Chemical analysis, prevention, and low-level dosimetry of heterocyclic amines from cooked food

Cancer Res. 1992 Apr 1;52(7 Suppl):2103s-2107s.

Abstract

Potent mutagenic and carcinogenic heterocyclic amines are produced from heated food derived from muscle. These compounds are present at part-per-billion levels and consist primarily of the amino-imidazoazaarene class of chemicals. Additional mutagens present in the meat are not as clearly characterized. Commercial fried-beef patties (hamburgers) have low levels of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) and 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (4,8-DiMeIQx), 0.1-0.68 ng/g meat for MeIQx and slightly lower for 4,8-DiMeIQx. The formation of these heterocyclic amines can be reduced by microwave pretreatment of meat, with the resulting liquid being poured off before frying. The Ames/Salmonella mutagenic activity was reduced to 5-10% of that of non-microwave-treated samples. MeIQx and DiMeIQx concentrations were reduced to 12% and 50% of levels in the non-microwave-treated samples, respectively. MeIQx adducts, as measured by accelerator mass spectrometry, were found to be linear with doses from 5 mg/kg to 500 ng/kg. Linear DNA binding at low doses is important for assuming linear risk estimation from the high animal-feeding doses causing cancer to the low human-dietary exposures. Extrapolating from the rodent TD50 dose to humans gives a maximum credible risk from consumption of heterocyclic amines of approximately 1/1000 exposed individuals.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • DNA / metabolism
  • Food Analysis*
  • Heterocyclic Compounds / isolation & purification*
  • Hot Temperature*
  • Humans
  • Imidazoles / isolation & purification*
  • Imidazoles / metabolism
  • Imidazoles / toxicity
  • Meat*
  • Mutagenicity Tests
  • Quinolines / isolation & purification*
  • Quinolines / metabolism
  • Quinolines / toxicity
  • Quinoxalines / isolation & purification*
  • Quinoxalines / metabolism
  • Quinoxalines / toxicity

Substances

  • Heterocyclic Compounds
  • Imidazoles
  • Quinolines
  • Quinoxalines
  • 2-amino-3-methylimidazo(4,5-f)quinoline
  • 2-amino-3,8-dimethylimidazo(4,5-f)quinoxaline
  • DNA
  • 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine
  • 2-amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline