Panzella Lucia, Napolitano Alessandra, d'Ischia Marco
Department of Organic Chemistry and Biochemistry, University of Naples 'Federico II', Via Cinthia 4, Italy.
Bioorg Med Chem Lett. 2002 Dec 16;12(24):3547-50. doi: 10.1016/s0960-894x(02)00795-3.
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.