Characterization of in vitro metabolites of rutaecarpine in rat liver microsomes using liquid chromatography/tandem mass spectrometry.
Following incubation of rutaecarpine, a new cyclooxygenase-2 inhibitor, with rat liver microsomes, the structures of the metabolites were characterized by liquid chromatography with tandem mass spectrometry. Nine metabolites corresponding to mono- or dihydroxylated rutaecarpine were formed. Characteristic product ions for the identification of rutaecarpine metabolites were observed at m/z 136, 158 and 286. The loss of water led to the fragment ion at m/z 286, indicating the hydroxylation of the aliphatic ring. The fragment ion at m/z 136 indicated the hydroxylated form of the phenyl group of the quinazolinone moiety, while that at m/z 158 indicated the hydroxylated form of the aromatic ring of the indole moiety.
Lee
Sang Kyu
SK
College of Pharmacy, Yeungnam University, Kyungsan 712-749, Korea.
Lee
Jaeick
J
Lee
Eung-Seok
ES
Jahng
Yurngdong
Y
Kim
Dong-Hyun
DH
Jeong
Tae Cheon
TC
D000470:Alkaloids / Q000032:analysis / Q000737:chemistry / Q000378:metabolism*; D000818:Animals; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D006900:Hydroxylation; D066298:In Vitro Techniques; D026121:Indole Alkaloids; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism*; D015394:Molecular Structure; D011522:Protons; D011799:Quinazolines; D051381:Rats; D017207:Rats, Sprague-Dawley; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D052999:Quinazolinones
D000470:Alkaloids; D026121:Indole Alkaloids; D011522:Protons; D011799:Quinazolines; C028632:rutecarpine; D052999:Quinazolinones