Quantum-chemical studies of aflatoxin B1, sterigmatocystin and versicolorin A, and a comparison with their mutagenic activity.
The INDO atomic charges q and Wiberg bond indices p (in electrons) were calculated for aflatoxin B1, sterigmatocystin and versicolorin A. The C-2-C-3 bond in these compounds has the same bond order and is predicted to be the most reactive towards epoxidation. The electronic effects do not explain the observed differences in mutagenicity and toxicity.
D016604:Aflatoxin B1; D000348:Aflatoxins / Q000633:toxicity; D000880:Anthraquinones / Q000633:toxicity; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D009154:Mutation / Q000187:drug effects*; D013241:Sterigmatocystin / Q000633:toxicity; D013329:Structure-Activity Relationship; D014966:Xanthenes / Q000633:toxicity
D000348:Aflatoxins; D000880:Anthraquinones; D014966:Xanthenes; D013241:Sterigmatocystin; C005888:versicolorins; D016604:Aflatoxin B1