Induction of liver microsomal cytochrome P-450 isozymes by 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinoline carboxamide

References

• Beaune P., Kremers P., Letawe-Goujon F., Gielen J. Monoclonal antibodies against human liver cytochrome P-450. Biochemical Pharmacology 1985; 34: 3547–3552
   PubMed Web of Science ®Google Scholar
• Benavides J., Quarteronet D., Plouin P. F., Imbault F., Phan T., Uzan A., Renault C., Dubroeucq M. C., Gueremy C., Le Fur G. Characterization of peripheral type benzodiazepine binding sites in human and rat platelets by using (3H)PK 11195. Studies in hypertensive patients. Biochemical Pharmacology 1984a; 3: 2467–2472
   Google Scholar
• Benavides J., Guilloux F., Rufat P., Uzan A., Renault C., Dubroeucq M. C., Gueremy C., Le Fur G. In vivo labelling in several rat tissues of “peripheral type” benzodiazepine binding sites. European Journal of Pharmacology 1984b; 99: 1–7
   PubMedGoogle Scholar
• Burke M. D., Mayer R. T. Ethoxyresorufin: direct fluorimetric assay of a microsomal O-dealkylation, which is preferentially induced by 3-methylcholanthrene. Drug Metabolism and Disposition 1974; 2: 583–588
   PubMed Web of Science ®Google Scholar
• Burke M. D., Thompson S., Elcombe C. R., Halpert J., Haaparanta T., Mayer R. T. Ethoxy-, pentoxy- and benzoxyphenoxazones and homologous: a series of substrates to distinguish between different induced cytochromes P-450. Biochemical Pharmacology 1985; 34: 3337–3345
   PubMed Web of Science ®Google Scholar
• Burnette W. N. Western Blotting. Electrophoretic transfer of proteins from sodium dodecyl sulfate-polyacrylamide gels to unmodified nitrocellulose and radiographic detection with antibody and radioiodinated protein A. Analytical Biochemistry 1981; 12: 195–205
   Google Scholar
• Dickins M., Bridges J. W., Elcombe C. R., Netter K. J. A novel haemoprotein induced by isosafrole pretreatment in the rat. Biochemical and Biophysical Research Communications 1978; 80: 89–96
   PubMed Web of Science ®Google Scholar
• Guengerich F. P. Isolation and purification of cytochrome P-450, and the existence of multiple forms. Pharmacology and Therapeutics 1979; 6: 99–121
   PubMed Web of Science ®Google Scholar
• Guengerich F. P., Dannan G. A., Wright S. T., Martin M. V., Kaminsky L. S. Purification and characterization of liver microsomal cytochromes P-450: electrophoretic., spectral, catalytic and immunochemical properties and inducibility of eight isozymes isolated from rats treated with phenobarbital or betanaphtoflavone. Biochemistry 1982; 21: 6019–6030
   PubMed Web of Science ®Google Scholar
• Guengerich F. P., Umbenhauer D. R., Churchill P. F., Beaune Ph., Böcker R., Knodell R. G., Martin M. V., Lloyd R. S. Polymorphism of human cytochrome P-450. Xenobiotica 1987; 17: 311–316
   PubMed Web of Science ®Google Scholar
• Heuman D. M., Gallagher E. J., Barwick J. L., Elshourbagy N. A., Guzelian P. S. Immunochemical evidence for induction of a common form of hepatic cytochrome P-450 in rats treated with pregnenolone-16α-carbonitrile or other steroidal or non-steroidal agents. Molecular Pharmacology 1982; 21: 753–760
   PubMed Web of Science ®Google Scholar
• Ioannides C., Lum P. Y., Parke D. V. Cytochrome P-448 and the activation of toxic chemicals and carcinogens. Xenobiotica 1984; 14: 119–137
   PubMed Web of Science ®Google Scholar
• Kamataki T., Maeda K., Yamazoe Y., Nagai T., Kato R. Evidence for the involvement of multiple forms of cytochrome P-450 in the occurrence of sex-related differences of drug metabolism in the rat. Life Sciences 1982; 31: 2603–2610
   PubMed Web of Science ®Google Scholar
• Kato R., Kawano S., Yamazoe Y. Two isoenzymes of cytochrome P-450 responsible for steroid 6-β-hydroxylation in human liver. Satellite symposium on enzyme induction in man. Turku 1986, Abstract
   Google Scholar
• Kremers P., De Graeve J., Azhir A., Gielen J. Measurement of testosterone and DHEA 16-α-hydroxylase activities by a tritium exchange method. European Journal of Biochemistry 1978; 82: 529–533
   PubMedGoogle Scholar
• Laemmli U. K. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 1970; 272: 680–685
   Google Scholar
• Le Fur G., Perrier M. L., Vaucher N., Imbault F., Flamier A., Benavides J., Uzan A., Renault C., Dubroeucq M. C., Gueremy C. Peripheral benzodiazepine binding sites: effect of PK11195, 1-(2-chlorophenyl)-N-(1-methylpropyl)-3-isoquinoline carboxamide. I. In vitro studies. Life Sciences 1983; 32: 1839–1847
   PubMedGoogle Scholar
• Lenfant N., Haumont J., Zavala F. In vivo immunomodulating activity of PK-11195, a structurally unrelated ligand for peripheral benzodiazepine binding sites. I. Potentialtion in mice of the tumoral response to sheep red blood cells. International Journal of Immunopharmacology 1986; 8: 825–828
   PubMedGoogle Scholar
• Lowry O. H., Rosenbrough 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
• Maeda K., Kamataki T., Nagai T., Kato R. Postnatal development of constitutive forms of cytochrome P-450 in liver microsomes of male and female rats. Biochemical Pharmacology 1984; 33: 509–512
   PubMed Web of Science ®Google Scholar
• Mazel P. Determination of microsomal aniline hydroxylase. Fundamentals of Drug Metabolism and Disposition, B. N. La Du, H. G. Mandel, E. L. Way. Waverly Press, Baltimore 1972; 569–572
   Google Scholar
• Mestre M., Bouetard G., Uzan A., Gueremy C., Renault C., Dubroeucq M. C., Le Fur G. PK-11195, an antagonist of peripheral benzodiazepine receptors, reduces ventricular arrhythmias during myocardial ischemia and reperfusion in the dog. European Journal of Pharmacology 1985; 112: 257–260
   PubMed Web of Science ®Google Scholar
• Mizoule J., Gauthier A., Uzan A., Renault C., Dubroeucq M. C., Gueremy C., Le Fur G. Opposite effects of two ligands for peripheral type benzodiazepine binding sites, PK-11195 and Ro 5–4864, in a conflict situation in the rat. Life Sciences 1985; 36: 1059–1068
   PubMed Web of Science ®Google Scholar
• Nebert D. W., Gelboin A. V. Substrate inducible microsomal aryl hydroxylase in mammalian cell culture. Assay and properties of induced enzyme. Journal of Biological Chemistry 1971; 246: 5199–5206
   PubMedGoogle Scholar
• Omura T., Sato R. The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature. Journal of Biological Chemistry 1964; 239: 2370–2378
   PubMed Web of Science ®Google Scholar
• Ritter J. K., Franklin M. R. Clotrimazole induction of cytochrome P-450: dose-differentiated isozyme induction. Molecular Pharmacology 1987; E31: 135–139
   Google Scholar
• Rogan E., Cavalieri E. Differences between nuclear and microsomal cytochrome P-450 in uninduced and induced rat liver. Molecular Pharmacology 1977; 14: 215–219
   Google Scholar
• Ryan D. E., Ramanathan L., Iida S., Thomas P. E., Haniu M., Shively J. E., Lieber C. S., Levin W. Characterization of a major form of rat hepatic microsomal cytochrome P-450 induced by isoniazid. Journal of Biological Chemistry 1985; 260: 6385–6393
   PubMed Web of Science ®Google Scholar
• Sakaki T., Soga A., Yabusaki Y., Ohkawa H. Characterization of three forms of cytochrome P-450 isolated from liver microsomes of rats treated with 3-methylcholanthrene. Journal of Biochemistry 1984; 96: 117–126
   PubMed Web of Science ®Google Scholar
• Siest G., Visvikis A., Pawlak A., Antoine B., Wole-Klein L., Febvre N., Galteau M. M., Wellman-Bednawska M. Gamma-glutamyltransferase isoforms: from the cell to the plasma. Advanced Clinical Enzymology, D. W. Moss, F. W. Schmidte, Schmidt. Karger, Basle 1986; Vol. 3: 60–66
   Google Scholar
• Souhaili-El Amri H. S., Fargetton X., Benoit E., Totis M., Batt A. M. Inducing effect of Albendazole on rat liver drug metabolizing enzymes and metabolite pharmacokinetics. Toxicology and Applied Pharmacology 1988; 92: 141–149
   PubMed Web of Science ®Google Scholar
• Strobel H. W., Dignam J. D. Purification and properties of NADPH-cytochrome P-450 reductase. Methods of Enzymology, S. E. Fleisher, L. Packer. Academic Press, London 1978; 89–96
   Google Scholar
• Szasz G. A kinetic photometric method for serum gamma-glutamyl transferase. Clinical Chemistry 1969; 15: 124–136
   PubMed Web of Science ®Google Scholar
• Tamburini P. P., Masson H. A., Bains S. K., Makowsky R. J., Morris B., Gibson G. G. Multiple forms of hepatic cytochrome P-450. Purification, characterization and comparison of a novel clofibrate-induced isozyme with other major forms of cytochrome P-450. European Journal of Biochemistry 1984; 139: 235–246
   PubMedGoogle Scholar
• Tazi A., Galteau M. M., Siest G. Gamma-glutamyl-transferase of rabbit liver: kinetic study of phenobarbital induction and “in vitro” solubilization by bile salts. TAP 1980; 55: 1–7
   Google Scholar
• Thomas P. E., Reik M., Ryan D. E., Levin W. Induction of two immunochemically related rat liver cytochrome P-450 isozymes, cytochromes P-450c and P-450d, by structurally diverse xenobioties. Journal of Biological Chemistry 1983; 258: 4590–4598
   PubMed Web of Science ®Google Scholar
• Totis M., Batt A. M., Siest G. Induction of different forms of UDP-glucuronosyltransferases by RP 52028 an isoquinoline derivative. Proceedings of the Symposium on Cellular and Molecular Aspects of Glucuronidation, G. Siest, J. Magdalou, B. Burchell. J. Libbey Eurotext Inserm, Paris/London, Paris 1988, (In press)
   Google Scholar
• Ullrich V., Weber P. The O-dealkylation of 7-ethoxycoumarin by liver microsomes: a direct fluorimetric assay. Hoppe Seylers Zeitschrift für Physiologische Chemie 1972; 353: 1171–1177
   PubMedGoogle Scholar
• Van Cantfort J., De Graeve J., Kremers P., Gielen J. E. In vitro metabolism of 52028 RP (PK 11195) by liver microsomal fractions of various animal species including humans. Xenobiotica 1989, (to be submitted)
   Google Scholar
• Vlasuk G. P., Ghrayeb J., Ryan D. E., Reik L., Thomas P. E., Lewin W., Walz F. G., Jr. Multiplicity, strain differences and topology of phenobarbital-induced rat liver cytochromes P-450 are encoded by different mRNAa. Journal of Biological Chemistry 1982; 257: 4023–4026
   PubMedGoogle Scholar
• Waxman D. J., Dannan A., Guengerich F. P. Regulation of rat hepatic cytochrome P-450: age-dependent expression, hormonal imprinting and xenobiotic inducibility of sex-specific isoenzymes. Biochemistry 1985; E24: 4409–4417
   Google Scholar
• Wolff T., Derul E., Wanders A. Aldrin epoxidation, a highly sensitive indicator specific for cytochrome P-450 dependent mono-oxygenase activities. Drug Metabolism and Disposition 1979; 7: 301–305
   PubMed Web of Science ®Google Scholar
• Wrighton S. A., Maurel P., Schuetz E. G., Watkins P. B., Young B., Guzelian P. S. Identification of the cytochrome P-450 induced by macrolide antibiotics in rat liver as the glucocorticoid responsive cytochrome P-450. Biochemistry 1985; 24: 2171–2178
   PubMed Web of Science ®Google Scholar
• Yang C. S., Strickhart F. S. Inhibition of hepatic mixed-function oxidase activity by propyl gallate. Biomedical Pharmacology 1974; 23: 3129–3138
   Google Scholar