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环糊精修饰胶束电动色谱法中吩噻嗪类化合物的对映体拆分

Enantioseparation of phenothiazines in cyclodextrin-modified micellar electrokinetic chromatography.

作者信息

Lin Ching-Erh, Chen Kuo-Hsing, Hsiao Yu-You, Liao Wei-Ssu, Chen Chia-Chong

机构信息

Department of Chemistry, National Taiwan University, Taipei.

出版信息

J Chromatogr A. 2002 Sep 20;971(1-2):261-6. doi: 10.1016/s0021-9673(02)01044-0.

Abstract

In this study, enantioseparations of five phenothiazines in cyclodextrin (CD)-modified micellar electrokinetic chromatography (MEKC) were investigated using a citrate buffer containing tetradecyltrimethylammonium bromide (TTAB) as a cationic surfactant at low pH. Beta-cyclodextrin (beta-CD) and hydroxylpropyl-beta-CD (HP-beta-CD) were selected as chiral selectors. The results indicate that the separation window is greatly enlarged by beta-CD concentration and that the separability and selectivity of phenothiazines are remarkably influenced by the concentrations of both beta-CD and TTAB, as well as buffer pH. The interaction of thioridazine with beta-CDs is considerably reduced in the presence of TTAB micelles due to competitive complexation of thioridazine with TTAB micelles, which is pH-dependent. As a result, effective enantioseparation of thioridazine is simultaneously achievable with that of trimeprazine and promethazine or ethopropazine in MEKC with addition of either beta-CD or HP-beta-CD, respectively, to a micellar citrate buffer containing TTAB at pH 3.5. Better enantioresolution of thioridazine in MEKC than in capillary zone electrophoresis can be obtained.

摘要

在本研究中,使用含有十四烷基三甲基溴化铵(TTAB)作为阳离子表面活性剂的柠檬酸盐缓冲液,在低pH值下,研究了环糊精(CD)修饰的胶束电动色谱(MEKC)中五种吩噻嗪的对映体分离。选择β-环糊精(β-CD)和羟丙基-β-环糊精(HP-β-CD)作为手性选择剂。结果表明,β-CD浓度可大大扩大分离窗口,吩噻嗪的可分离性和选择性受β-CD和TTAB的浓度以及缓冲液pH值的显著影响。由于硫利达嗪与TTAB胶束的竞争性络合,硫利达嗪与β-环糊精的相互作用在TTAB胶束存在下大大降低,这取决于pH值。结果,在pH 3.5的含有TTAB的胶束柠檬酸盐缓冲液中分别加入β-CD或HP-β-CD,在MEKC中硫利达嗪与异丁嗪、异丙嗪或乙丙嗪同时可实现有效的对映体分离。与毛细管区带电泳相比,在MEKC中可获得更好的硫利达嗪对映体拆分效果。

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