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鼠伤寒沙门氏菌的致突变性与氨基和硝基取代联苯化学结构之间的关系。

Relationship between mutagenic potency in Salmonella typhimurium and chemical structure of amino- and nitro-substituted biphenyls.

作者信息

Nohara M, Hirayama T, Fujioka Y, Ozasa S, Ibuki E, Fukui S

出版信息

Mutat Res. 1985 Mar;149(1):9-15. doi: 10.1016/0027-5107(85)90003-x.

DOI:10.1016/0027-5107(85)90003-x
PMID:3883151
Abstract

All positional isomers of mononitro- and monoaminobiphenyls and those of dinitro-, diamino- and aminonitrobiphenyls, which have one substituent on each benzene ring, were assayed for mutagenicity in Salmonella typhimurium by the Ames method. The results suggest that the structural requirements favoring mutagenic activity are the presence of substituents at the 4-position and their absence at the 2'-position. The introduction of an amino group to the 3'- or 4'-position of 4-nitrobiphenyl or a nitro group to 3'- or 4'-position of 4-aminobiphenyl enhanced the mutagenicity. Among the mutagenic compounds, 4-nitro analogues were mutagenic in strains TA98 and TA100 in the absence of a microsomal metabolic activation system. Strain TA98NR was not reverted by the direct-acting mutagens, whereas strain TA98/1,8-DNP6 was as revertible as strain TA98; these results suggest that the direct-acting mutagenicity involves the reduction of the nitro group by bacterial nitroreductase but does not involve specific esterification enzymes.

摘要

对单硝基和单氨基联苯以及二硝基、二氨基和氨基硝基联苯的所有位置异构体(每个苯环上有一个取代基),采用艾姆斯试验法在鼠伤寒沙门氏菌中检测其致突变性。结果表明,有利于致突变活性的结构要求是在4位存在取代基且在2'-位不存在取代基。在4-硝基联苯的3'-或4'-位引入氨基或在4-氨基联苯的3'-或4'-位引入硝基可增强致突变性。在致突变化合物中,4-硝基类似物在没有微粒体代谢激活系统的情况下对TA98和TA100菌株具有致突变性。直接作用的诱变剂不能使TA98NR菌株回复突变,而TA98/1,8-DNP6菌株与TA98菌株一样可回复突变;这些结果表明,直接作用的致突变性涉及细菌硝基还原酶对硝基的还原,但不涉及特定的酯化酶。

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