The lipophilicity estimation of 5‐arylidene derivatives of (2‐thio)hydantoin with antimycobacterial activity | Zendy

Łażewska Dorota | Zendy; Maludziński Piotr | Zendy; Szymańska Ewa | Zendy; KiećKoowicz Katarzyna | Zendy

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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.

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