Separation of the enantiomers of some racemic nonsteroidal aromatase inhibitors and barbiturates by capillary electrophoresis
- 1 January 1993
- Vol. 5 (7) , 516-526
- https://doi.org/10.1002/chir.530050708
Abstract
High‐performance capillary electrophoresis (HPCE) and micellar electrokinetic capillary chromatography (MECC) were applied to the resolution of racemic nonsteroidal antiaromatase drugs and intermediates. Successful results were obtained in both modes using α‐cyclodextrin (α‐CD), β‐cyclodextrin (β‐CD), γ‐cyclodextrin (γ‐CD), or 2,6‐di‐O‐methyl‐β‐cyclodextrin (DM‐β‐CD) as chiral selectors. Depending on the structure of the solute, one of the cyclodextrins was generally better suited for resolution of the racemate. The basic solutes were analyzed under HPCE conditions, whereas the nonionizable compounds such as glutethimide (Doriden®) were analyzed in MECC mode. For the azole‐type antiaromatase Fadrozole, both HPCE and MECC modes could be used to achieve the separation of the enantiomers. The influence of experimental factors such as pH, the presence of organic modifier, temperature, the micelle concentration, and the concentration of the chiral selector is also discussed on the basis of the results obtained with some chiral barbiturates. The possibility of analyzing the enantiomers directly in plasma samples was also demonstrated.Keywords
This publication has 23 references indexed in Scilit:
- Aromatase inhibitors: synthesis, biological activity, and binding mode of azole-type compoundsJournal of Medicinal Chemistry, 1993
- Chiral separations by capillary electrophoresis using cyclodextrin-containing gelsJournal of Chromatography A, 1992
- Chiral separation by analytical electromigration methodsJournal of Chromatography A, 1992
- Preparative chromatographic separation of enantiomersJournal of Chromatography B: Biomedical Sciences and Applications, 1992
- Use of Native and Chemically Modified Cyclodextrins for the Capillary Electrophoretic Separation of EnantiomersJournal of Liquid Chromatography, 1992
- Chiral separation by cyclodextrin-modified micellar electrokinetic chromatographyJournal of Chromatography A, 1991
- Use of cyclodextrins in capillary zone electrophoresisJournal of Chromatography A, 1991
- Inclusion Complexes of the Cyclomalto-Oligosaccharides (Cyclodextrins)Advances in Carbohydrate Chemistry and Biochemistry, 1988
- Use of complexing agents for selective separation in high-performance capillary electrophoresisJournal of Chromatography A, 1988
- In vitro and in vivo studies demonstrating potent and selective estrogen inhibition with the nonsteroidal aromatase inhibitor CGS 16949ASteroids, 1987