Structure-activity relationships of the N-methylcarbamate series in Salmonella typhimurium.
Aromatic hydrocarbons of low molecular weight, hydroxy and N-methylcarbamate derivatives were tested for mutagenicity by the reversion of histidine-dependent Salmonella typhimurium TA98 and TA1535 in the presence of a rat-liver 9000 X g supernatant fraction. The presence of 2 or 3 aromatic rings resulted in a weak increase in revertants. Hydroxylation and carbamylation of aromatic rings increased the mutagenic activity of these aromatic compounds. In order to evaluate the structure-activity relationship, the specific molecular connectivity indices were calculated. A significant inverse relationship exists between mutagenicity and zero- and second-order specific molecular connectivity indices. Only compounds with second-order specific molecular connectivity indices lower than 0.300 increased mutagenic activity.
D001593:Benzyl Compounds / Q000633:toxicity; D001711:Biotransformation; D001713:Biphenyl Compounds / Q000633:toxicity; D002219:Carbamates / Q000633:toxicity*; D008862:Microsomes, Liver / Q000378:metabolism; D009154:Mutation / Q000187:drug effects*; D009281:Naphthalenes / Q000633:toxicity; D010616:Phenanthrenes / Q000633:toxicity; D012486:Salmonella typhimurium / Q000187:drug effects*; D013329:Structure-Activity Relationship
D001593:Benzyl Compounds; D001713:Biphenyl Compounds; D002219:Carbamates; D009281:Naphthalenes; D010616:Phenanthrenes