RT Journal Article
SR Electronic
T1 Structural elucidation of a mutagenic metabolite of 3-amino-1-methyl-5H-pyrido[4,3-b]indole.
JF Drug Metabolism and Disposition
JO Drug Metab Dispos
FD American Society for Pharmacology and Experimental Therapeutics
SP 292
OP 296
VO 9
IS 3
A1 Y Yamazoe
A1 K Ishii
A1 T Kamataki
A1 R Kato
YR 1981
UL http://dmd.aspetjournals.org/content/9/3/292.abstract
AB Metabolic activation of a tryptophan pyrolysate, 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) by liver microsomes was studied. Trp-P-2 was converted to at least four metabolites (M-1 to M-4), which were separable by HPLC or TLC. Among them, the major metabolite (M-3) was extremely mutagenic to Salmonella typhimurium TA 98 in the absence of activating enzymes and the activity accounted for almost all mutagenic effects of Trp-P-2. Metabolite M-3 was identified as 3-hydroxyamino-1-methyl-5H-pyrido[4,3-b]indole by mass spectrometry and by conversion to the 4-chloro derivative of Trp-P-2 by treatment with hydrochloric acid. The latter compound was identified by NMR and mass spectrometry.