Redox Behaviour of Verbascoside and Rosmarinic Acid

被引：33

作者：

Gil, Eric de Souza ^{[1
,2
]}

Enache, Teodor Adrian ^{[1
]}

Oliveira-Brett, Ana Maria ^{[1
]}

机构：

[1] Univ Coimbra, Dept Quim, Fac Ciencias & Tecnol, P-3004535 Coimbra, Portugal

[2] Univ Fed Goias, Fac Farm, Goiania, Go, Brazil

来源：

COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING | 2013年 / 16卷 / 02期

关键词：

Acteoside; caffeic acid; cinnamic acid derivatives; electrochemical characterization; hydroxytyrosol; phenylpropanoid glycosides; voltammetry; OLIVE MILL WASTE; ANTIOXIDANT ACTIVITY; ELECTROCHEMICAL OXIDATION; HYDROXYCINNAMIC ACIDS; NATURAL POLYPHENOLS; PHENOLIC-COMPOUNDS; APROTIC MEDIUM; CAFFEIC ACID; SCAVENGERS; RADICALS;

D O I：

10.2174/1386207311316020003

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页码：92 / 97

页数：6

共 37 条

[21] Potent antioxidant biophenols from olive mill waste [J].

Obied, Hassan K. ;

Prenzler, Paul D. ;

Robards, Kevin .

FOOD CHEMISTRY, 2008, 111 (01) :171-178

[22]

Park SU, 2008, AFR J BIOTECHNOL, V7, P4959

[23] Table olives from Portugal: Phenolic compounds, antioxidant potential, and antimicrobial activity [J].

Pereira, Jose Alberto ;

Pereira, Ana P. G. ;

Ferreira, Isabel C. F. R. ;

Valentao, Patricia ;

Andrade, Paula B. ;

Seabra, Rosa ;

Estevinho, Leticia ;

Bento, Albino .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2006, 54 (22) :8425-8431

[24] A spectroelectrochemical and chemical study on oxidation of hydroxycinnamic acids in aprotic medium [J].

Petrucci, Rita ;

Astolfi, Paola ;

Greci, Lucedio ;

Firuzi, Omidreza ;

Saso, Luciano ;

Marrosu, Giancarlo .

ELECTROCHIMICA ACTA, 2007, 52 (07) :2461-2470

[25]

Psotova Jitka, 2003, Biomedical Papers (Olomouc), V147, P147, DOI 10.5507/bp.2003.020

[26]

Reis NS, 2009, LAT AM J PHARM, V28, P949

[27] Structure-antioxidant activity relationships of flavonoids and phenolic acids [J].

RiceEvans, CA ;

Miller, NJ ;

Paganga, G .

FREE RADICAL BIOLOGY AND MEDICINE, 1996, 20 (07) :933-956

[28] Optimization of simulated ripe olive darkening in presence of manganese [J].

Romero, C ;

Brenes, M ;

García, P ;

Garrido, A .

JOURNAL OF FOOD SCIENCE, 2000, 65 (02) :254-258

[29] Electrochemical Oxidation of Caffeic and Ferulic Acid Derivatives in Aprotic Medium [J].

Salas-Reyes, Magali ;

Hernandez, Javier ;

Dominguez, Zaira ;

Gonzalez, Felipe J. ;

Astudillo, Pablo D. ;

Elena Navarro, Rosa ;

Martinez-Benavidez, Evelin ;

Velazquez-Contreras, Carlos ;

Cruz-Sanchez, Samuel .

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2011, 22 (04) :693-U346

[30]

Salvi A, 2002, HELV CHIM ACTA, V85, P867, DOI 10.1002/1522-2675(200203)85:3<867::AID-HLCA867>3.0.CO

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