Chiral separation of basic drugs by capillary electrophoresis with carboxymethylcyclodextrins

被引:55
作者
Zukowski, J
De Biasi, V
Berthod, A
机构
[1] GlaxoSmithKline, Analyt Chem, Harlow CM19 5AD, Essex, England
[2] GlaxoSmithKline, Analyt Chem & Chem Technol, I-37135 Verona, Italy
[3] Univ Lyon 1, CNRS, Analyt Sci Lab, F-69622 Villeurbanne, France
关键词
enantiomer separation; pharmaceutical analysis; basic drugs;
D O I
10.1016/S0021-9673(01)01473-X
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Capillary electrophoresis (CE) with carboxymethylated beta- or gamma-cyclodextrins was used to achieve the rapid enantiomeric separation of a set of basic drugs. The enantiomers of 12 chiral amino-containing pharmaceutical compounds belonging to various therapeutic categories were analyzed by CE using an uncoated 60 cmX75 mum I.D. silica capillary. Several experimental parameters such as the nature, concentration and pH of the buffer, nature and concentration of the anionic cyclodextrin and temperature were studied in order to optimize the enantiomeric separation. The variation of the solute partition coefficient for the chiral selector, the enantioselectivity and resolution factors are used to assess the quality of the chiral separation. It is shown that the solute affinity for the chiral selector is not related to its enantioresolution factor. None of the two cyclodextrin selectors used was able to separate the whole set of basic drugs. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:331 / 342
页数:12
相关论文
共 26 条
[1]  
ABOULENEIN H, 1997, CHEM ANAL SERIES IMP, V142
[2]   Capillary electrophoretic enantioseparations using macrocyclic antibiotics as chiral selectors [J].
Armstrong, DW ;
Nair, UB .
ELECTROPHORESIS, 1997, 18 (12-13) :2331-2342
[3]  
ARMSTRONG DW, 1997, LC GC MAY, P20
[4]   MULTIPLE ENANTIOSELECTIVE RETENTION MECHANISMS ON DERIVATIZED CYCLODEXTRIN GAS-CHROMATOGRAPHIC CHIRAL STATIONARY PHASES [J].
BERTHOD, A ;
LI, WY ;
ARMSTRONG, DW .
ANALYTICAL CHEMISTRY, 1992, 64 (08) :873-879
[5]   EMPIRICAL PROCEDURE THAT USES MOLECULAR-STRUCTURE TO PREDICT ENANTIOSELECTIVITY OF CHIRAL STATIONARY PHASES [J].
BERTHOD, A ;
CHANG, SC ;
ARMSTRONG, DW .
ANALYTICAL CHEMISTRY, 1992, 64 (04) :395-404
[6]   CYCLODEXTRIN PURIFICATION WITH HOLLOW FIBERS [J].
BERTHOD, A ;
JIN, HL ;
ARMSTRONG, DW .
SEPARATION SCIENCE AND TECHNOLOGY, 1991, 26 (04) :515-527
[7]   DETERMINATION AND USE OF ROHRSCHNEIDER-MCREYNOLDS CONSTANTS FOR CHIRAL STATIONARY PHASES USED IN CAPILLARY GAS-CHROMATOGRAPHY [J].
BERTHOD, A ;
ZHOU, EY ;
LE, K ;
ARMSTRONG, DW .
ANALYTICAL CHEMISTRY, 1995, 67 (05) :849-857
[8]   Separation of the four stereoisomers of Z11556A, intermediate in the synthesis of triazole antimycotics, by capillary electrophoresis [J].
Castelnovo, P ;
Albanesi, C .
JOURNAL OF CHROMATOGRAPHY A, 1996, 741 (01) :123-130
[9]   Enantioseparations in capillary electromigration techniques: recent developments and future trends [J].
Chankvetadze, B ;
Blaschke, G .
JOURNAL OF CHROMATOGRAPHY A, 2001, 906 (1-2) :309-363
[10]  
Chankvetadze B., 1997, CAPILLARY ELECTROPHO