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Combinatorial Chemistry & High Throughput Screening

Editor-in-Chief

ISSN (Print): 1386-2073
ISSN (Online): 1875-5402

Redox Behaviour of Verbascoside and Rosmarinic Acid

Author(s): Eric de Souza Gil, Teodor Adrian Enache and Ana Maria Oliveira-Brett

Volume 16, Issue 2, 2013

Page: [92 - 97] Pages: 6

DOI: 10.2174/1386207311316020003

Price: $65

Abstract

The electrochemical oxidation mechanisms of rosmarinic acid (RA) and verbascoside (VB), both caffeic acid esters with two catechol moieties, were investigated. The redox mechanism is associated with the oxidation of the catechol groups, and was studied over a wide pH range by cyclic, differential pulse and square wave voltammetry, using a glassy carbon electrode. The voltammetric study revealed that both molecules, RA and VB, are reversibly oxidized in two successive pH-dependent steps each with the transfer of two electrons and two protons. Moreover, it was found that the first oxidation step is associated with the caffeic acid moiety, whereas the second oxidation step corresponds to the oxidation in VB of the hydroxytyrosol group and in RA of the 3,4-dihydroxyphenyl lactic acid residue.

Keywords: Acteoside, caffeic acid, cinnamic acid derivatives, electrochemical characterization, hydroxytyrosol, phenylpropanoid glycosides, voltammetry, erbascoside, rosmarinic acid, hydroxytyrosol, caffeic acid.

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