Mutagenicity of N-hydroxylamines and N-hydroxycarbamates towards strains of Escherichia coli and Salmonella typhimurium.
The mutagenic activity of several arylamines, alkyl- and arylcarbamates and their corresponding N-hydroxylated derivatives towards Escherichia coli WP2uvrA was investigated using the fluctuation test without a metabolic activation system. None of the parent amines or carbamates were mutagenic while several arylhydroxylamines and N-hydroxycarbamates were direct-acting base-pair substitution mutagens. With the exception of n-hexyl-N-hydroxycarbamate, the mutagenic activity of the N-hydroxycarbamates increased with increase in the length of alkyl substituent. Some arylamines and arylhydroxylamines were further examined, again without a metabolic activation system, using a plate test in conjunction with bacterial strains which detect either base-pair or frameshift mutagens. The arylhydroxylamines were found to cause both base-pair and frameshift mutations but were more active as frameshift mutagens. Possible reasons for the observed mutagenic activity are considered.
D002219:Carbamates / Q000633:toxicity*; D004926:Escherichia coli / Q000187:drug effects; D006898:Hydroxylamines / Q000633:toxicity*; D006900:Hydroxylation; D009154:Mutation / Q000187:drug effects*; D012486:Salmonella typhimurium / Q000187:drug effects; D013329:Structure-Activity Relationship
D002219:Carbamates; D006898:Hydroxylamines