Quantitative relationships between lipophilicity and mutagenic effects of N-substituted amides of 3-(5-nitro-2-furyl)-acrylic acid on Salmonella typhimurium.
Mutagenic effects of 10 N-alkylamides of 3-(5-nitro-2-furyl)-acrylic acid were assessed in two strains of Salmonella typhimurium TA100 (rfa+ and rfa-). Experimental data were confronted with physiologically based compartment model comprising passive membrane transport, metabolical inactivation in cytoplasm and formation of a reactive intermediate which is responsible for receptor modification. The quantitative dependences observed between mutagenicity and lipophilicity indicate that, in both cases, the drug-receptor interaction takes place in a hydrophobic compartment localized in the cytoplasm. The mutagenic potency of some derivatives was influenced also by stericity.
D000179:Acrylates / Q000494:pharmacology*; D008433:Mathematics; D009152:Mutagenicity Tests; D009153:Mutagens / Q000494:pharmacology; D009581:Nitrofurans / Q000494:pharmacology*; D012486:Salmonella typhimurium / Q000187:drug effects / Q000235:genetics; D013329:Structure-Activity Relationship
D000179:Acrylates; D009153:Mutagens; D009581:Nitrofurans; C222012:nitrofurylacrylic acid