Nitrite-mediated decarboxylative conjugation of caffeic acid with glutathione under mildly acidic conditions |
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Authors: | Panzella Lucia Napolitano Alessandra d'Ischia Marco |
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Institution: | Department of Organic Chemistry and Biochemistry, University of Naples ‘Federico II’, Via Cinthia 4, I-80126, Naples, Italy |
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Abstract: | In acetate buffer, pH 4, at room temperature, nitrite ions can mediate an unusual decarboxylative conjugation of caffeic acid with glutathione leading to novel isomeric 2-(3,4-dihydroxyphenyl)-2-S-glutathionylacetaldehyde oximes. These results hint at a possible role of endogenous and/or dietary glutathione in the mechanisms by which caffeic acid can affect the burden of carcinogenic N-nitroso compounds in the digestive tract. |
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