Enantioseparation of phenothiazines in CD-modified CZE using single isomer sulfated CD as a chiral selector
2007
Liao, Wei-Ssu | Lin, Chen-Hsing | Chen, Chih-Yu | Kuo, Chia-Ming | Liu, Yuzhi | Wu, Jong-Chang | Lin, Ching-Erh
Enantioseparations of five chiral phenothiazines in CD-modified CZE using the single isomer sulfate-substituted β-CD (heptakis(2,3-dihydroxy-6-O-sulfo)-β-CD, SI-S-β-CD) and dual CD systems consisting of SI-S-β-CD and a neutral CD as chiral selectors in a citrate buffer at pH 3.0 were investigated. The results indicate that SI-S-β-CD is an excellent chiral selector for enantioseparation of promethazine. The enantiomers of trimeprazine were well separated, while those of ethopropazine could also be baseline-resolved with SI-S-β-CD. With dual CD systems, especially with hydroxypropyl-β-CD (HP-β-CD) as neutral CD, the enantioselectivity of thioridazine and ethopropazine was considerably enhanced. Effective enantioseparation of phenothiazines, except for methotrimeprazine, could thus be favorably and simultaneously achieved. Moreover, reversal of the enantiomer migration order of ethopropazine and thioridazine occurred by varying the concentration of γ-CD in the presence of SI-S-β-CD. These phenomena may be attributable to the opposite effects of sulfated β-CD and γ-CD on the mobility of the enantiomers of ethopropazine and of thioridazine. Comparative studies on the enantioseparations of phenothiazines with single CD and dual CD systems containing SI-S-β-CD and randomly sulfate-substituted β-CD (MI-S-β-CD) were made.
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