Analysis of an RNA adduct formed from aminophenylnorharman.
The endogenous mutagenic/carcinogenic 9- (4'-aminophenyl) -9H- pyrido [3,4-b] indole (aminophenylnorharman, APNH) is formed from norharman and aniline in the presence of cytochrome P-450s. The major APNH-DNA adduct has been reported to be 2'-deoxyguanosin-8-yl-aminophenylnorhaman (dG-C8-APNH). In addition, demonstrated formation of APNH-RNA adduct and conducted a structural analysis using various spectrometric approaches. The compound produced from guanosine (Guo) and N-acetoxy-APNH, an ultimate mutagenic form of APNH, was concluded to be guanosin-8-yl-APNH (Guo-C8-APNH) on the basis of various spectroscopic analysis. The same adduct was found in the livers of rats administered APNH. The total adduct levels of APNH-RNA were six times higher than total APNH-DNA adducts in the same rat liver samples.
Nishimura
Koichi
K
Cancer Prevention Basic Resarch Project, National Cancer Center Research Institute, Tokyo 104-0045, Japan. koinishi@ncc.go.jp
Totsuka
Yukari
Y
Higuchi
Takashi
T
Kawahara
Nobuo
N
Sugimura
Takashi
T
Wakabayashi
Keiji
K
D000818:Animals; D006151:Guanosine / Q000031:analogs & derivatives* / Q000737:chemistry; D007211:Indoles / Q000737:chemistry*; D008099:Liver / Q000737:chemistry; D009153:Mutagens / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D011725:Pyridines / Q000737:chemistry*; D012313:RNA / Q000737:chemistry*; D051381:Rats
D007211:Indoles; D009153:Mutagens; D011725:Pyridines; C549548:guanosin-8-yl-aminiophenylnorharman; D006151:Guanosine; D012313:RNA; C421010:9-(4'-aminophenyl)-9H-pyrido(3,4-b)indole