title: Enantioseparation of chiral sulfoxides using teicoplanine chiral stationary phases and kinetic study of decomposition in human plasma.
abstract: Teicoplanin chiral stationary phases (CHIROBIOTIC TAG and CHIROBIOTIC T) used in this study are suitable for enantioseparation of chiral sulfoxides in polar-organic phase mode. The method involves determination of chiral sulfoxides in human plasma on teicoplanin chiral stationary phase after the off-line SPE pre-treatment using OASIS HLB cartridges. The limit of determination was in the range of 0.004-0.026 microg/ml for individual racemic mixtures. The S(+) enantiomeric form eluted always as the first, except the 4-(methyl sulfinyl) biphenyl with less retained R(-) enantiomer. It was found that the rate constants of individual chiral sulfoxides depend on the type of halogen substituent. There was no significant difference in rate constants considering the position of Cl-substitution on aromatic ring of sulfoxides. Moreover, the rate constants of R(-) and S(+) forms of enantiomers are significantly different just in the case of 4-fluoro phenyl sulfoxide.
authors.affiliation: Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Bratislava, Slovak Republic.
authors.forename: D
authors.initials: D
authors.lastname: Mericko
authors.forename: J
authors.initials: J
authors.lastname: Lehotay
authors.forename: J
authors.initials: J
authors.lastname: Cizmárik
mesh_terms: D002851:Chromatography, High Pressure Liquid; D006801:Humans; D007700:Kinetics; D013237:Stereoisomerism; D013454:Sulfoxides / Q000097:blood* / Q000302:isolation & purification*; D017334:Teicoplanin / Q000737:chemistry*
chemical_list: D013454:Sulfoxides; D017334:Teicoplanin