21-Aminosteroids prevent the down-regulation of hepatic cytochrome P450 induced by bypoxia and inflammation in conscious rabbits

British Journal of Pharmacology

Volumn 128, Issue 2, 1999, Pages 374-379

  Galal, Ahmed ^a   Du Souich, Patrick ^a  

^a UNIVERSITÉ DE MONTRÉAL   (Canada)

Author keywords

21 Aminosteroids; Cytochrome P450; Hypoxia; Inflammation; Kinetics; Theophylline

Indexed keywords

21 [4 [2,6 BIS(1 PYRROLIDINYL) 4 PYRIMIDINYL] 1 PIPERAZINYL]PREGNA 1,4,9(11) TRIENE 3,20 DIONE; 21 AMINOSTEROID; CYTOCHROME P450; LIVER ENZYME; THEOPHYLLINE; THIOBARBITURIC ACID REACTIVE SUBSTANCE; TURPENTINE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIOXIDANT ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG STRUCTURE; ENZYME REGULATION; HYPOXIA; INFLAMMATION; INTRAVENOUS DRUG ADMINISTRATION; LIPID PEROXIDATION; LIVER; MALE; NONHUMAN; PRIORITY JOURNAL; RABBIT; SUBCUTANEOUS DRUG ADMINISTRATION; THEOPHYLLINE BLOOD LEVEL;

ANIMALS; ANOXIA; ANTIOXIDANTS; CYTOCHROME P-450 ENZYME SYSTEM; DOWN-REGULATION; INFLAMMATION; IRRITANTS; LIVER; MALE; PREGNATRIENES; RABBITS; THIOBARBITURIC ACID REACTIVE SUBSTANCES; TURPENTINE;

EID: 0032861027     PISSN: 00071188     EISSN: None     Source Type: Journal    
DOI: 10.1038/sj.bjp.0702796     Document Type: Article

References (57)

1. ADAMSON, G.M. & BILLINGS, R.E. (1992). Tumor necrosis factor induced oxidative stress in isolated mouse hepatocytes. Arch. Biochem. Biophys., 294, 223-229.
2. ALTHAUS, J.S., ANDRUS, P.K., WILLIAMS, C.W., VOIGTLANDER, P.E., VON, CAZERS, A.R. & HALL, F.D. (1993). The use of salicylate hydroxylation to detect hydroxyl radical generation in ischemic and traumatic brain injury. Reversal by tirilazad mesylate (U-74006F). Mol. Chem. Neuropath., 20, 147-162.
3. BARAKAT, M. & DU SOUICH, P. (1996). Effect of nifedipine on the elimination of theophylline in the rabbit subjected to hypoxia or to an inflammatory reaction. J. Pharm. Pharmacol., 48, 906-910.
4. BRAUGHLER, J.M., & PREGENZER, J.F. (1989). The 21-aminosteroid inhibitors of lipid peroxidation: reactions with lipid peroxyl and phenoxyl radicals. Free Radic. Biol. Med., 7, 125-130.
5. BRAUGHLER, J.M., PREGENZFR, J.F. & CHASE, R.L. (1987). Novel 21-amino steroids as potent inhibitors of iron-dependent lipid peroxidation. J. Biol. Chem., 262, 10438-10440.
6. BUTTGEREIT, F. BRINK, I., JHIELE, B., BURMESTER, G.R. HIFPE, F. & HALL, L.D. (1995). Effects of methylprednisolone and 21-aminosteroids on mitogen-induced interleukin-6 and tumor necrosis factor-alpha production in human peripheral blood mononuclear cells. J. Pharmacol. Exp. Ther., 275, 850-853.
7. 2+ -sedimented microsomes from rat liver. Biochem. Pharmacol., 21, 3249-3256.
8. CURRAN, R.D., BILLIAR, I.R., SIUEHR, M.D.D., OCHOA, J.B., HARBRFCHT, B.G., FLINT, S.G. & SIMMONS, R.L. (1990). Multiple cytokines are required to induce hepatocyte nitric oxide production and inhibit total protein synthesis. Ann. Surg., 212, 462-471.
9. EL-BASSIOUNI, E.A., ABO-OLLO, M.M., HELMY, M.H., ISMAEL, S. & RAMADAN, M.I. (1998). Changes in the defense against free radicals in the liver and plasma of the dog during hypoxia and/or halothane anaesthesia. Toxicology, 128, 25-34.
10. EL-KADI, A.O.S., MAURICE, H., ONG, H. & DU SOUICH, P. (1997). Down-regulation of the hepatic cytochrome P450 by an acute inflammatory reaction: implication of mediators in human and animal serum in the liver. Br. J. Pharmacol., 121, 1164-1170.
11. FABIAN, R.H., DEWITT, D.S. & KENT, T.A. (1998). The 21-aminosteroid U-74389G reduces cerebral superoxide anion concentration following fluid percussion injury of the brain. J. Neurotrauma, 15, 433-440.
12. L rescues WEHI 231 B lymphocytes from oxidant-mediated death following diverse apoptotic stimuli. J. Immunol., 155, 66-75.
13. FERNANDEZ RODRIGUEZ, M.P., BELMONTE, A., MELZOSO, M.J., GARCIA-NOVIO, M. & GARCIA-IGLESTAS, E. (1997). Effect of tirilazad on brain nitric oxide synthase activity during cerebral ischemia in rats. Pharmacology, 54, 108-112.
14. FICI, G.J., ALTHAUS, J.S. & VOIGTLANDER, P.F. VON. (1997). Effects of lazaroids and a peroxynitrite scavenger in a cell model of peroxynitrite toxicity. Free Rad. Biol. Med., 22, 223-228.
15. FISHER, M., PLANTE, G.M. & DOYLE, E.M. (1993). Inhibition of inflammatory cell-mediated myelin oxidation and interleukin-1 beta generation by a 21-aminosteroid, U74500A. J. Neurol. Sci., 119, 189-194.
16. GADALETA, D., VERMA, M. & DAVIS, J.M. (1994). Inhibition of neutrophil leukotriene generation by the 21-aminosteroid, U-74389F. J. Surg. Res., 57, 233-237.
17. GIBALDI, M. & PERRIER, D. (1982). Noncompartmental analysis based on statistical moment theory. In Pharmacokinetics. ed. Swarbrick J. pp. 409-417. New York: Marcel Dekker, Inc.
18. GESS, B., SCHRICKER, K., PFEIFER, M. & KURTZ, A. (1997). Acute hypoxia upregulates NOS gene expression in rats. Am. J. Physiol., 273, R905-R910.
19. GHEZZI, P., BIANCHI, M., GIANERA, L., LANDOLFO, S. & SALMONA, M. (1985). Role of reactive oxygen intermediates in the interferon-mediated depression of hepatic drug metabolism and protective effect of N-acetylcysteine in mice. Cancer Res., 45, 3444-3447.
20. GROVER, S.K., SRIVASTAVA, K.K., SINGH, V.S. & MISRA, U.K. (1985). Effect of vitamin A on hepatic microsomal drug metabolising enzymes activity in rats exposed to acute hypoxia. Int. J. Vitam. Nutr. Res., 55, 391-393.
21. HELFMAN, T. & FALANGA, V. (1993). Gene expression in low oxygen tension. Am. J. Med. Sci., 306, 37- 41.
22. HENDELES, L., MASSANARI, M. & WEINBERGER, M. (1986). Theophylline. In Applied pharmacokinetics. Principles of therapeutic drug monitoring. eds. Evans, W.E., Schentag, J.J. & Jusko, W.J. pp. 1105 1118. Spokane, WA: Applied Therapeutics, Inc.
23. HETLAND, G., DEL ZOPPO, G.L., MORI, E., THOMAS, W S. & HUGLI, T.E. (1994). Uptake of C5a polymorphonuclear leukocytes (PMNs) after focal cerebral ischemia. I. Effect of tirilazad mesylate intervention on C5a uptake by PMNs. Immunopharmacol., 27, 191 198.
24. HORWITZ, L.D., WALLNER, J.S., DECKER, D.E. & BUXSER, S.E. (1996). Efficacy of lipid soluble, membrane-protective agents against hydrogen peroxide cytotoxicity in cardiac myocytes. Free Rad. Biol. Med., 21, 743 753.
25. KARUZINA, I.I. & ARCHAKOV, A.I. (1994). The oxidative inactivation of cytochrome P450 in monooxygenase reactions. Free Rad. Biol. Med., 16, 73 97.
26. KHALIL, A., FORTUN, A., HEBERT, S., JAY-GERIN, J.P., EL ABBOUYL, A., WALLACH, J. & FULOP, JR T. (1998). Novel 21-aminosteroid U-74389G inhibits low-density lipoprotein peroxidation induced by .OH and O2-. free radicals. Life Sci., 63, 769 779.
27. KURDI, J., MAURICE, H., EL-KADI, A.O.S., ONG, H., DALKARA, S., BELANGER, P.M. & DU SOUICH, P. (1999). Effect of hypoxia alone or combined with inflammation and 3-methylcholanthrene on hepatic cytochrome P450 in conscious rabbits. Br. J. Pharmacol., 12, 365 373.
28. KUZUYA, T., HOSHIDA, S., KIM, Y., OE, H., HORI, M., KAMADA, T. & TADA, M. (1993). Free radical generation coupled with arachidonate lipoxygenase reaction relates to reoxygenation induced myocardial cell injury. Cardiovasc. Res., 27, 1056 1060.
29. LEE, S.M. & CLEMENS, M.G. (1992). Effect of alpha-tocopherol on hepatic mixed function oxidases in hepatic ischemia/referfusion. Hepatology, 15, 276 281.
30. LETARTE, L. & DU SOUICH, P. (1984). Influence of hypercapnia and/or hypoxemia and metabolic acidosis on theophylline kinetics in conscious rabbits. Am. Rev. Respir. Dis., 129, 762 766.
31. LEVITT, M.A., SIEVERS, R.E. & WOLFE, C.L. (1994). Reduction of infaret size during myocardial ischemia and reperfusion by lazaroid U-74500A, a nonglucocortieoid 21-aminosteroid. J. Cardiovasc. Pharmacol., 23, 136-140.
32. LIU, P., VONDERTECHT, S.L., McGUIRE, G.M., FISHER, M.A., FARHOOD, A. & JAESCHKE, H. (1994). The 21-aminosteroid tirilazad mesylate protects against endotoxin shock and acute liver failure in rats. J. Pharmacol. Exp. Ther., 271, 438 445.
33. LOEGERING, D.J., RICHARD, C.A., LEAHY, K.P. & DAVISON, C.B. (1995). The antioxidant, U74389, ameliorates the depression of vascular reactivity caused by lipopolysaccharide. Life Sci., 57, PL321 326.
34. LORENZL, S., KOEDEL, U., FREI, K., BERNATOWICZ, A., FONTANA, A. & PFISTER, H.W. (1995). Protective effect of a 21-aminosteroid during experimental pneumococcal meningitis. J. Infect. Dis., 172, 113 118.
35. LOWRY, O.H., ROSEBROUGH, N.J., FARR, A.L. & RANDALL, R.J. (1951). Protein measurement with the folin phenol reagent. J. Biol. Chem., 193, 265 275.
36. MATUSCHAK, G.M., JOHANNS, C.A., CHEN, Z., GAYNOR, J. & LECHNER, A.J. (1996). Brief hypoxic stress down-regulates E. coli-induced IL-1α and IL-1β gene expression in perfused liver. Am. J. Physiol., 271, R1311 R1318.
37. MEANS, E.D. (1994). 21-Aminosteroids ('Lazaroids'). Adv. Exp. Med. Biol., 366, 307 312.
38. MINOR, T., ISSELHARD, W. & BERGHAUS, K. (1993). Parenchymal and vascular endothelial cell injury in the hypoxic and reperfused rat liver. Evidence for superoxide anion generation by perfusion with ferricytochrome c. Biomed. Pharmacother., 47, 213-218.
39. MORGAN, E.T. (1997). Regulation of cytochromes P450 during inflammation and infection. Drug. Metab. Rev., 29, 1129-1188.
40. NAKAYAMA, M., HASEGAWA, N., OKA, Y., LUTZKE, B., McCALL, J.M. & RAFFIN, T.A. (1998). Effects of the lazaroid, tirilazad mesylate, on sepsis-induced acute lung injury in minipigs. Crit. Care Med., 26, 538-547.
41. NAKHOSTINE, N. & LAMONTAGNE, D. (1994). Contribution of prostaglandins in hypoxia-induced vasodilation in isolated rabbit hearts. Relation to adenosine and KATP channels. Pflügers Arch., 428, 526-532.
42. OHKAWA, H., OHISHI, N. & YAGI, K. (1979). Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal. Biochem., 95, 351-358.
43. OMURA, T. & SATO, R. (1964). The carbon monoxide-binding pigment of liver microsomes. L Evidence for its hemoprotein nature. J. Biol. Chem., 239, 2370-2378.
44. 3- levels. J. Surg. Res., 66, 131-137.
45. PARENT, C., BELANGER, P.M., JUTRAS, L. & DU SOUICH, P. (1992). Effect of inflammation on the rabbit hepatic cytochrome P-450 isoenzymes. Alterations in the kinetics and dynamics of tolbutamide. J. Pharmacol. Exp. Ther., 261, 780-787.
46. PROULX, M. & DU SOUICH, P. (1995a). Acute moderate hypoxia in conscious rabbits: effect on hepatic cytochrome P450 and on reactive species. J. Pharm. Pharmacol., 47, 392-397.
47. PROULX, M. & DU SOUICH, P. (1995b). Inflammation-induced decrease in cytochrome P450 in conscious rabbits is accompanied by an increase in hepatic oxidative stress. Res. Commun. Mol. Pathol. Pharmacol., 87, 221-236.
48. RYAN, T.P. & PETRY, T.W. (1993). The effects of 21-aminosteroids on the redox status of iron in solution. Arch. Biochem. Biophys., 300, 699-704.
49. SALAHUDEEN, A., WANG, C., McDANIEL, O., LAGOO-DENADYALAN, S., BIGLER, S. & BARBER, H. (1996). Antioxidant lazaroid U-74006F improves renal function and reduces the expression of cytokines, inducible nitric oxide synthase, and MHC antigens in a syngeneic renal transplant model. Partial support for the response-to-injury hypothesis. Transplantation, 62, 1628-1633.
50. SEMRAD, S.D., ROSE, M.L. & ADAMS, J.L. (1993). Effect of tirilazad mesylate (U74006F) on eicosanoid and tumor necrosis factor generation in healthy and endotoxemic neonatal calves. Cir. Shock, 40, 235-242.
51. SERRICK, C., ADOUMIE, R., GIAID, A. & SHENNIB, H. (1994). The early release of interleukin-2, tumor necrosis factor-alpha and interferon-gamma after ischemia reperfusion injury in the lung allograft. Transplantation, 58, 1158-1162.
52. SHENKAR, R. & ABRAHAM, E. (1995). Effects of treatment with the 21-aminosteroid, U7438F, on pulmonary cytokine expression following hemorrhage and resuscitation. Crit. Care Med., 23, 132-139.
53. SPITZER, J.A. (1994). Cytokine stimulation of nitric oxide formation and differential regulation in hepatocytes and nonparenchymal cells of endotoxemic rats. Hepatology, 19, 217-228.
54. THOMAS, P.D., MAO, G.D., RABINOVITCH, A. & POZNANSKY, M.J. (1993). Inhibition of superoxide-generating NADPH oxidase of human neutrophils by lazaroids (21-aminosteroids and 2-methylaminochromans). Biochem. Pharmacol., 45, 241-251.
55. WANG, Y., MATHEWS, W.R., GUIDO, D.M. & JAESCHKE, H. (1996). The 21-aminosteroid tirilazad mesylate protects against liver via membrane stabilization not inhibition of lipid peroxidation. J. Pharmacol. Exp. Ther., 277, 714-720.
56. WINROW, V.R., WINYARD, P.G., MORRIS, C.J. & BLAKE, D.R. (1993). Free radicals in inflammation: second messengers and mediators of tissue destruction. Br. Med. Bull., 49, 506-522.
57. ZHANG, H., SPAPEN, H., MANIKIS, P., ROGIERS, P., METZ, G., BUURMAN, W.A. & VINCENT, J.L. (1995), Tirilazad mesylate (U-74006F) inhibits effects of endotoxin in dogs. Am. J. Physiol., 268, H1847-H1855.