Ishii S, Hisamatsu Y, Inazu K, Kobayashi T, Aika K
Department of Environmental Chemistry and Engineering, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology, Yokohama, Japan.
Chemosphere. 2000 Dec;41(11):1809-19. doi: 10.1016/s0045-6535(00)00029-1.
In order to clarify the contribution of nitrated products to the direct-mutagenic activity of products of the reactions of benzo[a]pyrene in NO2-air under various conditions, heterogeneous reactions of BaP deposited on filter in the air containing 10 ppm of NO2 have been conducted in dark or under photoirradiation. The reaction products have been analyzed by gas chromatography and mutagenicity of the products fractionated by preparative HPLC was assayed for Salmonella typhimurium strains TA98 and YG1024 in the absence of S9 mix. 3,6-dinitrobenzo[a]pyrene and 1,3-dinitrobenzo[a]pyrene, which are strong direct-acting mutagens, largely contributed to the total direct-acting mutagenicity of the dark reaction products in NO2-air. On the other hand, both the dark reaction in the presence of O3 and the photoreaction in NO2-air resulted in the formation of much smaller amounts of nitrobenzo[a]pyrenes than that observed in the dark reaction in the absence of O3. These results show that the contribution of other direct-acting mutagens to the total direct-acting mutagenicity of the products in these reactions should be considered. Benzo[a]pyrene lactones were identified in a highly mutagenic fraction of the products of the dark reaction in the presence of O3 and photoreaction and a nitrobenzo[a]pyrene lactone was also identified in a highly mutagenic fraction of the dark reaction products in the presence of O3. Nitrated oxygenated benzo[a]pyrene derivatives such as nitrobenzo[a]pyrene lactone were considered to largely contribute to direct-acting mutagenicity of the products of the dark reaction in the presence of O3 and photoreaction.
为了阐明在各种条件下，二氧化氮-空气中苯并[a]芘反应产物的硝化产物对其直接诱变活性的贡献，在含有10 ppm二氧化氮的空气中，对沉积在滤膜上的苯并[a]芘进行了非均相反应，反应在黑暗或光照射条件下进行。通过气相色谱分析反应产物，并在无S9混合液的情况下，对经制备型高效液相色谱分离的产物对鼠伤寒沙门氏菌TA98和YG1024菌株的诱变性进行了测定。3,6-二硝基苯并[a]芘和1,3-二硝基苯并[a]芘是强直接作用诱变剂，对二氧化氮-空气中黑暗反应产物的总直接作用诱变性有很大贡献。另一方面，与在无臭氧的黑暗反应中相比，臭氧存在下的黑暗反应和二氧化氮-空气中的光反应生成的硝基苯并[a]芘量要少得多。这些结果表明，在这些反应中，应考虑其他直接作用诱变剂对产物总直接作用诱变性的贡献。在臭氧存在下黑暗反应和光反应产物的高诱变部分中鉴定出了苯并[a]芘内酯，在臭氧存在下黑暗反应产物的高诱变部分中还鉴定出了一种硝基苯并[a]芘内酯。硝化的含氧苯并[a]芘衍生物如硝基苯并[a]芘内酯被认为对臭氧存在下黑暗反应和光反应产物的直接作用诱变性有很大贡献。
