Liquid chromatographic resolution of vigabatrin and its analogue gamma-amino acids on chiral stationary phases based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid.
Racemic vigabatrin, an anticonvulsant drug used for the treatment of epilepsy, and its analogue gamma-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 gamma-amino acids, the separation, alpha, and the resolution factor, RS, 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 gamma-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.
Lee
Su Jin
SJ
Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Busan 609-735, South Korea.
Cho
Hwan Sun
HS
Choi
Hee Jung
HJ
Hyun
Myung Ho
MH
D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D002853:Chromatography, Liquid; D043844:Crown Ethers / Q000737:chemistry*; D020888:Vigabatrin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification*; D005680:gamma-Aminobutyric Acid / Q000737:chemistry / Q000302:isolation & purification
D000596:Amino Acids; D043844:Crown Ethers; C090732:18-crown-6 2,3,11,12-tetracarboxylic acid; D005680:gamma-Aminobutyric Acid; D020888:Vigabatrin