Bis-(3-hydroxyphenyl) diselenide inhibits LPS-stimulated iNOS and COX-2 expression in RAW 264.7 macrophage cells through the NF-κB inactivation

Journal of Pharmacy and Pharmacology

Volumn 61, Issue 4, 2009, Pages 479-486

  Shin, Kyung Min ^a   Shen, Liulan ^a   Park, Seung Jae ^a   Jeong, Jin Hyun ^a   Lee, Kyung Tae ^a  

^a Kyung Hee University   (South Korea)

Author keywords

Anti inflammatory activity; Diaryl diselenide compounds; No suppression; PGE2 production; RAW 264.7 macrophages

Indexed keywords

ANTIINFLAMMATORY AGENT; BIS (2 HYDROXYPHENYL)DISELENIDE; BIS (3 HYDROXYPHENYL)DISELENIDE; BIS (4 HYDROXYPHENYL)DISELENIDE; CYCLOOXYGENASE 2; DIPHENYL DISELENIDE; I KAPPA B ALPHA; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; INDUCIBLE NITRIC OXIDE SYNTHASE; INTERLEUKIN 1BETA; INTERLEUKIN 6; LIPOPOLYSACCHARIDE; MESSENGER RNA; NITRIC OXIDE; PROSTAGLANDIN E2; SYNAPTOTAGMIN I; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG; BIS(3 HYDROXYPHENYL) DISELENIDE; BIS(3-HYDROXYPHENYL) DISELENIDE; CYTOKINE; MACROPHAGE INFLAMMATORY PROTEIN; NONSTEROID ANTIINFLAMMATORY AGENT; ORGANOSELENIUM DERIVATIVE; PHENOL DERIVATIVE; SELENIUM DERIVATIVE;

ANIMAL CELL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; CYTOKINE PRODUCTION; DOWN REGULATION; DRUG EFFECT; DRUG EFFICACY; DRUG INHIBITION; DRUG MECHANISM; MACROPHAGE; MOLECULAR MECHANICS; MOUSE; NONHUMAN; PROTEIN EXPRESSION; ACTIVE TRANSPORT; ANIMAL; CELL LINE; CELL NUCLEUS; CELL SURVIVAL; DRUG ANTAGONISM; GENETICS; METABOLISM;

ACTIVE TRANSPORT, CELL NUCLEUS; ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; CELL LINE; CELL NUCLEUS; CELL SURVIVAL; CYCLOOXYGENASE 2; CYTOKINES; DINOPROSTONE; LIPOPOLYSACCHARIDES; MACROPHAGE INFLAMMATORY PROTEINS; MACROPHAGES; MICE; NF-KAPPA B; NITRIC OXIDE; NITRIC OXIDE SYNTHASE TYPE II; ORGANOSELENIUM COMPOUNDS; PHENOLS; RNA, MESSENGER; SELENIUM COMPOUNDS; SYNAPTOTAGMIN I;

EID: 66449091756     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1211/jpp/61.04.0010     Document Type: Article

References (34)

1. Heiss E et al. Nuclear factor kappa B is a molecular target for sulforaphane-mediated anti-inflammatory mechanisms. J Biol Chem 1995; 276: 32008-32015.
2. Kuo PC, Schroeder RA. The emerging multifaceted roles of nitric oxide. Ann Surg 1995; 221: 220-235.
3. Miller MJ, Grisham MB. Nitric oxide as a mediator of inflammation? You had better believe it! Mediators Inflamm 1995; 4: 387-396.
4. Cochran FR et al. Insights into the role of nitric oxide in inflammatory arthritis. Med Rev Res 1996; 16: 547-563.
5. Weisz A et al. Regulation of the mouse inducible-type nitric oxide synthase gene promoter by interferon-gamma, bacterial lipopolysaccharide and NG-monomethyl-L-arginine. Biochem J 1996; 316: 209-215.
6. Beutler B, Cerami A. The biology of cachectin/TNF - a primary mediator of the host response. Annu Rev Immunol 1989; 7: 625-655.
7. Molloy RG et al. Cytokines, sepsis and immunomodulation. Br J Surg 1993; 80: 289-297.
8. West MA et al. Pre-exposure to hypoxia or septic stimuli differentially regulates endotoxin release of tumor necrosis factor, interleukin-6, interleukin-1, prostaglandin E2, nitric oxide, and superoxide by macrophages. J Trauma 1994; 37: 82-89.
9. Van Snick J. Interleukin-6: an overview. Annu Rev Immunol 1990; 8: 253-278.
10. Vodovotz Y et al. Mechanisms of suppression of macrophage nitric oxide release by transforming growth factor beta. J Exp Med 1993; 178: 605-613.
11. Rao KMJ. Molecular mechanisms regulating iNOS expression in various cell types. Toxicol Environ Health B Crit Rev 1999; 3: 27-58.
12. Baeuerle PA. IkappaB-NF-kappaB structures: at the interface of inflammation control. Cell 1998; 95: 729-731.
13. Brown K et al. Control of I kappa B-alpha proteolysis by site-specific, signal-induced phosphorylation. Science 1995; 267: 1485-1488.
14. DiDonato J et al. Mapping of the inducible IkappaB phosphorylation sites that signal its ubiquitination and degradation. Mol Cell Biol 1996; 4: 1295-1304.
15. O'Conell MA et al. Role of IKK1 and IKK2 in lipopolysaccharide signaling in human monocytic cells. J Biol Chem 1998; 46: 30410-30414.
16. Sanchez-Perez I et al. Cell stress and MEKK1-mediated c-Jun activation modulate NFkappaB activity and cell viability. Mol Biol Cell 2002; 13: 2933-2945.
17. Baeuerle PA, Baltimore D. NF-kappa B: ten years after. Cell 1996; 87: 13-20.
18. Barnes PJ, Karin M. Nuclear factor-kappaB: a pivotal transcription factor in chronic inflammatory diseases. N Engl J Med 1997; 336: 1066-1071.
19. Wendel A et al. A novel biologically active seleno-organic compound - II. Activity of PZ 51 in relation to glutathione peroxidase. Biochem Pharmacol 1984; 33: 3241-3245.
20. Contreave IA et al. Studies on the anti-inflammatory activity of ebselen. Ebselen interferes with granulocyte oxidative burst by dual inhibition of NADPH oxidase and protein kinase C? Biochem Pharmacol. 1989; 638: 649-656.
21. Walter M et al. The inhibition of mammalian 15-lipoxygenases by the anti-inflammatory drug ebselen: dual-type mechanism involving covalent linkage and alteration of the iron ligand sphere. J Pharmacol Exp Ther 1999; 56: 196-203.
22. Mugesh G et al. Chemistry of biologically important synthetic organoselenium compounds. Chem Rev 2001; 101: 2125-2179.
23. Shen L et al. Synthesis of new diselenide compounds as anti-inflammatory agents. Arch Pharm Res 2004; 27: 816-819.
24. Won JH et al. Anti-inflammatory effect of buddlejasaponin IV through the inhibition of iNOS and COX-2 expression in RAW 264.7 macrophages via the NF-kappaB inactivation. Br J Pharmacol 2006; 148: 216-225.
25. Morley D, Keefer LK. Nitric oxide/nucleophile complexes: a unique class of nitric oxide-based vasodilators. J Cardiovasc Pharmacol 1993; 22: 3-9.
26. Lappas M et al. Nuclear factor kappa B regulation of proinflammatory cytokines in human gestational tissues in vitro. Biol Reprod 2002; 67: 668-673.
27. Schimedtje JF et al. Hypoxia induces cyclooxygenase-2 via the NF-kappaB p65 transcription factor in human vascular endothelial cells. J Biol Chem 1997; 272: 601-608.
28. Henkel T et al. Rapid proteolysis of I kappa B-alpha is necessary for activation of transcription factor NF-kappa B. Nature 1993; 365: 182-185.
29. Vandenberghe W et al. p38 and extracellular signal-regulated kinase mitogen-activated protein kinase pathways are required for nuclear factor-κB p65 transactivation mediated by tumor necrosis factor. J Biol Chem 1998; 273: 3285-3290.
30. Meotti FC et al. Protective role of aryl and alkyl diselenides on lipid peroxidation. Environ Res 2004; 94: 276-282.
31. Borges LP et al. Acute liver damage induced by 2-nitropropane in rats: effect of diphenyl diselenide on antioxidant defenses. Chem Biol Interact 2006; 160: 99-107.
32. Savegnago L et al. Antisecretory and antiulcer effects of diphenyl diselenide. Environ Toxicol Pharmacol 2006; 21: 86-92.
33. Nogueira CW et al. Anti-inflammatory and antinociceptive activity of diphenyl diselenide. Inflamm Res 2003; 52: 56-63.
34. Savegnago L et al. Antinociceptive properties of diphenyl diselenide: evidences for the mechanism of action. Eur J Pharmacol 2007; 555: 129-138.