Enantiomeric separation of neutral hdrophobic dihydrofuroflavones by cyclodextrin-modified micellar capillary electrophoresis

被引:13
作者
Lantz, AW [1 ]
Rozhkov, RV [1 ]
Larock, RC [1 ]
Armstrong, DW [1 ]
机构
[1] Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
关键词
chiral separation cyclodextrin; enantioseparation; flavone; flavonoid; hydroxypropyl-cyclodextrin; micelle; sodium dodecyl sulfate;
D O I
10.1002/elps.200305901
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The enantiomeric separations of several very hydrophobic dihydrofuroflavones were performed and optimized using cyclodextrin-modified micellar capillary electrophoresis. Overall, the greatest enantiomeric peak-to-peak separations for the greatest number of flavones were obtained with hydroxypropyl-gamma-cyclodextrin. The effects of cyclodextrin and sodium dodecyl sulfate concentration and pH were examined in order to optimize the separation conditions. The ratio of surfactant-to-cyclodextrin concentration affected the chiral discrimination of the system significantly, with increases in the derivatized cyclodextrin concentration generally enhancing resolution. Higher efficiencies were obtained with lower concentrations of surfactant and cyclodextrin, although enantioseparation optimization often required higher concentrations to be used. A highly acidic pH was necessary to effectively suppress the electroosmotic flow when operating in the reversed polarity mode. Experiments utilizing the normal polarity mode and higher pH produced no separations.
引用
收藏
页码:2727 / 2734
页数:8
相关论文
共 27 条
[1]  
Allen DJ, 2000, ELECTROPHORESIS, V21, P2051, DOI 10.1002/1522-2683(20000601)21:10<2051::AID-ELPS2051>3.0.CO
[2]  
2-6
[3]   MICELLAR EFFECTS ON MOLECULAR-DIFFUSION - THEORETICAL AND CHROMATOGRAPHIC CONSIDERATIONS [J].
ARMSTRONG, DW ;
WARD, TJ ;
BERTHOD, A .
ANALYTICAL CHEMISTRY, 1986, 58 (03) :579-582
[4]   CYCLODEXTRIN BONDED PHASES FOR THE LIQUID-CHROMATOGRAPHIC SEPARATION OF OPTICAL, GEOMETRICAL, AND STRUCTURAL ISOMERS [J].
ARMSTRONG, DW ;
DEMOND, W .
JOURNAL OF CHROMATOGRAPHIC SCIENCE, 1984, 22 (09) :411-415
[5]  
Baguley B C, 2001, Curr Opin Investig Drugs, V2, P967
[6]  
BLASCHKE G, 1979, ARZNEIMITTEL-FORSCH, V29-2, P1640
[7]  
CARROLL KK, 1998, ANTIOXID HLTH DIS, V7, P427
[8]  
Chaplin DJ, 1999, BRIT J CANCER, V80, P57
[9]   Enantioseparation of dihydrofurocoumarin derivatives by various separation modes of capillary electrophoresis [J].
Egger, MD ;
Liu, Y ;
Sevcík, J ;
Tesarová, E ;
Rozhkov, R ;
Larock, RC ;
Armstrong, DW .
ELECTROPHORESIS, 2003, 24 (15) :2650-2656
[10]   Chiral separation of six diastereomeric flavanone-7-O-glycosides by capillary electrophoresis and analysis of lemon juice [J].
Gel-Moreto, N ;
Streich, R ;
Galensa, R .
JOURNAL OF CHROMATOGRAPHY A, 2001, 925 (1-2) :279-289