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Scientific article
English

Enantioseparation of atropine by capillary electrophoresis using sulfated beta-cyclodextrin: application to a plant extract

Published inJournal of chromatography, vol. 868, no. 2, p. 285-294
Publication date2000
Abstract

A capillary zone electrophoresis (CZE) method, with sulfated beta-CD as chiral selector, was optimized by means of an experimental design for the enantioseparation of atropine. In this study, a central composite design was used and the following factors were varied simultaneously: buffer concentration, buffer pH and sulfated beta-CD concentration. The resolutions between littorine and its positional isomer ((-)-hyoscyamine) and between atropine enantiomers, as well as the separation time and generated current were established as responses. A model was obtained for each response by linear multiple regression of a second-degree mathematical expression. The most favorable conditions were determined by maximizing the resolution between atropine enantiomers and by setting the other responses at threshold values. Successful results were obtained with a 55 mM phosphate buffer at pH 7 in the presence of 2.9 mM sulfated-beta-CD at 20 degrees C and 20 kV. Under these optimized conditions, a baseline separation of littorine and atropine enantiomers was achieved in less than 5 min. Finally, the method allowed the enantiomeric separation of atropine in a pharmaceutical formulation and was also found to be suitable for the enantiomeric purity evaluation of (-)-hyoscyamine in plant extracts, in relation with the extraction procedure. It was demonstrated that supercritical fluid extraction induced less racemization than classical liquid-solid extraction procedures.

Keywords
  • Atropine/isolation & purification
  • Cyclodextrins/chemistry
  • Electrophoresis, Capillary/methods
  • Plant Extracts/isolation & purification
  • Stereoisomerism
  • Sulfates/chemistry
  • Beta-Cyclodextrins
Citation (ISO format)
MATEUS, Lidia et al. Enantioseparation of atropine by capillary electrophoresis using sulfated beta-cyclodextrin: application to a plant extract. In: Journal of chromatography, 2000, vol. 868, n° 2, p. 285–294. doi: 10.1016/S0021-9673(99)01230-3
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ISSN of the journal0021-9673
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