色谱

色谱 ›› 2014, Vol. 32 ›› Issue (8): 880-885.DOI: 10.3724/SP.J.1123.2014.04022

• 技术与应用 • 上一篇    下一篇

纤维素-三（3,5-二甲苯基氨基甲酸酯）手性固定相拆分氨鲁米特对映体

林小建, 龚如金, 李平, 于建国   

  1. 华东理工大学化工学院, 化学工程联合国家重点实验室, 上海 200237
  • 收稿日期:2014-04-14 修回日期:2014-06-04 出版日期:2014-08-08 发布日期:2014-08-01
  • 通讯作者: 李平，E-mail：liping_2007@ecust.edu.cn
  • 基金资助:

    国家自然科学基金项目（21276080）.

Chromatographic separation of aminoglutethimide enantiomers on cellulose tris(3,5-dimethylphenylcarbamate) chiral stationary phase

LIN Xiaojian, GONG Rujin, LI Ping, YU Jianguo   

  1. School of Chemical Engineering, East China University of Science and Technology, State Key Laboratory of Chemical Engineering, Shanghai 200237, China
  • Received:2014-04-14 Revised:2014-06-04 Online:2014-08-08 Published:2014-08-01

PDF

375

摘要：

以纤维素-三（3，5-二甲苯基氨基甲酸酯）为手性固定相（Chiralcel OD-H）在高效液相色谱上拆分了氨鲁米特对映体。通过测定氨鲁米特在正己烷/乙醇和正己烷/异丙醇中的溶解度，优选了对样品溶解度大的流动相体系，并考察了流动相添加剂乙醇胺对拆分效果的影响。在此基础上进一步研究了流动相中乙醇含量、柱温和进样量对分离因子、分离度、不对称因子和理论板数的影响，从而确定了最佳的拆分条件：固定相为Chiralcel OD-H，流动相为正己烷/乙醇/乙醇胺（体积比为30：70：0.1），柱温25℃。本文所得结果可为工业放大提供基础数据。

关键词: 氨鲁米特, 高效液相色谱, 手性拆分, 手性固定相

Abstract:

Aminoglutethimide (AG) has been used clinically as a drug in the treatment of hormone-dependent metastatic breast cancer. It was reported that S-(-)-AG enantiomer had small activity and sometimes might cause side effects. Therefore, it was of great significance to obtain the high-purity R-(+)-AG by enantioseparation. In this work, aminoglutethimide enantiomers were separated by high performance liquid chromatography (HPLC) using an analytical column which was packed with cellulose tris(3,5-dimethylphenylcarbamate) stationary phase (Chiralcel OD-H). The solubilities of racemic AG in two different solvent compositions, n-hexane/ethanol and n-hexane/isopropanol, were measured, separately. The effects of alcohol content and monoethanolamine additive on the separation performance of racemic AG by HPLC were investigated. According to the experiments, n-hexane-ethanol (30:70, v/v) with 0.1% monoethanolamine additive was selected as the mobile phase. The separation factor, resolution, asymmetry factor, number of theoretical plates and maximum column capacity were measured and analyzed for the chromatographic separation of racemic AG at a flow-rate of 0.6 mL/min and column temperature of 25-40℃, with Chiralcel OD-H as stationary phase and n-hexane-ethanol (30:70, v/v) with 0.1% monoethanolamine as mobile phase. This work provides the basic information of chromatographic separation for the batch and continuous production of aminoglutethimide enantiomers.

Key words: aminoglutethimide, chiral resolution, chiral stationary phase, high performance liquid chromatography (HPLC)

中图分类号: