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Preparation of a novel hydroxypropyl‐γ‐cyclodextrin functionalized monolith for separation of chiral drugs in capillary electrochromatography
Chirality ( IF 2 ) Pub Date : 2021-02-18 , DOI: 10.1002/chir.23300
Miaoduo Deng 1 , Mengyao Xue 1 , Yanru Liu 1 , Min Zhao 1
Affiliation  

In this study, a novel hydroxypropyl‐γ‐cyclodextrin (HP‐γ‐CD) functionalized monolithic capillary column was prepared by one‐pot sequential strategy and used for chiral separation in capillary electrochromatography for the first time. In one pot, GMA‐HP‐γ‐CD as functional monomer was allowed to be formed via the ring opening reaction between HP‐γ‐CD and glycidyl methacrylate (GMA) catalyzed by 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) and then copolymerized directly with ethylene dimethacrylate (EDMA) and 2‐acrylamido‐2‐methyl propane sulfonic acid (AMPS) in the presence of porogenic solvents via thermally initiated free radical polymerization. The preparation conditions of monoliths were optimized. Enantiomer separations of six chiral drugs including pindolol, clorprenaline, tulobuterol, clenbuterol, propranolol, and tropicamide were achieved on the monolith. Among them, pindolol, clorprenaline, and tropicamide were baseline separated with resolution values of 1.62, 1.73, and 1.55, respectively. The mechanism of enantiomer separation was discussed by comparison of the HP‐γ‐CD and HP‐β‐CD functionalized monoliths.

中文翻译:

用于毛细管电色谱分离手性药物的新型羟丙基-γ-环糊精功能化整料的制备

在本研究中,采用单锅序贯策略制备了一种新型羟丙基-γ-环糊精(HP-γ-CD)功能化整体毛细管柱,并首次用于毛细管电色谱中的手性分离。在一锅中,通过 HP-γ-CD 与甲基丙烯酸缩水甘油酯 (GMA) 之间的开环反应,在 1,8-二氮杂双环 [5.4.0] undec- 催化下形成 GMA-HP-γ-CD 作为功能单体7-烯(DBU),然后在致孔溶剂存在下,通过热引发自由基聚合直接与二甲基丙烯酸乙烯酯(EDMA)和 2-丙烯酰胺基-2-甲基丙磺酸(AMPS)共聚。优化了整料的制备条件。六种手性药物的对映体分离,包括吲哚洛尔、氯丙那林、妥洛特罗、克仑特罗、普萘洛尔、和托吡卡胺是在整体上实现的。其中,吲哚洛尔、氯丙那林和托吡卡胺的基线分离度分别为 1.62、1.73 和 1.55。通过比较 HP-γ-CD 和 HP-β-CD 功能化整料,讨论了对映体分离的机制。
更新日期:2021-04-08
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