Nitroreduction of 6-nitrobenzo[a]pyrene: a potential activation pathway in humans

Mutat Res. 1988 Nov-Dec;209(3-4):123-9. doi: 10.1016/0165-7992(88)90028-0.

Abstract

6-Nitrobenzo[a]pyrene, an environmental pollutant, was metabolized by human intestinal microflora to 6-nitrosobenzo[a]pyrene and 6-aminobenzo[a]pyrene. The two-electron reduction product 6-nitrosobenzo[a]pyrene exhibited strong direct-acting mutagenicity in the Salmonella typhimurium assay. These results imply that 6-nitrobenzo[a]pyrene can be hazardous to human health via a nitroreduction activation pathway and opens the possibility that other nitro-polycyclic aromatic hydrocarbons that are not direct-acting mutagens may be activated in vivo by a similar mechanism.

MeSH terms

  • Benzopyrenes / metabolism*
  • Humans
  • Intestines / microbiology
  • Mutagenicity Tests
  • Mutagens*
  • Salmonella typhimurium / drug effects

Substances

  • Benzopyrenes
  • Mutagens
  • 6-nitrobenzo(a)pyrene
  • 6-aminobenzo(a)pyrene