酮洛芬对映体的双相识别手性萃取分离

Enantioseparation of Ketoprofen Enantiomers by Biphasic Recognition Chiral Extraction

研究了酮洛芬在溶有酒石酸酯的有机相和β-环糊精衍生物水相萃取体系中的分配行为;考察了有机溶剂、酒石酸酯、环糊精衍生物的种类、萃取剂浓度和pH等因素对分离效果的影响。结果表明,β-环糊精衍生物优先识别S-对映体而不是R-对映体,但L-酒石酸酯的识别能力刚好相反;1,2-二氯乙烷作为有机溶剂,三甲基-β-环糊精和L-酒石酸异丁酯做手性萃取剂是最好的选择;萃取剂的浓度和pH对分离效果有明显影响;当三甲基-β-环糊精和L-酒石酸异丁酯的浓度分别为0.1mol/L和0.2mol/L、水相pH=2.5时,分离效果最好。

The distribution behavior of ketoprofen enantiomers was investigated in the extraction system,which consists of adding hydrophobic tartrates in organic phase and hydrophilic β-cyclodextrin （β-CD） derivatives in aqueous phase.The influence of the parameters such as the types of the organic solvent,β-CD derivatives and tartaric derivatives,the concentrations of the optimum extractants,and pH of the buffer on enantioseparation was studied.The results indicated that β-CD derivatives preferentially recognized not R-ketoprofen but S-ketoprofen,whereas L-tartrates had reverse recognition of ketoprofen enantiomers;1,2-dichloroethane as solvent,trimethyl-β-CD and L-（＋）-isobutyl tartrate as chiral extractants were the best choice;the concentrations of the extractants and pH had obvious effect on the enantioselectivity;high enantioselectivity for ketoprofen enantiomers was obtained in the buffer consisted of 0.2mol /L L-（＋）-isobutyl tartrate and 0.1mol /L trimethyl-β-CD at pH≤2.5.