Inhibition of inducible nitric oxide synthase expression by novel nonsteroidal anti-inflammatory derivatives with gastrointestinal-sparing properties

British Journal of Pharmacology

Volumn 117, Issue 7, 1996, Pages 1421-1426

  Cirino, G ^b   Wheeler Jones, C P D ^a   Wallace, J L ^c   Del Soldato, P ^d   Baydoun, A R ^a  

^a KING'S COLLEGE LONDON   (United Kingdom)

^b UNIVERSITY OF NAPLES FEDERICO II   (Italy)

^c Dept of Pharmacol and Therapeutics ^*  (Canada)

^d NICOX Ltd   (United Kingdom)

Author keywords

Bacterial lipopolysaccharide; Inducible nitric oxide synthase; Inflammation; Macrophage; Nitric oxide; Nonsteroidal anti inflammatory drugs

Indexed keywords

ACETYLSALICYLIC ACID; ARGININE; BACTERIUM LIPOPOLYSACCHARIDE; CITRULLINE; DICLOFENAC; FLURBIPROFEN; KETOPROFEN; KETOROLAC; NAPROXEN; NITRIC OXIDE SYNTHASE; NITRITE; NONSTEROID ANTIINFLAMMATORY AGENT;

AMINO ACID METABOLISM; ANIMAL CELL; ARTICLE; CELL CULTURE; CONCENTRATION RESPONSE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INDUCTION; ENZYME INHIBITION; GASTROINTESTINAL TRACT FUNCTION; IMMUNOBLOTTING; MACROPHAGE; MOUSE; NONHUMAN; PRIORITY JOURNAL;

EID: 0029979472     PISSN: 00071188     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1476-5381.1996.tb15301.x     Document Type: Article

References (45)

1. AEBERHARD, E.E., HENDERSON, S.A., ARABOLOS, N.S., GRISCAVAGE, J.M., CASTRO, F.E., BARRETT, C.T. & IGNARRO, L.J. (1995). Nonsteroidal anti-inflammatory drugs inhibit expression of the inducible nitric oxide synthase gene. Biochem. Biophys. Res. Commun., 208, 1053-1059.
2. ALLISON, M.C., HOWASTON, A.C., TORRANCE, C.J., LEE, F.D. & RUSSEL, R.I. (1992). Gastrointestinal damage associated with the use of nonsteroidal anti-inflammatory drugs. N. Engl. J. Med., 327, 749-754.
3. ASSREUY, J., CUNHA, F.Q., LIEW, F.Y. & MONCADA, S. (1993). Feedback inhibition of nitric oxide synthase activity by nitric oxide. Br. J. Pharmacol., 108, 833-837.
4. ASSREUY, J. & MONCADA, S. (1992). A perfusion system for the long term study of macrophage activation. Br. J. Pharmacol., 107, 317-321.
5. BAYDOUN, A.R., BOGLE, R.G., PEARSON, J.D. & MANN, G.E. (1993). Selective inhibition by dexamethasone of induction of NO synthase, but not of induction of L-arginine transport, in murine macrophage J774 cells. Br. J. Pharmacol., 110, 1401-1406.
6. BAYDOUN, A.R., CIRINO, G. & WALLACE, J.L. (1995). Elevation of cGMP in human endothelial cells by flurbiprofen-nitroxybutylester, a novel nonsteroidal anti-inflammatory drug with reduced ulcerogenic actions in vivo. Br. J. Pharmacol., 114, 71P.
7. BOUGHTON-SMITH, N.K., EVANS, S.M., LASZLO, F., WHITTLE, B.J.R. & MONCADA, S. (1993). The induction of nitric oxide synthase and intestinal vascular permeability by endotoxin in the rat. Br. J. Pharmacol., 110, 1189-1195.
8. BROWN, J.L., TEPPERMAN, B.L., HANSON, P.J., WHITTLE, B.J.R. & MONCADA, S. (1992). Differential distribution of nitric oxide synthase between cell fractions isolated from the rat gastric mucosa. Biochem. Biophys. Res. Commun., 184, 680-685.
9. CIRINO, G., TIGLEY, A.W., D'ACQUISTO, F., WALLACE, J.L. & BAYDOUN, A.R. (1995). Inhibition of inducible nitric oxide synthase expression in J774 cells by the novel nonsteroidal anti-inflammatory compound, flurbiprofen-nitroxybutylester. Br. J. Pharmacol., 114, 131P.
10. COLLART, M.A., BAEUERLE, P. & VASSALLI, P. (1990). Regulation of tumor necrosis factor-α transcription in macrophages: involvement of four kappaB-like motifs and of constitutive and inducible forms of NF-kappaB. Mol. Cell. Biol., 10, 1498-1506.
11. DI ROSA, M., RADOMSKI, M., CARNUCCIO, R. & MONCADA, S. (1990). Glucocorticoids inhibit the induction of nitric oxide synthase in macrophages. Biochem. Biophys. Res. Commun., 172, 1246-1252.
12. 15N] nitrate in biological fluids. Anal. Biochem., 126, 131-138.
13. GRILLI, M , CHIU, J.J.-S. & LENARDO, M.J. (1993). NF-kappaB and Rel: participants in a multiform transcriptional regulatory system. Int. Rev. Cytol., 143, 1-62.
14. HARPER, J.F. (1994). BASIC programme of a robust multiple comparison test for statistical analysis of all differences among group means. Comput. Bio. Med., 14, 437-444.
15. HIBBS, J.B., Jr, VAVRIN, Z. & TAINTOR, R.R. (1987). L-arginine is required for expression of the activated macrophage effector mechanism causing selective metabolic inhibition in target cells. J. Immunol., 138, 550-565.
16. KOPP, E. & GHOSH, S. (1994). Inhibition of NF-κB by sodium salicylate and aspirin. Science, 265, 956-959.
17. LIPPE, I.T. & HOLZER, P. (1992). Participation of endothelium-derived nitric oxide but not prostacyclin in the gastric mucosal hyperaemia due to acid back diffusion. Br. J. Pharmacol., 105, 708-714.
18. MACNAUGHTON, W.K., CIRINO, G. & WALLACE, J.L. (1989). Endothelium-derived relaxing factor (nitric oxide) has protective actions in the stomach. Life Sci., 45, 1869-1879.
19. MARIOTTO, S., CUZZOLIN, L., ADAMI, A., DEL SOLDATO, P., SUZUKI, H. & BENOINI, G. (1995a). Inhibition by sodium nitroprusside of the expression of inducible nitric oxide synthase in rat neutrophils. Br. J. Pharmacol., 114, 1105-1106.
20. MARIOTTO, S., CUZZOLIN, L., ADAMI, A., DEL SOLDATO, P., SUZUKI, H. & BENONI, G. (1995b). Effect of a new non-steroidal anti-inflammatory drug, nitroflurbiprofen, on the expression of inducible nitric oxide synthase in rat neutrophils. Br. J. Pharmacol., 115, 225-226.
21. MARLETTA, M.A., YOON, P.S., IYENGAR, R., LEAF, C.D. & WISHNOK, J.S. (1988). Macrophage oxidation of L-arginine to nitrite and nitrate: nitric oxide is an intermediate. Biochemistry, 27, 8706-8711.
22. MARUMO, T., NAKAKI, T., NAGATA, K., MIYATA, M., ADACHI, H., ESUMI, H., SUZUKI, H., SARUTA, T. & KATO, R. (1993). Dexamethasone inhibits nitric oxide synthase mRNA induction by interleukin-1α and tumor necrosis factor-α in vascular smooth muscle cells. Jpn. J. Pharmacol., 63, 361-367.
23. MCCARTNEY-FRANCIS, N., ALLEN, J.B., MIZEL, D.E., ALBINA, J.E., XIE, Q.-W., NATHAN, C. & WAHL, S.M. (1993). Suppression of arthritis by an inhibitor of nitric oxide synthase. J. Exp. Med., 178, 749-754.
24. MITCHELL, J.A., CIRINO, G., AKARASEREENONT, P., WALLACE, J.L., FLOWER, R.J. & VANE, J.R. (1994). Fluribinitroxybutylester: a novel anti-inflammatory drug devoid of ulcerogenic activity, inhibits cyclo-oxygenase-1 and cyclo-oxygenase-2. Can. J. Physiol. Pharmacol., 72, 270.
25. MONCADA. S , PALMER, R.M.J. & HIGGS, E.A (1991). Nitric oxide: physiology, pathophysiology and pharmacology. Pharmacol. Rev., 43, 109-142.
26. MOSMANN, T. (1983). Rapid colorimetric assay for cellular growth and survival: application of proliferation and cytotoxicity assays. J. Immunol. Methods., 65, 55-63.
27. MÜISCH, A., SCHRAY-UTZ, B., MORDVINTCEZ, P.I. , HAUSCHILDT, S. & BUSSE, R. (1993). Diethyldithiocarbamate inhibits induction of macrophage NO synthase. FEBS Lett., 321, 215-218.
28. PARK, S.K., LIN, H.L. & MURPHY, S. (1994). Nitric oxide limits transcriptional induction of nitric oxide synthase in CNS glial cells. Biochem. Biophys. Res. Commun., 201, 762-767.
29. PENG, H.-B., LIBBY, P. & LIAO, J.K. (1995). Induction and stabilization of IκBα by nitric oxide mediates inhibition of NF-κB. J. Biol. Chem., 270, 14214-14219.
30. ROTH, S.H. (1988). Non steroidal anti-inflammatory drugs: gastropathy, deaths and medical practice. Ann. Intern. Med., 109, 353-354.
31. ROYSTON, J.P. (1984). SPP - Statistical Package for Personal Computers. TCL., 40B Royal Hill, London. SE10 8RT. UK.
32. SALVEMINI, D, SETTLE, S.L., MASFERRER, J.L., SEIBERT, K., CURRIE, M.G. & NEEDLEMAN, P. (1995). Regulation of prostaglandin production by nitric oxide; an in vivo analysis. Br. J. Pharmacol., 114, 1171-1178.
33. SCHRCK, R., MEIER, B., MÄNNEL, D.N., DRÖGE, W & BAEUERLE, P.A. (1992). Dithiocarbamate as potent inhibitors of nuclear factor kappaB activation in intact cells. J. Exp. Med., 175, 1181-1194.
34. SESSA, W.C. (1994). The nitric oxide synthase family of proteins. J. Vase. Res., 31, 131-143.
35. SHERMAN, M.P., AEBERHARD, E.E., WONG, V.Z., GRISCAVAGE, J.M. & IGNARRO, L.J. (1993). Pyrrolidine dithiocarbamate inhibits induction of nitric oxide synthase activity in rat alveolar macrophages. Biochem. Biophys. Res. Commun., 191, 1301-1308.
36. SWIERKOSZ, T.A. MITCHELL, J.A, WARNER, T.D., BOTTING, R.M. & VANE, J.R. (1995). Co-induction of nitric oxide synthase and cyclo-oxygenase: interactions between nitric oxide and prostanoids. Br. J. Pharmacol., 114, 1335-1342.
37. TEPPERMAN, B.L. & WHITTLE, B.J.R. (1992). Endogenous nitric oxide and sensory neuropeptides interact in the modulation of the rat gastric microcirculation. Br. J. Pharmacol., 105, 171-175.
38. VANE. J.R., MITCHELL, JA., APPLETON, L. TOMLINSON, A., BISHOP-BAILEY, D., CROXTALL, J. & WILLOUGHBY, D.A. (1994). Inducible isoforms of cyclooxygenase and nitric-oxide synthase in inflammation. Proc. Natl. Acad. Sci. U.S.A., 91, 2046-2050.
39. WALLACE, J.L. & GRANGER, D.N. (1992). The pathogenesis of NSAID-gastropathy- are neutrophils the culprits? Trends Pharmacol. Sci., 13, 129-131.
40. WALLACE, J.L., REUTER, B , CICALA, C., MCKNIGHT, W., GRISHAM, M. & CIRINO, G. (1994a). A diclofenac derivative without ulcerogenic properties. Eur. J. Pharmacol., 257, 249-255.
41. WALLACE, J.L., REUTER, C,. CICALA, C., MCKNIGHT, W., GRISHAM, M. & CIRINO, G. (1994b). Novel NSAID derivatives with markedly reduced ulcerogenic properties in the rat. Gastroenterology, 107, 173-179.
42. WALLACE, J.L., REUTER, B. & CIRINO, G. (1994c). Nitric oxide-releasing NSAIDs: a novel approach for reducing gastrointestinal toxicity. J. Gastroenterol. Hepatol., 9, S40-S44.
43. G-monomethl-L-arginine. J. Exp. Med., 179, 651-660.
44. XIE, Q.-W., KASHIWABRA, Y. & NATHAN, C. (1994). Role of transcription factor NF-κB/Rel in induction of nitric oxide synthase. J. Biol. Chem., 269, 4705-4708.
45. XIE, Q.-W., WHISNANT, R. & NATHAN, C. (1993). Promoter of the mouse gene encoding calcium-independent nitric oxide synthase confers inducibility by interferon gamma and lopopolysaccharide. J. Exp. Med., 177, 1779-1784.