Sertraline is an antidepressant in a group of drugs called selective serotonin reuptake inhibitors. Four stereoisomeric compounds would be produced in its synthetic preparation due to two chiral carbons on its chemical structures. In the present work, stereoselective liquid-liquid extraction of isomeric sertraline with substituted cyclodextrins as stereoselective extractant was investigated. Factors affecting the distribution performance, including organic solvents, types of extractants, pH value, buffer solution of aqueous phase, concentration of extractant and temperature, were investigated. Under optimized conditions, a stereoselectivity of 1.404 was obtained for cis-sertraline and a stereoselectivity of 2.373 was obtained for trans-sertraline when hydroxypropyl-β-cyclodextrin was used as the stereoselective extractant, and a stereoselectivity of 1.685 was achieved for trans-sertraline with methyl-β-cyclodextrin as extractant. An unusual stereoselective combination was observed for trans-sertraline and cis-sertraline when sodium carbonate buffer was used. Successful stereoselective separation of trans-sertraline and cis-sertraline, (1S, 4R) and (1R, 4S)-sertraline by analytical countercurrent chromatography with methyl-β-cyclodextrin as stereoselective selector was achieved, using a biphasic solvent system composed of n-hexane : 0.1 mol L-1 citrate buffer solution with pH7.6 (1:1, v/v).

中文翻译：

---

用分析逆流色谱法对异构舍曲林进行立体选择性分离。

舍曲林是一组称为选择性5-羟色胺再摄取抑制剂的抗抑郁药。由于其化学结构上有两个手性碳，将在其合成制备过程中产生四种立体异构化合物。在本工作中，研究了以取代的环糊精为立体选择性萃取剂的异构舍曲林的立体选择性液-液萃取。研究了影响分配性能的因素，包括有机溶剂，萃取剂类型，pH值，水相缓冲液，萃取剂浓度和温度。在最佳条件下，当使用羟丙基-β-环糊精作为立体选择性萃取剂时，顺式-舍曲林的立体选择性为1.404，反式舍曲林的立体选择性为2.373。以甲基-β-环糊精为萃取剂，反式舍曲林的立体选择性为1.685。当使用碳酸钠缓冲液时，观察到反式舍曲林和顺式舍曲林有不同寻常的立体选择性组合。使用由n-组成的双相溶剂体系，通过甲基-β-环糊精为分析选择性逆流色谱法，成功完成了反式舍曲林和顺式舍曲林（1S，4R）和（1R，4S）-舍曲林的立体选择性分离。己烷：pH 7.6（1：1，v / v）的0.1 mol L-1柠檬酸盐缓冲溶液。