META 4. Prediction of the metabolism of polycyclic aromatic hydrocarbons

Abstract.

Polycyclic aromatic hydrocarbons (PAHs) are widely distributed in the environment and are often implicated as potential carcinogens. It is generally believed that the carcinogenic potential of polycyclic aromatic hydrocarbons is linked to the formation of ultimate carcinogens generated by metabolic biotransformations. In this paper we propose a methodology that consists of using both quantum chemical properties and structural features of the reaction sites to predict PAH metabolism. Two essential questions have been answered: at which sites will the reaction take place and does the transformation consist of epoxidation or hydroxylation? This methodology has been successfully implemented into an expert system, META, for the evaluation of metabolic transformations of new chemicals.