Novel donors of nitric oxide derived of S-nitrosocysteine possessing antioxidant activities

Brazilian Journal of Medical and Biological Research

Volumn 32, Issue 11, 1999, Pages 1407-1412

  Petit, C ^a   Bernardes Genisson, V ^a   Hoffmann, P ^a   Souchard, J P ^a   Labidalle, S ^a  

^a UNIVERSITÉ DE TOULOUSE   (France)

Author keywords

Antioxidant; Nitric oxide; Peroxinitrite; S Nitrosothiols (thionitrites)

Indexed keywords

ANTIOXIDANT; CYSTEINE; DISULFIDE; DRUG DERIVATIVE; NITRIC OXIDE DONOR; NITROSO DERIVATIVE; S NITROSOCYSTEINE; S NITROSOTHIOL; S-NITROSOCYSTEINE; SUPEROXIDE;

ARTICLE; CHEMISTRY; ELECTRON SPIN RESONANCE;

ANTIOXIDANTS; CYSTEINE; DISULFIDES; ELECTRON SPIN RESONANCE SPECTROSCOPY; NITRIC OXIDE DONORS; NITROSO COMPOUNDS; S-NITROSOTHIOLS; SUPEROXIDES;

EID: 0033219867     PISSN: 0100879X     EISSN: 1414431X     Source Type: Journal    
DOI: 10.1590/S0100-879X1999001100011     Document Type: Article

References (28)

1. Feelisch M & Stamler JS (1996). Methods in Nitric Oxide Research. J Wiley & Sons Ltd., New York.
2. Marletta MA (1993). Nitric oxide synthase structure and mechanism. Journal of Biological Chemistry, 268: 12231-12234.
3. Culotta E & Koshland Jr DE (1992). NO news is good news Science, 258: 1862-1865.
4. Stamler JS, Singel DJ & Loscalzo J (1992). Biochemistry of nitric oxide and its redoxactivated forms. Science, 258: 1898-1902.
5. Marletta MA, Yoon PS, Iyengar R, Leaf CD & Wishnok JS (1988). Macrophage oxidation of L-arginine to nitrite and nitrate: nitric oxide is an intermediate. Biochemistry, 27: 8706-8711.
6. Garthwaite J (1991). Glutamate, nitric oxide and cell-cell signalling in the nervous system. Trends in Neurosciences, 14: 60-67.
7. McDonald B, Reep B, Lapetina EG & Vedia LM (1993). Glyceraldehyde-3-phosphate dehydrogenase is required for the transport of nitric oxide in platelets. Proceedings of the National Academy of Sciences, USA, 90: 11122-11126.
8. Moncada S, Palmer RMJ & Higgs EA (1991). Nitric oxide: physiology, pathophysiology, and pharmacology. Pharmacological Reviews, 43: 109-142.
9. Feelisch M & Noack E (1987). Nitric oxide (NO) formation from nitrovasodilators occurs independently of hemoglobin or non-heme iron. European Journal of Pharmacology, 142: 465-469.
10. Flitney FW, Megson IL, Flitney DE & Butler AR (1992). Iron-sulphur cluster nitrosyls, a novel class of nitric oxide generator mechanism of vasodilator action on rat isolated tail artery. British Journal of Pharmacology, 107: 842-848.
11. 7]. In situ nitric oxide generation to sensitive γ-radiation induced cell death. Journal of the American Chemical Society, 119: 2853-2860.
12. Thatcher GRJ & Weldon H (1998). NO problem for nitroglycerin: organic nitrate chemistry and therapy. Chemical Society Reviews, 27: 331-337.
13. Ji Y, Akerboom TPM & Sies H (1996). Microsomal formation of S-nitrosoglutathione from organic nitrites: possible role of membrane-bound glutathione transferase. Biochemical Journal, 313: 377-380.
14. Feelisch M, Schönafinger K & Noack E (1992). Thiol-mediated generation of nitric oxide accounts for the vasodilator action of furoxans. Biochemical Pharmacology, 44: 1149-1157.
15. Hwang KJ & Kang H (1998). Design and synthes s of furoxan derivatives as probe for the nitric oxide generation. Bulletin of the Korean Chemical Society, 19: 506-507.
16. Hrabie JA, Klose JR, Wink DA & Keefer LK (1993). New nitric oxide-releasing zwittenons derived from polyamines. Journal of Organic Chemistry, 58: 1472-1476.
17. Southan GJ, Srinivasan A, George C, Fales HM & Keefer LK (1998). N-nitrosated N-hydroxyguanidines are nitric oxide-releasing diazeniumdiolates. Chemical Communications, 1191-1192.
18. Décout JL, Roy B, Fontecave M, Muller JC, Williams PH & Loyaux D (1995). Decomposition of FK 409, a new vasodilator: identif cation of nitric oxide as a metabolite. Bioorganic and Medicinal Chemistry Letters, 5: 973-978.
19. Oae S & Shinhama K (1983). Organic thionitrites and related substances. A review. Organic Preparations and Procedures International, 15: 167-198.
20. Petit C, Hoffmann P, Souchard JP & Labidalle S (1997). Synthesis and characterization of new aromatic thionitrites. Phosphorus, Sulfur and Silicon, and the Related Elements, 129: 59-67.
21. Stamler JS, Simon DI, Osborne JA, Mullins ME, Jaraki O, Michel T, Singel DJ & Loscalzo J (1992). S-nitrosylation of proteins with nitric oxide: synthesis and characterization of biologically active compounds. Proceedings of the National Academy of Sciences, USA, 89: 444-448.
22. Beckman JS, Beckman TW, Chen J, Marshall PA & Freeman BA (1990). Apparent hydroxyl radical production by peroxynitrite: implications for endothelial injury from nitric oxide and superoxide. Proceedings of the National Academy of Sciences, USA, 7: 1620-1624.
23. Castro L, Rodriguez M & Radi R (1994). Aconitase is readily inactivated by peroxynitrite, but not by its precursor, nitric oxide. Journal of Biological Chemistry, 269: 29409-29415.
24. Beckman JS & Koppenol W (1996). Nitric oxide, superoxide, and peroxynitrite: the good, the bad, and the ugly. American Journal of Physiology, 271: C1424-C1437.
25. Jovanovic SV, Steenken S, Tosic M, Marjanovic B & Simic MG (1994). Flavonoids as antioxidants. Journal of the American Chemical Society, 116: 4846-4851.
26. Rice-Evans CA, Miller NJ & Paganga G (1996). Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radical Biology and Medicine, 20: 933-956.
27. Komarov A, Mattson D, Jones MM, Singh PK & Lai CS (1993). In vivo spin trapping of nitric oxide in mice. Biochemical and Biophysical Research Communications, 195: 1191-1198.
28. McCord J & Fridovich I (1969). Superoxide dismutase. An enzymic function for erythrocuprein (hemocuprein). Journal of Biological Chemistry, 244: 6049-6055.