TY  - JOUR
AU  - Pavlović, Ksenija
AU  - Grbović, Ljubica
AU  - Karadžić Banjac, Milica
AU  - Kovačević, Strahinja
AU  - Mandić, Anamarija
AU  - Podunavac-Kuzmanović, Sanja
AU  - Vasiljević, Bojana
PY  - 2023
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/12880
AB  - In this study, eco-friendly microwave-assisted esterification reactions of chenodeoxycholic acid with medium-chain diols (1,2-ethanediol, 1,4-butanediol, 1,6-hexanediol, 1,8-octanediol, and 1,10-decanediol) or tetraethylene glycol were accomplished. The synthesized bile acid esters were obtained with high yields (up to 81 %) and purity in a short reaction time (15 min). It is shown that the microwave technique is a suitable method for the preparation of chenodeoxycholic acid esters. In order to obtain de-tailed insight into the lipophilic behavior of the studied chenodeoxycholic acid esters, a comparative study of chromatographic behavior and lipophilicity was performed. Also, the present study deals with the estimation of pH - logD profiles in order to get an overview of the changes in lipophilicity related to the pH value changes. The obtained results indicate that studied compounds have logD values in the range acceptable for potential drug candidates. Chromatographic lipophilicity of synthesized chenodeox-ycholic acid esters successfully correlate with in silico lipophilicity descriptors.
T2  - Macedonian Journal of Chemistry and Chemical Engineering
T1  - Microwave synthesis of novel chenodeoxycholic acid esters and comparative study of chromatographic behavior and lipophilicity
VL  - 42
IS  - 2
SP  - 165
EP  - 174
DO  - 10.20450/mjcce.2023.2707
ER  - 

@article{
author = "Pavlović, Ksenija and Grbović, Ljubica and Karadžić Banjac, Milica and Kovačević, Strahinja and Mandić, Anamarija and Podunavac-Kuzmanović, Sanja and Vasiljević, Bojana",
year = "2023",
abstract = "In this study, eco-friendly microwave-assisted esterification reactions of chenodeoxycholic acid with medium-chain diols (1,2-ethanediol, 1,4-butanediol, 1,6-hexanediol, 1,8-octanediol, and 1,10-decanediol) or tetraethylene glycol were accomplished. The synthesized bile acid esters were obtained with high yields (up to 81 %) and purity in a short reaction time (15 min). It is shown that the microwave technique is a suitable method for the preparation of chenodeoxycholic acid esters. In order to obtain de-tailed insight into the lipophilic behavior of the studied chenodeoxycholic acid esters, a comparative study of chromatographic behavior and lipophilicity was performed. Also, the present study deals with the estimation of pH - logD profiles in order to get an overview of the changes in lipophilicity related to the pH value changes. The obtained results indicate that studied compounds have logD values in the range acceptable for potential drug candidates. Chromatographic lipophilicity of synthesized chenodeox-ycholic acid esters successfully correlate with in silico lipophilicity descriptors.",
journal = "Macedonian Journal of Chemistry and Chemical Engineering",
title = "Microwave synthesis of novel chenodeoxycholic acid esters and comparative study of chromatographic behavior and lipophilicity",
volume = "42",
number = "2",
pages = "165-174",
doi = "10.20450/mjcce.2023.2707"
}

Pavlović, K., Grbović, L., Karadžić Banjac, M., Kovačević, S., Mandić, A., Podunavac-Kuzmanović, S.,& Vasiljević, B.. (2023). Microwave synthesis of novel chenodeoxycholic acid esters and comparative study of chromatographic behavior and lipophilicity. in Macedonian Journal of Chemistry and Chemical Engineering, 42(2), 165-174.
https://doi.org/10.20450/mjcce.2023.2707

Pavlović K, Grbović L, Karadžić Banjac M, Kovačević S, Mandić A, Podunavac-Kuzmanović S, Vasiljević B. Microwave synthesis of novel chenodeoxycholic acid esters and comparative study of chromatographic behavior and lipophilicity. in Macedonian Journal of Chemistry and Chemical Engineering. 2023;42(2):165-174.
doi:10.20450/mjcce.2023.2707 .

Pavlović, Ksenija, Grbović, Ljubica, Karadžić Banjac, Milica, Kovačević, Strahinja, Mandić, Anamarija, Podunavac-Kuzmanović, Sanja, Vasiljević, Bojana, "Microwave synthesis of novel chenodeoxycholic acid esters and comparative study of chromatographic behavior and lipophilicity" in Macedonian Journal of Chemistry and Chemical Engineering, 42, no. 2 (2023):165-174,
https://doi.org/10.20450/mjcce.2023.2707 . .