上海交通大学学报（医学版）

上海交通大学学报（医学版）

• 论著（基础研究） • 上一篇    下一篇

Chiralpak AD和Chiralcel OD-H柱分离莨菪烷衍生物对映体的研究

谢一凡，钮因尧，成斌，陆阳   

  1. 上海交通大学 基础医学院化学教研室， 上海 200025
  • 出版日期:2015-04-28 发布日期:2015-04-29
  • 通讯作者: 陆阳, 电子信箱: luyangssmu@163.com。
  • 作者简介:谢一凡（1967—）， 男， 高级实验师， 学士; 电子信箱: jyxieyf@shsmu.edu.cn。
  • 基金资助:

    上海高校实验技术队伍建设计划（K-0181-13-1129）

Study on separation of enantiomers of tropane derivatives by Chiralpak AD and Chiralcel OD-H columns

XIE Yi-fan, NIU Yin-yao, CHENG Ping, LU Yang   

  1. Department of Chemistry, Basic Medicine Faculty of Shanghai Jiao Tong University, Shanghai 200025, China
  • Online:2015-04-28 Published:2015-04-29
  • Supported by:

    Plan for Construction of Shanghai University Technology Team, K-0181-13-1129

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摘要：

目的 采用正相手性色谱柱建立莨菪烷衍生物A和B对映体的高效液相色谱法（HPLC）手性分离方法。方法 在正相条件下分别使用Chiralpak AD和Chiralcel OD-H手性柱，考察流动相组成、流速和柱温对对映体手性分离的影响；计算对映体与固定相相互作用的焓变差值和熵变差值等热力学参数。结果 化合物A在Chiralpak AD柱上得到最佳色谱分离条件。化合物B在Chiralcel OD-H柱上得到最佳色谱分离条件。在15 ℃～35 ℃柱温范围内，lnα对1/T呈线性关系，其手性分离过程受焓控制。结论 此HPLC手性分离方法可用于化合物A和B的光学纯度分析和鉴定。

关键词: 高效液相色谱法, 莨菪烷衍生物, 手性分析, 对映体

Abstract:

Objective To develop a high performance liquid chromatography (HPLC) chiral separation method for the enantiomers A and B of tropane derivatives by the normal phase chiral chromatographic column. Methods The chiral columns of Chiralpak AD and Chiralcel OD-H were employed under the normal phase condition. Effects of the composition of mobile phase, flow rate, and temperature on the chiral separation of enantiomers were observed. Thermodynamic parameters of the interaction of enantiomers and stationary phase such as the enthalpy difference and entropy difference were calculated. Results The optimal enantiomeric separation condition for compound A was obtained on the Chiralpak AD column. The optimal enantiomeric separation condition for compound B was obtained on the Chiralcel OD-H column. The lnα was linear with 1/T between 15 ℃ and 35 ℃. The chiral separation was controlled by enthalpy. Conclusion This HPLC chiral separation method can be used for the analysis and identification of optical purity of tropane derivatives A and B.

Key words: high performance liquid chromatography, tropane derivatives, chiral separation, enantiomer