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

Electrophoresis - Tập 30 Số 17 - Trang 3071-3078 - 2009
Ching‐Erh Lin1,2, Ting‐Chang Ko3, Chia‐Ming Kuo3, Oliver Trapp4, Wann‐Yin Lin3, Chen‐Hsing Lin5, Jong‐Chang Wu3, Yu‐Chih Liu5
1Department of Applied Chemistry and Material Science, Fooyin University, Ta‐Liao, Kaohsiung County, Taiwan
2Department of Chemistry, National Taiwan University, Taipei, Taiwan
3Dept. of Chemistry, National Taiwan University, Taipei, Taiwan
4Organisch‐Chemisches Institut, Ruprecht‐Karls‐Universität Heidelberg (Germany)
5Department of Applied Chemistry and Material Science, Fooyin University, Ta-Liao, Kaohsiung County, Taiwan

Tóm tắt

AbstractThe enantiomerization of thioridazine (THD) using sulfated β‐CDs (S‐β‐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‐β‐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°C with an increment of 2°C. The enantiomerization barriers of THD in two different electrophoretic systems were determined. Comparative studies on enantioseparation of THD using S‐β‐CDs with different degree of substitution and positions of sulfate substituent, such as randomly sulfate‐substituted β‐CD, 18‐sulfate‐substituted β‐CD and heptakis(2,3‐dihydroxy‐6‐O‐sulfo)‐β‐CD reveal that the interactions between chiral selectors and THD plays an important role in the enantioseparation and enantiomerization of THD.

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Tài liệu tham khảo

10.1016/j.jchromb.2008.07.047

10.1016/j.jchromb.2008.07.018

10.1016/j.jchromb.2008.06.048

10.1002/elps.200600596

10.1021/ac051655r

10.1002/elps.200500708

10.1002/elps.200500907

10.1002/chir.20276

10.1021/ac0600499

10.1021/ac060194m

10.1039/b502508g

10.1016/S0021-9673(03)00238-3

10.1002/elps.200305746

10.1002/1522-2683(200109)22:15<3185::AID-ELPS3185>3.0.CO;2-V

10.1002/elps.200410235

10.1002/elps.200305701

10.1002/elps.200410266

10.1016/0378-4347(95)00096-2

10.1002/chir.530030312

10.1093/jat/17.6.374

10.1016/0731-7085(93)80157-V

10.1081/TMA-120025816

10.1002/elps.200305480

10.1002/chir.10240

10.1002/elps.200500087

10.1002/elps.200700059

10.1016/S0021-9673(01)01188-8

10.1007/BF02490344

10.1016/S0731-7085(01)00573-8

10.1021/jo0267302

10.1016/j.jchromb.2008.05.009

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Electrophoresis

Tập 30 Số 17

3071-3078

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