Formation of mutagens by photochemical reaction of 2-naphthol in aqueous nitrite solution.
作者:JUNZO SUZUKI、TAKESHI WATANABE、SHIZUO SUZUKI
DOI:10.1248/cpb.36.2204
日期:——
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.
通过硅胶色谱法和高效液相色谱法,从 2-萘酚在亚硝酸盐水溶液中的光反应产物中分离出了以下 7 种化合物:1-硝基-2-萘酚(Fp-2)、1-亚硝基-2-萘酚(Fp-3)、异香豆素(Fp-4(1))、5-或 8-硝基-2-萘酚(Fp-5(1))、2-萘酚的单醌类二聚体(Fp-5(2a))、二硝基-2-萘酚(Fp-6(1))和 1,2-萘醌。在这些化合物中,Fp-2、Fp-5(1)和 Fp-6(1)这三种硝基化合物以及异香豆素对不含 S9 混合物的伤寒杆菌 TA98 具有微弱的诱变性。虽然没有分离出主要的致突变物质,但发现用亚硝酸盐辐照非致突变的 Fp-5(2a)溶液,以及不加亚硝酸盐辐照 1,2-萘醌和 Fp-2 的混合溶液,会形成更多的致突变化合物。从这些结果可以得出结论,光化学诱变剂的形成不仅与硝化作用有关,还与醌的生成密切相关。