Identification of N4-(guanosin-7-yl)-4-aminoquinoline 1-oxide and its possible role in guanine C8 adduction.
A novel base adduct of the carcinogen, 4-nitroquinoline 1-oxide, N4-(guanin-7-yl)-4-amino-quinoline 1-oxide was identified from RNA, which was bioactivated 4-hydroxyaminoquinoline 1-oxide. In addition of base adducts, we uncovered the formation of 8-hydroxyguanine residue (8-OH-G) in DNA and RNA after treatment of 4NQO, in vivo and in vitro. A conceivable mechanism of formation of 8-OH-G and guanine C8-substituted quinoline adducts is proposed.
Tada
M
M
Laboratory of Biochemistry, Aichi Cancer Center Research Institute, Nagoya, Japan.
Kohda
K
K
D015108:4-Hydroxyaminoquinoline-1-oxide / Q000494:pharmacology; D000634:Aminoquinolines / Q000032:analysis* / Q000737:chemistry; D006147:Guanine / Q000737:chemistry*; D006151:Guanosine / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D012313:RNA / Q000737:chemistry / Q000187:drug effects; D013056:Spectrophotometry, Ultraviolet
D000634:Aminoquinolines; D006151:Guanosine; C070128:N(4)-(guanosin-7-yl)-4-aminoquinoline 1-oxide; D015108:4-Hydroxyaminoquinoline-1-oxide; D006147:Guanine; D012313:RNA