Aryl hydrocarbon receptor activities of hydroxylated polycyclic aromatic hydrocarbons in recombinant yeast cells

Abstract

Hydroxylated polycyclic aromatic hydrocarbons (OH-PAH) with less than four rings are frequently found in the environment, whereas the toxicities associated with these compounds remain unclear. In this study, aryl hydrocarbon receptor (AhR)–ligand binding activities of OH-PAH were investigated by using a recombinant yeast assay system. The majority of the OH-PAH tested showed AhR–ligand binding activities, especially, when the hydroxylated derivatives of naphthalene were incubated with recombinant yeast. The structure–activity relationship between AhR activity and molecular weight or the octanol–water partition coefficient value of OH-PAH displayed significant correlations. These findings indicate that the site and number of hydroxy-groups substituted on PAH skeleton apparently influenced the AhR – ligand binding activity in the recombinant yeast assay.