title: The lipophilicity estimation of 5-arylidene derivatives of (2-thio)hydantoin with antimycobacterial activity.
abstract: 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.
authors.affiliation: Jagiellonian University, Medical College, Departament of Technology and Biotechnology of Drugs, ul. Medyczna 9, 30-688 Kraków, Poland.
authors.forename: Dorota
authors.initials: D
authors.lastname: Lazewska
authors.forename: Piotr
authors.initials: P
authors.lastname: Maludziński
authors.forename: Ewa
authors.initials: E
authors.lastname: Szymańska
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Kieć-Kononowicz
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D002855:Chromatography, Thin Layer / Q000379:methods; D007538:Isoniazid / Q000737:chemistry; D008055:Lipids / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D012984:Software; D012995:Solubility; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013329:Structure-Activity Relationship; D013828:Thioacetazone / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013867:Thiohydantoins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000995:Antitubercular Agents; D008055:Lipids; D013867:Thiohydantoins; D013828:Thioacetazone; D007538:Isoniazid