Liquid chromatographic resolution of vigabatrin and its analogue γ-amino acids on chiral stationary phases based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid

Abstract

Racemic vigabatrin, an anticonvulsant drug used for the treatment of epilepsy, and its analogue γ-amino acids were resolved without derivatization on liquid chromatographic chiral stationary phases (CSPs) based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. Between the two CSPs which contain 3 methylene-unit or 11 methylene-unit spacer group, the latter was found to be greater than the former in the resolution of vigabatrin and its analogue γ-amino acids, the separation, α, and the resolution factor, R S, for the resolution of vigabatrin on the latter being 1.91 and 4.57, respectively. The chromatographic behaviors for the resolution of vigabatrin and its analogue γ-amino acids on the two CSPs were found to be dependent on the type and the content of organic and acidic modifiers in aqueous mobile phase.