title: Four new koumine metabolites in rat liver microsomes.
abstract: Four new metabolites M-1 [1,2,18,19-tetradehydro-4-demethyl-3,17-epoxy-7,20(2H,19H)-cyclovobasan], M-2 [1,2,4,21,18,19-hexadehydro-4-demethyl-3,17-epoxy-7,20(2H,19H)-cyclovobasan], M-3 [1,2,18,19-tetradehydro-4-demethyl-4-formaldehyde-3,17-epoxy-7,20(2H,19H)-cyclovobasan], and M-4 [1,2,4,21,18,19-hexadehydro-4-demethyl-4-oxy-3,17-epoxy-7,20(2H,19H)-cyclovobasan] were isolated from the chloroform extract of koumine incubated with phenobarbital-treated rat liver microsomes. The structures of M-1, M-2, M-3, and M-4 were elucidated by spectroscopic methods including ESI-TOF-MS, 1D, and 2D NMR experiments. The metabolic pathway of koumine was proposed. The cytotoxic activities between koumine and its metabolites were also compared in the A549 cell line.
authors: Department of Pharmacy, General Hospital of Shenyang Military Area Command, Shenyang 110840, China.
authors: Lin
authors: L
authors: Zhang
authors: Lan
authors: L
authors: Du
authors: Wen-Wen
authors: WW
authors: Lv
authors: Qing-Chun
authors: QC
authors: Zhao
authors: Wei
authors: W
authors: Hua
authors: Ye
authors: Y
authors: An
authors: Tao
authors: T
authors: Guo
authors: Li-Jun
authors: LJ
authors: Wu
mesh_terms: D000465:Algorithms; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000378:metabolism / Q000494:pharmacology; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010634:Phenobarbital / Q000494:pharmacology; D051381:Rats; D017208:Rats, Wistar
chemical_list: D026121:Indole Alkaloids; C515085:koumine; D010634:Phenobarbital