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基于联萘酚的手性共价有机框架用于手性药物分离。

Binaphthyl-based chiral covalent organic frameworks for chiral drug separation.

机构信息

College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, P. R. China.

出版信息

Chem Commun (Camb). 2024 Sep 20;60(76):10580-10583. doi: 10.1039/d4cc02028f.

DOI:10.1039/d4cc02028f
PMID:39233666
Abstract

Separation of racemic drugs is of great importance and interest in chemistry and pharmacology. Here, we report the bottom-up synthesis of the binaphthyl-based chiral covalent organic frameworks (CCOFs), (R)-BHTP-COF. Then, high-performance liquid chromatography (HPLC) columns were prepared using (R)-BHTP-COF as a chiral stationary phase (CSP). Racemic ibuprofen was successfully baseline-separated on (R)-BHTP-COF-based CSP, and achieved excellent selectivity ( = 2.32) and chromatographic resolution ( = 3.39) factors. Meanwhile, the separation of six racemic drugs by the (R)-BHTP-COF-packed column exhibited high resolution, selectivity, and durability. The successful applications indicate the great potential of CCOFs as a novel stationary phase for efficient HPLC separation.

摘要

对映异构体药物的分离在化学和药理学中具有重要意义和研究价值。在这里,我们报告了基于联萘的手性共价有机框架(CCOFs),(R)-BHTP-COF 的自下而上的合成。然后,使用(R)-BHTP-COF 作为手性固定相(CSP)制备高效液相色谱(HPLC)柱。(R)-BHTP-COF 基 CSP 成功实现了外消旋布洛芬的基线分离,获得了优异的选择性(=2.32)和色谱分辨率(=3.39)因子。同时,(R)-BHTP-COF 填充柱对六种外消旋药物的分离表现出高分辨率、选择性和耐用性。成功的应用表明 CCOFs 作为高效 HPLC 分离的新型固定相具有巨大的潜力。

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