Electrochemical oxidation of the synthetic anthocyanin analogue 4-methyl-7,8-dihydroxyflavylium salt

Journal of Electroanalytical Chemistry

Volumn 636, Issue 1-2, 2009, Pages 60-67

  Moncada, Margarida Cabral ^a,b   de Mesquita, Maria Fernanda ^a   dos Santos, Margarida Maria Correia ^c  

^a INSTITUTO SUPERIOR DE CIÊNCIAS DA SAÚDE EGAS MONIZ   (Portugal)

^b DEPARTAMENTO DE QUÍMICA   (Portugal)

^c INSTITUTO SUPERIOR TÉCNICO   (Portugal)

Author keywords

Anthocyanin; Antioxidant activity; Kuromanin; Synthetic flavylium; Voltammetry

Indexed keywords

CHEMICAL REACTIONS; CYCLIC VOLTAMMETRY;

ACIDIC ENVIRONMENT; ANTHOCYANIN; ANTIOXIDANT ACTIVITY; DOMINANT SPECIES; ELECTROCHEMICAL SIGNALS; FLAVYLIUM; KUROMANIN; NATURAL COMPOUNDS; REVERSIBLE REACTION; RUBUS IDAEUS; SYNTHETIC ANALOGUES; SYNTHETIC FLAVYLIUM;

ELECTROCHEMICAL OXIDATION;

EID: 70350747504     PISSN: 15726657     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jelechem.2009.09.004     Document Type: Article

References (47)

1. McGhie T.K., and Walton M.C. Mol. Nutr. Food Res. 51 (2007) 702-713
2. Wu X., Beecher G.R., Holden J.M., Haytowitz D.B., Gebhardt S.E., and Prior R.L. J. Agric. Food. Chem. 54 (2006) 4069-4075
3. Jovanovic S.V., Steenken S., Tosic M., Marjanovic B., Simic M.G., and Am J. Chem. Soc. 116 (1994) 4846-4851
4. Zafra-Stone S., Yasmin T., Bagchi M., Chatterjee A., Vinson J.A., and Bagchi D. Mol. Nutr. Food Res. 51 (2007) 675-683
5. Galvano F., La Fauci L., Lazzarino G., Fogliano V., Ritieni A., Ciappelano S., Battistini N.C., Tavazzi B., and Galvano G. J. Nutr. Biochem. 15 (2004) 2-11
6. Bors W., Heller W., Michel C., and Stettmaier K. Flavonoids and polyphenols: chemistry and biology. In: Cadenas E., and Packer L. (Eds). Handbook of Antioxidants (1996), Marcel Dekker, New York
7. Valko M., Rhodes C.J., Moncol J., Izakovic M., and Mazur M. Chem.-Biol. Interact. 16 (2006) 1-40
8. Wang H., Cao G., and Prior R.L. J. Agric. Food Chem. 45 (1997) 304-309
9. Heim K.E., Tagliaferro A.R., and Bobilya D.J. J. Nutr. Biochem. 13 (2002) 572-584
10. Van AcKer S.A.B.E., Van Der Berg D.J., Tromp M.N.J.L., Griffioen D.H., Van Bennekom W.P., Van Der Vijgh W.J.F., and Bast A. Free Rad. Biol. Med. 20 (1996) 331-342
11. Satué-Gracia M.T., Heinonen M., and Frankel E.N. J. Agric. Food Chem. 45 (1997) 3362-3367
12. Sousa W.R., Rocha C., Cardoso C.L., Silva D.H.S., and Zanoni M.V.B. J. Food Compos. Anal. 17 (2004) 619-633
13. Firuzi O., Lacanna A., Petrucci R., Marrosu G., and Saso L. Biochim. Biophys. Acta 1721 (2005) 174-184
14. Yang B., Kotani A., Arai K., and Kusu F. Anal. Sci. 17 (2001) 599-604
15. Hotta H., Sakamoto H., Nagano S., Osakai T., and Tsujino Y. Biochim. Biophys. Acta 1526 (2001) 159-167
16. Chevion S., Roberts M.A., and Chevion M. Free Rad. Biol. Med. 26 (2000) 860-870
17. Blasco A.J., Rogério M.C., González M.C., and Escarpa A. Anal. Chim. Acta 539 (2005) 237-244
18. de Lima A.A., Sussuchi E.M., and De Giovani W.F. Croat. Chem. Acta 80 (2007) 29-34
19. Liu M., Li Q., Weber C., Lee C.Y., Brown J., and Liu R.H. J. Agric. Food Chem. 10 (2002) 2926-2930
20. Melo M.J., Moncada M.C., and Pina F. Tetrahedron Lett. 41 (2000) 1987-1991
21. Janeiro P., and Brett A.M.O. Anal. Chim. Acta 518 (2004) 109-115
22. Ghica M.-.E., and Brett A.M.O. Electroanalysis 17 (2005) 313-318
23. He J.-B., Wang Y., Deng N., and Lin X.-Q. Bioelectrochemistry 71 (2007) 157-163
24. Namazian M., Zare H.R., and Coote M.L. Biophys. Chem. 132 (2008) 64-68
25. Brett A.M.O., and Ghica M.-E. Electroanalysis 15 (2003) 1745-1750
26. Zare H.R., Namazian M., and Nasirizadeh N. J. Electroanal. Chem. 584 (2005) 77-83
27. Timbola A.K., Sousa C.D., Giacomelli C., and Spinelli A. J. Braz. Chem. Soc. 17 (2006) 139-148
28. Zhou A., Kikandi S., and Sadik O.A. Electrochem. Commun. 9 (2007) 2246-2255
29. Janeiro P., and Brett A.M.O. Electroanalysis 19 (2007) 1779-1786
30. Jiminez A., Pinheiro C., Jorge Parola A., Maestri M., and Pina F. Photochem. Photobiol. Sci. 6 (2007) 372-380
31. Moncada M.C., Moura S., Melo M.J., Roque A., Lodeiro C., and Pina F. Inorg. Chim. Acta 356 (2003) 51-61
32. Melo M.J., Sousa M., Parola A.J., de Melo J.S., Catarino F., Marçalo J., and Pina F. Chem. Eur. J. 13 (2007) 1417-1422
33. Pina F., Maestri M., and Balzani V. Photochromic systems based on synthetic flavylium compounds and their potential use as molecular-level memory elements. In: Nalwa H.S. (Ed). Handbook of Photochemistry and Photobiology (2003), ASP
34. Bullow C., and Wagner H. Ber. Dtsh. Chem. Ges. 34 (1901) 1782-1804
35. Michaelis Ch., and Wizinger R. Helv. Chim. Acta 34 (1951) 1761-1770
36. Kakihana M., Ikeuchi H., Satô G.P., and Tokuda K. J. Electroanal. Chem. 108 (1980) 381-383
37. Bard A.J., and Faulkner L.R. Electrochemical Methods, Fundamentals and Applications. second ed. (2001), John Wiley & Sons, New York
38. Nicholson R.S., and Shain I. Anal. Chem. 36 (1964) 706-723
39. Olmstead M.L., Hamilton R.G., and Nicholson R.S. Anal. Chem. 41 (1969) 260-267
40. Nicholson R.S. Anal. Chem. 37 (1965) 667-671
41. Tanford C. Physical Chemistry of Macromolecules (1961), John Wiley, New York (chapters 3 and 6)
42. Cren-Olivé C., Hapiot P., Pinson J., and Rolando C. J. Am. Chem. Soc. 124 (2002) 14027-14038
43. Ryan M.D., Yueh A., and Wen-Yu C. J. Electrochem. Soc. 127 (1980) 1489-1495
44. Osteryoung J., and O'Dea J. In: Bard A. (Ed). Electroanalytical Chemistry, vol. 14 (1986), Marcel Dekker, New York 209-308
45. Correia dos Santos M.M., Simões Gonçalves M.L., and Romão J. J. Electroanal. Chem. 413 (1996) 97-103
46. Tsuda T., Ohshima K., Kawakishi S., and Osawa T. Lipids 31 (1996) 1259-1263
47. Badjakov I., Nikolova M., Gevrenova R., Kondokova V., Todorovska E., and Atanassov A. Biotechnol. Biotechnologic. Equip. 22 (2008) 581-587