Chemometric study of chromatographic and computational bioactivity parameters of diphenylacetamides
Abstract
Selected chemometric methods were used to form models that define the qualitative and quantitative dependence between the chemical structure and the parameters of potential biological activity (lipophilicity, retention, pharmacokinetic, and toxic properties) of the selected diphenylacetamide derivatives. The chromatographic retention parameters of the selected diphenylacetamides were determined by applying reversed-phase thin-layer chromatography (RPTLC) on C18 and cyano modified carriers in mixtures of water-methanol and water-acetone. It was found that the polarity of the substituent R has dominant influence and its electronic effects to a lesser extent, on the studied parameters of the biological activity of diphenylacetamides. Also, results suggest a better similarity of the retention constants, R-M(0), with parameters of lipophilicity and pharmacokinetic predictors. Contrary to that, chromatographic parameter, m, exhibits a greater resemblance with toxicity parameters.
Keywords:
bioactivity parameters / chemometrics / diphenylacetamidesSource:
Journal of Chemometrics, 2019, 33, 2Publisher:
- Wiley, Hoboken
Funding / projects:
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)
DOI: 10.1002/cem.3091
ISSN: 0886-9383
WoS: 000457749700003
Scopus: 2-s2.0-85055717498
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Vastag, Gyongyi AU - Apostolov, Suzana AU - Mijin, Dušan AU - Grbović, Ljubica AU - Kaurinović, Biljana PY - 2019 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4318 AB - Selected chemometric methods were used to form models that define the qualitative and quantitative dependence between the chemical structure and the parameters of potential biological activity (lipophilicity, retention, pharmacokinetic, and toxic properties) of the selected diphenylacetamide derivatives. The chromatographic retention parameters of the selected diphenylacetamides were determined by applying reversed-phase thin-layer chromatography (RPTLC) on C18 and cyano modified carriers in mixtures of water-methanol and water-acetone. It was found that the polarity of the substituent R has dominant influence and its electronic effects to a lesser extent, on the studied parameters of the biological activity of diphenylacetamides. Also, results suggest a better similarity of the retention constants, R-M(0), with parameters of lipophilicity and pharmacokinetic predictors. Contrary to that, chromatographic parameter, m, exhibits a greater resemblance with toxicity parameters. PB - Wiley, Hoboken T2 - Journal of Chemometrics T1 - Chemometric study of chromatographic and computational bioactivity parameters of diphenylacetamides IS - 2 VL - 33 DO - 10.1002/cem.3091 ER -
@article{ author = "Vastag, Gyongyi and Apostolov, Suzana and Mijin, Dušan and Grbović, Ljubica and Kaurinović, Biljana", year = "2019", abstract = "Selected chemometric methods were used to form models that define the qualitative and quantitative dependence between the chemical structure and the parameters of potential biological activity (lipophilicity, retention, pharmacokinetic, and toxic properties) of the selected diphenylacetamide derivatives. The chromatographic retention parameters of the selected diphenylacetamides were determined by applying reversed-phase thin-layer chromatography (RPTLC) on C18 and cyano modified carriers in mixtures of water-methanol and water-acetone. It was found that the polarity of the substituent R has dominant influence and its electronic effects to a lesser extent, on the studied parameters of the biological activity of diphenylacetamides. Also, results suggest a better similarity of the retention constants, R-M(0), with parameters of lipophilicity and pharmacokinetic predictors. Contrary to that, chromatographic parameter, m, exhibits a greater resemblance with toxicity parameters.", publisher = "Wiley, Hoboken", journal = "Journal of Chemometrics", title = "Chemometric study of chromatographic and computational bioactivity parameters of diphenylacetamides", number = "2", volume = "33", doi = "10.1002/cem.3091" }
Vastag, G., Apostolov, S., Mijin, D., Grbović, L.,& Kaurinović, B.. (2019). Chemometric study of chromatographic and computational bioactivity parameters of diphenylacetamides. in Journal of Chemometrics Wiley, Hoboken., 33(2). https://doi.org/10.1002/cem.3091
Vastag G, Apostolov S, Mijin D, Grbović L, Kaurinović B. Chemometric study of chromatographic and computational bioactivity parameters of diphenylacetamides. in Journal of Chemometrics. 2019;33(2). doi:10.1002/cem.3091 .
Vastag, Gyongyi, Apostolov, Suzana, Mijin, Dušan, Grbović, Ljubica, Kaurinović, Biljana, "Chemometric study of chromatographic and computational bioactivity parameters of diphenylacetamides" in Journal of Chemometrics, 33, no. 2 (2019), https://doi.org/10.1002/cem.3091 . .