Chromatographic and Computational Studies of Molecular Lipophilicity and Drug-likeness for few 2-Thioxo-1,3-Thiazolidin-4-one Derivatives and their Analogs

Robert Zakrzewski; Pawel Urbaniak; Arkadiusz Nowicki; Waldemar Tejchman

doi:10.1093/chromsci/bmy046

Chromatographic and Computational Studies of Molecular Lipophilicity and Drug-likeness for few 2-Thioxo-1,3-Thiazolidin-4-one Derivatives and their Analogs

J Chromatogr Sci. 2018 Sep 1;56(8):709-715. doi: 10.1093/chromsci/bmy046.

Authors

Robert Zakrzewski¹, Pawel Urbaniak², Arkadiusz Nowicki¹, Waldemar Tejchman³

Affiliations

¹ Faculty of Chemistry, University of Lodz, 91-403 Lódz, Tamka, Poland.
² Department of Inorganic and Analytical Chemistry, Faculty of Chemistry, University of Lodz, 91-403 Lódz, Tamka, Poland.
³ Department of Chemistry, Faculty of Geography and Biology, Pedagogical University of Cracow, 30-084 Kraków, Podchorazych Poland.

PMID: 29788222
DOI: 10.1093/chromsci/bmy046

Abstract

Hydrophobicity of the eight 2-thioxo-1,3-thiazolidin-4-one derivatives was determined experimentally by thin-layer chromatography and predicted by means of commercially available programmers. RM values were determined by reversed-phase thin-layer chromatography with using acetonitrile-water, methanol-water, acetone-water, propan-2-ol-water or 1,4-dioxane-water and compared with logP values calculated by using computer programs: HyperChem 8.0.10, Virtual Chemical Calculation Laboratory, ACD/LogP. The drug-likeness has been calculated using Molinspiration. All the heterocycles were found to obey Lipinski's rule of 5 for an orally active drug.

MeSH terms

Algorithms
Chromatography, High Pressure Liquid
Chromatography, Reverse-Phase
Chromatography, Thin Layer
Drug Discovery*
Hydrophobic and Hydrophilic Interactions
Thiazolidines / chemistry*

Substances

Thiazolidines