色谱

色谱 ›› 2014, Vol. 32 ›› Issue (8): 832-836.DOI: 10.3724/SP.J.1123.2014.03035

• 研究论文 • 上一篇    下一篇

纤维素键合手性固定相拆分6种萘满酮衍生物对映体

赵允凤, 宋佳新, 孙嘉仪, 袁晓薇, 郭兴杰   

  1. 沈阳药科大学药学院, 辽宁 沈阳 110016
  • 收稿日期:2014-03-24 修回日期:2014-05-30 出版日期:2014-08-08 发布日期:2014-08-01
  • 通讯作者: 郭兴杰，E-mail：gxjhyz@aliyun.com

Chiral separation of six tetralone derivative enantiomers using immobilized cellulose chiral stationary phase

ZHAO Yunfeng, SONG Jiaxin, SUN Jiayi, YUAN Xiaowei, GUO Xingjie   

  1. School of Pharmacy, Shenyang Pharmaceutical University, Shenyang 110016, China
  • Received:2014-03-24 Revised:2014-05-30 Online:2014-08-08 Published:2014-08-01

PDF

238

被引次数

6

摘要：

使用Chiralpak IC（纤维素-三（3，5-二氯苯基氨基甲酸酯）共价键合硅胶）手性柱，建立了采用手性固定相高效液相色谱拆分6种 α -芳基萘满酮类衍生物对映体的方法。考察了流动相中有机改性剂的种类和比例、柱温和流速对对映体分离的影响。结果显示6种化合物在异丙醇为改性剂的条件下均可获得较高的对映体分离度。热力学研究表明6种化合物对映体的手性拆分过程均受焓驱动影响，且低温有利于对映体分离。最终推荐分离化合物Ⅰ对映体的流动相是正己烷-异丙醇（90：10，v/v）；分离化合物Ⅱ、Ⅲ、Ⅳ对映体的流动相是正己烷-异丙醇（99：1，v/v）；分离化合物Ⅴ对映体的流动相是正己烷-异丙醇（85：15，v/v）；分离化合物Ⅵ对映体的流动相是正己烷-异丙醇（80：20，v/v）。柱温为25℃，流速为1.0 mL/min。6种化合物对映体均可在Chiralpak IC手性固定相上得到完全分离，证明该色谱柱对6种化合物具有较高的对映体选择性。

关键词: 对映体分离, 萘满酮衍生物, 手性固定相, 纤维素-三（3,5-二氯苯基氨基甲酸酯）, 正相高效液相色谱法

Abstract:

A high performance liquid chromatographic method (HPLC) was developed for the chiral separation of six α -aryl tetralone derivatives using a Chiralpak IC column. The factors influencing the chiral separation including the type and concentration of organic modifier, column temperature and flow rate were investigated. The results showed that high enantiomeric separation can be obtained with isopropanol as modifier for the six compounds. The thermodynamic study indicated that the enantioseparation was enthalpically driven and showed that low column temperature was beneficial to separation. Complete separation of compound Ⅰ was achieved with a binary solvent mixture of n-hexane-isopropanol (90:10, v/v) as the recommended mobile phase. The compounds Ⅱ, Ⅲ and Ⅳ were separated with the mobile phase of the mixture of n-hexane-isopropanol (99:1, v/v) and the compound Ⅴ was separated with the mixture of n-hexane-isopropanol (85:15, v/v). The compound Ⅵ was separated with the mixture of n-hexane-isopropanol (80:20, v/v). The column temperature was 25℃, and the flow rate was 1.0 mL/min. The six tetralone derivative enantiomers were separated on a chiral stationary phase of Chiralpak IC by HPLC. The column has high enantiomeric selectivity to the six tetralone derivative enantiomers.

Key words: cellulose-tris (3,5-dichlorobenzene carbamate), chiral stationary phase, enantiomeric separation, normal phase-high performance liquid chromatography (NP-HPLC), tetralone derivatives

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