Formation of a nitro derivative of 2-amino-3,4-dimethylimidazo[4,5-f]quinoline by photo-irradiation

M Hirose; K Wakabayashi; S Grivas; S De Flora; N Arakawa; M Nagao; T Sugimura

doi:10.1093/carcin/11.5.869

Formation of a nitro derivative of 2-amino-3,4-dimethylimidazo[4,5-f]quinoline by photo-irradiation

Carcinogenesis. 1990 May;11(5):869-71. doi: 10.1093/carcin/11.5.869.

Authors

M Hirose¹, K Wakabayashi, S Grivas, S De Flora, N Arakawa, M Nagao, T Sugimura

Affiliation

¹ Carcinogenesis Division, National Cancer Center Research Institute, Tokyo, Japan.

PMID: 2335014
DOI: 10.1093/carcin/11.5.869

Abstract

A direct-acting mutagen to Salmonella typhimurium TA98 was found to be formed by exposing 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ) in acetone to sunlight for 60 min. The direct-acting mutagen in the irradiated sample was purified by HPLC and identified as 3,4-dimethyl-2-nitroimidazo-[4,5-f]quinoline (NO2-MeIQ). The yield of NO2-MeIQ from MeIQ was estimated to be 0.3%.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Chromatography, High Pressure Liquid / methods
Nitroimidazoles / chemical synthesis*
Nitroimidazoles / isolation & purification
Photochemistry
Quinolines / chemical synthesis*
Quinolines / isolation & purification
Spectrophotometry, Ultraviolet

Substances

Nitroimidazoles
Quinolines
3,4-dimethyl-2-nitroimidazo-(4,5-f)quinoline
2-amino-3,4-dimethylimidazo(4,5-f)quinoline