Study on improvement of chiral separation of capillary electrophoresis based on cyclodextrin by deep eutectic solvents

被引:48
作者
Deng, Suya [1 ]
Pan, Jingmiao [1 ]
Wang, Min [1 ]
Huang, Yike [1 ]
Xia, Zhining [1 ]
机构
[1] Chongqing Univ, Sch Pharmaceut Sci, Chongqing 401331, Peoples R China
基金
中国国家自然科学基金;
关键词
Capillary electrophoresis; Chiral separation; Cyclodextrin; Deep eutectic solvents; Coordination effect; HYDROXYPROPYL-BETA-CYCLODEXTRIN; IONIC LIQUIDS; ENANTIOMERIC SEPARATION; INCLUSION COMPLEXES; DRUG; ENANTIOSEPARATION; PROPRANOLOL; RESOLUTION; ADDITIVES; TOXICITY;
D O I
10.1016/j.talanta.2020.121419
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
For the first time, the mechanism of deep eutectic solvents (DESs) improving chiral separation by capillary electrophoresis has been studied. The capillary electrophoresis chiral separation has been improved by using DESs as the auxiliary additive. Taking tropicamide, homatropine hydrochloride, ofloxacin, atenolol and propranolol hydrochloride as model chiral separation targets and cyclodextrin (CD) as the chiral selector, and the effects of DESs on the chiral separation resolution were investigated on the basis of optimized conditions. The results of fluorescence spectrophotometry and non-aqueous capillary electrophoresis showed that DESs can improve the resolution of the enantiomers, and the coordination mechanism of DESs was also explored. After DESs were added, the resolution of the above enantiomers increased from 1.26, 1.70, 5.10, 1.90, 2.02 to 3.02, 4.10, 6.86, 2.84 and 5.51 respectively, and the binding constant of CD with propranolol hydrochloride increased from 23 M-1 to 142 M-1. The results showed that DESs is an effective auxiliary additive to improve the separation efficiency of capillary electrophoresis with CD as a basic chiral additive.
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页数:8
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共 41 条
[1]   Novel solvent properties of choline chloride/urea mixtures [J].
Abbott, AP ;
Capper, G ;
Davies, DL ;
Rasheed, RK ;
Tambyrajah, V .
CHEMICAL COMMUNICATIONS, 2003, (01) :70-71
[2]   Spectrophotometric study of the charge transfer complexes of 4′-nitrobenzo-15-crown-5 and benzo-15-crown-5 with iodine in nonaqueous solvents [J].
Alizadeh, Nina ;
Dehghanikhah, Sadegh .
CHINESE CHEMICAL LETTERS, 2011, 22 (05) :587-590
[3]   Recent advances on ionic liquid uses in separation techniques [J].
Berthod, A. ;
Ruiz-Angel, M. J. ;
Carda-Broch, S. .
JOURNAL OF CHROMATOGRAPHY A, 2018, 1559 :2-16
[4]   Interactions of the β-blocker drug, propranolol, with detergents, β-cyclodextrin and living cells studied using fluorescence spectroscopy and imaging [J].
Bisby, R. H. ;
Botchway, S. W. ;
Crisostomo, A. G. ;
Karolin, J. ;
Parker, A. W. ;
Schroeder, L. .
SPECTROSCOPY-AN INTERNATIONAL JOURNAL, 2010, 24 (1-2) :137-142
[5]   Thermodynamics of inclusion complexes of natural and modified cyclodextrins with propranolol in aqueous solution at 298 K [J].
Castronuovo, Gluseppina ;
Niccoli, Marcella .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (11) :3883-3887
[6]   Are ionic liquids a proper solution to current environmental challenges? [J].
Cevasco, Giorgio ;
Chiappe, Cinzia .
GREEN CHEMISTRY, 2014, 16 (05) :2375-2385
[7]  
Chen ZY, 2007, CHINESE J ANAL CHEM, V35, P181
[8]   Combined Use of Ionic Liquid and Hydroxypropyl-β-Cyclodextrin for the Enantioseparation of Ten Drugs by Capillary Electrophoresis [J].
Cui, Yan ;
Ma, Xiaowei ;
Zhao, Min ;
Jiang, Zhen ;
Xu, Shuying ;
Guo, Xingjie .
CHIRALITY, 2013, 25 (07) :409-414
[9]   Chiral separation of anticholinergic drug enantiomers in nonaqueous capillary electrophoresis [J].
Du, GH ;
Zhang, SZ ;
Xie, JW ;
Zhong, BH ;
Liu, KL .
JOURNAL OF CHROMATOGRAPHY A, 2005, 1074 (1-2) :195-200
[10]   Toxicity of Ionic Liquids: Eco(cyto)activity as Complicated, but Unavoidable Parameter for Task-Specific Optimization [J].
Egorova, Ksenia S. ;
Ananikov, Valentine P. .
CHEMSUSCHEM, 2014, 7 (02) :336-360