The effects of methyl and fluorine substitution on the metabolic activation and tumorigenicity of polycyclic aromatic hydrocarbons (PAH) are reviewed. The structural requirements favoring tumorigenicity of methylated PAH are a bay region methyl group and a free peri position, both adjacent to an unsubstituted angular ring. The enhancing effect of a bay region methyl group on PAH tumorigenicity appears to be due to the relatively high reactivity with DNA and exceptional tumorigenicity of a dihydrodiol epoxide metabolite having a methyl group and epoxide ring in the same bay region.
|Original language||English (US)|
|Title of host publication||ACS Symposium Series|
|Editors||Ronald G. Harvey|
|Number of pages||21|
|State||Published - Dec 1 1985|