title: Determination of lipophilicity of γ-butyrolactone derivatives with anticonvulsant and analgesic activity using micellar electrokinetic chromatography.
abstract: The lipophilicity of a library of 30 derivatives of dihydrofuran-2(3H)-one (γ-butyrolactone) was determined by MEKC. Calibration curve prepared for ten reference drugs enabled to calculate partition coefficient (log P) for novel compounds. The results of MEKC analysis were compared with lipophilicity coefficients determined by RP-TLC (R(M0)) and computational (Mlog P, Clog P) methods. Good correlation was observed between the results obtained by both experimental methods: the MEKC parameters log k and relative lipophilicity R(MO). The relationship between determined log P values and results of the computational prediction was weaker. Analysis of the relationship between lipophilicity and anticonvulsant activity showed statistically significant differences between mean values of log P coefficients for group of active (2.18) and inactive (1.51) compounds in the maximal electroshock test.
authors.affiliation: Department of Physicochemical Drug Analysis, Jagiellonian University, Medical College, Kraków, Poland.
authors.forename: Marek
authors.initials: M
authors.lastname: Bajda
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Guła
authors.forename: Krzysztof
authors.initials: K
authors.lastname: Więckowski
authors.forename: Barbara
authors.initials: B
authors.lastname: Malawska
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives*; D000700:Analgesics / Q000737:chemistry*; D000927:Anticonvulsants / Q000737:chemistry*; D020374:Chromatography, Micellar Electrokinetic Capillary / Q000379:methods*; D008055:Lipids / Q000737:chemistry
chemical_list: D000700:Analgesics; D000927:Anticonvulsants; D008055:Lipids; D015107:4-Butyrolactone
keywords: Dihydrofuran-2(3H)-ones; Lipophilicity; Log P; MEKC; γ-Butyrolactones