Institute of Physical and Analytical Chemistry, School of Exact and Natural Sciences, Tbilisi State University, Tbilisi, Georgia.
J Chromatogr A. 2012 Dec 7;1267:206-16. doi: 10.1016/j.chroma.2012.08.063. Epub 2012 Aug 27.
The enantiomers of the chiral β-blocker drug talinolol were separated with two single component sulfated β-cyclodextrin (CD) derivatives, namely heptakis (2,3-di-O-methyl-6-sulfo)-β-CD) (HDMS-β-CD) and heptakis (2,3-di-O-acetyl-6-sulfo)-β-CD) (HDAS-β-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-β-CD was confirmed in aqueous buffer, while the complex between the enantiomers of talinolol and HDMS-β-CD was of the external type. The complex of the talinolol enantiomers with HDAS-β-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.
手性β-阻滞剂药物他林洛尔的对映异构体分别用两种单组分硫酸化β-环糊精（CD）衍生物，即七（2,3-二-O-甲基-6-磺基）-β-CD（HDMS-β-CD）和七（2,3-二-O-乙酰基-6-磺基）-β-CD（HDAS-β-CD），在水相和非水相毛细管电泳（CE）中进行了分离。在水相和非水相 CE 中，他林洛尔对这两种 CD 的对映体亲和模式相反。然而，当用水相缓冲液代替非水背景电解质时，给定 CD 衍生物的对映体亲和模式不会改变。使用旋转框架核 Overhauser 效应（ROESY）NMR 光谱研究了在水相和非水相电解质中分析物-选择器配合物的结构。在水缓冲液中证实了他林洛尔对映体与 HDAS-β-CD 之间的包合复合物形成，而他林洛尔对映体与 HDMS-β-CD 之间的复合物为外部型。非水相电解质中他林洛尔对映体与 HDAS-β-CD 的复合物也为外部型。尽管形成了外部配合物，但在非水相 CE 中仍观察到对映体的出色分离。
