Identification of the microsomal oxidation metabolites of rutaecarpine, a main active alkaloid of the medicinal herb Evodia rutaecarpa.
Rutaecarpine is a quinazolinocarboline alkaloid of the medicinal herb Evodia rutaecarpa and shows a variety of pharmacological effects. Four oxidation metabolites of rutaecarpine were prepared from 3-methylcholanthrene-treated rat liver microsomes. These metabolites had an [M + H]+ ion at m/z 304. The structures of metabolites were identified by comparison of their liquid chromatograms and mass, absorbance, and 1H NMR spectra with those of synthetic standards. Rutaecarpine was metabolized by microsomal enzymes to form 3-, 10-, 11-, and 12-hydroxyrutaecarpine. The formation of 10-hydroxyrutaecarpine was highly induced by a cytochrome P450 1A inducer, 3-methylcholanthrene.
Ueng
Yune-Fang
YF
National Research Institute of Chinese Medicine, 155-1 Li-Nong Street, Sec. 2, Taipei 112, Taiwan, ROC.
Yu
Hsi-Jung
HJ
Lee
Chang-Hsin
CH
Peng
Ching
C
Jan
Woan-Ching
WC
Ho
Li-Kang
LK
Chen
Chieh-Fu
CF
Don
Ming-Jaw
MJ
D000470:Alkaloids / Q000378:metabolism*; D000818:Animals; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D032086:Evodia / Q000737:chemistry*; D026121:Indole Alkaloids; D008862:Microsomes, Liver / Q000378:metabolism*; D010084:Oxidation-Reduction; D011799:Quinazolines; D051381:Rats; D017207:Rats, Sprague-Dawley; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D013056:Spectrophotometry, Ultraviolet; D052999:Quinazolinones
D000470:Alkaloids; D026121:Indole Alkaloids; D011799:Quinazolines; C028632:rutecarpine; D052999:Quinazolinones