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3-卤代联苯胺及3,3',5,5'-四卤代联苯胺的合成与致突变性

Synthesis and mutagenicity of 3-halogenated and 3,3',5,5'-tetrahalogenated benzidines.

作者信息

Savard S, Josephy P D

机构信息

Department of Chemistry and Biochemistry, University of Guelph, Ontario, Canada.

出版信息

Mutagenesis. 1987 Mar;2(2):97-9. doi: 10.1093/mutage/2.2.97.

DOI:10.1093/mutage/2.2.97
PMID:3331708
Abstract

3-Fluorobenzidine (FBz), 3-chlorobenzidine (ClBz), 3-bromobenzidine (BrBz), 3,3',5,5'-tetrafluorobenzidine (F4Bz), and 3,3',5,5'-tetrachlorobenzidine (Cl4Bz) were synthesized and tested for their ability to revert Salmonella typhimurium. F4Bz was the only compound to show direct-acting mutagenicity and was equally potent in strain TA98 and the acetylase-deficient strain TA98/1,8-DNP6. In the presence of hamster liver S9, all compounds except Cl4Bz were mutagenic. The relative mutagenicities in TA98 were FBz greater than ClBz greater than BrBz greater than F4Bz greater than Bz greater than Cl4Bz = 0. In TA98/1,8-DNP6 the trend was F4Bz approximately BrBz approximately ClBz greater than FBz greater than Bz greater than Cl4Bz = 0.

摘要

合成了3-氟联苯胺(FBz)、3-氯联苯胺(ClBz)、3-溴联苯胺(BrBz)、3,3',5,5'-四氟联苯胺(F4Bz)和3,3',5,5'-四氯联苯胺(Cl4Bz),并测试了它们回复鼠伤寒沙门氏菌的能力。F4Bz是唯一显示直接致突变性的化合物,在TA98菌株和乙酰化酶缺陷型菌株TA98/1,8-DNP6中具有同等效力。在仓鼠肝脏S9存在的情况下,除Cl4Bz外的所有化合物都具有致突变性。在TA98中相对致突变性为FBz>ClBz>BrBz>F4Bz>Bz>Cl4Bz = 0。在TA98/1,8-DNP6中,趋势为F4Bz≈BrBz≈ClBz>FBz>Bz>Cl4Bz = 0。

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