The effect of the tert-butylquinone metabolite of butylated hydroxyanisole on cytochrome P-450 monooxygenase activity

References

• Anderson M. W., Boroujerdi M., Wilson A. G. E. Inhibition in vivo of the formation of adducts between metabolites of benzo(a)pyrene and DNA by butylated hydroxyanisole. Cancer Research 1981; 41: 4309–4315
   PubMed Web of Science ®Google Scholar
• Burke M. D., Prough R. A. Fluorometric and chromatographic methods for measuring microsomal biphenyl hydroxylation. Methods in Enzymology: Biomembranes, S. Fleischer, L. Packer. Academic Press, New York 1978; Vol. 52C: 399–407, ch. 43
   Google Scholar
• Cha Y.-N., Heine H. S. Comparative effects of dietary administration of 2(3)-tert-butyl-4-hydroxyanisole and 3,5-di-tert-butyl-4-hydroxytoluene on several hepatic enzyme activities in mice and rats. Cancer Research 1982; 42: 2609–2615
   PubMed Web of Science ®Google Scholar
• Cummings S. W., Prough R. A. Butylated hydroxyanisole-stimulated NADPH oxidase activity in rat liver microsomal fractions. Journal of Biological Chemistry 1983; 258: 12315–12319
   PubMed Web of Science ®Google Scholar
• Cummings S. W., Ansari G. A. S., Guengerich F. P., Crouch L. S., Prough R. A. The metabolism of 3-t-butyl-4-hydroxyanisole by microsomal fractions and isolated rat hepatocytes. Cancer Research 1985; 45: 5617–5624
   PubMed Web of Science ®Google Scholar
• Ernster L. DT diaphorase. Methods in Enzymology: Oxidation and Phosphorylation, R. W. Estabrook, M. E. Pullman. Academic Press, New York 1967; Vol. 10: 309–317, ch. 56
   Google Scholar
• Fry J. R., Jones L. A., Wiebkin P., Belleman P., Bridges J. W. The enzymic isolation of adult rat hepatocytes in a functional and viable state. Analytical Biochemistry 1976; 71: 341–350
   PubMed Web of Science ®Google Scholar
• Gettings S. D., Brewer C. B., Pierce W. M., Jr, Peterson J. A., Rodrigues A. D., Prough R. A. Enhanced decompositions of oxyferrous cytochrome P450CIA1 (P450cam) by the chemopreventive agent 3-t-butyl-4-hydroxyanisole. Archives of Biochemistry and Biophysics 1990; 276: 500–509
   PubMed Web of Science ®Google Scholar
• Lam L. K. T., Fladmoe A. V., Hochalter J. B., Wattenberg L. W. Short-time interval effects of butylated hydroxyanisole on the metabolism of benzo(a)pyrene. Cancer Research 1980; 40: 2824–2828
   PubMed Web of Science ®Google Scholar
• Lind C., Vadi H., Ernster L. Metabolism of benzo(a)pyrene-3,6-quinone and 3-hydroxybenzo(a)pyrene in liver microsomes from 3-methylcholanthrene-treated rats. Archives of Biochemistry and Biophysics 1978; 190: 97–108
   PubMed Web of Science ®Google Scholar
• Nims R. I., Prough R. A., Lubet R. A. Cytosol-mediated reduction of resorufin: A method for measuring quinone oxidoreductase. Archives of Biochemistry and Biophysics 1984; 229: 459–465
   PubMed Web of Science ®Google Scholar
• Peterson J. A., Ebel R. E., O'Keefe D. H. Dual-wavelength stopped flow spectrophotometric measurement of NADPH-cytochrome P-450 reductase. Methods in Enzymology, S. Fleischer, L. Packer. Academic Press, New York 1978; Vol. 52: 221–226
   Google Scholar
• Prough R. A., Gettings S. D., Lubet R. A., Nims R. I., Santone K. S., Powis G. The relative participation of DT-diaphorase and NADPH-cytochrome P-450 reductase in quinone reduction. Chemica Scripta 1987; 27A: 99–104
   Google Scholar
• Ratcliffe R., Rodehorst R. Improved procedure for oxidations with the chromiumtrioxide-pyridine complex. Journal of Organic Chemistry 1970; 35: 4000–4002
   Web of Science ®Google Scholar
• Remmer H., Greim H., Schenkman T. B., Estabrook R. W. Methods for the elevation of hepatic microsomal mixed function oxidase levels and cytochrome P-450. Methods in Enzymology, R. W. Estabrook, M. E. Pullman. Academic Press, New York 1967; Vol. 10: 703–708
   Google Scholar
• Speier J. L., Wattenberg L. W. Alterations in microsomal metabolism of benzo(a)pyrene in mice fed butylated hydroxyanisole. Journal of the National Cancer Institute 1975; 55: 469–472
   PubMedGoogle Scholar
• Stuckey B. N. Handbook of Food Additives, T. E. Furia. Chemical Rubber Company, Cleveland, OH 1968; 209–245
   Google Scholar
• Thor H., Smith M. T., Hartzell P., Bellomo G., Jewell S. A., Orrenius S. The metabolism of menadione (2-methyl-1,4-naphthoquinone) by isolated hepatocytes. A study of the implications of oxidative stress in intact cells. Journal of Biological Chemistry 1982; 257: 12419–12425
   PubMed Web of Science ®Google Scholar
• Ulland B. M., Weisburger J. H., Yamamoto Z. S., Weisburger E. K. Antioxidants and carcinogenesis: Butylated hydroxytoluene, but not diphenyl-p-phenylenediamine, inhibits cancer induction by N-2-fluorenyl-acetamide and by N-hydroxy-N-2-fluorenylacetamide in rats. Food and Cosmetic Toxicology 1973; 11: 199–207
   PubMedGoogle Scholar
• Wattenberg L. W. Inhibition of chemical carcinogenesis by antioxidants and some additional compounds. Fundamentals in Cancer Prevention, P. N. Magee. University of Tokyo/University Park Press, Baltimore, MD 1976; 153–166
   Google Scholar
• Wattenberg L. W. Inhibition of chemical carcinogenesis. Journal of the National Cancer Institute 1978; 60: 11–18
   PubMed Web of Science ®Google Scholar
• Wiebkin P., Fry J. R., Jones C. A., Lowing R. K., Bridges J. W. The metabolism of biphenyl by isolated viable rat hepatocytes. Xenobiotica 1978; 6: 725–743
   Web of Science ®Google Scholar
• Yasukochi Y., Masters B. S. S. Some properties of a detergent-solutilized NADPH-cytochrome c (cytochrome P-450) reductase purified by biospecific affinity chromatography. Journal of Biological Chemistry 1976; 251: 5337–5344
   PubMed Web of Science ®Google Scholar