Comparative enantioseparation of talinolol in aqueous and non-aqueous capillary electrophoresis and study of related selector-selectand interactions by nuclear magnetic resonance spectroscopy

详细信息    查看全文

• 作者：Lali Chankvetadze^a ; Anne-Catherine Servais^b ; Marianne Fillet^b ; Antonio Salgado^c ; Jacques Crommen^b ; Bezhan Chankvetadze^a ; ^{bezhan_chankvetadze@yahoo.com}
• 关键词：Aqueous and non-aqueous capillary electrophoresis ; Nuclear magnetic resonance spectroscopy ; Enantioseparations ; Cyclodextrins ; Reversal of enantiomer migration order
• 刊名：Journal of Chromatography A
• 出版年：2012
• 出版时间：7 December, 2012
• 年：2012
• 卷：1267
• 期：Complete
• 页码：206-216
• 全文大小：1412 K

文摘

The enantiomers of the chiral ¦Â-blocker drug talinolol were separated with two single component sulfated ¦Â-cyclodextrin (CD) derivatives, namely heptakis (2,3-di-O-methyl-6-sulfo)-¦Â-CD) (HDMS-¦Â-CD) and heptakis (2,3-di-O-acetyl-6-sulfo)-¦Â-CD) (HDAS-¦Â-CD), in aqueous and non-aqueous capillary electrophoresis (CE). The enantiomer affinity pattern of talinolol toward these two CDs was opposite in both aqueous and non-aqueous CE. However, the enantiomer affinity pattern for a given CD derivative did not change when aqueous buffer was replaced with non-aqueous background electrolyte. The structures of the analyte-selector complexes in both, aqueous and non-aqueous electrolytes were studied using rotating frame nuclear Overhauser effect (ROESY) NMR spectroscopy. Inclusion complex formation between the enantiomers of talinolol and HDAS-¦Â-CD was confirmed in aqueous buffer, while the complex between the enantiomers of talinolol and HDMS-¦Â-CD was of the external type. The complex of the talinolol enantiomers with HDAS-¦Â-CD in non-aqueous electrolyte was also of the external type. In spite of external complex formation excellent separation of the enantiomers was observed in non-aqueous CE.