Comparison of three S-β-CDs with different degrees of substitution for the chiral separation of 12 drugs in capillary electrophoresis

被引：10

作者：

Wang, Zhaokun ^{[1
]}

Zhang, Qiongwen ^{[1
]}

Luo, Linda ^{[1
]}

Sun, Tiemin ^{[2
]}

Guo, Xingjie ^{[1
]}

机构：

[1] Shenyang Pharmaceut Univ, Sch Pharm, Dept Pharmaceut Anal, 103,Wenhua Rd Shenhe Dist, Shenyang 110016, Liaoning, Peoples R China

[2] Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Dept Pharmaceut Chem, 103 Wenhua Rd Shenhe Dist, Shenyang 110016, Liaoning, Peoples R China

来源：

CHIRALITY | 2017年 / 29卷 / 09期

基金：

中国国家自然科学基金;

关键词：

analyte structure; chiral selector; degree of substitution; enantioseparation; sulfated beta-cyclodextrin; SULFATED CYCLODEXTRINS; SINGLE-ISOMER; BASIC COMPOUNDS; ENANTIOMERS; SELECTOR; ENANTIOSEPARATION; RECOGNITION; RESOLUTION;

D O I：

10.1002/chir.22731

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Three kinds of sulfated beta-cyclodextrin (S-beta-CD), including a single isomer, heptakis-6-sulfato-beta-cyclodextrin (HS-beta-CD), degree of substitution (DS) of 7, which was synthesized in our laboratory and another two commercialized randomly substituted mixtures, a sulfated beta-cyclodextrin with DS of 7 to 11, as well as a highly sulfated-beta-cyclodextrin with DS of 12 to 15, were used for the enantioresolution of 12 drugs (the beta-blockers, phenethylamines, and anticholinergic agents) in capillary electrophoresis. The enantioseparation under varying concentrations of S-beta-CD and background electrolyte pH were systematically investigated and compared. Based on the experimental results, the effect of the nature of S-beta-CD and analyte structure on the enantioseparation is discussed.

引用

页码：558 / 565

页数：8

共 20 条

[1] Modeling the chiral resolution ability of highly sulfated β-cyclodextrin for basic compounds in electrokinetic chromatography [J].

Asensi-Bernardi, L. ;

Escuder-Gilabert, L. ;

Martin-Biosca, Y. ;

Medina-Hernandez, M. J. ;

Sagrado, S. .

JOURNAL OF CHROMATOGRAPHY A, 2013, 1308 :152-160

[2] Characterization of highly sulfated cyclodextrins [J].

Chen, FTA ;

Shen, G ;

Evangelista, RA .

JOURNAL OF CHROMATOGRAPHY A, 2001, 924 (1-2) :523-532

[3] Comparison of charge state distribution in commercially available sulfated cyclodextrins used as chiral resolving agents in capillary electrophoresis [J].

Estrada, Roy, III ;

Vigh, Gyula .

JOURNAL OF CHROMATOGRAPHY A, 2012, 1226 :24-30

[4] Fast enantioseparation of arylglycine amides by capillary electrophoresis with highly sulfated-β-cyclodextrin as a chiral selector [J].

Guo, L ;

Lin, SJ ;

Yang, YF ;

Qi, L ;

Wang, MX ;

Chen, Y .

JOURNAL OF CHROMATOGRAPHY A, 2003, 998 (1-2) :221-228

[5] Study on the chiral recognition of the enantiomers of ephedrine derivatives with neutral and sulfated heptakis(2,3-O-diacetyl)-β-cyclodextrins using capillary electrophoresis, UV, nuclear magnetic resonance spectroscopy and mass spectrometry [J].

Hellriegel, C ;

Händel, H ;

Wedig, M ;

Steinhauer, S ;

Sörgel, F ;

Albert, K ;

Holzgrabe, U .

JOURNAL OF CHROMATOGRAPHY A, 2001, 914 (1-2) :315-324

[6] Comparison of native, alkylated and charged cyclodextrins for the chiral separation of labetalol stereoisomers by capillary electrophoresis [J].

Le Potier, I ;

Tamisier-Karolak, SL ;

Morin, P ;

Megel, F ;

Taverna, M .

JOURNAL OF CHROMATOGRAPHY A, 1998, 829 (1-2) :341-349

[7] Capillary electrophoretic enantioseparation of basic drugs using a new single-isomer cyclodextrin derivative and theoretical study of the chiral recognition mechanism [J].

Liu, Yongjing ;

Deng, Miaoduo ;

Yu, Jia ;

Jiang, Zhen ;

Guo, Xingjie .

JOURNAL OF SEPARATION SCIENCE, 2016, 39 (09) :1766-1775

[8] Separation of enantiomers: needs, challenges, perspectives [J].

Maier, NM ;

Franco, P ;

Lindner, W .

JOURNAL OF CHROMATOGRAPHY A, 2001, 906 (1-2) :3-33

[9] Electrophoretic separation strategy for chiral pharmaceuticals using highly-sulfated and neutral cyclodextrins based dual selector systems [J].

Matthijs, N ;

Van Hemelryck, S ;

Maftouh, M ;

Massart, DL ;

Vander Heyden, Y .

ANALYTICA CHIMICA ACTA, 2004, 525 (02) :247-263

[10] Infinite enantiomeric resolution of basic compounds using highly sulfated cyclodextrin as chiral selector in capillary electrophoresis [J].

Rudaz, S ;

Calleri, E ;

Geiser, L ;

Cherkaoui, S ;

Prat, J ;

Veuthey, JL .

ELECTROPHORESIS, 2003, 24 (15) :2633-2641

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