Structure-activity relationship of genotoxic polycyclic aromatic nitro compounds: further evidence for the importance of hydrophobicity and molecular orbital energies in genetic toxicity.
A quantitative structure-activity relationship (QSAR) has been formulated for 15 polycyclic aromatic nitro compounds acting on E. coli PQ37. Upon damage of DNA by these substances beta-galactosidase is induced and can be easily assayed colorimetrically, hence, this is a short-term test for mutagenicity. The QSAR (log SOSIP = 1.07 log P - 1.57 epsilon LUMO - 6.41) is strikingly similar to that found earlier with nitroaromatics acting in the Ames test (TA100) and differs significantly for that found using TA98 organisms. The QSAR brings out in a unique manner the underlying similarity in the two test systems.
Debnath
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Chemistry Department, Pomona College, Claremont, CA 91711.
Hansch
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D009152:Mutagenicity Tests; D009153:Mutagens / Q000494:pharmacology*; D009574:Nitro Compounds / Q000494:pharmacology*; D011083:Polycyclic Compounds / Q000494:pharmacology*; D013014:SOS Response, Genetics; D012486:Salmonella typhimurium / Q000187:drug effects; D013329:Structure-Activity Relationship
D009153:Mutagens; D009574:Nitro Compounds; D011083:Polycyclic Compounds