Synthesis of 3-O-methylgallic acid a powerful antioxidant by electrochemical conversion of syringic acid

Biochimica et Biophysica Acta - General Subjects

Volumn 1830, Issue 6, 2013, Pages 3643-3649

  Gargouri, Olfa Dridi ^a   Gargouri, Boutheina ^a   Trabelsi, Souhel Kallel ^a   Bouaziz, Mohamed ^a   Abdelhédi, Ridha ^a  

^a UNIVERSITY OF SFAX   (Tunisia)

Author keywords

3 O methylgallic acid; Anodic oxidation; Antioxidant activity; Cyclic voltammetry; Syringic acid

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; 3 O METHYLGALLIC ACID; GALLIC ACID; PHENOL DERIVATIVE; SCAVENGER; SYRINGIC ACID; UNCLASSIFIED DRUG;

ANODIC OXIDATION; ANTIOXIDANT ACTIVITY; AQUEOUS SOLUTION; ARTICLE; CHEMICAL STRUCTURE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; CYCLIC POTENTIOMETRY; ELECTROCHEMICAL ANALYSIS; ELECTROLYSIS; HYDROLYSIS; IC 50; LIQUID CHROMATOGRAPHY; OXIDATION; PRIORITY JOURNAL; TANDEM MASS SPECTROMETRY;

ANTIOXIDANTS; ELECTROLYSIS; GALLIC ACID; GOLD; LEAD; OXIDATION-REDUCTION; OXIDES; TANTALUM;

EID: 84875987474     PISSN: 03044165     EISSN: 18728006     Source Type: Journal    
DOI: 10.1016/j.bbagen.2013.02.012     Document Type: Article

References (34)

1. M. Bouaziz, S. Lassoued, Z. Bouallagui, S. Smaoui, A. Gargoubi, A. Dhouib, and S. Sayadi Synthesis and recovery of high bioactive phenolics from table-olive brine process wastewater Bioorg. Med. Chem. 16 2008 9238 9246
2. M.F. Andreasen, P.A. Kroon, G. Williamson, and M.T. Garcia-Conesa Esterase activity able to hydrolyze dietary antioxidant hydroxycinnamates is distributed along the intestine of mammals J. Agric. Food Chem. 49 2001 5679 5684
3. L. Yu, S. Haley, J. Perret, M. Harris, J. Wilson, and M. Qian Free radical scavenging properties of wheat extracts J. Agric. Food Chem. 50 2002 1619 1624
4. H.P. Hendrickson, A.D. Kaufman, and C.E. Lunte Electrochemistry of catechol-containing flavonoids J. Pharm. Biomed. Anal. 12 1994 325 334
5. M. Born, P.A. Carrupt, R. Zini, F. Bree, J.P. Tillement, K. Hostettmann, and B. Testa Electrochemical behavior and antioxidant activity of some natural polyphenols Helv. Chim. Acta. 79 1996 1147 1158
6. P. Hapiot, A. Neudeck, J. Pinson, H. Fulcrand, P. Neta, and C. Rolando Oxidation of caffeic acid and related hydroxycinnamic acids J. Electroanal. Chem. 405 1996 169 176
7. L.V. Jorgensen, and L.H. Skibsted Flavonoid deactivation of ferrylmyoglobin in relation to ease of oxidation as determined by cyclic voltammetry Free Radic. Res. 28 1998 335 351
8. G.K. Budnikov, and G.K. Ziyatdinova Antioxidants as analytes in analytical chemistry J. Anal. Chem. 60 7 2005 600 613
9. M.H. Pournaghi-Azar, and R. Ojani A selective catalytic voltammetric determination of vitamin C in pharmaceutical preparations and complex matrices of fresh fruit juices Talanta 44 1997 297 303
10. E. Diego, L. Agui, A. Gonzales-Cortes, P. Yanez-Sedeno, J.M. Pingarron, and J.M. Kauffman Critical comparison of paraffin carbon paste and graphite-poly(tetrafluorethylene) composite electrodes concerning the electroanalytical behavior of various antioxidants of different hydrophobicity Electroanalysis 10 1998 33 38
11. Y. Ni, L. Wang, and S. Kokot Voltammetric determination of butylated hydroxyanisole, butylated hydroxytoluene, propyl gallate and tert-butylhydroquinone by use of chemometric approaches Anal. Chim. Acta 412 2000 185 193
12. F. Natella, M. Nardini, M. Di Felice, and C. Scaccini Benzoic and cinnamic acid derivatives as antioxidants: structure-activity relation J. Agric. Food Chem. 47 1999 1453 1459
13. M. Bouaziz, R.J. Grayer, M.S.J. Simmonds, M. Damak, and S. Sayadi Identification and antioxidant potential of flavonoids and low molecular weight phenols in olive cultivar Chemlali growing in Tunisia J. Agric. Food Chem. 53 2005 236 241
14. A. Simié, D. Manojlović, D. Segan, and M. Todorović Electrochemical behavior and antioxidant and prooxidant activity of natural phenolics Molecules 12 2007 2327 2340
15. N. Belhadj Tahar, and A. Savall Electropolymerization of phenol on a vitreous carbon electrode in alkaline aqueous solution at different temperatures Electrochim. Acta 55 2009 465 469
16. S.K. Trabelsi, N. Belhadj Tahar, B. Trabelsi, and R. Abdelhedi Electrochemical oxidation of ferrulic acid in aqueous solutions at gold oxide and lead dioxide electrodes J. Appl. Electrochem. 35 2005 967 973
17. S.K. Trabelsi, N. Belhadj Tahar, and R. Abdelhedi Electrochemical behavior of caffeic acid Electrochim. Acta 49 2004 1647 1654
18. M. Gattrell, and D.W. Kirk A study of the oxidation of phenol at platinum and peroxidized platinum surfaces J. Electrochem. Soc. 140 1993 1534 1540
19. L. Papouchado, R.W. Sandford, G. Petrie, and R.N. Adams Anodic oxidation of phenolic compounds part 2. Stepwise electron transfers and coupled hydroxylations J. Electroanal. Chem. 65 1975 275 284
20. 2 anode J. Electrochem. Soc. 10 1998 3427 3433
21. R.W. Sousa, C. da Rocha, C.L. Cardoso, S.D.H. Silva, and B.M.V. Zanoni Determination of the relative contribution of phenolic antioxidants in orange juce by voltammetric methods J. Food Compos. Anal. 17 2004 619 633
22. Y. Samet, R. Mefteh, R. Abdelhedi, and A. Savall Improvement of the electrocatalytic activity of platinum in oxidation of aromatic compounds C. R. Chimie 11 2008 1254 1261
23. V. Bonded, B.W. Williams, and C. Berset Kinetics and mechanisms of antioxidant activity using DPPH free radical methods Lebensm.-Wiss. Technol. 30 1997 609 615
24. M.E. Cuvelier, H. Richard, and C. Berset Comparison of the antioxidative activity of some acid phenols: structure-activity relation ship Biosci. Biotechnol. Biochem. 56 1992 324 325
25. R. Abdelhedi, and M.L. Bouguerra Passivation d'Electrodes de Platine et d'Or lors de l'Oxydation Electrochimique Indirecte du Xylène Electrochim. Acta 35 1990 273 279
26. M. Hamza, S. Ammar, and R. Abdelhedi Electrochemical oxidation of 1,3,5 trimethoxybenzene in aqueous solutions at gold oxide and lead dioxide electrodes Electrochim. Acta 56 2011 3785 3789
27. M. Bouaziz, H. Jemai, W. Khabou, and S. Sayadi Oil content, phenolic profiling and antioxidant potential of Tunisian olive drupes J. Sci. Food Agric. 90 2010 1750 1758
28. R. Cert, S. Arranz, J. Pérez-Jiménez, A. Cert, and F. Saura-Calixto Comparison between free radical scavenging capacity and oxidative stability of nut oils Food Chem. 110 2008 985 990
29. M. Bouaziz, I. Feki, M. Ayadi, H. Jemai, and S. Sayadi Stability of refined olive oil and olive pomace oil added by phenolic compounds from olive leaves Eur. J. Lipid Sci. Technol. 112 2010 894 905
30. J. Gruz, O. Novák, and M. Strnad Rapid analysis of phenolic acids in beverages by UPLC-MS/MS Food Chem. 111 2008 789 794
31. M. Bouaziz, M. Chamkha, and S. Sayadi Comparative study on phenolic content and antioxidant activity during maturation of the olive cultivar Chemlali from Tunisia J. Agric. Food Chem. 52 2004 5476 5481
32. A.P. Kilmartin, H. Zou, and L.A. Waterhouse A cyclic voltammetry method suitable for characterizing antioxidant properties of wine and wine phenolics J. Agric. Food Chem. 49 2001 1957 1965
33. D. Galato, K. Ckless, F.M. Susin, C. Giacomelli, M.R. Robeiro-do-Valle, and A. Spinelli Antioxidant capacity of phenolics and related compounds: correlation among electrochemical, visible spectroscopy methods and structure-antioxidant activity Redox Rep. 6 2001 243 250
34. O. Firuzi, A. Lacanna, R. Petrucci, G. Marrosu, and L. Saso Evaluation of the antioxidant activity of flavonoids by " ferric reducing antioxidant power" assay and cyclic voltammetry Biochim. Biophys. Acta 1721 2005 174 184