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Nitric oxide release from a cucurbituril encapsulated NO-donor. 2018

A Acuña, and N Basílio, and M Parajó, and J C Mejuto, and J Pérez-Juste, and P Taladriz-Blanco, and L Garcia-Rio
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS), Departamento de Química Física, Universidade de Santiago, 15782 Santiago, Spain. luis.garcia@usc.es.

Controlling S-nitrosothiol decomposition, with the consequent release of nitric oxide, is a topic of great research interest. The incorporation of nitrosomercaptopyridine (SNO+) into the cucurbit[7]uril cavity results in a large increase of its nitrosation equilibrium constant. This effect being a consequence of the preferential stabilization of organic cations by the formation of host : guest complexes with CB7 results in a drastic reduction of the SNO+ denitrosation rate constant. Moreover, SNO+ encapsulation also prevents its decomposition yielding disulfide and nitric oxide. The expulsion of SNO+ from the cucurbituril cavity through the application of a chemical stimulus (competitive binding) results in controlled nitric oxide release as was confirmed by using a NO selective electrode.

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