Vc. Anigbogu et al., SEPARATION OF STEREOISOMERS OF AMINOGLUTETHIMIDE USING 3 CAPILLARY ELECTROPHORETIC TECHNIQUES, Journal of chromatography, 705(2), 1995, pp. 343-349
A novel approach to capillary electrokinetic chromatography involving
differential distribution between neutral and charged cyclodextrins is
described for the separation of the enantiomeric pair of the drug ami
noglutethimide. For comparison purposes, micellar electrokinetic capil
lary chromatography and capillary electrophoresis with neutral cyclode
xtrin additives are also evaluated for this separation. The three tech
niques are compared in terms of their ability to resolve the two enant
iomers. At pH 9, where aminoglutethimide is neutral, the enantiomers w
ere resolved using a running buffer containing 5 mM carboxymethyl-beta
-cyclodextrin, 1 mM beta-cyclodextrin, and 50% (v/v) methanol. At the
same pH, micellar electrokinetic capillary chromatography, using a run
ning buffer containing 50 mM sodium dodecyl sulfate and 17.5 mM beta-c
yclodextrin, only partially resolved the enantiomers. However, at pH 3
, where aminoglutethimide is ionized, the enantiomeric pair was separa
ted using capillary electrophoresis with either 10 mM alpha-cyclodextr
in or 5 mM gamma-cyclodextrin added to the running buffer. Enantiomeri
c separations, by way of the three electrophoretic capillary chromatog
raphic techniques mentioned above, are presented and mechanisms of chi
ral recognition of aminoglutethimide by cyclodextrins under various ex
perimental conditions an also discussed.