Selective induction of rat liver phase II enzymes by N-heterocycle analogues of phenanthrene: a response exhibiting high correlation between UDP-glucuronosyltransferase and microsomal epoxide hydrolase activities

References

• Elmamlouk T. H., Mukhtar H. Trans-stilbene oxide: a new inducer of rat liver microsomal UDP-glucuronyltransferase. Biochemical Pharmacology 1979; 28: 539–542
   PubMedGoogle Scholar
• Franklin M. R. Drug metabolizing enzyme induction by simple diaryl pyridines; 2-substituted isomers selectively increase only conjugation enzyme activities, 4-substituted isomers also induce cytochrome P450. Toxicology and Applied Pharmacology 1991; 111: 24–32
   PubMedGoogle Scholar
• Franklin M. R. Whether cytochrome P450 induction accompanies glucuronosyl and glutathione transferase induction by isomers of dipyridyl appears unrelated to dose and iron chelation properties. Journal of Biochemical Toxicology 1992; 7: 81–85
   PubMedGoogle Scholar
• Franklin M. R., Estabrook R. W. On the inhibitory action of mersalyl on microsomal drug oxidation. A rigid organization of the electron transport chain. Archives of Biochemistry and Biophysics 1971; 143: 318–329
   PubMed Web of Science ®Google Scholar
• Franklin M. R., Moody D. E. Concomitant induction of microsomal epoxide hydrolase and UDP-glucuronosyltransferase activities by dipyridine compounds. Drug Metabolism and Disposition 1992; 20: 726–729
   PubMedGoogle Scholar
• Habig W. H., Jakoby W. B. Glutathione S-transferases (rat and human). Methods in Enzymology, Vol. 77, Detoxification and Drug Metabolism: Conjugation and Related Systems, W. B. Jakoby. Academic Press, New York 1981; 218–231
   Google Scholar
• Hammock B. D., Moody D. E., Sevanian A. Epoxide hydrolases in the catabolism of sterols and isoprenoids. Methods in Enzymology, Vol. 111, Steroids and Isoprenoids (Part B), J. H. Law, H. C. Rilling. Academic Press, New York 1985; 303–311
   Google Scholar
• Heine H. S., Stoskopf M. K., Thompson D. C., Cha Y-N. Enhancement of epoxide hydrolase activity in hepatic microsomes of mice given heterocyclic compounds. Chemico-Biological Interactions 1986; 59: 219–230
   PubMedGoogle Scholar
• Klotz A. V., Stegeman J. J., Walsh C. An alternative 7-ethoxyresorufin O-deethylase activity assay. A continuous visible spectrophotometric method for measurement of cytochrome P-450 monooxygenase activity. Analytical Biochemistry 1984; 140: 138–145
   PubMed Web of Science ®Google Scholar
• Liu Z., Franklin M. R. Separation of four glucuronides in a single sample by high pressure liquid chromatography and its use in the determination of UDP glucuronosyltransferase activity toward four aglycones. Analytical Biochemistry 1984; 142: 340–346
   PubMedGoogle Scholar
• Lowry O. H., Rosebrough N. J., Farr A. L., Randall R. J. Protein measurement with the Folin phenol reagent. Journal of Biological Chemistry 1951; 193: 265–275
   PubMed Web of Science ®Google Scholar
• Lubet R. A., Mayer R. T., Cameron J. W., Nims R. W., Burke M. D., Wolff T., Guengerich F. P. Dealkylation of pentoxyresorufin. A rapid and sensitive assay for measuring induction of cytochrome(s) P-450 by phenobarbital and other xenobiotics in the rat. Archives of Biochemistry and Biophysics 1985; 238: 43–48
   PubMed Web of Science ®Google Scholar
• Manning B. W., Franklin M. R. Induction of rat UDP-glucuronosyltransferase and glutathione S-transferase activities by I-buthionine-S, R-sulfoximine without induction of cytochrome P-450. Toxicology 1990; 65: 149–159
   PubMedGoogle Scholar
• Nash T. The colorimetric estimation of formaldehyde by means of the Hantzsch reaction. Biochemical Journal 1953; 55: 416–421
   PubMed Web of Science ®Google Scholar
• Netter K. J., Seidel G. An adaptively stimulated O-demethylating system in rat liver microsomes and its kinetic properties. Journal of Pharmacology and Experimental Therapeutics 1964; 146: 61–65
   PubMed Web of Science ®Google Scholar
• Omura T., Sato R. The carbon monoxide binding pigment of liver microsomes. Journal of Biological Chemistry 1964; 239: 2370–2378
   PubMed Web of Science ®Google Scholar
• Papac D. I., Franklin M. R. N-benzylimidazole, a high magnitude inducer of rat hepatic cytochrome P-450 exhibiting both polycyclic aromatic hydrocarbon- and phenobarbital-type induction of phase I and phase II drug-metabolizing enzymes. Drug Metabolism and Disposition 1988; 16: 259–264
   PubMed Web of Science ®Google Scholar
• Prochaska H. J., Talalay P. Regulatory mechanisms of monofunctional and bifunctional anticarcinogenic enzyme inducers in murine liver. Cancer Research 1988; 48: 4776–4782
   PubMed Web of Science ®Google Scholar
• Ritter J. K., Franklin M. R. Induction and inhibition of rat hepatic drug metabolism by N-substituted imidazole drugs. Drug metabolism and Disposition 1987a; 15: 335–343
   PubMed Web of Science ®Google Scholar
• Ritter J. K., Franklin M. R. High magnitude hepatic cytochrome P-450 induction by an N-substituted imidazole antimycotic, clotrimazole. Biochemical Pharmacology 1987b; 36: 2783–2787
   PubMed Web of Science ®Google Scholar
• Seidegard J., Depierre J. W., Morgenstern R., Pilotti A., Ernster L. Induction of drug metabolizing systems and related enzymes with metabolites and structural analogues of stilbene. Biochimica et Biophysica Acta 1981; 672: 65–78
   PubMedGoogle Scholar
• Seidegard J., Depierre J. W., Guenthner T. M., Oesch F. The effects of metyrapone, chalcone epoxide, benzil, clotrimazole and related compounds on the activity of microsomal epoxide hydrolase in situin purified form and in reconstituted systems towards different substrates. European Journal of Biochemistry 1986; 159: 415–423
   PubMedGoogle Scholar
• Thompson T. N., Watkins Gregus J. B.Z., Klaassen C. D. Effect of microsomal enzyme inducers on the soluble enzymes of hepatic phase II biotransformation. Toxicology and Applied Pharmacology 1982; 66: 400–408
   PubMed Web of Science ®Google Scholar
• Trela B. A., Carlson G. P. Effect on flavonone on mixed function oxidase and conjugation reactions in rats. Xenobiotica 1987; 17: 11–16
   PubMed Web of Science ®Google Scholar
• Watkins J. B., Gregus Z., Thompson T. N., Klaassen C. D. Induction studies on the functional heterogenerty of rat liver UDP-glucuronosyltransferases. Toxicology and Applied Pharmacology 1982; 64: 439–446
   PubMed Web of Science ®Google Scholar