Enantioseparation of chiral sulfoxides using teicoplanine chiral stationary phases and kinetic study of decomposition in human plasma.
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.
Mericko
D
D
Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Bratislava, Slovak Republic.
Lehotay
J
J
Cizmárik
J
J
D002851:Chromatography, High Pressure Liquid; D006801:Humans; D007700:Kinetics; D013237:Stereoisomerism; D013454:Sulfoxides / Q000097:blood* / Q000302:isolation & purification*; D017334:Teicoplanin / Q000737:chemistry*
D013454:Sulfoxides; D017334:Teicoplanin