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. (C) 2002 Elsevier Science Ltd. All rights reserved.
Nitrite-mediated decarboxylative conjugation of caffeic acid with glutathione under mildly acidic conditions / Panzella, Lucia; Napolitano, Alessandra; D'Ischia, Marco. - In: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. - ISSN 0960-894X. - STAMPA. - 12:(2002), pp. 3547-3550. [10.1016/S0960-894X(02)00795-3]
Nitrite-mediated decarboxylative conjugation of caffeic acid with glutathione under mildly acidic conditions.
PANZELLA, LUCIA;NAPOLITANO, ALESSANDRA;D'ISCHIA, MARCO
2002
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. (C) 2002 Elsevier Science Ltd. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
