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以羧甲基-β-环糊精作为手性流动相添加剂,采用反相高效液相色谱系统对碱性药物进行对映体拆分。

Enantioseparation of basic drugs by reverse phase high-performance liquid chromatography system using carboxymethyl-β-cyclodextrin as chiral mobile phase additive.

作者信息

Ao Qiong, Zhao Hongliang, Tong Tianzhong, Peng Yangfeng, He Zhaoyang

机构信息

School of Chemical Engineering, East China University of Science and Technology, Shanghai, China.

出版信息

Chirality. 2022 Aug;34(8):1128-1139. doi: 10.1002/chir.23470. Epub 2022 May 16.

Abstract

A rapid and efficient method was developed for enantioseparation of basic drugs, using carboxymethyl-β-cyclodextrin (CM-β-CD) as chiral mobile phase additive, rather than involving costly chiral column in high-performance liquid chromatography (HPLC) system. Four of the six basic drug enantiomers investigated were successfully separated. The highest resolution reaches 2.15 for threo-(1S,2S)-2-amino-l-p-nitrophenyl-1,3-propanediol. The effects of the organic modifier, pH value, concentration of chiral additive, column temperature, and flow rate of mobile phase on the enantioseparation of analytes were researched. The apparent formation constants of inclusion and the thermodynamic parameters were evaluated to explain the mechanism of chiral recognition.

摘要

开发了一种快速高效的碱性药物对映体分离方法,该方法使用羧甲基-β-环糊精(CM-β-CD)作为手性流动相添加剂,而不是在高效液相色谱(HPLC)系统中使用昂贵的手性柱。所研究的六种碱性药物对映体中的四种成功实现了分离。对于苏式-(1S,2S)-2-氨基-1-对硝基苯基-1,3-丙二醇,最高分辨率达到2.15。研究了有机改性剂、pH值、手性添加剂浓度、柱温以及流动相流速对分析物对映体分离的影响。评估了包合物的表观形成常数和热力学参数,以解释手性识别的机制。

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