色谱 ›› 2019, Vol. 37 ›› Issue (4): 383-391.DOI: 10.3724/SP.J.1123.2018.08035

• 研究论文 • 上一篇    下一篇

利用“网包法”制备高效液相色谱大环抗生素类手性固定相

何义娟, 李克丽, 李倩, 张鹏, 艾萍, 袁黎明   

  1. 云南师范大学化学化工学院, 昆明 650500
  • 收稿日期:2018-08-23 出版日期:2019-04-08 发布日期:2015-02-14
  • 通讯作者: 袁黎明.Tel:(0871)65941088,E-mail:yuan_limingpd@126.com
  • 基金资助:

    国家自然科学基金项目(21365025).

Preparation of macrocycle antibiotic chiral stationary phases by wrapping with a net in high performance liquid chromatography

HE Yijuan, LI Keli, LI Qian, ZHANG Peng, AI Ping, YUAN Liming   

  1. School of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500, China
  • Received:2018-08-23 Online:2019-04-08 Published:2015-02-14
  • Supported by:

    National Natural Science Foundation of China (No. 21365025).

摘要:

万古霉素和替考拉宁都属于糖肽类的大环抗生素,具有立体的环状结构和多个手性中心,是两种常见的手性识别材料,广泛应用于对映体的色谱手性分离分析。该文以万古霉素和替考拉宁为手性选择剂,哌嗪为单体,4,4'-二苯基甲烷二异氰酸酯(MDI)、1,6-己二异氰酸酯(HDI)和2,4-甲苯二异氰酸酯(TDI)为交联剂,通过界面聚合反应形成网状层包裹硅胶载体的方法制得6种高效液相色谱手性固定相,用于分离外消旋化合物,并与MDI直接交联万古霉素和替考拉宁在硅胶表面所得固定相进行了比较。结果表明,利用"网包法"和直接交联法制备的手性柱与商品万古霉素和替考拉宁柱之间具有互补性,均对不同的外消旋体有不同程度的拆分。

关键词: 大环抗生素, 高效液相色谱, 界面聚合, 手性固定相

Abstract:

Vancomycin and teicoplanin are glycopeptide macrocyclic antibiotics with three-dimensional ring structures and multiple chiral centers. They are commonly used chiral recognition materials in enantioseparation by high-performance liquid chromatography. In this study, six chiral stationary phases wrapped with a net on silica gels were prepared by interfacial polymerization using vancomycin and teicoplanin as chiral selectors, piperazine as a monomer, 4,4'-diphenylmethane diisocyanate (MDI), 1,6-hexamethylene diisocyanate (HDI), and 2,4-toluene diisocyanate (TDI) as crosslinker. The fabricated chiral columns were used for enantioseparations. Compared to the crosslinked and commercial columns composed of vancomycin and teicoplanin, the columns wrapped with a net exhibited complementarity for the optical resolutions.

Key words: chiral stationary phase, high performance liquid chromatography (HPLC), interfacial polymerization, macrocycle antibiotic

中图分类号: