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[Thionitrites as potent donors of nitric oxide: example of S-nitroso- and S,S'-dinitroso-dihydrolipoic acids].

Authors
  • Petit, C1
  • Hoffmann, P
  • Souchard, J P
  • Nepveu, F
  • Labidalle, S
  • 1 Laboratoire de Synthèse, Physico-Chimie et Radiobiologie-JE 175, Université Paul-Sabatier, Faculté des Sciences Pharmaceutiques, Toulouse, France. , (France)
Type
Published Article
Journal
Comptes rendus des seances de la Societe de biologie et de ses filiales
Publication Date
Jan 01, 1996
Volume
190
Issue
5-6
Pages
641–650
Identifiers
PMID: 9074729
Source
Medline
Language
French
License
Unknown

Abstract

Until recently, nitric oxide (NO.) was considered as a toxic radical, but it appears now as an essential messenger implicated in a wide range of biological processes, including immune system, cardiovascular system, and nervous system. An aspect of NO. metabolism in vivo is the formation of a variety of high and low molecular weight nitrosothiols. S-nitrosocysteine and S-nitrosoglutathione are among the biologically derived S-nitrosothiols that are postulated to be carriers of NO.. Although most of the S-nitrosothiols are unstable and spontaneously break down to produce NO. and a disulfide, some of them, including protein thiols, can show significant stability. These molecules are able to convey nitric oxide, that is, to keep, to carry, and then to generate NO. in physiological media, and might display pharmacological effects as potential vasodilators or neuroprotectors. Here, we present the development of new thionitrites R-S-NO having intrinsic antioxidant properties. We report the preparation, the characterization, and the stability studies in aqueous solutions of S-nitroso derivatives of dihydro-alpha-lipoic acid, known for its antioxidant properties.

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