Tumor initiating activity of 5,11-dimethylchrysene and the structural requirements favoring carcinogenicity of methylated polynuclear aromatic hydrocarbons.
The tumor initiating activities of 5,11-dimethylchrysene and 5-methylchrysene on mouse skin were compared. After initiating doses of 30 microgram or 10 microgram, with promotion by 3 times weekly applications of tetradecanoylphorbol acetate, both compounds were highly tumorigenic, inducing tumors in 70--85% of the treated animals. Since 5,12-dimethylchrysene had previously been shown to be only a weak tumor initiator, these results support the generalization that the structural requirements favoring carcinogenicity among the methylated chrysenes and other polynuclear aromatic hydrocarbons (PAH) are a bay region methyl group and a free peri position, both adjacent to an unsubstituted angular ring.
D000818:Animals; D002911:Chrysenes / Q000633:toxicity*; D005260:Female; D008745:Methylation; D051379:Mice; D009374:Neoplasms, Experimental / Q000139:chemically induced*; D010616:Phenanthrenes / Q000633:toxicity*; D011083:Polycyclic Compounds / Q000633:toxicity*; D012878:Skin Neoplasms / Q000139:chemically induced; D013329:Structure-Activity Relationship
D002911:Chrysenes; D010616:Phenanthrenes; D011083:Polycyclic Compounds