Mutagenicity of 4,4?-MethyIenedianiline Derivatives in the Salmonella histidine reversion assay

1 March 1982

journal article
research article
Published by Springer Nature in Archives of Toxicology

Vol. 49 (3-4) , 185-190
https://doi.org/10.1007/bf00347866

Abstract

4,4′-Methylenedianiline and its derivatives were assayed for mutagenicity in the Salmonella/microsomal mutagenicity assay developed by Ames. A specificity to revert strain TA98 suggests a mechanism of frameshift mutagenesis. Liver microsomal preparations (S-9) from rats induced with phenobarbital were most effective for metabolic activation. Alkyl substitution of 4,4′-methylenedianiline did not alter its mutagenic activity; however, substitution of both positions ortho to the amino group eliminated mutagenic activity. Substitution with alkoxy-carbonyl groups eliminated mutagenic activity, whereas halogen substitution (chlorine, fluorine) enhanced the mutagenic activity. The results presented here show the use of structure-activity studies as predictive tools for the assessment of genotoxic properties of industrial chemicals.

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