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手性金属-有机骨架由手性和非手性有机配体混合合成,用于通过开管毛细管电色谱对手性药物进行对映体分离。

A chiral metal-organic framework synthesized by the mixture of chiral and non-chiral organic ligands for enantioseparation of drugs by open-tubular capillary electrochromatography.

机构信息

Key Laboratory of Drug Quality Control and Pharmacovigilance (Ministry of Education), China Pharmaceutical University, Nanjing 210009, PR China; State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China.

Key Laboratory of Drug Quality Control and Pharmacovigilance (Ministry of Education), China Pharmaceutical University, Nanjing 210009, PR China; State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China.

出版信息

J Chromatogr A. 2023 Jun 21;1699:464029. doi: 10.1016/j.chroma.2023.464029. Epub 2023 Apr 25.

Abstract

A chiral metal-organic framework L-Histidine-Zeolitic imidazolate framework-67 (L-His-ZIF-67) was synthesized by the mixture of chiral organic ligand L-histidine and non-chiral organic ligand 2-methylimidazole directly, and to the author's knowledge, the chiral L-His-ZIF-67 coated capillary column we prepared has still not been reported to date in the field of capillary electrophoresis. This chiral metal-organic frameworks material was used as the chiral stationary phase for enantioseparation of drugs by open-tubular capillary electrochromatography. The separation conditions such as pH value, buffer concentration and proportion of organic modifier were optimized. Under optimal conditions, the established enantioseparation system achieved good separation effect, and the resolution of five chiral drugs: esmolol (7.93), nefopam (3.03), salbutamol (2.42), scopolamine (1.08) and sotalol (0.81). In addition, the chiral recognition mechanism of L-His-ZIF-67 was elucidated by a series of mechanism experiments, and the specific interaction force was preliminarily speculated.

摘要

手性金属有机骨架 L-组氨酸-沸石咪唑酯骨架-67(L-His-ZIF-67)是通过手性有机配体 L-组氨酸和非手性有机配体 2-甲基咪唑直接混合合成的,据作者所知,我们制备的手性 L-His-ZIF-67 涂层毛细管柱在毛细管电泳领域尚未见报道。这种手性金属有机骨架材料被用作开管毛细管电色谱拆分药物对映体的手性固定相。优化了 pH 值、缓冲液浓度和有机改性剂比例等分离条件。在最佳条件下,所建立的对映体分离体系取得了良好的分离效果,五种手性药物的分离度分别为:艾司洛尔(7.93)、奈福泮(3.03)、沙丁胺醇(2.42)、东莨菪碱(1.08)和索他洛尔(0.81)。此外,通过一系列机制实验阐明了 L-His-ZIF-67 的手性识别机制,并初步推测了特定的相互作用力。

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