title: Highly efficient chiral separation of amlodipine enantiomers via triple recognition hollow fiber membrane extraction.
abstract: In this study, a triple recognition chiral extraction process has been developed to separate (S)-amlodipine from racemic raw medicine, based on the combination of molecularly imprinted hollow fiber membrane and cross-flow biphasic recognition extraction. The chiral separation process was operated in a dismountable hollow fiber module coated with molecularly imprinted polymer, and the cross-flow extraction was applied with d-tartaric acid in feed phase and sulfobutyl ether-β-cyclodextrin in stripping phase. The synergistic effect of molecularly imprinted polymer and dual chiral additives was investigated, and excellent enantioseparation ability with a selectivity factor of 1.98 was obtained. Mathematical model of S/R=0.598e0.150NTUfor racemic amlodipine separation by molecularly imprinted hollow fiber membrane extraction was established. The optical purity for amlodipine is up to 90% when 4 hollow fiber membrane modules of 25cm in length in series are used. The triple recognition process strongly enhanced the separation selectivity; therefore it may bring about the potentially application for large-scale production of pure enantiomeric compound.
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China; School of Chemical Engineering, Xiangtan University, Xiangtan, Hunan 411105, China.
authors.forename: Shenzhi
authors.initials: S
authors.lastname: Lai
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China.
authors.forename: Shaotan
authors.initials: S
authors.lastname: Tang
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China.
authors.forename: Jiaqi
authors.initials: J
authors.lastname: Xie
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China.
authors.forename: Changqun
authors.initials: C
authors.lastname: Cai
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China.
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Chen
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China. Electronic address: cxm@xtu.edu.cn.
authors.forename: Chunyan
authors.initials: C
authors.lastname: Chen
mesh_terms: D017311:Amlodipine / Q000737:chemistry / Q000302:isolation & purification*; D005591:Chemical Fractionation / Q000379:methods*; D054802:Molecular Imprinting; D013237:Stereoisomerism; D013644:Tartrates; D047392:beta-Cyclodextrins
chemical_list: D013644:Tartrates; D047392:beta-Cyclodextrins; D017311:Amlodipine; C093196:SBE4-beta-cyclodextrin; C029768:tartaric acid
keywords: Amlodipine; Enantioseparation; Hollow fiber; Molecularly imprinted membrane; Triple recognition