烷氧基取代基对某些氨基偶氮苯染料及其还原裂解产物致突变性的影响。

The effect of alkoxy substituents on the mutagenicity of some aminoazobenzene dyes and their reductive-cleavage products.

作者信息

Esancy J F, Freeman H S, Claxton L D

机构信息

Department of Textile Engineering, Chemistry and Science, North Carolina State University, Raleigh 27695-8302.

出版信息

Mutat Res. 1990 Jan;238(1):1-22. doi: 10.1016/0165-1110(90)90036-b.

DOI:10.1016/0165-1110(90)90036-b

PMID:2406582

Abstract

15 aminoazobenzene dyes and 7 of their reductive-cleavage products were examined in the Salmonella/microsome assay with strains TA98, TA100, TA1535, TA1537 and TA1538. Dyes tested included 5 derivatives of 4-aminoazobenzene with different alkoxy substituents (-OCH3, -OCH2CH3, -OCH2CH2 CH3, -OCH2CH2CH2CH3 or -OCH2CH2OH) in the 8-position as well as the corresponding derivatives of 4-[(4-aminophenyl)azo]-N,N-diethylaniline and 4-[(4-aminophenyl)azo]-N,N-bis(2-hydroxyethyl)aniline. In general, as the size of the substituent ortho to the primary amino group of the dyes was increased, the mutagenicity decreased. A similar trend was observed for the reductive-cleavage products. The results from the latter aspect of this study suggest that the mutagenicity of aminoazobenzene dyes can not be accounted for solely from the properties of their reductive-cleavage products.

摘要

在沙门氏菌/微粒体试验中，使用TA98、TA100、TA1535、TA1537和TA1538菌株检测了15种氨基偶氮苯染料及其7种还原裂解产物。所测试的染料包括8位带有不同烷氧基取代基（-OCH3、-OCH2CH3、-OCH2CH2CH3、-OCH2CH2CH2CH3或-OCH2CH2OH）的4-氨基偶氮苯的5种衍生物，以及4-[(4-氨基苯基)偶氮]-N,N-二乙苯胺和4-[(4-氨基苯基)偶氮]-N,N-双(2-羟乙基)苯胺的相应衍生物。一般来说，随着染料伯氨基邻位取代基尺寸的增加，致突变性降低。还原裂解产物也观察到类似趋势。本研究这后一方面的结果表明，氨基偶氮苯染料的致突变性不能仅由其还原裂解产物的性质来解释。