Correlations between quantum chemical indices and carcinogenicity of methylbenz(a)anthracenes, methylbenzacridines and their model metabolites.
Carcinogenic activity of methyl derivatives of benz(a)anthracene and benzacridines has been correlated with the indices of electronic structure representing the reactivity and lipophilic coefficients of the compounds. The effect of the enzyme oxidase on the compounds has been stimulated and considered in correlations. The correlations with carcinogenic activity have been shown to be important from the statistical point of view: 1. correlation of the indices representing the lipophilic coefficient of the original compounds; 2. correlation of HOMO energies representing ease of formation of radical cations; 3. correlation of the reactivity indices in the A-region in the model complex of the studied derivatives and enzyme; 4. correlation of the reactivity indices of ultimate "carbonium" triol. Of these correlation equations only the equation 3 has shown wider applicability (i. e. also for benzacridines).
D000166:Acridines; D001551:Benz(a)Anthracenes; D001711:Biotransformation; D002273:Carcinogens / Q000378:metabolism; D005609:Free Radicals; D008954:Models, Biological; D010088:Oxidoreductases / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000166:Acridines; D001551:Benz(a)Anthracenes; D002273:Carcinogens; D005609:Free Radicals; D010088:Oxidoreductases