基于手性配体交换反应立体选择性萃取分离氧氟沙星对映体  

Enantioselective Separation of Ofloxacin Enantiomers by Chiral Ligand Exchange

作　　者：唐课文[1] 陈国斌[1] 易健民[1] 张伟珍[1] 

机构地区：[1]湖南理工学院化学化工系,岳阳414000

出　　处：《化学学报》2004年第17期1621-1625,共5页Acta Chimica Sinica

基　　金：国家自然科学基金 (No.2 0 3760 85);湖南省自然科学基金 (No .0 3JJY30 2 0 );湖南省教育厅重点 (No.0 3A0 1 4 )资助项目

摘　　要：基于配体交换反应 ,研究了氧氟沙星对映体在含有Cu2 + 和N n 十二烷基 L 脯氨酸手性配体 (L)两相体系中的分配平衡 .在不同pH条件下 ,考察了Cu2 + 在含有N n 十二烷基 L 脯氨酸两相中的分布 ;研究了pH ,Cu2 + 浓度 ,手性配体浓度等因素对氧氟沙星对映体在两相中的分配系数 (K)和分离因子 (α)的影响 .实验结果表明 ,N n 十二烷基 L 脯氨酸对R 氧氟沙星对映体萃取能力大于对S 对映体的萃取能力 ;pH对K和α的影响很大 ,在pH值小于 3 5时 ,L2 Cu二元配合物的生成在热力学上看是不适宜的 ,萃取时pH宜大于 3 5 ;手性配体和Cu2 + 摩尔比为 2∶1,K和α最佳 ;使用 2× 1中空纤维膜对氧氟沙星对映体进行萃取分离 ,出口水相氧氟沙星对映体浓度比值 (S/R)约为 1 72 .Based on chiral ligand exchange, the distribution behavior of ofloxacin enantiomers in the two-phase system containing copper(II) ion (Cu2+) and N-n-dodecyl-L-proline (L) was studied. At different pH, the partition of Cu2+ in the two-phase system containing N-n-dodecyl-L-proline, was investigated. The influence of pH, concentrations of Cu2+ and chiral ligand on partition coefficients (K) and separation factors (alpha) was discussed. The experimental results show that L forms more stable ternary complex with R-ofloxacin enantiomer than with S-enantiomer. There is a large influence of pH on K and alpha. At low pH values (<3.5), formation of binary complexes is thermodynamically unfavourable. K and &alpha; are the best when pH values are above 3.5 and the molar ratio of chiral ligand to Cu2+ is 2:1. The concentration ratio of S to R (1.72) was obtained in the aqueous phase by 2 x 1 hollow fiber membrane extraction.

关 键 词：手性配体交换反应 立体选择性 萃取 手性分离 氧氟沙星对映体 单一异构体手性药物 

分 类 号：TQ463[化学工程—制药化工]