Mechanism of formation of (deoxy)guanosine adducts derived from peroxidase-catalyzed oxidation of the carcinogenic nonaminoazo dye 1-phenylazo-2-hydroxynaphthalene (Sudan I)

Abstract

We presented here for the first time that human cytochrome P450 2E1, followed by 2A6, 2C6, 3A4 and 2D6 were the most efficient enzymes to oxidize 2-NP. The present study shows the similarity between human and rat hepatic enzymes metabolizing 2-NP to 2,5-DNB and indicate that rat might serve as a suitable model to mimic the fate of 2-NP in human.

Keywords

• Sudan I
• peroxidase
• NMR spectroscopy
• (deoxy)guanosin adducts
• non-aminoazo dye
• solvent yellow 14
• prostaglandin-H synthase
• transfer-ribonucleic-acid
• benzenediazonium ion
• DNA-adducts
• azo dyes
• P-32-postlabeling analysis
• metabolic-activation