Structure-mutagenicity relationships of 5-nitro-2-furylethylenes in Salmonella typhimurium TA98.
Mutagenicity of three selected series of 2-furylethylene was determined by the Ames test. These included: nine alkylesters and eleven N-alkylamides of 5-nitro-2-furylacrylic acid (NFAA) and ten derivatives differing not only at exocyclic double bond, but also in the position 5 of the furan ring. Mutagenicity of the derivatives depends on the presence of the 5-nitro-furan centre in the molecule; side chains in the position 2 modify the degree of mutagenicity. Among the derivatives of NFAA tested as changing the substituents virtually does not affect chemical properties of the 5-nitrofuran ring. Mutagenicity of the n-alkyl congeners decreases linearly with increasing lipophilicity. Mutagenicity of the derivatives with branched alkyl substituents is lower than expected from the behaviour of the n-alkyl homologues.
D000179:Acrylates / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D009152:Mutagenicity Tests; D009581:Nitrofurans / Q000494:pharmacology*; D012486:Salmonella typhimurium / Q000235:genetics; D013329:Structure-Activity Relationship
D000179:Acrylates; D009581:Nitrofurans; C222012:nitrofurylacrylic acid