Mutagenic activity of 2-phenylbenzotriazole derivatives related to a mutagen, PBTA-1, in river water. |
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Authors: | T Shiozawa K Suyama K Nakano H Nukaya H Sawanishi A Oguri K Wakabayashi Y Terao |
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Institution: | Institute for Environmental Sciences, University of Shizuoka, 52-1 Yada, 422-8526, Shizuoka, Japan. |
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Abstract: | A mutagen, 2-2-(acetylamino)-4-bis(2-methoxyethyl)amino]-5-methoxyphenyl]5-ami no-7-bromo-4-chloro-2H-benzotriiazole (PBTA-1), isolated from water of the Nishitakase River in Kyoto exhibits potent mutagenic activity in Salmonella typhimurium TA98 with S9 mix and has characteristic moieties, including bromo, chloro, acetylamino, bis(2-methoxyethyl)amino and primary amino groups on a 2-phenylbenzotriazole skeleton. The mutagenicities of PBTA-1, its congeners and five related 2-phenylbenzotriazoles were examined in S. typhimurium TA98 with S9 mix in order to elucidate the structure-activity relationships. The data obtained suggest that a primary amino group plays an essential role in the mutagenic activity as do aromatic amines including heterocyclic amines in cooked foods. The effect of planarity of the 2-phenylbenzotriazole ring was significant, and in addition, halogen groups of PBTA-1 influenced the enhancement of the mutagenic activity. |
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