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. 1977 May 15;164(2):473–475. doi: 10.1042/bj1640473

The effects of antioxidants on the metabolism and mutagenicity of benzo[a]pyrene in vitro.

A D Rahimtula, P K Zachariah, P J O'Brien
PMCID: PMC1164816  PMID: 328015

Abstract

Antioxidants inhibit the rat liver microsomal mixed-function-oxidase-catalysed hydroxylation of benzo[a]pyrene. These antioxidants also decrease the formation of mutagenic products from benzo[a]pyrene as judged by the Ames bacterial-mutagenicity assay [B.N. Ames, J. McCann & E. Yamazaki (1975) Mutat. Res. 31, 347-364]. It is suggested that antioxidants exert their protective effect against cancer by inhibiting the formation of carcinogenic metabolites.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Ames B. N., Mccann J., Yamasaki E. Methods for detecting carcinogens and mutagens with the Salmonella/mammalian-microsome mutagenicity test. Mutat Res. 1975 Dec;31(6):347–364. doi: 10.1016/0165-1161(75)90046-1. [DOI] [PubMed] [Google Scholar]
  2. Cantrell E., Abreu M., Busbee D. A simple assay of aryl hydrocarbon hydroxylase in cultured human lymphocytes. Biochem Biophys Res Commun. 1976 May 17;70(2):474–479. doi: 10.1016/0006-291x(76)91070-6. [DOI] [PubMed] [Google Scholar]
  3. Conney A. H. Pharmacological implications of microsomal enzyme induction. Pharmacol Rev. 1967 Sep;19(3):317–366. [PubMed] [Google Scholar]
  4. Cumming R. B., Walton M. F. Modification of the acute toxicity of mutagenic and carcinogenic chemicals in the mouse by prefeeding with antioxidants. Food Cosmet Toxicol. 1973 Aug;11(4):547–553. doi: 10.1016/s0015-6264(73)80325-6. [DOI] [PubMed] [Google Scholar]
  5. Grantham P. H., Weisburger J. H., Weisburger E. K. Effect of the antioxidant butylated hydroxytoluene (BHT) on the metabolism of the carcinogens N-2-fluorenylacetamide and N-hydroxy-N-2-fluorenylacetamide. Food Cosmet Toxicol. 1973 Apr;11(2):209–217. doi: 10.1016/s0015-6264(73)80487-0. [DOI] [PubMed] [Google Scholar]
  6. Lu A. Y., Coon M. J. Role of hemoprotein P-450 in fatty acid omega-hydroxylation in a soluble enzyme system from liver microsomes. J Biol Chem. 1968 Mar 25;243(6):1331–1332. [PubMed] [Google Scholar]
  7. McCann J., Choi E., Yamasaki E., Ames B. N. Detection of carcinogens as mutagens in the Salmonella/microsome test: assay of 300 chemicals. Proc Natl Acad Sci U S A. 1975 Dec;72(12):5135–5139. doi: 10.1073/pnas.72.12.5135. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Nemoto N., Gelboin H. V., Habig W. H., Ketley J. N., Jakoby W. B. K region benzo (alpha) pyrene-4,5-oxide is conjugated by homogeneous gluthathione S-transferases. Nature. 1975 Jun 5;255(5508):512–512. doi: 10.1038/255512a0. [DOI] [PubMed] [Google Scholar]
  9. Speier J. L., Wattenberg L. W. Alterations in microsomal metabolism of benzo[a]pyrene in mice fed butylated hydroxyanisole. J Natl Cancer Inst. 1975 Aug;55(2):469–472. [PubMed] [Google Scholar]
  10. Torrielli M. V., Slater T. F. Inhibition of NADPH-cytochrome c reductase by propyl gallate. Biochem Pharmacol. 1971 Aug;20(8):2027–2032. doi: 10.1016/0006-2952(71)90402-3. [DOI] [PubMed] [Google Scholar]
  11. Ulland B. M., Weisburger J. H., Yamamoto R. S., Weisburger E. K. Antioxidants and carcinogenesis: butylated hydroxytoluene, but not diphenyl-p-phenylenediamine, inhibits cancer induction by N-2-fluorenylacetamide and by N-hydroxy-N-2-fluorenylacetamide in rats. Food Cosmet Toxicol. 1973 Apr;11(2):199–207. doi: 10.1016/s0015-6264(73)80486-9. [DOI] [PubMed] [Google Scholar]
  12. Wattenberg L. W. Effects of dietary constituents on the metabolism of chemical carcinogens. Cancer Res. 1975 Nov;35(11 Pt 2):3326–3331. [PubMed] [Google Scholar]
  13. Wattenberg L. W. Inhibition of carcinogenic and toxic effects of polycyclic hydrocarbons by phenolic antioxidants and ethoxyquin. J Natl Cancer Inst. 1972 May;48(5):1425–1430. [PubMed] [Google Scholar]
  14. Wattenberg L. W. Inhibition of carcinogenic and toxic effects of polycyclic hydrocarbons by several sulfur-containing compounds. J Natl Cancer Inst. 1974 May;52(5):1583–1587. doi: 10.1093/jnci/52.5.1583. [DOI] [PubMed] [Google Scholar]
  15. Wattenberg L. W. Inhibition of chemical carcinogen-induced pulmonary neoplasia by butylated hydroxyanisole. J Natl Cancer Inst. 1973 Jun;50(6):1541–1544. doi: 10.1093/jnci/50.6.1541. [DOI] [PubMed] [Google Scholar]
  16. Yang C. S., Strickhart F. S. Inhibition of hepatic mixed function oxidase activity by propyl gallate. Biochem Pharmacol. 1974 Nov 15;23(22):3129–3138. doi: 10.1016/0006-2952(74)90598-x. [DOI] [PubMed] [Google Scholar]
  17. Yang C. S., Strickhart F. S., Woo G. K. Inhibition of the mono-oxygenase system by butylated hydroxyanisole and butylated hydroxytoluene. Life Sci. 1974 Oct 15;15(8):1497–1505. doi: 10.1016/0024-3205(74)90124-6. [DOI] [PubMed] [Google Scholar]

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