Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China.
Department of Pharmacy and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine & New Drug Research, Jinan University, Guangzhou 510632, China; Laboratory of Analytical Pharmaceutical Chemistry, Department of Pharmaceutical Sciences, University of Liege, CHU B36, Liege B-4000, Belgium.
J Chromatogr A. 2014 Jan 17;1325:147-54. doi: 10.1016/j.chroma.2013.12.019. Epub 2013 Dec 16.
A novel and facile one-pot copolymerization approach was developed for the preparation of a β-cyclodextrin (β-CD) functionalized organic polymer monolith. The proposed one-pot process involved two major reactions occurring in sequence in the same vial: (1) the ring opening reaction between the epoxy groups of glycidyl methacrylate (GMA) and the primary amino groups of ethylenediamine-β-CD (EDA-β-CD); (2) the copolymerization of glycidyl methacrylate-ethylenediamine-β-CD (GMA-EDA-β-CD) and ethylene dimethacrylate (EDMA) using 2,2'-azobisisobutyronitrile (AIBN) as the polymerization initiator. This approach avoids the time-consuming post-polymerization derivatization of the traditional two-step strategy. Compared to the previously reported two-step strategy, the monolith prepared by this one-pot method exhibited higher β-CD ligand density and better column efficiency in HPLC. Satisfactory column permeability and separation selectivity were also obtained on the optimized poly(GMA-EDA-β-CD-co-EDMA) monolithic column. Additionally, the column was also applied to the enantioseparation of some racemic acidic compounds with promising results.
一种新颖且简便的一锅法共聚策略被开发出来，用于制备β-环糊精（β-CD）功能化的有机聚合物整体柱。所提出的一锅法过程涉及在同一个小瓶中顺序发生的两个主要反应：（1）甲基丙烯酸缩水甘油酯（GMA）的环氧基团与乙二胺-β-环糊精（EDA-β-CD）的伯氨基之间的开环反应；（2）甲基丙烯酸缩水甘油酯-乙二胺-β-环糊精（GMA-EDA-β-CD）与二乙烯基苯（EDMA）的共聚反应，使用 2,2'-偶氮二异丁腈（AIBN）作为聚合引发剂。这种方法避免了传统两步策略中耗时的聚合后衍生化。与之前报道的两步策略相比，通过一锅法制备的整体柱表现出更高的β-CD 配体密度和更好的 HPLC 柱效。在优化的聚（GMA-EDA-β-CD-co-EDMA）整体柱上也获得了令人满意的柱渗透性和分离选择性。此外，该柱还应用于一些外消旋酸性化合物的对映体拆分，取得了有前景的结果。
