4-Aryl-1, 3, 2-oxathiazolylium-5-olates as pH-controlled NO-donors: the next generation of S-nitrosothiols

…, J Nadas, G Zhang, W Johnson, JL Zweier…

Index: Lu, Dongning; Nadas, Janos; Zhang, Guisheng; Johnson, Wesley; Zweier, Jay L.; Cardounel, Arturo J.; Villamena, Frederick A.; Wang, Peng George Journal of the American Chemical Society, 2007 , vol. 129, # 17 p. 5503 - 5514

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Citation Number: 10

Abstract

S-Nitrosothiols (RSNOs) are important exogenous and endogenous sources of nitric oxide (NO) in biological systems. A series of 4-aryl-1, 3, 2-oxathiazolylium-5-olates derivatives with varying aryl para-substituents (-CF3,-H,-Cl, and-OCH3) were synthesized. These compounds were found to release NO under acidic condition (pH= 5). The decomposition pathway of the aryloxathiazolyliumolates proceeded via an acid-catalyzed ring-opening ...