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The lipophilicity estimation of 5‐arylidene derivatives of (2‐thio)hydantoin with antimycobacterial activity
Author(s) -
Łażewska Dorota,
Maludziński Piotr,
Szymańska Ewa,
KiećKoowicz Katarzyna
Publication year - 2007
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.755
Subject(s) - lipophilicity , chemistry , thio , partition coefficient , acetone , antimycobacterial , chromatography , isoniazid , hydantoin , sulfanilamide , organic chemistry , biochemistry , mycobacterium tuberculosis , medicine , tuberculosis , pathology
The lipophilicity of antituberculotic 5‐arylidene derivatives of (thio)hydantoin, thioacetazone and isoniazid has been determined by reversed‐phase thin‐layer chromatography (RP‐TLC). Mixtures of acetone and water (with acetone content 60–85%) were used as the mobile phase. The R M (relative lipophilicity) of each compound (except isoniazid) decreased linearly with the increasing concentration of acetone. The partition coefficients (log P ) of the compounds were calculated by the use of eight computer programs (ClogP, KowWin, XlogP, AlogPs, CAChe, Pallas, Interactive analysis and Slipper) and compared with the experimental lipophilicity ( R M0 ). According to the observations the best tools for in silico predicting log P of (2‐thio)hydantoins are programs KowWin and AlogPs. Copyright © 2007 John Wiley & Sons, Ltd.