TY  - JOUR
AU  - Savić, Jelena
AU  - Vitnik, Vesna
AU  - Obradović, Darija
AU  - Vitnik, Željko
AU  - Petrić, Vanja
AU  - Čkalovski, Teodora
AU  - Lazović, Saša
AU  - Crevar, Milkica
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5444
AB  - The retention behavior of 10 previously synthesized α,β-unsaturated acids that exhibited antimicrobial activity was studied using 12 reversed-phase thin-layer chromatography (RP-TLC) systems. The mobile phases consisted of three solvent combinations (methanol‒water, acetonitrile‒water, and acetone‒water) in four different ratios (50:50, 60:40, 70:30, and 80:20, V/V). The chromatographic parameters RM0 , a, and C0 were calculated for each system. The lipophilicity parameters of the tested compounds were predicted using various computational methods. The acetone‒water system demonstrated the highest correlation coefficients between the chromatographic and calculated lipophilicity parameters, which makes it the most suitable for evaluating the lipophilicity of the tested compounds. This system successfully reflected the effect of the lipophilic properties of the compounds on their retention behavior. To elucidate the retention mechanisms, the molecular properties of the tested compounds were calculated and a genetic algorithm was used to identify the properties with the greatest influence on the retention behavior. The interpretation of these descriptors revealed structural and physicochemical properties crucial for the behavior of the tested compounds. In addition, the pharmacokinetic properties of the compounds were estimated using in silico methods. The observed correlation between the retention mechanism and physicochemical properties affecting membrane transport and physiological binding ability highlights the applicability of RP-TLC conditions for rapid profiling of newly synthesized α,β-unsaturated acids.
PB  - Springer
T2  - Journal of Planar Chromatography - Modern TLC
T1  - Reversed-phase thin-layer chromatographic and computational evaluation of lipophilicity parameters of α,β-unsaturated acids
VL  - 36
IS  - 5
SP  - 415
EP  - 423
DO  - 10.1007/s00764-023-00274-9
ER  - 

@article{
author = "Savić, Jelena and Vitnik, Vesna and Obradović, Darija and Vitnik, Željko and Petrić, Vanja and Čkalovski, Teodora and Lazović, Saša and Crevar, Milkica",
year = "2023",
abstract = "The retention behavior of 10 previously synthesized α,β-unsaturated acids that exhibited antimicrobial activity was studied using 12 reversed-phase thin-layer chromatography (RP-TLC) systems. The mobile phases consisted of three solvent combinations (methanol‒water, acetonitrile‒water, and acetone‒water) in four different ratios (50:50, 60:40, 70:30, and 80:20, V/V). The chromatographic parameters RM0 , a, and C0 were calculated for each system. The lipophilicity parameters of the tested compounds were predicted using various computational methods. The acetone‒water system demonstrated the highest correlation coefficients between the chromatographic and calculated lipophilicity parameters, which makes it the most suitable for evaluating the lipophilicity of the tested compounds. This system successfully reflected the effect of the lipophilic properties of the compounds on their retention behavior. To elucidate the retention mechanisms, the molecular properties of the tested compounds were calculated and a genetic algorithm was used to identify the properties with the greatest influence on the retention behavior. The interpretation of these descriptors revealed structural and physicochemical properties crucial for the behavior of the tested compounds. In addition, the pharmacokinetic properties of the compounds were estimated using in silico methods. The observed correlation between the retention mechanism and physicochemical properties affecting membrane transport and physiological binding ability highlights the applicability of RP-TLC conditions for rapid profiling of newly synthesized α,β-unsaturated acids.",
publisher = "Springer",
journal = "Journal of Planar Chromatography - Modern TLC",
title = "Reversed-phase thin-layer chromatographic and computational evaluation of lipophilicity parameters of α,β-unsaturated acids",
volume = "36",
number = "5",
pages = "415-423",
doi = "10.1007/s00764-023-00274-9"
}

Savić, J., Vitnik, V., Obradović, D., Vitnik, Ž., Petrić, V., Čkalovski, T., Lazović, S.,& Crevar, M.. (2023). Reversed-phase thin-layer chromatographic and computational evaluation of lipophilicity parameters of α,β-unsaturated acids. in Journal of Planar Chromatography - Modern TLC
Springer., 36(5), 415-423.
https://doi.org/10.1007/s00764-023-00274-9

Savić J, Vitnik V, Obradović D, Vitnik Ž, Petrić V, Čkalovski T, Lazović S, Crevar M. Reversed-phase thin-layer chromatographic and computational evaluation of lipophilicity parameters of α,β-unsaturated acids. in Journal of Planar Chromatography - Modern TLC. 2023;36(5):415-423.
doi:10.1007/s00764-023-00274-9 .

Savić, Jelena, Vitnik, Vesna, Obradović, Darija, Vitnik, Željko, Petrić, Vanja, Čkalovski, Teodora, Lazović, Saša, Crevar, Milkica, "Reversed-phase thin-layer chromatographic and computational evaluation of lipophilicity parameters of α,β-unsaturated acids" in Journal of Planar Chromatography - Modern TLC, 36, no. 5 (2023):415-423,
https://doi.org/10.1007/s00764-023-00274-9 . .