Determination of enantiomerization barrier of thioridazine by dynamic capillary electrophoresis using sulfated cyclodextrins as chiral selectors

被引：15

作者：

Lin, Ching-Erh ^{[1
,2
]}

Ko, Ting-Chang ^{[1
]}

Kuo, Chia-Ming ^{[1
]}

Trapp, Oliver ^{[3
]}

Lin, Wann-Yin ^{[1
]}

Lin, Chen-Hsing ^{[2
]}

Wu, Jong-Chang ^{[1
]}

Liu, Yu-Chih ^{[2
]}

机构：

[1] Natl Taiwan Univ, Dept Chem, Taipei 10671, Taiwan

[2] Fooyin Univ, Dept Appl Chem & Mat Sci, Ta Liao, Kaohsiung Cty, Taiwan

[3] Univ Heidelberg, Inst Organ Chem, D-6900 Heidelberg, Germany

来源：

ELECTROPHORESIS | 2009年 / 30卷 / 17期

关键词：

Dynamic CE; Enantiomerization barrier; Enantioseparation; Sulfated beta-CD; Thioridazine; CE ENANTIOSEPARATION SYSTEMS; INTERCONVERSION BARRIERS; 1ST-ORDER REACTIONS; UNIFIED EQUATION; RATE CONSTANTS; COMPUTER-SIMULATION; HUMAN PLASMA; CHROMATOGRAPHY; PHENOTHIAZINES; DEGRADATION;

D O I：

10.1002/elps.200900160

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

The enantiomerization of thioridazine (THD) using sulfated beta-CDs (S-beta-CDs) as chiral selectors in a citrate buffer at pH 3.0 was investigated by dynamic CE. The enantiomers of THD were well separated with dual CD systems consisting of S-beta-CD and a neutral CD. The electropherograms featuring a plateau formation, which indicated the occurrence of the enantiomerization of THD were obtained. The unified equation implemented in the software program DCXplorer was employed to evaluate elution profiles and to determine rate constants of the enantiomerization of THD. Activation parameters were evaluated from temperature-dependent measurements between 15 and 25 degrees C with an increment of 2 degrees C. The enantiomerization barriers of THD in two different electrophoretic systems were determined. Comparative studies on enantioseparation of THD using S-beta-CDs with different degree of substitution and positions of sulfate substituent, such as randomly sulfate-substituted beta-CD, 18-sulfate-substituted beta-CD and heptakis (2,3-dihydroxy-6-O-sulfo)-beta-CD reveal that the interactions between chiral selectors and THD plays an important role in the enantioseparation and enantiomerization of THD.

引用

页码：3071 / 3078

页数：8

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