Liquid chromatographic enantioseparation of aryl alpha-amino ketones on a crown ether-based chiral stationary phase.
A liquid chromatographic chiral stationary phase based on (3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6 covalently bonded to silica gel was applied in the resolution of aryl alpha-amino ketones including cathinone, the main psychoactive alkaloid found in the leaves of the khat plant. The resolution was excellent, the separation factors ranging between 1.72 and 8.58 and the resolution factors (R(S)) ranging between 2.60 and 11.10. The chromatographic resolution behaviour was dependent on the type and the content of organic and acidic modifiers and the ammonium acetate concentration in aqueous mobile phase and the column temperature.
Ho Hyun
Myung
M
Department of Chemistry, Pusan National University, Pusan 609-735, Republic of Korea. mhhyun@pusan.ac.kr
Tan
Guanghui
G
Cho
Yoon Jae
YJ
D000470:Alkaloids / Q000302:isolation & purification; D000588:Amines / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D043844:Crown Ethers; D011427:Propiophenones / Q000302:isolation & purification*; D012997:Solvents; D013237:Stereoisomerism; D013696:Temperature
D000470:Alkaloids; D000588:Amines; D043844:Crown Ethers; D011427:Propiophenones; D012997:Solvents; C023665:cathinone