Formation of Mutagens by Photochemical Reaction of 2-Naphthol in Aqueous Nitrite Solution

概要

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The following seven compounds were isolated from the photoreaction products of 2-naphthol in aqueous nitrite solution by silica gel chromatography and high performance liquid chromatography : 1-nitro-2-naphthol (Fp-2), 1-nitroso-2-naphthol (Fp-3), isocoumarin (Fp-4(1)), 5- or 8- nitro-2-naphthol (Fp-5(1)), a monoquinonoid dimer of 2-naphthol (Fp-5(2a)), a dinitro-2-naphthol (Fp-6(1)) and 1,2-naphthoquinone. Among these compounds, the three nitro compounds, Fp-2,Fp-5(1) and Fp-6(1), and isocoumarin exhibited a weak mutagenicity towards S. typhimurium TA98 without S9 mix. Although no major mutagen was isolated, it was found that irradiation of the solution of non-mutagenic Fp-5(2a) with nitrite and of the mixed solution of 1,2-naphthoquinone and Fp-2 without nitrite resulted in the formation of further mutagenic compounds. From these results, it is concluded that not only nitration but also quinone production is closely related to photochemical mutagen formation.
社団法人日本薬学会の論文
1988-06-25