević, Jelena
AU  - Trišović, Nemanja
AU  - Andrić, Filip
AU  - Mladenović, Aleksandar
AU  - Mijin, Dušan
AU  - Vuković, Dragan
AU  - Petrović, Slobodan D.
AU  - Avramov Ivić, Milka
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4419
AB  - The electrochemical characterization of sertraline at gold electrode was examined by cyclic voltammetry measurements (CV) in pH 8.4 bicarbonate buffer. Then Au electrode was evaluated for the quantitative determination of sertraline using square wave voltammetry (SWV). To enhance the sensitivity during the drug determination, (2-hydroxypropyl)-β-cyclodextrin (HPβCD) and β-cyclodextrin (βCD) inclusion complexes were employed. Using the proposed SWV technique, the anodic current peak was linear within a concentration range of 0.1–0.5 µM with a limit of detection (LOD) of 2.0 × 10–8 M and a limit of quantification (LOQ) of 6.7 × 10–8 M. In the case of inclusion complex of the sertraline with HPβCD, a good linearity range of 0.1–0.9 µM was obtained with a LOD of 2.6 × 10–8 M and a LOQ of 8.8 × 10–8 M. The gold electrode revealed the same linearity range for inclusion complex of the sertraline with βCD with a LOD and a LOQ being 2.6 × 10–8 and 8.6 × 10–8 M, respectively. Comparing the regression equations, it can be concluded that the sensitivity in the presence of inclusion complex can be up to 5 times higher. The applicability of the developed method was confirmed by the analysis of this drug in pharmaceutical formulation and in human serum spiked with sertraline standard. The comparison to HPLC method was successfully performed.
PB  - Springer International Publishing
T2  - Monatshefte für Chemie - Chemical Monthly
T2  - Monatshefte für Chemie - Chemical MonthlyMonatsh Chem
T1  - Electrochemical determination of sertraline in pharmaceutical formulation and serum using a gold electrode in a pH 8.4 bicarbonate solution
VL  - 152
IS  - 2
SP  - 185
EP  - 192
DO  - 10.1007/s00706-021-02745-3
ER  - 
@article{
author = "Lović, Jelena and Lađarević, Jelena and Trišović, Nemanja and Andrić, Filip and Mladenović, Aleksandar and Mijin, Dušan and Vuković, Dragan and Petrović, Slobodan D. and Avramov Ivić, Milka",
year = "2021",
abstract = "The electrochemical characterization of sertraline at gold electrode was examined by cyclic voltammetry measurements (CV) in pH 8.4 bicarbonate buffer. Then Au electrode was evaluated for the quantitative determination of sertraline using square wave voltammetry (SWV). To enhance the sensitivity during the drug determination, (2-hydroxypropyl)-β-cyclodextrin (HPβCD) and β-cyclodextrin (βCD) inclusion complexes were employed. Using the proposed SWV technique, the anodic current peak was linear within a concentration range of 0.1–0.5 µM with a limit of detection (LOD) of 2.0 × 10–8 M and a limit of quantification (LOQ) of 6.7 × 10–8 M. In the case of inclusion complex of the sertraline with HPβCD, a good linearity range of 0.1–0.9 µM was obtained with a LOD of 2.6 × 10–8 M and a LOQ of 8.8 × 10–8 M. The gold electrode revealed the same linearity range for inclusion complex of the sertraline with βCD with a LOD and a LOQ being 2.6 × 10–8 and 8.6 × 10–8 M, respectively. Comparing the regression equations, it can be concluded that the sensitivity in the presence of inclusion complex can be up to 5 times higher. The applicability of the developed method was confirmed by the analysis of this drug in pharmaceutical formulation and in human serum spiked with sertraline standard. The comparison to HPLC method was successfully performed.",
publisher = "Springer International Publishing",
journal = "Monatshefte für Chemie - Chemical Monthly, Monatshefte für Chemie - Chemical MonthlyMonatsh Chem",
title = "Electrochemical determination of sertraline in pharmaceutical formulation and serum using a gold electrode in a pH 8.4 bicarbonate solution",
volume = "152",
number = "2",
pages = "185-192",
doi = "10.1007/s00706-021-02745-3"
}
Lović, J., Lađarević, J., Trišović, N., Andrić, F., Mladenović, A., Mijin, D., Vuković, D., Petrović, S. D.,& Avramov Ivić, M.. (2021). Electrochemical determination of sertraline in pharmaceutical formulation and serum using a gold electrode in a pH 8.4 bicarbonate solution. in Monatshefte für Chemie - Chemical Monthly
Springer International Publishing., 152(2), 185-192.
https://doi.org/10.1007/s00706-021-02745-3
Lović J, Lađarević J, Trišović N, Andrić F, Mladenović A, Mijin D, Vuković D, Petrović SD, Avramov Ivić M. Electrochemical determination of sertraline in pharmaceutical formulation and serum using a gold electrode in a pH 8.4 bicarbonate solution. in Monatshefte für Chemie - Chemical Monthly. 2021;152(2):185-192.
doi:10.1007/s00706-021-02745-3 .
Lović, Jelena, Lađarević, Jelena, Trišović, Nemanja, Andrić, Filip, Mladenović, Aleksandar, Mijin, Dušan, Vuković, Dragan, Petrović, Slobodan D., Avramov Ivić, Milka, "Electrochemical determination of sertraline in pharmaceutical formulation and serum using a gold electrode in a pH 8.4 bicarbonate solution" in Monatshefte für Chemie - Chemical Monthly, 152, no. 2 (2021):185-192,
https://doi.org/10.1007/s00706-021-02745-3 . .
1

Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches

Ciura, Krzesimir; Fedorowicz, Joanna; Andrić, Filip; Greber, Katarzyna E.; Gurgielewicz, Alina; Sawicki, Wiesław; Saczewski, Jaroslaw

(MDPI, 2019)

TY  - JOUR
AU  - Ciura, Krzesimir
AU  - Fedorowicz, Joanna
AU  - Andrić, Filip
AU  - Greber, Katarzyna E.
AU  - Gurgielewicz, Alina
AU  - Sawicki, Wiesław
AU  - Saczewski, Jaroslaw
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3740
AB  - Lipophilicity is a vital physicochemical parameter of a molecule, which affects several biological processes such as absorption, tissue distribution, and pharmacokinetic properties. In this study, evaluation of lipophilicities of a series of novel fluoroquinolone-Safirinium dye hybrids using chromatographic and computational methods is presented. Fluoroquinolone-Safirinium dye hybrids have been synthesized as new dual-acting hydrophilic antibacterial agents. Reversed phase thin-layer chromatography and micellar electrokinetic chromatography experiments were carried out. Furthermore, logP values of the target structures were predicted by means of different software platforms and algorithms. In order to assess similarities and dissimilarities of the obtained lipophilicity indexes, cluster analysis and sum of ranking differences were performed. The significant differences of calculated logP values (α = 0.05, p < 0.001) indicated that an experimental approach is necessary for lipophilicity prediction of this class of antibiotics. Chromatographic data indicated that the newly synthesized hybrid (fluoro)quinolone-based quaternary ammonium derivatives show less lipophilic character than the parent (fluoro)quinolones. Additionally, the chromatographically obtained lipophilicity indexes were evaluated for possible application in quantitative retention–activity relationships. The established lipophilicity models have the potential to predict antimicrobial activities of a series of quaternary (fluoro)quinolones against Bacillus subtilis, Escherichia coli, and Proteus vulgaris.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches
VL  - 20
IS  - 21
DO  - 10.3390/ijms20215288
ER  - 
@article{
author = "Ciura, Krzesimir and Fedorowicz, Joanna and Andrić, Filip and Greber, Katarzyna E. and Gurgielewicz, Alina and Sawicki, Wiesław and Saczewski, Jaroslaw",
year = "2019",
abstract = "Lipophilicity is a vital physicochemical parameter of a molecule, which affects several biological processes such as absorption, tissue distribution, and pharmacokinetic properties. In this study, evaluation of lipophilicities of a series of novel fluoroquinolone-Safirinium dye hybrids using chromatographic and computational methods is presented. Fluoroquinolone-Safirinium dye hybrids have been synthesized as new dual-acting hydrophilic antibacterial agents. Reversed phase thin-layer chromatography and micellar electrokinetic chromatography experiments were carried out. Furthermore, logP values of the target structures were predicted by means of different software platforms and algorithms. In order to assess similarities and dissimilarities of the obtained lipophilicity indexes, cluster analysis and sum of ranking differences were performed. The significant differences of calculated logP values (α = 0.05, p < 0.001) indicated that an experimental approach is necessary for lipophilicity prediction of this class of antibiotics. Chromatographic data indicated that the newly synthesized hybrid (fluoro)quinolone-based quaternary ammonium derivatives show less lipophilic character than the parent (fluoro)quinolones. Additionally, the chromatographically obtained lipophilicity indexes were evaluated for possible application in quantitative retention–activity relationships. The established lipophilicity models have the potential to predict antimicrobial activities of a series of quaternary (fluoro)quinolones against Bacillus subtilis, Escherichia coli, and Proteus vulgaris.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches",
volume = "20",
number = "21",
doi = "10.3390/ijms20215288"
}
Ciura, K., Fedorowicz, J., Andrić, F., Greber, K. E., Gurgielewicz, A., Sawicki, W.,& Saczewski, J.. (2019). Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches. in International Journal of Molecular Sciences
MDPI., 20(21).
https://doi.org/10.3390/ijms20215288
Ciura K, Fedorowicz J, Andrić F, Greber KE, Gurgielewicz A, Sawicki W, Saczewski J. Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches. in International Journal of Molecular Sciences. 2019;20(21).
doi:10.3390/ijms20215288 .
Ciura, Krzesimir, Fedorowicz, Joanna, Andrić, Filip, Greber, Katarzyna E., Gurgielewicz, Alina, Sawicki, Wiesław, Saczewski, Jaroslaw, "Lipophilicity determination of quaternary (Fluoro)quinolones by chromatographic and theoretical approaches" in International Journal of Molecular Sciences, 20, no. 21 (2019),
https://doi.org/10.3390/ijms20215288 . .
1
12
10
11

Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288

Ciura, Krzesimir; Fedorowicz, Joanna; Andrić, Filip; Greber, Katarzyna E.; Gurgielewicz, Alina; Sawicki, Wiesław; Saczewski, Jaroslaw

(MDPI, 2019)

TY  - DATA
AU  - Ciura, Krzesimir
AU  - Fedorowicz, Joanna
AU  - Andrić, Filip
AU  - Greber, Katarzyna E.
AU  - Gurgielewicz, Alina
AU  - Sawicki, Wiesław
AU  - Saczewski, Jaroslaw
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3741
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288
ER  - 
@misc{
author = "Ciura, Krzesimir and Fedorowicz, Joanna and Andrić, Filip and Greber, Katarzyna E. and Gurgielewicz, Alina and Sawicki, Wiesław and Saczewski, Jaroslaw",
year = "2019",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288"
}
Ciura, K., Fedorowicz, J., Andrić, F., Greber, K. E., Gurgielewicz, A., Sawicki, W.,& Saczewski, J.. (2019). Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288. in International Journal of Molecular Sciences
MDPI..
Ciura K, Fedorowicz J, Andrić F, Greber KE, Gurgielewicz A, Sawicki W, Saczewski J. Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288. in International Journal of Molecular Sciences. 2019;..
Ciura, Krzesimir, Fedorowicz, Joanna, Andrić, Filip, Greber, Katarzyna E., Gurgielewicz, Alina, Sawicki, Wiesław, Saczewski, Jaroslaw, "Supplementary data for the article: Ciura, K.; Fedorowicz, J.; Andrić, F.; Greber, K. E.; Gurgielewicz, A.; Sawicki, W.; Saczewski, J. Lipophilicity Determination of Quaternary (Fluoro)Quinolones by Chromatographic and Theoretical Approaches. International Journal of Molecular Sciences 2019, 20 (21). https://doi.org/10.3390/ijms20215288" in International Journal of Molecular Sciences (2019).

Lipophilicity determination of antifungal isoxazolo[3,4-b]pyridin-3(1h)-ones and their n1-substituted derivatives with chromatographic and computational methods

Ciura, Krzesimir; Fedorowicz, Joanna; Andrić, Filip; Žuvela, Petar; Greber, Katarzyna Ewa; Baranowski, Paweł; Kawczak, Piotr; Nowakowska, Joanna; Baçzek, Tomasz; Saçzewski, Jarosław

(2019)

TY  - JOUR
AU  - Ciura, Krzesimir
AU  - Fedorowicz, Joanna
AU  - Andrić, Filip
AU  - Žuvela, Petar
AU  - Greber, Katarzyna Ewa
AU  - Baranowski, Paweł
AU  - Kawczak, Piotr
AU  - Nowakowska, Joanna
AU  - Baçzek, Tomasz
AU  - Saçzewski, Jarosław
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3764
AB  - The lipophilicity of a molecule is a well-recognized as a crucial physicochemical factor that conditions the biological activity of a drug candidate. This study was aimed to evaluate the lipophilicity of isoxazolo[3,4-b]pyridine-3(1H)-ones and their N1-substituted derivatives, which demonstrated pronounced antifungal activities. Several methods, including reversed-phase thin layer chromatography (RP-TLC), reversed phase high-performance liquid chromatography (RP-HPLC), and micellar electrokinetic chromatography (MEKC), were employed. Furthermore, the calculated logP values were estimated using various freely and commercially available software packages and online platforms, as well as density functional theory computations (DFT). Similarities and dissimilarities between the determined lipophilicity indices were assessed using several chemometric approaches. Principal component analysis (PCA) indicated that other features beside lipophilicity affect antifungal activities of the investigated derivatives. Quantitative-structure-retention-relationship (QSRR) analysis by means of genetic algorithm - partial least squares (GA-PLS) - was implemented to rationalize the link between the physicochemical descriptors and lipophilicity. Among the studied compounds, structure 16 should be considered as the best starting structure for further studies, since it demonstrated the lowest lipophilic character within the series while retaining biological activity. Sum of ranking differences (SRD) analysis indicated that the chromatographic approach, regardless of the technique employed, should be considered as the best approach for lipophilicity assessment of isoxazolones.
T2  - Molecules
T1  - Lipophilicity determination of antifungal isoxazolo[3,4-b]pyridin-3(1h)-ones and their n1-substituted derivatives with chromatographic and computational methods
VL  - 24
IS  - 23
SP  - 1
EP  - 22
DO  - 10.3390/molecules24234311
ER  - 
@article{
author = "Ciura, Krzesimir and Fedorowicz, Joanna and Andrić, Filip and Žuvela, Petar and Greber, Katarzyna Ewa and Baranowski, Paweł and Kawczak, Piotr and Nowakowska, Joanna and Baçzek, Tomasz and Saçzewski, Jarosław",
year = "2019",
abstract = "The lipophilicity of a molecule is a well-recognized as a crucial physicochemical factor that conditions the biological activity of a drug candidate. This study was aimed to evaluate the lipophilicity of isoxazolo[3,4-b]pyridine-3(1H)-ones and their N1-substituted derivatives, which demonstrated pronounced antifungal activities. Several methods, including reversed-phase thin layer chromatography (RP-TLC), reversed phase high-performance liquid chromatography (RP-HPLC), and micellar electrokinetic chromatography (MEKC), were employed. Furthermore, the calculated logP values were estimated using various freely and commercially available software packages and online platforms, as well as density functional theory computations (DFT). Similarities and dissimilarities between the determined lipophilicity indices were assessed using several chemometric approaches. Principal component analysis (PCA) indicated that other features beside lipophilicity affect antifungal activities of the investigated derivatives. Quantitative-structure-retention-relationship (QSRR) analysis by means of genetic algorithm - partial least squares (GA-PLS) - was implemented to rationalize the link between the physicochemical descriptors and lipophilicity. Among the studied compounds, structure 16 should be considered as the best starting structure for further studies, since it demonstrated the lowest lipophilic character within the series while retaining biological activity. Sum of ranking differences (SRD) analysis indicated that the chromatographic approach, regardless of the technique employed, should be considered as the best approach for lipophilicity assessment of isoxazolones.",
journal = "Molecules",
title = "Lipophilicity determination of antifungal isoxazolo[3,4-b]pyridin-3(1h)-ones and their n1-substituted derivatives with chromatographic and computational methods",
volume = "24",
number = "23",
pages = "1-22",
doi = "10.3390/molecules24234311"
}
Ciura, K., Fedorowicz, J., Andrić, F., Žuvela, P., Greber, K. E., Baranowski, P., Kawczak, P., Nowakowska, J., Baçzek, T.,& Saçzewski, J.. (2019). Lipophilicity determination of antifungal isoxazolo[3,4-b]pyridin-3(1h)-ones and their n1-substituted derivatives with chromatographic and computational methods. in Molecules, 24(23), 1-22.
https://doi.org/10.3390/molecules24234311
Ciura K, Fedorowicz J, Andrić F, Žuvela P, Greber KE, Baranowski P, Kawczak P, Nowakowska J, Baçzek T, Saçzewski J. Lipophilicity determination of antifungal isoxazolo[3,4-b]pyridin-3(1h)-ones and their n1-substituted derivatives with chromatographic and computational methods. in Molecules. 2019;24(23):1-22.
doi:10.3390/molecules24234311 .
Ciura, Krzesimir, Fedorowicz, Joanna, Andrić, Filip, Žuvela, Petar, Greber, Katarzyna Ewa, Baranowski, Paweł, Kawczak, Piotr, Nowakowska, Joanna, Baçzek, Tomasz, Saçzewski, Jarosław, "Lipophilicity determination of antifungal isoxazolo[3,4-b]pyridin-3(1h)-ones and their n1-substituted derivatives with chromatographic and computational methods" in Molecules, 24, no. 23 (2019):1-22,
https://doi.org/10.3390/molecules24234311 . .
5
4
4

Supplementary material for the article: Obradović, D.; Andrić, F.; Zlatović, M.; Agbaba, D. Modeling of Hansen’s Solubility Parameters of Aripiprazole, Ziprasidone, and Their Impurities: A Nonparametric Comparison of Models for Prediction of Drug Absorption Sites. Journal of Chemometrics 2018, 32 (4). https://doi.org/10.1002/cem.2996

Obradović, Darija; Andrić, Filip; Zlatović, Mario; Agbaba, Danica G.

(Wiley, Hoboken, 2018)

TY  - DATA
AU  - Obradović, Darija
AU  - Andrić, Filip
AU  - Zlatović, Mario
AU  - Agbaba, Danica G.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3239
PB  - Wiley, Hoboken
T2  - Journal of Chemometrics
T1  - Supplementary material for the article: Obradović, D.; Andrić, F.; Zlatović, M.; Agbaba, D. Modeling of Hansen’s Solubility Parameters of Aripiprazole, Ziprasidone, and Their Impurities: A Nonparametric Comparison of Models for Prediction of Drug Absorption Sites. Journal of Chemometrics 2018, 32 (4). https://doi.org/10.1002/cem.2996
ER  - 
@misc{
author = "Obradović, Darija and Andrić, Filip and Zlatović, Mario and Agbaba, Danica G.",
year = "2018",
publisher = "Wiley, Hoboken",
journal = "Journal of Chemometrics",
title = "Supplementary material for the article: Obradović, D.; Andrić, F.; Zlatović, M.; Agbaba, D. Modeling of Hansen’s Solubility Parameters of Aripiprazole, Ziprasidone, and Their Impurities: A Nonparametric Comparison of Models for Prediction of Drug Absorption Sites. Journal of Chemometrics 2018, 32 (4). https://doi.org/10.1002/cem.2996"
}
Obradović, D., Andrić, F., Zlatović, M.,& Agbaba, D. G.. (2018). Supplementary material for the article: Obradović, D.; Andrić, F.; Zlatović, M.; Agbaba, D. Modeling of Hansen’s Solubility Parameters of Aripiprazole, Ziprasidone, and Their Impurities: A Nonparametric Comparison of Models for Prediction of Drug Absorption Sites. Journal of Chemometrics 2018, 32 (4). https://doi.org/10.1002/cem.2996. in Journal of Chemometrics
Wiley, Hoboken..
Obradović D, Andrić F, Zlatović M, Agbaba DG. Supplementary material for the article: Obradović, D.; Andrić, F.; Zlatović, M.; Agbaba, D. Modeling of Hansen’s Solubility Parameters of Aripiprazole, Ziprasidone, and Their Impurities: A Nonparametric Comparison of Models for Prediction of Drug Absorption Sites. Journal of Chemometrics 2018, 32 (4). https://doi.org/10.1002/cem.2996. in Journal of Chemometrics. 2018;..
Obradović, Darija, Andrić, Filip, Zlatović, Mario, Agbaba, Danica G., "Supplementary material for the article: Obradović, D.; Andrić, F.; Zlatović, M.; Agbaba, D. Modeling of Hansen’s Solubility Parameters of Aripiprazole, Ziprasidone, and Their Impurities: A Nonparametric Comparison of Models for Prediction of Drug Absorption Sites. Journal of Chemometrics 2018, 32 (4). https://doi.org/10.1002/cem.2996" in Journal of Chemometrics (2018).

Thin-layer chromatography in quantitative structure-activity relationship studies

Milojković-Opsenica, Dušanka; Andrić, Filip; Šegan, Sandra B.; Trifković, Jelena; Tešić, Živoslav Lj.

(Taylor & Francis Inc, Philadelphia, 2018)

TY  - JOUR
AU  - Milojković-Opsenica, Dušanka
AU  - Andrić, Filip
AU  - Šegan, Sandra B.
AU  - Trifković, Jelena
AU  - Tešić, Živoslav Lj.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2145
AB  - The methods of correlating molecular structure of substances expressed as descriptors, to their biological activity are commonly denoted as Quantitative Structure-Activity Relationships (QSARs). This concept, typically applied in drug discovery processes, is also widely used for correlation of molecular structure and physicochemical properties of solutes in so-called quantitative structure-property relationship (QSPR) studies, as well as for explanation of chromatographic behavior, i.e., separation mechanisms of analytes, where is termed as quantitative structure-retention relationship (QSRR). Mathematical expressions of structural characteristics of substances, named as molecular descriptors, can be calculated by various computational techniques or experimentally determined by different analytical methods. Thin-layer chromatography as a rapid, sensitive, and economical liquid chromatographic method has been widely used for determination of various chromatographic descriptors applicable in QSAR/QSPR studies. An overview of recently published papers dealing with this concept is presented. [GRAPHICS] .
PB  - Taylor & Francis Inc, Philadelphia
T2  - Journal of Liquid Chromatography and Related Technologies
T1  - Thin-layer chromatography in quantitative structure-activity relationship studies
VL  - 41
IS  - 6
SP  - 272
EP  - 281
DO  - 10.1080/10826076.2018.1447892
UR  - Kon_3476
ER  - 
@article{
author = "Milojković-Opsenica, Dušanka and Andrić, Filip and Šegan, Sandra B. and Trifković, Jelena and Tešić, Živoslav Lj.",
year = "2018",
abstract = "The methods of correlating molecular structure of substances expressed as descriptors, to their biological activity are commonly denoted as Quantitative Structure-Activity Relationships (QSARs). This concept, typically applied in drug discovery processes, is also widely used for correlation of molecular structure and physicochemical properties of solutes in so-called quantitative structure-property relationship (QSPR) studies, as well as for explanation of chromatographic behavior, i.e., separation mechanisms of analytes, where is termed as quantitative structure-retention relationship (QSRR). Mathematical expressions of structural characteristics of substances, named as molecular descriptors, can be calculated by various computational techniques or experimentally determined by different analytical methods. Thin-layer chromatography as a rapid, sensitive, and economical liquid chromatographic method has been widely used for determination of various chromatographic descriptors applicable in QSAR/QSPR studies. An overview of recently published papers dealing with this concept is presented. [GRAPHICS] .",
publisher = "Taylor & Francis Inc, Philadelphia",
journal = "Journal of Liquid Chromatography and Related Technologies",
title = "Thin-layer chromatography in quantitative structure-activity relationship studies",
volume = "41",
number = "6",
pages = "272-281",
doi = "10.1080/10826076.2018.1447892",
url = "Kon_3476"
}
Milojković-Opsenica, D., Andrić, F., Šegan, S. B., Trifković, J.,& Tešić, Ž. Lj.. (2018). Thin-layer chromatography in quantitative structure-activity relationship studies. in Journal of Liquid Chromatography and Related Technologies
Taylor & Francis Inc, Philadelphia., 41(6), 272-281.
https://doi.org/10.1080/10826076.2018.1447892
Kon_3476
Milojković-Opsenica D, Andrić F, Šegan SB, Trifković J, Tešić ŽL. Thin-layer chromatography in quantitative structure-activity relationship studies. in Journal of Liquid Chromatography and Related Technologies. 2018;41(6):272-281.
doi:10.1080/10826076.2018.1447892
Kon_3476 .
Milojković-Opsenica, Dušanka, Andrić, Filip, Šegan, Sandra B., Trifković, Jelena, Tešić, Živoslav Lj., "Thin-layer chromatography in quantitative structure-activity relationship studies" in Journal of Liquid Chromatography and Related Technologies, 41, no. 6 (2018):272-281,
https://doi.org/10.1080/10826076.2018.1447892 .,
Kon_3476 .
5
5
5

Supplementary data for the article: Dramićanin, A. M.; Andrić, F. L.; Poštić, D. Ž.; Momirović, N. M.; Milojković-Opsenica, D. M. Sugar Profiles as a Promising Tool in Tracing Differences between Potato Cultivation Systems, Botanical Origin and Climate Conditions. Journal of Food Composition and Analysis 2018, 72, 57–65. https://doi.org/10.1016/j.jfca.2018.06.005

Dramićanin, Aleksandra M.; Andrić, Filip; Poštić, Dobrivoj Z.; Momirović, Nebojša M.; Milojković-Opsenica, Dušanka

(Academic Press Inc Elsevier Science, San Diego, 2018)

TY  - DATA
AU  - Dramićanin, Aleksandra M.
AU  - Andrić, Filip
AU  - Poštić, Dobrivoj Z.
AU  - Momirović, Nebojša M.
AU  - Milojković-Opsenica, Dušanka
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2952
PB  - Academic Press Inc Elsevier Science, San Diego
T2  - Journal of Food Composition and Analysis
T1  - Supplementary data for the article:
Dramićanin, A. M.; Andrić, F. L.; Poštić, D. Ž.; Momirović, N. M.; Milojković-Opsenica, D. M. Sugar Profiles as a Promising Tool in Tracing Differences between Potato Cultivation Systems, Botanical Origin and Climate Conditions. Journal of Food Composition and Analysis 2018, 72, 57–65. https://doi.org/10.1016/j.jfca.2018.06.005
UR  - Kon_3530
ER  - 
@misc{
author = "Dramićanin, Aleksandra M. and Andrić, Filip and Poštić, Dobrivoj Z. and Momirović, Nebojša M. and Milojković-Opsenica, Dušanka",
year = "2018",
publisher = "Academic Press Inc Elsevier Science, San Diego",
journal = "Journal of Food Composition and Analysis",
title = "Supplementary data for the article:
Dramićanin, A. M.; Andrić, F. L.; Poštić, D. Ž.; Momirović, N. M.; Milojković-Opsenica, D. M. Sugar Profiles as a Promising Tool in Tracing Differences between Potato Cultivation Systems, Botanical Origin and Climate Conditions. Journal of Food Composition and Analysis 2018, 72, 57–65. https://doi.org/10.1016/j.jfca.2018.06.005",
url = "Kon_3530"
}
Dramićanin, A. M., Andrić, F., Poštić, D. Z., Momirović, N. M.,& Milojković-Opsenica, D.. (2018). Supplementary data for the article:
Dramićanin, A. M.; Andrić, F. L.; Poštić, D. Ž.; Momirović, N. M.; Milojković-Opsenica, D. M. Sugar Profiles as a Promising Tool in Tracing Differences between Potato Cultivation Systems, Botanical Origin and Climate Conditions. Journal of Food Composition and Analysis 2018, 72, 57–65. https://doi.org/10.1016/j.jfca.2018.06.005. in Journal of Food Composition and Analysis
Academic Press Inc Elsevier Science, San Diego..
Kon_3530
Dramićanin AM, Andrić F, Poštić DZ, Momirović NM, Milojković-Opsenica D. Supplementary data for the article:
Dramićanin, A. M.; Andrić, F. L.; Poštić, D. Ž.; Momirović, N. M.; Milojković-Opsenica, D. M. Sugar Profiles as a Promising Tool in Tracing Differences between Potato Cultivation Systems, Botanical Origin and Climate Conditions. Journal of Food Composition and Analysis 2018, 72, 57–65. https://doi.org/10.1016/j.jfca.2018.06.005. in Journal of Food Composition and Analysis. 2018;.
Kon_3530 .
Dramićanin, Aleksandra M., Andrić, Filip, Poštić, Dobrivoj Z., Momirović, Nebojša M., Milojković-Opsenica, Dušanka, "Supplementary data for the article:
Dramićanin, A. M.; Andrić, F. L.; Poštić, D. Ž.; Momirović, N. M.; Milojković-Opsenica, D. M. Sugar Profiles as a Promising Tool in Tracing Differences between Potato Cultivation Systems, Botanical Origin and Climate Conditions. Journal of Food Composition and Analysis 2018, 72, 57–65. https://doi.org/10.1016/j.jfca.2018.06.005" in Journal of Food Composition and Analysis (2018),
Kon_3530 .

Supplementary data for the article: Rácz, A.; Andrić, F.; Bajusz, D.; Héberger, K. Binary Similarity Measures for Fingerprint Analysis of Qualitative Metabolomic Profiles. Metabolomics 2018, 14 (3). https://doi.org/10.1007/s11306-018-1327-y

Racz, Anita; Andrić, Filip; Bajusz, David; Héberger, Karoly

(Springer, New York, 2018)

TY  - DATA
AU  - Racz, Anita
AU  - Andrić, Filip
AU  - Bajusz, David
AU  - Héberger, Karoly
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3041
PB  - Springer, New York
T2  - Metabolomics
T1  - Supplementary data for the article: Rácz, A.; Andrić, F.; Bajusz, D.; Héberger, K. Binary Similarity Measures for Fingerprint Analysis of Qualitative Metabolomic Profiles. Metabolomics 2018, 14 (3). https://doi.org/10.1007/s11306-018-1327-y
UR  - Kon_3432
ER  - 
@misc{
author = "Racz, Anita and Andrić, Filip and Bajusz, David and Héberger, Karoly",
year = "2018",
publisher = "Springer, New York",
journal = "Metabolomics",
title = "Supplementary data for the article: Rácz, A.; Andrić, F.; Bajusz, D.; Héberger, K. Binary Similarity Measures for Fingerprint Analysis of Qualitative Metabolomic Profiles. Metabolomics 2018, 14 (3). https://doi.org/10.1007/s11306-018-1327-y",
url = "Kon_3432"
}
Racz, A., Andrić, F., Bajusz, D.,& Héberger, K.. (2018). Supplementary data for the article: Rácz, A.; Andrić, F.; Bajusz, D.; Héberger, K. Binary Similarity Measures for Fingerprint Analysis of Qualitative Metabolomic Profiles. Metabolomics 2018, 14 (3). https://doi.org/10.1007/s11306-018-1327-y. in Metabolomics
Springer, New York..
Kon_3432
Racz A, Andrić F, Bajusz D, Héberger K. Supplementary data for the article: Rácz, A.; Andrić, F.; Bajusz, D.; Héberger, K. Binary Similarity Measures for Fingerprint Analysis of Qualitative Metabolomic Profiles. Metabolomics 2018, 14 (3). https://doi.org/10.1007/s11306-018-1327-y. in Metabolomics. 2018;.
Kon_3432 .
Racz, Anita, Andrić, Filip, Bajusz, David, Héberger, Karoly, "Supplementary data for the article: Rácz, A.; Andrić, F.; Bajusz, D.; Héberger, K. Binary Similarity Measures for Fingerprint Analysis of Qualitative Metabolomic Profiles. Metabolomics 2018, 14 (3). https://doi.org/10.1007/s11306-018-1327-y" in Metabolomics (2018),
Kon_3432 .

Towards polypotent natural products: The Derringer desirability approach and nonparametric ranking for multicriteria evaluation of essential oils

Andrić, Filip

(Wiley, Hoboken, 2018)

TY  - JOUR
AU  - Andrić, Filip
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2234
AB  - Chemical complexity of natural products often results in their pharmacological polypotency. However, selecting a natural product with desirable activity profile is not a straightforward task, especially if optimization of one feature results in deterioration of other facets. Recently, in the field of multiobjective optimization, the sum of ranking differences (SRD) has emerged as a simple and statistically sound method for fusion of multiple criteria. However, the data pretreatment seems to strongly influence the ranking outcome, which may lead to ambiguous or even false interpretations. Therefore, in the present study, the data of 55 essential oils originated from different plant species and tested on multiple bacterial and fungal strains as well as 4 antioxidative assays were studied. Essential oils were ranked using the classical Deringer desirability approach, and results were compared with the SRD analysis of primary activity data as well as the previously row-wise standardized data, normalized data, and the data scaled to fit the preferences. Ultimately, the most promising candidate (polypotent) essential oils, as well as the most resilient and most sensitive bacterial and fungal strains, and antioxidative assays were identified. Data transformation based on the Deringer desirability approach, compared with the data that have not been previously transformed or those that transformed using a row-wise standardization or normalization to the unit length vector, seemed to be the crucial step providing the sound and meaningful SRD ranking. The data of 55 essential oils tested against multiple bacterial and fungal strains and 4 antioxidative assays were studied. Oils were ranked, according to their polypotency, using the classical Derringer desirability approach, and results were compared with ranking by the sum of ranking differences (SRD). Eventually, the SRD performed on the data scaled to fit the preferences proved to be crucial step in finding the most polypotent samples, as well as the most resilient and sensitive bacterial and fungal strains.
PB  - Wiley, Hoboken
T2  - Journal of Chemometrics
T1  - Towards polypotent natural products: The Derringer desirability approach and nonparametric ranking for multicriteria evaluation of essential oils
VL  - 32
IS  - 10
DO  - 10.1002/cem.3050
UR  - Kon_3565
ER  - 
@article{
author = "Andrić, Filip",
year = "2018",
abstract = "Chemical complexity of natural products often results in their pharmacological polypotency. However, selecting a natural product with desirable activity profile is not a straightforward task, especially if optimization of one feature results in deterioration of other facets. Recently, in the field of multiobjective optimization, the sum of ranking differences (SRD) has emerged as a simple and statistically sound method for fusion of multiple criteria. However, the data pretreatment seems to strongly influence the ranking outcome, which may lead to ambiguous or even false interpretations. Therefore, in the present study, the data of 55 essential oils originated from different plant species and tested on multiple bacterial and fungal strains as well as 4 antioxidative assays were studied. Essential oils were ranked using the classical Deringer desirability approach, and results were compared with the SRD analysis of primary activity data as well as the previously row-wise standardized data, normalized data, and the data scaled to fit the preferences. Ultimately, the most promising candidate (polypotent) essential oils, as well as the most resilient and most sensitive bacterial and fungal strains, and antioxidative assays were identified. Data transformation based on the Deringer desirability approach, compared with the data that have not been previously transformed or those that transformed using a row-wise standardization or normalization to the unit length vector, seemed to be the crucial step providing the sound and meaningful SRD ranking. The data of 55 essential oils tested against multiple bacterial and fungal strains and 4 antioxidative assays were studied. Oils were ranked, according to their polypotency, using the classical Derringer desirability approach, and results were compared with ranking by the sum of ranking differences (SRD). Eventually, the SRD performed on the data scaled to fit the preferences proved to be crucial step in finding the most polypotent samples, as well as the most resilient and sensitive bacterial and fungal strains.",
publisher = "Wiley, Hoboken",
journal = "Journal of Chemometrics",
title = "Towards polypotent natural products: The Derringer desirability approach and nonparametric ranking for multicriteria evaluation of essential oils",
volume = "32",
number = "10",
doi = "10.1002/cem.3050",
url = "Kon_3565"
}
Andrić, F.. (2018). Towards polypotent natural products: The Derringer desirability approach and nonparametric ranking for multicriteria evaluation of essential oils. in Journal of Chemometrics
Wiley, Hoboken., 32(10).
https://doi.org/10.1002/cem.3050
Kon_3565
Andrić F. Towards polypotent natural products: The Derringer desirability approach and nonparametric ranking for multicriteria evaluation of essential oils. in Journal of Chemometrics. 2018;32(10).
doi:10.1002/cem.3050
Kon_3565 .
Andrić, Filip, "Towards polypotent natural products: The Derringer desirability approach and nonparametric ranking for multicriteria evaluation of essential oils" in Journal of Chemometrics, 32, no. 10 (2018),
https://doi.org/10.1002/cem.3050 .,
Kon_3565 .
3
3
3

Sugar profiles as a promising tool in tracing differences between potato cultivation systems, botanical origin and climate conditions

Dramićanin, Aleksandra M.; Andrić, Filip; Poštić, Dobrivoj Z.; Momirović, Nebojša M.; Milojković-Opsenica, Dušanka

(Academic Press Inc Elsevier Science, San Diego, 2018)

TY  - JOUR
AU  - Dramićanin, Aleksandra M.
AU  - Andrić, Filip
AU  - Poštić, Dobrivoj Z.
AU  - Momirović, Nebojša M.
AU  - Milojković-Opsenica, Dušanka
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2199
AB  - This research proposes a new way of tracing differences between potato cultivation systems, botanical origin, and climate conditions by using sugar profiles. A set of 90 potato tubers of four varieties with different ripening times, cultivated in three types of agricultural systems: conventional (C), integral (I), and organic (0) were characterized based on sugar profiles of their bulk and peel. A total of nineteen sugars were quantified. In order to determine the source of variation among the types of production, the years of production and varieties, multivariate analysis of variance (MANOVA) was conducted. The results indicated that starch may be considered an important indicator of the type of production, botanical origin, and ripening time. Additionally, the analyses showed that sugar macro and microcomponents such as fructose, glucose, saccharose, sorbitol, trehalose, arabinose, turanose and maltose were the main factors for the differentiation of production types, production years and botanical origin of potato.
PB  - Academic Press Inc Elsevier Science, San Diego
T2  - Journal of Food Composition and Analysis
T1  - Sugar profiles as a promising tool in tracing differences between potato cultivation systems, botanical origin and climate conditions
VL  - 72
SP  - 57
EP  - 65
DO  - 10.1016/j.jfca.2018.06.005
UR  - Kon_3530
ER  - 
@article{
author = "Dramićanin, Aleksandra M. and Andrić, Filip and Poštić, Dobrivoj Z. and Momirović, Nebojša M. and Milojković-Opsenica, Dušanka",
year = "2018",
abstract = "This research proposes a new way of tracing differences between potato cultivation systems, botanical origin, and climate conditions by using sugar profiles. A set of 90 potato tubers of four varieties with different ripening times, cultivated in three types of agricultural systems: conventional (C), integral (I), and organic (0) were characterized based on sugar profiles of their bulk and peel. A total of nineteen sugars were quantified. In order to determine the source of variation among the types of production, the years of production and varieties, multivariate analysis of variance (MANOVA) was conducted. The results indicated that starch may be considered an important indicator of the type of production, botanical origin, and ripening time. Additionally, the analyses showed that sugar macro and microcomponents such as fructose, glucose, saccharose, sorbitol, trehalose, arabinose, turanose and maltose were the main factors for the differentiation of production types, production years and botanical origin of potato.",
publisher = "Academic Press Inc Elsevier Science, San Diego",
journal = "Journal of Food Composition and Analysis",
title = "Sugar profiles as a promising tool in tracing differences between potato cultivation systems, botanical origin and climate conditions",
volume = "72",
pages = "57-65",
doi = "10.1016/j.jfca.2018.06.005",
url = "Kon_3530"
}
Dramićanin, A. M., Andrić, F., Poštić, D. Z., Momirović, N. M.,& Milojković-Opsenica, D.. (2018). Sugar profiles as a promising tool in tracing differences between potato cultivation systems, botanical origin and climate conditions. in Journal of Food Composition and Analysis
Academic Press Inc Elsevier Science, San Diego., 72, 57-65.
https://doi.org/10.1016/j.jfca.2018.06.005
Kon_3530
Dramićanin AM, Andrić F, Poštić DZ, Momirović NM, Milojković-Opsenica D. Sugar profiles as a promising tool in tracing differences between potato cultivation systems, botanical origin and climate conditions. in Journal of Food Composition and Analysis. 2018;72:57-65.
doi:10.1016/j.jfca.2018.06.005
Kon_3530 .
Dramićanin, Aleksandra M., Andrić, Filip, Poštić, Dobrivoj Z., Momirović, Nebojša M., Milojković-Opsenica, Dušanka, "Sugar profiles as a promising tool in tracing differences between potato cultivation systems, botanical origin and climate conditions" in Journal of Food Composition and Analysis, 72 (2018):57-65,
https://doi.org/10.1016/j.jfca.2018.06.005 .,
Kon_3530 .
8
7
7

Modeling of Hansen's solubility parameters of aripiprazole, ziprasidone, and their impurities: A nonparametric comparison of models for prediction of drug absorption sites

Obradović, Darija; Andrić, Filip; Zlatović, Mario; Agbaba, Danica G.

(Wiley, Hoboken, 2018)

TY  - JOUR
AU  - Obradović, Darija
AU  - Andrić, Filip
AU  - Zlatović, Mario
AU  - Agbaba, Danica G.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2133
AB  - Aripiprazole and ziprasidone are atypical antipsychotic drugs with the effect on positive and negative symptoms of schizophrenia, mania, and mixed states of bipolar disorder. Hansen's solubility parameters, (d), (p), and (h), which account for dispersive, polarizable, and hydrogen bonding contributions to the overall cohesive energy of a compound, are often used to assess pharmacokinetic properties of drugs. However, no data exist of solubility parameters for the drugs of interest in this study. Therefore, in the present study, partial least square regression (PLS), artificial neural networks (ANNs), regression trees (RT), boosted trees (BT), and random forests (RF) were applied to estimate Hansen's solubility parameters of ziprasidone, aripiprazole, and their impurities/metabolic derivatives, targeting their biopharmaceutical classes and absorption routes. A training set of 47 structurally diverse and pharmacologically active compounds and 290 molecular descriptors and pharmaceutically important properties were used to build the prediction models. The modeling approaches were compared by the sum of ranking differences, using the consensus values as a reference for the unknowns and the experimentally determined values as a gold standard for the calibration set. In both instances, the PLS models, together with ANNs, demonstrated better performance than RT, BT and especially RF. Based on the best scored models, we were able to pinpoint the most probable absorption sites for each drug and the corresponding metabolite, i.e., the upper parts of the gastrointestinal tract, small intestine, or absorption along entire length of gastrointestinal tract.
PB  - Wiley, Hoboken
T2  - Journal of Chemometrics
T1  - Modeling of Hansen's solubility parameters of aripiprazole, ziprasidone, and their impurities: A nonparametric comparison of models for prediction of drug absorption sites
VL  - 32
IS  - 4
DO  - 10.1002/cem.2996
UR  - Kon_3464
ER  - 
@article{
author = "Obradović, Darija and Andrić, Filip and Zlatović, Mario and Agbaba, Danica G.",
year = "2018",
abstract = "Aripiprazole and ziprasidone are atypical antipsychotic drugs with the effect on positive and negative symptoms of schizophrenia, mania, and mixed states of bipolar disorder. Hansen's solubility parameters, (d), (p), and (h), which account for dispersive, polarizable, and hydrogen bonding contributions to the overall cohesive energy of a compound, are often used to assess pharmacokinetic properties of drugs. However, no data exist of solubility parameters for the drugs of interest in this study. Therefore, in the present study, partial least square regression (PLS), artificial neural networks (ANNs), regression trees (RT), boosted trees (BT), and random forests (RF) were applied to estimate Hansen's solubility parameters of ziprasidone, aripiprazole, and their impurities/metabolic derivatives, targeting their biopharmaceutical classes and absorption routes. A training set of 47 structurally diverse and pharmacologically active compounds and 290 molecular descriptors and pharmaceutically important properties were used to build the prediction models. The modeling approaches were compared by the sum of ranking differences, using the consensus values as a reference for the unknowns and the experimentally determined values as a gold standard for the calibration set. In both instances, the PLS models, together with ANNs, demonstrated better performance than RT, BT and especially RF. Based on the best scored models, we were able to pinpoint the most probable absorption sites for each drug and the corresponding metabolite, i.e., the upper parts of the gastrointestinal tract, small intestine, or absorption along entire length of gastrointestinal tract.",
publisher = "Wiley, Hoboken",
journal = "Journal of Chemometrics",
title = "Modeling of Hansen's solubility parameters of aripiprazole, ziprasidone, and their impurities: A nonparametric comparison of models for prediction of drug absorption sites",
volume = "32",
number = "4",
doi = "10.1002/cem.2996",
url = "Kon_3464"
}
Obradović, D., Andrić, F., Zlatović, M.,& Agbaba, D. G.. (2018). Modeling of Hansen's solubility parameters of aripiprazole, ziprasidone, and their impurities: A nonparametric comparison of models for prediction of drug absorption sites. in Journal of Chemometrics
Wiley, Hoboken., 32(4).
https://doi.org/10.1002/cem.2996
Kon_3464
Obradović D, Andrić F, Zlatović M, Agbaba DG. Modeling of Hansen's solubility parameters of aripiprazole, ziprasidone, and their impurities: A nonparametric comparison of models for prediction of drug absorption sites. in Journal of Chemometrics. 2018;32(4).
doi:10.1002/cem.2996
Kon_3464 .
Obradović, Darija, Andrić, Filip, Zlatović, Mario, Agbaba, Danica G., "Modeling of Hansen's solubility parameters of aripiprazole, ziprasidone, and their impurities: A nonparametric comparison of models for prediction of drug absorption sites" in Journal of Chemometrics, 32, no. 4 (2018),
https://doi.org/10.1002/cem.2996 .,
Kon_3464 .
3
2
3

Binary similarity measures for fingerprint analysis of qualitative metabolomic profiles

Racz, Anita; Andrić, Filip; Bajusz, David; Héberger, Karoly

(Springer, New York, 2018)

TY  - JOUR
AU  - Racz, Anita
AU  - Andrić, Filip
AU  - Bajusz, David
AU  - Héberger, Karoly
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2101
AB  - Introduction Contemporary metabolomic fingerprinting is based on multiple spectrometric and chromatographic signals, used either alone or combined with structural and chemical information of metabolic markers at the qualitative and semiquantitative level. However, signal shifting, convolution, and matrix effects may compromise metabolomic patterns. Recent increase in the use of qualitative metabolomic data, described by the presence (1) or absence (0) of particular metabolites, demonstrates great potential in the field of metabolomic profiling and fingerprint analysis. Objectives The aim of this study is a comprehensive evaluation of binary similarity measures for the elucidation of patterns among samples of different botanical origin and various metabolomic profiles. Methods Nine qualitative metabolomic data sets covering a wide range of natural products and metabolomic profiles were applied to assess 44 binary similarity measures for the fingerprinting of plant extracts and natural products. The measures were analyzed by the novel sum of ranking differences method (SRD), searching for the most promising candidates. Results Baroni-Urbani-Buser (BUB) and Hawkins-Dotson (HD) similarity coefficients were selected as the best measures by SRD and analysis of variance (ANOVA), while Dice (Di1), Yule, Russel-Rao, and Consonni-Todeschini 3 ranked the worst. ANOVA revealed that concordantly and intermediately symmetric similarity coefficients are better candidates for metabolomic fingerprinting than the asymmetric and correlation based ones. The fingerprint analysis based on the BUB and HD coefficients and qualitative metabolomic data performed equally well as the quantitative metabolomic profile analysis. Conclusion Fingerprint analysis based on the qualitative metabolomic profiles and binary similarity measures proved to be a reliable way in finding the same/similar patterns in metabolomic data as that extracted from quantitative data.
PB  - Springer, New York
T2  - Metabolomics
T1  - Binary similarity measures for fingerprint analysis of qualitative metabolomic profiles
VL  - 14
IS  - 3
DO  - 10.1007/s11306-018-1327-y
UR  - Kon_3432
ER  - 
@article{
author = "Racz, Anita and Andrić, Filip and Bajusz, David and Héberger, Karoly",
year = "2018",
abstract = "Introduction Contemporary metabolomic fingerprinting is based on multiple spectrometric and chromatographic signals, used either alone or combined with structural and chemical information of metabolic markers at the qualitative and semiquantitative level. However, signal shifting, convolution, and matrix effects may compromise metabolomic patterns. Recent increase in the use of qualitative metabolomic data, described by the presence (1) or absence (0) of particular metabolites, demonstrates great potential in the field of metabolomic profiling and fingerprint analysis. Objectives The aim of this study is a comprehensive evaluation of binary similarity measures for the elucidation of patterns among samples of different botanical origin and various metabolomic profiles. Methods Nine qualitative metabolomic data sets covering a wide range of natural products and metabolomic profiles were applied to assess 44 binary similarity measures for the fingerprinting of plant extracts and natural products. The measures were analyzed by the novel sum of ranking differences method (SRD), searching for the most promising candidates. Results Baroni-Urbani-Buser (BUB) and Hawkins-Dotson (HD) similarity coefficients were selected as the best measures by SRD and analysis of variance (ANOVA), while Dice (Di1), Yule, Russel-Rao, and Consonni-Todeschini 3 ranked the worst. ANOVA revealed that concordantly and intermediately symmetric similarity coefficients are better candidates for metabolomic fingerprinting than the asymmetric and correlation based ones. The fingerprint analysis based on the BUB and HD coefficients and qualitative metabolomic data performed equally well as the quantitative metabolomic profile analysis. Conclusion Fingerprint analysis based on the qualitative metabolomic profiles and binary similarity measures proved to be a reliable way in finding the same/similar patterns in metabolomic data as that extracted from quantitative data.",
publisher = "Springer, New York",
journal = "Metabolomics",
title = "Binary similarity measures for fingerprint analysis of qualitative metabolomic profiles",
volume = "14",
number = "3",
doi = "10.1007/s11306-018-1327-y",
url = "Kon_3432"
}
Racz, A., Andrić, F., Bajusz, D.,& Héberger, K.. (2018). Binary similarity measures for fingerprint analysis of qualitative metabolomic profiles. in Metabolomics
Springer, New York., 14(3).
https://doi.org/10.1007/s11306-018-1327-y
Kon_3432
Racz A, Andrić F, Bajusz D, Héberger K. Binary similarity measures for fingerprint analysis of qualitative metabolomic profiles. in Metabolomics. 2018;14(3).
doi:10.1007/s11306-018-1327-y
Kon_3432 .
Racz, Anita, Andrić, Filip, Bajusz, David, Héberger, Karoly, "Binary similarity measures for fingerprint analysis of qualitative metabolomic profiles" in Metabolomics, 14, no. 3 (2018),
https://doi.org/10.1007/s11306-018-1327-y .,
Kon_3432 .
4
16
14
13

Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa

Aleksić, Ivana; Šegan, Sandra B.; Andrić, Filip; Zlatović, Mario; Morić, Ivana; Opsenica, Dejan M.; Šenerović, Lidija

(Amer Chemical Soc, Washington, 2017)

TY  - JOUR
AU  - Aleksić, Ivana
AU  - Šegan, Sandra B.
AU  - Andrić, Filip
AU  - Zlatović, Mario
AU  - Morić, Ivana
AU  - Opsenica, Dejan M.
AU  - Šenerović, Lidija
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3089
AB  - Antibiotic resistance has become a serious global threat to public health; therefore, improved strategies and structurally novel antimicrobials are urgently needed to combat infectious diseases. Here we report a new type of highly potent 4-aminoquinoline derivatives as quorum sensing inhibitors in Serratia marcescens and Pseudomonas aeruginosa, exhibiting weak bactericidal activities (minimum inhibitory concentration (MIC)  gt  400 mu M). Through detailed structure-activity study, we have identified 7-Cl and 7-CF3 substituted N-dodecylamino-4-aminoquinolines (5 and 10) as biofilm formation inhibitors with 50% biofilm inhibition at 69 mu M and 63 mu M in S. marcescens and P. aeruginosa, respectively. These two compounds, 5 and 10, are the first quinoline derivatives with anti-biofilm formation activity reported in S. marcescens. Quantitative structure-activity relationship (QSAR) analysis identified structural descriptors such as Wiener indices, hyper-distance-path index (HDPI), mean topological charge (MTC), topological charge index (TCI), and log D(o/w)exp as the most influential in biofilm inhibition in this bacterial species. Derivative 10 is one of the most potent quinoline type inhibitors of pyocyanin production described so far (IC50 = 2.5 mu M). While we have demonstrated that 5 and 10 act as Pseudomonas quinolone system (PQS) antagonists, the mechanism of inhibition of S. marcescens biofilm formation with these compounds remains open since signaling similar to P. aeruginosa PQS system has not yet been described in Serratia and activity of these compounds on acylhomoserine lactone (AHL) signaling has not been detected. Our data show that 7-Cl and 7-CF3 substituted N-dodecylamino-4-aminoquinolines present the promising scaffolds for developing antivirulence and anti-biofilm formation agents against multidrug-resistant bacterial species.
PB  - Amer Chemical Soc, Washington
T2  - ACS Chemical Biology
T1  - Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa
VL  - 12
IS  - 5
SP  - 1425
EP  - 1434
DO  - 10.1021/acschembio.6b01149
ER  - 
@article{
author = "Aleksić, Ivana and Šegan, Sandra B. and Andrić, Filip and Zlatović, Mario and Morić, Ivana and Opsenica, Dejan M. and Šenerović, Lidija",
year = "2017",
abstract = "Antibiotic resistance has become a serious global threat to public health; therefore, improved strategies and structurally novel antimicrobials are urgently needed to combat infectious diseases. Here we report a new type of highly potent 4-aminoquinoline derivatives as quorum sensing inhibitors in Serratia marcescens and Pseudomonas aeruginosa, exhibiting weak bactericidal activities (minimum inhibitory concentration (MIC)  gt  400 mu M). Through detailed structure-activity study, we have identified 7-Cl and 7-CF3 substituted N-dodecylamino-4-aminoquinolines (5 and 10) as biofilm formation inhibitors with 50% biofilm inhibition at 69 mu M and 63 mu M in S. marcescens and P. aeruginosa, respectively. These two compounds, 5 and 10, are the first quinoline derivatives with anti-biofilm formation activity reported in S. marcescens. Quantitative structure-activity relationship (QSAR) analysis identified structural descriptors such as Wiener indices, hyper-distance-path index (HDPI), mean topological charge (MTC), topological charge index (TCI), and log D(o/w)exp as the most influential in biofilm inhibition in this bacterial species. Derivative 10 is one of the most potent quinoline type inhibitors of pyocyanin production described so far (IC50 = 2.5 mu M). While we have demonstrated that 5 and 10 act as Pseudomonas quinolone system (PQS) antagonists, the mechanism of inhibition of S. marcescens biofilm formation with these compounds remains open since signaling similar to P. aeruginosa PQS system has not yet been described in Serratia and activity of these compounds on acylhomoserine lactone (AHL) signaling has not been detected. Our data show that 7-Cl and 7-CF3 substituted N-dodecylamino-4-aminoquinolines present the promising scaffolds for developing antivirulence and anti-biofilm formation agents against multidrug-resistant bacterial species.",
publisher = "Amer Chemical Soc, Washington",
journal = "ACS Chemical Biology",
title = "Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa",
volume = "12",
number = "5",
pages = "1425-1434",
doi = "10.1021/acschembio.6b01149"
}
Aleksić, I., Šegan, S. B., Andrić, F., Zlatović, M., Morić, I., Opsenica, D. M.,& Šenerović, L.. (2017). Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa. in ACS Chemical Biology
Amer Chemical Soc, Washington., 12(5), 1425-1434.
https://doi.org/10.1021/acschembio.6b01149
Aleksić I, Šegan SB, Andrić F, Zlatović M, Morić I, Opsenica DM, Šenerović L. Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa. in ACS Chemical Biology. 2017;12(5):1425-1434.
doi:10.1021/acschembio.6b01149 .
Aleksić, Ivana, Šegan, Sandra B., Andrić, Filip, Zlatović, Mario, Morić, Ivana, Opsenica, Dejan M., Šenerović, Lidija, "Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa" in ACS Chemical Biology, 12, no. 5 (2017):1425-1434,
https://doi.org/10.1021/acschembio.6b01149 . .
2
25
24
25

Supplementary data for article: Aleksić, I.; Šegan, S.; Andrić, F.; Zlatović, M.; Moric, I.; Opsenica, D. M.; Senerovic, L. Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia Marcescens and Pseudomonas Aeruginosa. ACS Chemical Biology 2017, 12 (5), 1425–1434. https://doi.org/10.1021/acschembio.6b01149

Aleksić, Ivana; Šegan, Sandra B.; Andrić, Filip; Zlatović, Mario; Morić, Ivana; Opsenica, Dejan M.; Šenerović, Lidija

(Amer Chemical Soc, Washington, 2017)

TY  - DATA
AU  - Aleksić, Ivana
AU  - Šegan, Sandra B.
AU  - Andrić, Filip
AU  - Zlatović, Mario
AU  - Morić, Ivana
AU  - Opsenica, Dejan M.
AU  - Šenerović, Lidija
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3090
PB  - Amer Chemical Soc, Washington
T2  - ACS Chemical Biology
T1  - Supplementary data for article: Aleksić, I.; Šegan, S.; Andrić, F.; Zlatović, M.; Moric, I.; Opsenica, D. M.; Senerovic, L. Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia Marcescens and Pseudomonas Aeruginosa. ACS Chemical Biology 2017, 12 (5), 1425–1434. https://doi.org/10.1021/acschembio.6b01149
ER  - 
@misc{
author = "Aleksić, Ivana and Šegan, Sandra B. and Andrić, Filip and Zlatović, Mario and Morić, Ivana and Opsenica, Dejan M. and Šenerović, Lidija",
year = "2017",
publisher = "Amer Chemical Soc, Washington",
journal = "ACS Chemical Biology",
title = "Supplementary data for article: Aleksić, I.; Šegan, S.; Andrić, F.; Zlatović, M.; Moric, I.; Opsenica, D. M.; Senerovic, L. Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia Marcescens and Pseudomonas Aeruginosa. ACS Chemical Biology 2017, 12 (5), 1425–1434. https://doi.org/10.1021/acschembio.6b01149"
}
Aleksić, I., Šegan, S. B., Andrić, F., Zlatović, M., Morić, I., Opsenica, D. M.,& Šenerović, L.. (2017). Supplementary data for article: Aleksić, I.; Šegan, S.; Andrić, F.; Zlatović, M.; Moric, I.; Opsenica, D. M.; Senerovic, L. Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia Marcescens and Pseudomonas Aeruginosa. ACS Chemical Biology 2017, 12 (5), 1425–1434. https://doi.org/10.1021/acschembio.6b01149. in ACS Chemical Biology
Amer Chemical Soc, Washington..
Aleksić I, Šegan SB, Andrić F, Zlatović M, Morić I, Opsenica DM, Šenerović L. Supplementary data for article: Aleksić, I.; Šegan, S.; Andrić, F.; Zlatović, M.; Moric, I.; Opsenica, D. M.; Senerovic, L. Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia Marcescens and Pseudomonas Aeruginosa. ACS Chemical Biology 2017, 12 (5), 1425–1434. https://doi.org/10.1021/acschembio.6b01149. in ACS Chemical Biology. 2017;..
Aleksić, Ivana, Šegan, Sandra B., Andrić, Filip, Zlatović, Mario, Morić, Ivana, Opsenica, Dejan M., Šenerović, Lidija, "Supplementary data for article: Aleksić, I.; Šegan, S.; Andrić, F.; Zlatović, M.; Moric, I.; Opsenica, D. M.; Senerovic, L. Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia Marcescens and Pseudomonas Aeruginosa. ACS Chemical Biology 2017, 12 (5), 1425–1434. https://doi.org/10.1021/acschembio.6b01149" in ACS Chemical Biology (2017).

Supplementary data for article: Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442

Šegan, Sandra B.; Božinović, Nina S.; Opsenica, Igor; Andrić, Filip

(Wiley-V C H Verlag Gmbh, Weinheim, 2017)

TY  - DATA
AU  - Šegan, Sandra B.
AU  - Božinović, Nina S.
AU  - Opsenica, Igor
AU  - Andrić, Filip
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3077
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Journal of Separation Science
T1  - Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442
ER  - 
@misc{
author = "Šegan, Sandra B. and Božinović, Nina S. and Opsenica, Igor and Andrić, Filip",
year = "2017",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Journal of Separation Science",
title = "Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442"
}
Šegan, S. B., Božinović, N. S., Opsenica, I.,& Andrić, F.. (2017). Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442. in Journal of Separation Science
Wiley-V C H Verlag Gmbh, Weinheim..
Šegan SB, Božinović NS, Opsenica I, Andrić F. Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442. in Journal of Separation Science. 2017;..
Šegan, Sandra B., Božinović, Nina S., Opsenica, Igor, Andrić, Filip, "Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442" in Journal of Separation Science (2017).

Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs

Šegan, Sandra B.; Božinović, Nina S.; Opsenica, Igor; Andrić, Filip

(Wiley-V C H Verlag Gmbh, Weinheim, 2017)

TY  - JOUR
AU  - Šegan, Sandra B.
AU  - Božinović, Nina S.
AU  - Opsenica, Igor
AU  - Andrić, Filip
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3076
AB  - Lipophilicity is one of the essential properties influencing drug absorption, excretion and metabolism. It is used for screening viable drug candidates. Chromatographic behavior of thiepino[3,2-c: 6,7-c'] dipyridine and 16 benzothiepino[3,2-c] pyridine derivatives as potential antifungal drugs was studied using thin-layer chromatography under typical reversed-phase conditions and two microemulsion chromatographic systems. Seventeen chromatographic and nine in silico lipophilicity measures were estimated. They were compared by classical multivariate approaches: principal component analysis, hierarchical cluster analysis, and ranked and grouped by the non-parametricmethod-Sum of ranking differences. Two computational and two chromatographic descriptors from the typical reversed-phase conditions using acetone/ water mixtures emerged as the best candidates for lipophilicity estimation. The principal component scores related to typical reversed-phase conditions using dioxane/ water were ranked as statistically insignificant ( the worst). Microemulsion systems were positioned in between, performing worse than in silico estimates. Thiepine derivatives were ranked and grouped by sum of ranking differences, fusing multiple lipophilicity measures. In multicriteria maximization ranking, the compound substituted by phenyl group at position 8 was selected as the most lipophilic one. It is also the most active against Candida albicans. The ranking confirmed that introduction of phenyl core is essential for increasing the lipophilicity of the studied compounds.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Journal of Separation Science
T1  - Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs
VL  - 40
IS  - 10
SP  - 2089
EP  - 2096
DO  - 10.1002/jssc.201601442
ER  - 
@article{
author = "Šegan, Sandra B. and Božinović, Nina S. and Opsenica, Igor and Andrić, Filip",
year = "2017",
abstract = "Lipophilicity is one of the essential properties influencing drug absorption, excretion and metabolism. It is used for screening viable drug candidates. Chromatographic behavior of thiepino[3,2-c: 6,7-c'] dipyridine and 16 benzothiepino[3,2-c] pyridine derivatives as potential antifungal drugs was studied using thin-layer chromatography under typical reversed-phase conditions and two microemulsion chromatographic systems. Seventeen chromatographic and nine in silico lipophilicity measures were estimated. They were compared by classical multivariate approaches: principal component analysis, hierarchical cluster analysis, and ranked and grouped by the non-parametricmethod-Sum of ranking differences. Two computational and two chromatographic descriptors from the typical reversed-phase conditions using acetone/ water mixtures emerged as the best candidates for lipophilicity estimation. The principal component scores related to typical reversed-phase conditions using dioxane/ water were ranked as statistically insignificant ( the worst). Microemulsion systems were positioned in between, performing worse than in silico estimates. Thiepine derivatives were ranked and grouped by sum of ranking differences, fusing multiple lipophilicity measures. In multicriteria maximization ranking, the compound substituted by phenyl group at position 8 was selected as the most lipophilic one. It is also the most active against Candida albicans. The ranking confirmed that introduction of phenyl core is essential for increasing the lipophilicity of the studied compounds.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Journal of Separation Science",
title = "Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs",
volume = "40",
number = "10",
pages = "2089-2096",
doi = "10.1002/jssc.201601442"
}
Šegan, S. B., Božinović, N. S., Opsenica, I.,& Andrić, F.. (2017). Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs. in Journal of Separation Science
Wiley-V C H Verlag Gmbh, Weinheim., 40(10), 2089-2096.
https://doi.org/10.1002/jssc.201601442
Šegan SB, Božinović NS, Opsenica I, Andrić F. Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs. in Journal of Separation Science. 2017;40(10):2089-2096.
doi:10.1002/jssc.201601442 .
Šegan, Sandra B., Božinović, Nina S., Opsenica, Igor, Andrić, Filip, "Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs" in Journal of Separation Science, 40, no. 10 (2017):2089-2096,
https://doi.org/10.1002/jssc.201601442 . .
12
12
13

Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs

Šegan, Sandra B.; Božinović, Nina S.; Opsenica, Igor; Andrić, Filip

(Wiley-V C H Verlag Gmbh, Weinheim, 2017)

TY  - JOUR
AU  - Šegan, Sandra B.
AU  - Božinović, Nina S.
AU  - Opsenica, Igor
AU  - Andrić, Filip
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2462
AB  - Lipophilicity is one of the essential properties influencing drug absorption, excretion and metabolism. It is used for screening viable drug candidates. Chromatographic behavior of thiepino[3,2-c: 6,7-c'] dipyridine and 16 benzothiepino[3,2-c] pyridine derivatives as potential antifungal drugs was studied using thin-layer chromatography under typical reversed-phase conditions and two microemulsion chromatographic systems. Seventeen chromatographic and nine in silico lipophilicity measures were estimated. They were compared by classical multivariate approaches: principal component analysis, hierarchical cluster analysis, and ranked and grouped by the non-parametricmethod-Sum of ranking differences. Two computational and two chromatographic descriptors from the typical reversed-phase conditions using acetone/ water mixtures emerged as the best candidates for lipophilicity estimation. The principal component scores related to typical reversed-phase conditions using dioxane/ water were ranked as statistically insignificant ( the worst). Microemulsion systems were positioned in between, performing worse than in silico estimates. Thiepine derivatives were ranked and grouped by sum of ranking differences, fusing multiple lipophilicity measures. In multicriteria maximization ranking, the compound substituted by phenyl group at position 8 was selected as the most lipophilic one. It is also the most active against Candida albicans. The ranking confirmed that introduction of phenyl core is essential for increasing the lipophilicity of the studied compounds.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Journal of Separation Science
T1  - Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs
VL  - 40
IS  - 10
SP  - 2089
EP  - 2096
DO  - 10.1002/jssc.201601442
UR  - Kon_3278
ER  - 
@article{
author = "Šegan, Sandra B. and Božinović, Nina S. and Opsenica, Igor and Andrić, Filip",
year = "2017",
abstract = "Lipophilicity is one of the essential properties influencing drug absorption, excretion and metabolism. It is used for screening viable drug candidates. Chromatographic behavior of thiepino[3,2-c: 6,7-c'] dipyridine and 16 benzothiepino[3,2-c] pyridine derivatives as potential antifungal drugs was studied using thin-layer chromatography under typical reversed-phase conditions and two microemulsion chromatographic systems. Seventeen chromatographic and nine in silico lipophilicity measures were estimated. They were compared by classical multivariate approaches: principal component analysis, hierarchical cluster analysis, and ranked and grouped by the non-parametricmethod-Sum of ranking differences. Two computational and two chromatographic descriptors from the typical reversed-phase conditions using acetone/ water mixtures emerged as the best candidates for lipophilicity estimation. The principal component scores related to typical reversed-phase conditions using dioxane/ water were ranked as statistically insignificant ( the worst). Microemulsion systems were positioned in between, performing worse than in silico estimates. Thiepine derivatives were ranked and grouped by sum of ranking differences, fusing multiple lipophilicity measures. In multicriteria maximization ranking, the compound substituted by phenyl group at position 8 was selected as the most lipophilic one. It is also the most active against Candida albicans. The ranking confirmed that introduction of phenyl core is essential for increasing the lipophilicity of the studied compounds.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Journal of Separation Science",
title = "Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs",
volume = "40",
number = "10",
pages = "2089-2096",
doi = "10.1002/jssc.201601442",
url = "Kon_3278"
}
Šegan, S. B., Božinović, N. S., Opsenica, I.,& Andrić, F.. (2017). Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs. in Journal of Separation Science
Wiley-V C H Verlag Gmbh, Weinheim., 40(10), 2089-2096.
https://doi.org/10.1002/jssc.201601442
Kon_3278
Šegan SB, Božinović NS, Opsenica I, Andrić F. Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs. in Journal of Separation Science. 2017;40(10):2089-2096.
doi:10.1002/jssc.201601442
Kon_3278 .
Šegan, Sandra B., Božinović, Nina S., Opsenica, Igor, Andrić, Filip, "Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs" in Journal of Separation Science, 40, no. 10 (2017):2089-2096,
https://doi.org/10.1002/jssc.201601442 .,
Kon_3278 .
12
12
13

Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa

Aleksić, Ivana; Šegan, Sandra B.; Andrić, Filip; Zlatović, Mario; Morić, Ivana; Opsenica, Dejan M.; Šenerović, Lidija

(Amer Chemical Soc, Washington, 2017)

TY  - JOUR
AU  - Aleksić, Ivana
AU  - Šegan, Sandra B.
AU  - Andrić, Filip
AU  - Zlatović, Mario
AU  - Morić, Ivana
AU  - Opsenica, Dejan M.
AU  - Šenerović, Lidija
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2461
AB  - Antibiotic resistance has become a serious global threat to public health; therefore, improved strategies and structurally novel antimicrobials are urgently needed to combat infectious diseases. Here we report a new type of highly potent 4-aminoquinoline derivatives as quorum sensing inhibitors in Serratia marcescens and Pseudomonas aeruginosa, exhibiting weak bactericidal activities (minimum inhibitory concentration (MIC)  gt  400 mu M). Through detailed structure-activity study, we have identified 7-Cl and 7-CF3 substituted N-dodecylamino-4-aminoquinolines (5 and 10) as biofilm formation inhibitors with 50% biofilm inhibition at 69 mu M and 63 mu M in S. marcescens and P. aeruginosa, respectively. These two compounds, 5 and 10, are the first quinoline derivatives with anti-biofilm formation activity reported in S. marcescens. Quantitative structure-activity relationship (QSAR) analysis identified structural descriptors such as Wiener indices, hyper-distance-path index (HDPI), mean topological charge (MTC), topological charge index (TCI), and log D(o/w)exp as the most influential in biofilm inhibition in this bacterial species. Derivative 10 is one of the most potent quinoline type inhibitors of pyocyanin production described so far (IC50 = 2.5 mu M). While we have demonstrated that 5 and 10 act as Pseudomonas quinolone system (PQS) antagonists, the mechanism of inhibition of S. marcescens biofilm formation with these compounds remains open since signaling similar to P. aeruginosa PQS system has not yet been described in Serratia and activity of these compounds on acylhomoserine lactone (AHL) signaling has not been detected. Our data show that 7-Cl and 7-CF3 substituted N-dodecylamino-4-aminoquinolines present the promising scaffolds for developing antivirulence and anti-biofilm formation agents against multidrug-resistant bacterial species.
PB  - Amer Chemical Soc, Washington
T2  - ACS Chemical Biology
T1  - Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa
VL  - 12
IS  - 5
SP  - 1425
EP  - 1434
DO  - 10.1021/acschembio.6b01149
UR  - Kon_3277
ER  - 
@article{
author = "Aleksić, Ivana and Šegan, Sandra B. and Andrić, Filip and Zlatović, Mario and Morić, Ivana and Opsenica, Dejan M. and Šenerović, Lidija",
year = "2017",
abstract = "Antibiotic resistance has become a serious global threat to public health; therefore, improved strategies and structurally novel antimicrobials are urgently needed to combat infectious diseases. Here we report a new type of highly potent 4-aminoquinoline derivatives as quorum sensing inhibitors in Serratia marcescens and Pseudomonas aeruginosa, exhibiting weak bactericidal activities (minimum inhibitory concentration (MIC)  gt  400 mu M). Through detailed structure-activity study, we have identified 7-Cl and 7-CF3 substituted N-dodecylamino-4-aminoquinolines (5 and 10) as biofilm formation inhibitors with 50% biofilm inhibition at 69 mu M and 63 mu M in S. marcescens and P. aeruginosa, respectively. These two compounds, 5 and 10, are the first quinoline derivatives with anti-biofilm formation activity reported in S. marcescens. Quantitative structure-activity relationship (QSAR) analysis identified structural descriptors such as Wiener indices, hyper-distance-path index (HDPI), mean topological charge (MTC), topological charge index (TCI), and log D(o/w)exp as the most influential in biofilm inhibition in this bacterial species. Derivative 10 is one of the most potent quinoline type inhibitors of pyocyanin production described so far (IC50 = 2.5 mu M). While we have demonstrated that 5 and 10 act as Pseudomonas quinolone system (PQS) antagonists, the mechanism of inhibition of S. marcescens biofilm formation with these compounds remains open since signaling similar to P. aeruginosa PQS system has not yet been described in Serratia and activity of these compounds on acylhomoserine lactone (AHL) signaling has not been detected. Our data show that 7-Cl and 7-CF3 substituted N-dodecylamino-4-aminoquinolines present the promising scaffolds for developing antivirulence and anti-biofilm formation agents against multidrug-resistant bacterial species.",
publisher = "Amer Chemical Soc, Washington",
journal = "ACS Chemical Biology",
title = "Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa",
volume = "12",
number = "5",
pages = "1425-1434",
doi = "10.1021/acschembio.6b01149",
url = "Kon_3277"
}
Aleksić, I., Šegan, S. B., Andrić, F., Zlatović, M., Morić, I., Opsenica, D. M.,& Šenerović, L.. (2017). Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa. in ACS Chemical Biology
Amer Chemical Soc, Washington., 12(5), 1425-1434.
https://doi.org/10.1021/acschembio.6b01149
Kon_3277
Aleksić I, Šegan SB, Andrić F, Zlatović M, Morić I, Opsenica DM, Šenerović L. Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa. in ACS Chemical Biology. 2017;12(5):1425-1434.
doi:10.1021/acschembio.6b01149
Kon_3277 .
Aleksić, Ivana, Šegan, Sandra B., Andrić, Filip, Zlatović, Mario, Morić, Ivana, Opsenica, Dejan M., Šenerović, Lidija, "Long-Chain 4-Aminoquinolines as Quorum Sensing Inhibitors in Serratia marcescens and Pseudomonas aeruginosa" in ACS Chemical Biology, 12, no. 5 (2017):1425-1434,
https://doi.org/10.1021/acschembio.6b01149 .,
Kon_3277 .
2
25
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How to compare separation selectivity of high-performance liquid chromatographic columns properly?

Andrić, Filip; Héberger, Karoly

(Elsevier Science Bv, Amsterdam, 2017)

TY  - JOUR
AU  - Andrić, Filip
AU  - Héberger, Karoly
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3219
AB  - Comparison and selection of chromatographic columns is an important part of development as well as validation of analytical methods. Presently there is abundant number of methods for selection of the most similar and orthogonal columns, based on the application of limited number of test compounds as well as quantitative structure retention relationship models (QSRR), from among Snyder's hydrophobic subtraction model (HSM) have been most extensively used. Chromatographic data of 67 compounds were evaluated using principal component analysis (PCA), hierarchical cluster analysis (HCA), non-parametric ranking methods as sum of ranking differences (SRD) and generalized pairwise correlation method (GPCM), both applied as a consensus driven comparison, and complemented by the comparison with one variable at a time (COVAT) approach. The aim was to compare the ability of the HSM approach and the approach based on primary retention data of test solutes (logic values) to differentiate among ten highly similar C18 columns. The ranking (clustering) pattern of chromatographic columns based on primary retention data and HSM parameters gave different results in all instances. Patterns based on retention coefficients were in accordance with expectations based on columns' physicochemical parameters, while HSM parameters provided a different clustering. Similarity indices calculated from the following dissimilarity measures: SRD, GPCM Fisher's conditional exact probability weighted (CEPW) scores; Euclidian, Manhattan, Chebyshev, and cosine distances; Pear son's, Spearman's, and Kendall's, correlation coefficients have been ranked by the consensus based SRD. Analysis of variance confirmed that the HSM model produced statistically significant increases of SRD values for the majority of similarity indices, i.e. HS transformation of original retention data yields significant loss of information, and finally results in lower performance of HSM methodology. The best similarity measures were obtained using primary retention data, and derived from Kendal's and Spearman's correlation coefficients, as well as GPCM and SRD score values. Selectivity function, Fs, originally proposed by Snyder, demonstrated moderate performance.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Chromatography A
T1  - How to compare separation selectivity of high-performance liquid chromatographic columns properly?
VL  - 1488
SP  - 45
EP  - 56
DO  - 10.1016/j.chroma.2017.01.066
ER  - 
@article{
author = "Andrić, Filip and Héberger, Karoly",
year = "2017",
abstract = "Comparison and selection of chromatographic columns is an important part of development as well as validation of analytical methods. Presently there is abundant number of methods for selection of the most similar and orthogonal columns, based on the application of limited number of test compounds as well as quantitative structure retention relationship models (QSRR), from among Snyder's hydrophobic subtraction model (HSM) have been most extensively used. Chromatographic data of 67 compounds were evaluated using principal component analysis (PCA), hierarchical cluster analysis (HCA), non-parametric ranking methods as sum of ranking differences (SRD) and generalized pairwise correlation method (GPCM), both applied as a consensus driven comparison, and complemented by the comparison with one variable at a time (COVAT) approach. The aim was to compare the ability of the HSM approach and the approach based on primary retention data of test solutes (logic values) to differentiate among ten highly similar C18 columns. The ranking (clustering) pattern of chromatographic columns based on primary retention data and HSM parameters gave different results in all instances. Patterns based on retention coefficients were in accordance with expectations based on columns' physicochemical parameters, while HSM parameters provided a different clustering. Similarity indices calculated from the following dissimilarity measures: SRD, GPCM Fisher's conditional exact probability weighted (CEPW) scores; Euclidian, Manhattan, Chebyshev, and cosine distances; Pear son's, Spearman's, and Kendall's, correlation coefficients have been ranked by the consensus based SRD. Analysis of variance confirmed that the HSM model produced statistically significant increases of SRD values for the majority of similarity indices, i.e. HS transformation of original retention data yields significant loss of information, and finally results in lower performance of HSM methodology. The best similarity measures were obtained using primary retention data, and derived from Kendal's and Spearman's correlation coefficients, as well as GPCM and SRD score values. Selectivity function, Fs, originally proposed by Snyder, demonstrated moderate performance.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Chromatography A",
title = "How to compare separation selectivity of high-performance liquid chromatographic columns properly?",
volume = "1488",
pages = "45-56",
doi = "10.1016/j.chroma.2017.01.066"
}
Andrić, F.,& Héberger, K.. (2017). How to compare separation selectivity of high-performance liquid chromatographic columns properly?. in Journal of Chromatography A
Elsevier Science Bv, Amsterdam., 1488, 45-56.
https://doi.org/10.1016/j.chroma.2017.01.066
Andrić F, Héberger K. How to compare separation selectivity of high-performance liquid chromatographic columns properly?. in Journal of Chromatography A. 2017;1488:45-56.
doi:10.1016/j.chroma.2017.01.066 .
Andrić, Filip, Héberger, Karoly, "How to compare separation selectivity of high-performance liquid chromatographic columns properly?" in Journal of Chromatography A, 1488 (2017):45-56,
https://doi.org/10.1016/j.chroma.2017.01.066 . .
2
11
10
13

Supplementary material for the article: Andrić, F.; Héberger, K. How to Compare Separation Selectivity of High-Performance Liquid Chromatographic Columns Properly? Journal of Chromatography A 2017, 1488, 45–56. https://doi.org/10.1016/j.chroma.2017.01.066

Andrić, Filip; Héberger, Karoly

(Elsevier Science Bv, Amsterdam, 2017)

TY  - DATA
AU  - Andrić, Filip
AU  - Héberger, Karoly
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3220
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Chromatography A
T1  - Supplementary material for the article: Andrić, F.; Héberger, K. How to Compare Separation Selectivity of High-Performance Liquid Chromatographic Columns Properly? Journal of Chromatography A 2017, 1488, 45–56. https://doi.org/10.1016/j.chroma.2017.01.066
ER  - 
@misc{
author = "Andrić, Filip and Héberger, Karoly",
year = "2017",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Chromatography A",
title = "Supplementary material for the article: Andrić, F.; Héberger, K. How to Compare Separation Selectivity of High-Performance Liquid Chromatographic Columns Properly? Journal of Chromatography A 2017, 1488, 45–56. https://doi.org/10.1016/j.chroma.2017.01.066"
}
Andrić, F.,& Héberger, K.. (2017). Supplementary material for the article: Andrić, F.; Héberger, K. How to Compare Separation Selectivity of High-Performance Liquid Chromatographic Columns Properly? Journal of Chromatography A 2017, 1488, 45–56. https://doi.org/10.1016/j.chroma.2017.01.066. in Journal of Chromatography A
Elsevier Science Bv, Amsterdam..
Andrić F, Héberger K. Supplementary material for the article: Andrić, F.; Héberger, K. How to Compare Separation Selectivity of High-Performance Liquid Chromatographic Columns Properly? Journal of Chromatography A 2017, 1488, 45–56. https://doi.org/10.1016/j.chroma.2017.01.066. in Journal of Chromatography A. 2017;..
Andrić, Filip, Héberger, Karoly, "Supplementary material for the article: Andrić, F.; Héberger, K. How to Compare Separation Selectivity of High-Performance Liquid Chromatographic Columns Properly? Journal of Chromatography A 2017, 1488, 45–56. https://doi.org/10.1016/j.chroma.2017.01.066" in Journal of Chromatography A (2017).

Analytical Methods in Tracing Honey Authenticity

Trifković, Jelena; Andrić, Filip; Ristivojević, Petar; Guzelmeric, Etil; Yesilada, Erdem

(Aoac Int, Gaithersburg, 2017)

TY  - JOUR
AU  - Trifković, Jelena
AU  - Andrić, Filip
AU  - Ristivojević, Petar
AU  - Guzelmeric, Etil
AU  - Yesilada, Erdem
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2489
AB  - Honey is a precious natural product that is marketed with a wide range of nutritional and medicinal properties. However, it is also a product subjected to frequent adulteration through mislabeling and mixing with cheaper and lower-quality honeys and various sugar syrups. In that sense, honey authentication regarding its genuine botanical and geographical origins, as well as the detection of any adulteration, is essential in order to protect consumer health and to avoid competition that could create a destabilized market. Various analytical techniques have been developed to detect adulterations in honey, including measuring the ratios of stable isotopes (mostly C-13/C-12) and the use of different spectroscopic, chromatographic, and electrochemical methods. This review aims to provide a cross-section of contemporary analytical methods used for the determination of honey authenticity in order to help the scientific community engaged in the field of honey chemistry make appropriate choices and select the best applications that should lead to improvements in the detection and elimination of fraudulent practices in honey manufacturing.
PB  - Aoac Int, Gaithersburg
T2  - Journal of AOAC International / Association of Analytical Communities
T1  - Analytical Methods in Tracing Honey Authenticity
VL  - 100
IS  - 4
SP  - 827
EP  - 839
DO  - 10.5740/jaoacint.17-0142
UR  - Kon_3305
ER  - 
@article{
author = "Trifković, Jelena and Andrić, Filip and Ristivojević, Petar and Guzelmeric, Etil and Yesilada, Erdem",
year = "2017",
abstract = "Honey is a precious natural product that is marketed with a wide range of nutritional and medicinal properties. However, it is also a product subjected to frequent adulteration through mislabeling and mixing with cheaper and lower-quality honeys and various sugar syrups. In that sense, honey authentication regarding its genuine botanical and geographical origins, as well as the detection of any adulteration, is essential in order to protect consumer health and to avoid competition that could create a destabilized market. Various analytical techniques have been developed to detect adulterations in honey, including measuring the ratios of stable isotopes (mostly C-13/C-12) and the use of different spectroscopic, chromatographic, and electrochemical methods. This review aims to provide a cross-section of contemporary analytical methods used for the determination of honey authenticity in order to help the scientific community engaged in the field of honey chemistry make appropriate choices and select the best applications that should lead to improvements in the detection and elimination of fraudulent practices in honey manufacturing.",
publisher = "Aoac Int, Gaithersburg",
journal = "Journal of AOAC International / Association of Analytical Communities",
title = "Analytical Methods in Tracing Honey Authenticity",
volume = "100",
number = "4",
pages = "827-839",
doi = "10.5740/jaoacint.17-0142",
url = "Kon_3305"
}
Trifković, J., Andrić, F., Ristivojević, P., Guzelmeric, E.,& Yesilada, E.. (2017). Analytical Methods in Tracing Honey Authenticity. in Journal of AOAC International / Association of Analytical Communities
Aoac Int, Gaithersburg., 100(4), 827-839.
https://doi.org/10.5740/jaoacint.17-0142
Kon_3305
Trifković J, Andrić F, Ristivojević P, Guzelmeric E, Yesilada E. Analytical Methods in Tracing Honey Authenticity. in Journal of AOAC International / Association of Analytical Communities. 2017;100(4):827-839.
doi:10.5740/jaoacint.17-0142
Kon_3305 .
Trifković, Jelena, Andrić, Filip, Ristivojević, Petar, Guzelmeric, Etil, Yesilada, Erdem, "Analytical Methods in Tracing Honey Authenticity" in Journal of AOAC International / Association of Analytical Communities, 100, no. 4 (2017):827-839,
https://doi.org/10.5740/jaoacint.17-0142 .,
Kon_3305 .
25
22
25

Development and validation of high-performance thin-layer chromatographic method for determination of amygdalin

Radoičić, Aleksandra; Petronijevic, Radivoj; Andrić, Filip; Tešić, Živoslav Lj.; Milojković-Opsenica, Dušanka

(Taylor & Francis Inc, Philadelphia, 2017)

TY  - JOUR
AU  - Radoičić, Aleksandra
AU  - Petronijevic, Radivoj
AU  - Andrić, Filip
AU  - Tešić, Živoslav Lj.
AU  - Milojković-Opsenica, Dušanka
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2460
AB  - A new method for the extraction and quantitative determination of amygdalin has been proposed. Accelerated solvent extraction was applied for the extraction, and reversed-phase high-performance thin-layer chromatography method was developed, validated, and applied for the determination of amygdalin in the extracts of apricot, plum, almond, and peach kernels. The chromatographic system used was RP-18 silica, as stationary phase and acetonitrile/water (50: 50, v/v), as mobile phase. Densitometric scanning was performed at 210 nm. The method was validated with respect to specificity, linearity, precision, and accuracy. The results showed that the peak area responses were linear within the concentration range of 2.5-50.0 mu g/spot (R-2 = 0.9984). The limit of quantification was 4.28 mu g/spot, and the detection limit 1.28 mu g/spot. The intra-day and inter-day reproducibility, in terms of %RSD, were in the range of 0.81-1.15 and 1.32-1.89, respectively. The accuracy data were in the range from 99.98 to 100.56%. The method is linear, quantitative and reproducible, and could be used as an efficient and economical green chromatographic procedure for the determination of amygdalin in the fruit kernel. [GRAPHICS] .
PB  - Taylor & Francis Inc, Philadelphia
T2  - Journal of Liquid Chromatography and Related Technologies
T1  - Development and validation of high-performance thin-layer chromatographic method for determination of amygdalin
VL  - 40
IS  - 5-6
SP  - 297
EP  - 303
DO  - 10.1080/10826076.2017.1298032
UR  - Kon_3276
ER  - 
@article{
author = "Radoičić, Aleksandra and Petronijevic, Radivoj and Andrić, Filip and Tešić, Živoslav Lj. and Milojković-Opsenica, Dušanka",
year = "2017",
abstract = "A new method for the extraction and quantitative determination of amygdalin has been proposed. Accelerated solvent extraction was applied for the extraction, and reversed-phase high-performance thin-layer chromatography method was developed, validated, and applied for the determination of amygdalin in the extracts of apricot, plum, almond, and peach kernels. The chromatographic system used was RP-18 silica, as stationary phase and acetonitrile/water (50: 50, v/v), as mobile phase. Densitometric scanning was performed at 210 nm. The method was validated with respect to specificity, linearity, precision, and accuracy. The results showed that the peak area responses were linear within the concentration range of 2.5-50.0 mu g/spot (R-2 = 0.9984). The limit of quantification was 4.28 mu g/spot, and the detection limit 1.28 mu g/spot. The intra-day and inter-day reproducibility, in terms of %RSD, were in the range of 0.81-1.15 and 1.32-1.89, respectively. The accuracy data were in the range from 99.98 to 100.56%. The method is linear, quantitative and reproducible, and could be used as an efficient and economical green chromatographic procedure for the determination of amygdalin in the fruit kernel. [GRAPHICS] .",
publisher = "Taylor & Francis Inc, Philadelphia",
journal = "Journal of Liquid Chromatography and Related Technologies",
title = "Development and validation of high-performance thin-layer chromatographic method for determination of amygdalin",
volume = "40",
number = "5-6",
pages = "297-303",
doi = "10.1080/10826076.2017.1298032",
url = "Kon_3276"
}
Radoičić, A., Petronijevic, R., Andrić, F., Tešić, Ž. Lj.,& Milojković-Opsenica, D.. (2017). Development and validation of high-performance thin-layer chromatographic method for determination of amygdalin. in Journal of Liquid Chromatography and Related Technologies
Taylor & Francis Inc, Philadelphia., 40(5-6), 297-303.
https://doi.org/10.1080/10826076.2017.1298032
Kon_3276
Radoičić A, Petronijevic R, Andrić F, Tešić ŽL, Milojković-Opsenica D. Development and validation of high-performance thin-layer chromatographic method for determination of amygdalin. in Journal of Liquid Chromatography and Related Technologies. 2017;40(5-6):297-303.
doi:10.1080/10826076.2017.1298032
Kon_3276 .
Radoičić, Aleksandra, Petronijevic, Radivoj, Andrić, Filip, Tešić, Živoslav Lj., Milojković-Opsenica, Dušanka, "Development and validation of high-performance thin-layer chromatographic method for determination of amygdalin" in Journal of Liquid Chromatography and Related Technologies, 40, no. 5-6 (2017):297-303,
https://doi.org/10.1080/10826076.2017.1298032 .,
Kon_3276 .
2
1

How to compare separation selectivity of high-performance liquid chromatographic columns properly?

Andrić, Filip; Héberger, Karoly

(Elsevier Science Bv, Amsterdam, 2017)

TY  - JOUR
AU  - Andrić, Filip
AU  - Héberger, Karoly
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2428
AB  - Comparison and selection of chromatographic columns is an important part of development as well as validation of analytical methods. Presently there is abundant number of methods for selection of the most similar and orthogonal columns, based on the application of limited number of test compounds as well as quantitative structure retention relationship models (QSRR), from among Snyder's hydrophobic subtraction model (HSM) have been most extensively used. Chromatographic data of 67 compounds were evaluated using principal component analysis (PCA), hierarchical cluster analysis (HCA), non-parametric ranking methods as sum of ranking differences (SRD) and generalized pairwise correlation method (GPCM), both applied as a consensus driven comparison, and complemented by the comparison with one variable at a time (COVAT) approach. The aim was to compare the ability of the HSM approach and the approach based on primary retention data of test solutes (logic values) to differentiate among ten highly similar C18 columns. The ranking (clustering) pattern of chromatographic columns based on primary retention data and HSM parameters gave different results in all instances. Patterns based on retention coefficients were in accordance with expectations based on columns' physicochemical parameters, while HSM parameters provided a different clustering. Similarity indices calculated from the following dissimilarity measures: SRD, GPCM Fisher's conditional exact probability weighted (CEPW) scores; Euclidian, Manhattan, Chebyshev, and cosine distances; Pear son's, Spearman's, and Kendall's, correlation coefficients have been ranked by the consensus based SRD. Analysis of variance confirmed that the HSM model produced statistically significant increases of SRD values for the majority of similarity indices, i.e. HS transformation of original retention data yields significant loss of information, and finally results in lower performance of HSM methodology. The best similarity measures were obtained using primary retention data, and derived from Kendal's and Spearman's correlation coefficients, as well as GPCM and SRD score values. Selectivity function, Fs, originally proposed by Snyder, demonstrated moderate performance.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Chromatography A
T1  - How to compare separation selectivity of high-performance liquid chromatographic columns properly?
VL  - 1488
SP  - 45
EP  - 56
DO  - 10.1016/j.chroma.2017.01.066
UR  - Kon_3244
ER  - 
@article{
author = "Andrić, Filip and Héberger, Karoly",
year = "2017",
abstract = "Comparison and selection of chromatographic columns is an important part of development as well as validation of analytical methods. Presently there is abundant number of methods for selection of the most similar and orthogonal columns, based on the application of limited number of test compounds as well as quantitative structure retention relationship models (QSRR), from among Snyder's hydrophobic subtraction model (HSM) have been most extensively used. Chromatographic data of 67 compounds were evaluated using principal component analysis (PCA), hierarchical cluster analysis (HCA), non-parametric ranking methods as sum of ranking differences (SRD) and generalized pairwise correlation method (GPCM), both applied as a consensus driven comparison, and complemented by the comparison with one variable at a time (COVAT) approach. The aim was to compare the ability of the HSM approach and the approach based on primary retention data of test solutes (logic values) to differentiate among ten highly similar C18 columns. The ranking (clustering) pattern of chromatographic columns based on primary retention data and HSM parameters gave different results in all instances. Patterns based on retention coefficients were in accordance with expectations based on columns' physicochemical parameters, while HSM parameters provided a different clustering. Similarity indices calculated from the following dissimilarity measures: SRD, GPCM Fisher's conditional exact probability weighted (CEPW) scores; Euclidian, Manhattan, Chebyshev, and cosine distances; Pear son's, Spearman's, and Kendall's, correlation coefficients have been ranked by the consensus based SRD. Analysis of variance confirmed that the HSM model produced statistically significant increases of SRD values for the majority of similarity indices, i.e. HS transformation of original retention data yields significant loss of information, and finally results in lower performance of HSM methodology. The best similarity measures were obtained using primary retention data, and derived from Kendal's and Spearman's correlation coefficients, as well as GPCM and SRD score values. Selectivity function, Fs, originally proposed by Snyder, demonstrated moderate performance.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Chromatography A",
title = "How to compare separation selectivity of high-performance liquid chromatographic columns properly?",
volume = "1488",
pages = "45-56",
doi = "10.1016/j.chroma.2017.01.066",
url = "Kon_3244"
}
Andrić, F.,& Héberger, K.. (2017). How to compare separation selectivity of high-performance liquid chromatographic columns properly?. in Journal of Chromatography A
Elsevier Science Bv, Amsterdam., 1488, 45-56.
https://doi.org/10.1016/j.chroma.2017.01.066
Kon_3244
Andrić F, Héberger K. How to compare separation selectivity of high-performance liquid chromatographic columns properly?. in Journal of Chromatography A. 2017;1488:45-56.
doi:10.1016/j.chroma.2017.01.066
Kon_3244 .
Andrić, Filip, Héberger, Karoly, "How to compare separation selectivity of high-performance liquid chromatographic columns properly?" in Journal of Chromatography A, 1488 (2017):45-56,
https://doi.org/10.1016/j.chroma.2017.01.066 .,
Kon_3244 .
2
11
10
13

Linear modeling of the soil-water partition coefficient normalized to organic carbon content by reversed-phase thin-layer chromatography

Andrić, Filip; Šegan, Sandra B.; Dramićanin, Aleksandra M.; Majstorović, Helena; Milojković-Opsenica, Dušanka

(Elsevier Science Bv, Amsterdam, 2016)

TY  - JOUR
AU  - Andrić, Filip
AU  - Šegan, Sandra B.
AU  - Dramićanin, Aleksandra M.
AU  - Majstorović, Helena
AU  - Milojković-Opsenica, Dušanka
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3561
AB  - Soil-water partition coefficient normalized to the organic carbon.content (K-OC) is one of the crucial properties influencing the fate of organic compounds in the environment. Chromatographic methods are well established alternative for direct sorption techniques used for K-OC determination. The present work proposes reversed-phase thin-layer chromatography (RP-TLC) as a simpler, yet equally accurate method as officially recommended HPLC technique. Several TLC systems were studied including octadecyl-(RP18) and cyano-(CN) modified silica layers in combination with methanol-water and acetonitrile-water mixtures as mobile phases. In total 50 compounds of different molecular shape, size, and various ability to establish specific interactions were selected (phenols, beznodiazepines, triazine herbicides, and polyaromatic hydrocarbons). Calibration set of 29 compounds with known logK(OC) values determined by sorption experiments was used to build simple univariate calibrations, Principal Component Regression (PCR) and Partial Least Squares (PLS) models between logK(OC) and TLC retention parameters. Models exhibit good statistical performance, indicating that CN-layers contribute better to logK(OC) modeling than RP18-silica. The most promising TLC methods, officially recommended HPLC method, and four in silico estimation approaches have been compared by non-parametric Sum of Ranking Differences approach (SRD). The best estimations of logK(OC) values were achieved by simple univariate calibration of TLC retention data involving CN-silica layers and moderate content of methanol (40-50% v/v). They were ranked far well compared to the officially recommended HPLC method which was ranked in the middle. The worst estimates have been obtained from in silico computations based on octanol-water partition coefficient. Linear Solvation Energy Relationship study revealed that increased polarity of CN-layers over RP18 in combination with methanol-water mixtures is the key to better modeling of logK(OC) through significant diminishing of dipolar and proton accepting influence of the mobile phase as well as enhancing molar refractivity in excess of the chromatographic systems. (C) 2016 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Chromatography A
T1  - Linear modeling of the soil-water partition coefficient normalized to organic carbon content by reversed-phase thin-layer chromatography
VL  - 1458
SP  - 136
EP  - 144
DO  - 10.1016/j.chroma.2016.06.063
UR  - Kon_3104
ER  - 
@article{
author = "Andrić, Filip and Šegan, Sandra B. and Dramićanin, Aleksandra M. and Majstorović, Helena and Milojković-Opsenica, Dušanka",
year = "2016",
abstract = "Soil-water partition coefficient normalized to the organic carbon.content (K-OC) is one of the crucial properties influencing the fate of organic compounds in the environment. Chromatographic methods are well established alternative for direct sorption techniques used for K-OC determination. The present work proposes reversed-phase thin-layer chromatography (RP-TLC) as a simpler, yet equally accurate method as officially recommended HPLC technique. Several TLC systems were studied including octadecyl-(RP18) and cyano-(CN) modified silica layers in combination with methanol-water and acetonitrile-water mixtures as mobile phases. In total 50 compounds of different molecular shape, size, and various ability to establish specific interactions were selected (phenols, beznodiazepines, triazine herbicides, and polyaromatic hydrocarbons). Calibration set of 29 compounds with known logK(OC) values determined by sorption experiments was used to build simple univariate calibrations, Principal Component Regression (PCR) and Partial Least Squares (PLS) models between logK(OC) and TLC retention parameters. Models exhibit good statistical performance, indicating that CN-layers contribute better to logK(OC) modeling than RP18-silica. The most promising TLC methods, officially recommended HPLC method, and four in silico estimation approaches have been compared by non-parametric Sum of Ranking Differences approach (SRD). The best estimations of logK(OC) values were achieved by simple univariate calibration of TLC retention data involving CN-silica layers and moderate content of methanol (40-50% v/v). They were ranked far well compared to the officially recommended HPLC method which was ranked in the middle. The worst estimates have been obtained from in silico computations based on octanol-water partition coefficient. Linear Solvation Energy Relationship study revealed that increased polarity of CN-layers over RP18 in combination with methanol-water mixtures is the key to better modeling of logK(OC) through significant diminishing of dipolar and proton accepting influence of the mobile phase as well as enhancing molar refractivity in excess of the chromatographic systems. (C) 2016 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Chromatography A",
title = "Linear modeling of the soil-water partition coefficient normalized to organic carbon content by reversed-phase thin-layer chromatography",
volume = "1458",
pages = "136-144",
doi = "10.1016/j.chroma.2016.06.063",
url = "Kon_3104"
}
Andrić, F., Šegan, S. B., Dramićanin, A. M., Majstorović, H.,& Milojković-Opsenica, D.. (2016). Linear modeling of the soil-water partition coefficient normalized to organic carbon content by reversed-phase thin-layer chromatography. in Journal of Chromatography A
Elsevier Science Bv, Amsterdam., 1458, 136-144.
https://doi.org/10.1016/j.chroma.2016.06.063
Kon_3104
Andrić F, Šegan SB, Dramićanin AM, Majstorović H, Milojković-Opsenica D. Linear modeling of the soil-water partition coefficient normalized to organic carbon content by reversed-phase thin-layer chromatography. in Journal of Chromatography A. 2016;1458:136-144.
doi:10.1016/j.chroma.2016.06.063
Kon_3104 .
Andrić, Filip, Šegan, Sandra B., Dramićanin, Aleksandra M., Majstorović, Helena, Milojković-Opsenica, Dušanka, "Linear modeling of the soil-water partition coefficient normalized to organic carbon content by reversed-phase thin-layer chromatography" in Journal of Chromatography A, 1458 (2016):136-144,
https://doi.org/10.1016/j.chroma.2016.06.063 .,
Kon_3104 .
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8
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Supplementary data for the article: Andrić, F.; Šegan, S.; Dramićanin, A.; Majstorović, H.; Milojković-Opsenica, D. Linear Modeling of the Soil-Water Partition Coefficient Normalized to Organic Carbon Content by Reversed-Phase Thin-Layer Chromatography. Journal of Chromatography A 2016, 1458, 136–144. https://doi.org/10.1016/j.chroma.2016.06.063

Andrić, Filip; Šegan, Sandra B.; Dramićanin, Aleksandra M.; Majstorović, Helena; Milojković-Opsenica, Dušanka

(Elsevier Science Bv, Amsterdam, 2016)

TY  - DATA
AU  - Andrić, Filip
AU  - Šegan, Sandra B.
AU  - Dramićanin, Aleksandra M.
AU  - Majstorović, Helena
AU  - Milojković-Opsenica, Dušanka
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3562
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Chromatography A
T1  - Supplementary data for the article: Andrić, F.; Šegan, S.; Dramićanin, A.; Majstorović, H.; Milojković-Opsenica, D. Linear Modeling of the Soil-Water Partition Coefficient Normalized to Organic Carbon Content by Reversed-Phase Thin-Layer Chromatography. Journal of Chromatography A 2016, 1458, 136–144. https://doi.org/10.1016/j.chroma.2016.06.063
ER  - 
@misc{
author = "Andrić, Filip and Šegan, Sandra B. and Dramićanin, Aleksandra M. and Majstorović, Helena and Milojković-Opsenica, Dušanka",
year = "2016",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Chromatography A",
title = "Supplementary data for the article: Andrić, F.; Šegan, S.; Dramićanin, A.; Majstorović, H.; Milojković-Opsenica, D. Linear Modeling of the Soil-Water Partition Coefficient Normalized to Organic Carbon Content by Reversed-Phase Thin-Layer Chromatography. Journal of Chromatography A 2016, 1458, 136–144. https://doi.org/10.1016/j.chroma.2016.06.063"
}
Andrić, F., Šegan, S. B., Dramićanin, A. M., Majstorović, H.,& Milojković-Opsenica, D.. (2016). Supplementary data for the article: Andrić, F.; Šegan, S.; Dramićanin, A.; Majstorović, H.; Milojković-Opsenica, D. Linear Modeling of the Soil-Water Partition Coefficient Normalized to Organic Carbon Content by Reversed-Phase Thin-Layer Chromatography. Journal of Chromatography A 2016, 1458, 136–144. https://doi.org/10.1016/j.chroma.2016.06.063. in Journal of Chromatography A
Elsevier Science Bv, Amsterdam..
Andrić F, Šegan SB, Dramićanin AM, Majstorović H, Milojković-Opsenica D. Supplementary data for the article: Andrić, F.; Šegan, S.; Dramićanin, A.; Majstorović, H.; Milojković-Opsenica, D. Linear Modeling of the Soil-Water Partition Coefficient Normalized to Organic Carbon Content by Reversed-Phase Thin-Layer Chromatography. Journal of Chromatography A 2016, 1458, 136–144. https://doi.org/10.1016/j.chroma.2016.06.063. in Journal of Chromatography A. 2016;..
Andrić, Filip, Šegan, Sandra B., Dramićanin, Aleksandra M., Majstorović, Helena, Milojković-Opsenica, Dušanka, "Supplementary data for the article: Andrić, F.; Šegan, S.; Dramićanin, A.; Majstorović, H.; Milojković-Opsenica, D. Linear Modeling of the Soil-Water Partition Coefficient Normalized to Organic Carbon Content by Reversed-Phase Thin-Layer Chromatography. Journal of Chromatography A 2016, 1458, 136–144. https://doi.org/10.1016/j.chroma.2016.06.063" in Journal of Chromatography A (2016).