Formation of flavanol-aldehyde adducts in barrel-aged white wine-possible contribution of these products to colour

South African Journal of Enology and Viticulture

Volumn 29, Issue 2, 2008, Pages 98-108

  Vivas, N ^a   Bourden Nonier, M F ^a   Absalon, C ^a   Lizama Abad, V ^b   Jamet, F ^a   de Gaulejac, N Vivas ^a   Vitry, C ^a   Fouquet, E ^a  

^a INSTITUT DES SCIENCES MOLÉCULAIRES   (France)

^b UNIVERSITAT POLITÈCNICA DE VALÈNCIA   (Spain)

Author keywords

Aldehydes; Colour; HPLC DAD; LC ES MS; Wine

Indexed keywords

EID: 77952929995     PISSN: 0253939X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (44)

1. 2. Food Res. Int. 37, 375-383.
2. Atanasova, V., Fulcrand, H., Cheynier, V. & Moutounet, M., 2002. Effect of oxygenation on polyphenol changes occurring in the course of winemaking. Anal. Chim. Acta 458, 15-27.
3. Blouin, J., 1966. Contribution à l'étude des combinaisons de l'anhydride sulfureux dans les moûts et les vins. Thesis, University of Bordeaux, INRA Publisher, Paris, France.
4. Boidron, J.N., Chatonnet, P. & Pons, M., 1989. Incidence du bois de chêne sur certains composés volatils des vins. Conn. Vigne Vin 22, 275-294.
5. Cadahia, E., Fernandez de Simon, B. & Jalocha, J., 2003. Volatile compounds in Spanish, French and American oak woods after natural seasoning and toasting. J. Agric. Food Chem. 51, 5923-5932.
6. Caridil, A., Cufary, A., Lovino, R., Palumbo, R. & Tedesco, I., 2004. Influence of yeast on polyphenol composition of wine. Food Technol. Biotechnol. 42, 37-40.
7. Cerdan-Garde, T. & Ancin-Azpilicueta, C., 2006. Effect of oak barrel type on the volatile composition of wine: storage time optimization. Lebesm. Wiss. Technol. 39, 199-205.
8. Chatonnet, P., Dubourdieu, D. & Boidron, J.N., 1992. Incidence des conditions de fermentation et d'élevage des vins blancs secs en barriques sur leur composition en substances cédés par le bois de chêne. Sci. Aliments 12, 665-680.
9. Cheynier, V., Moutounet, M. & Sarni-Manchado, P., 1998. Les composes phénoliques. In Flanzy, C. (ed), L'oenologie. Lavoisier, Paris. pp. 123 - 161.
10. Cheynier, V., 2005. Polyphenols in foods are more complex than often thought. Am. J. Clinic. Nutr. 81, 223-229.
11. Es-Safi, N.E., Fulcrand, H., Cheynier, V. & Moutounet, M., 1999. Competition between (+)catechin and (-)epicatechin in acetaldehyde induced polymerization of flavanols. J. Agric. Food Chem. 47, 2088-2095.
12. Es-Safi, N.E., Cheynier, V. & Moutounet, M., 2000. Study of the reaction between (+)catechin and furfural derivative in the presence or absence of anthocyanins and their implication in food color change. J. Agric. Food Chem. 48, 5946-5954.
13. Es-Safi, N-E., Cheynier, V. & Moutounet, M., 2002. Role of aldehydic derivatives in the condensation of phenolic compounds with emphasis on the sensorial properties of fruit-derived foods. J. Agric. Food Chem. 50, 5571-5585.
14. Freitas, V. & Mateus, N., 2006. Chemical transformation of anthocyanins yielding a variety of colours (Review). Environ. Chem. Lett. 4, 175-183.
15. Fulcrand, H., Doco, T., Es-Safi, N-E., Cheynier, V. & Moutounet, M., 1996. Study of the acetaldehyde-induced polymerisation of flavan-3-ols by liquid chromatography-ion spray mass spectrometry. J. Chromatogr. A 752, 85-91.
16. Fulcrand, H., Benabdeljalil, C., Rigaud, J., Cheynier, V. & Moutounet, M., 1998. A new class of wine pigments generated by reaction between pyruvic acid and grape anthocyanins. Phytochem. 47, 1401-1407.
17. Gomez-Miguez, M.J., Gomez-Minguez, M., Vicario, I.M. & Heredia, F.J., 2006. Assessment of colour and aroma in white wine vinifications: effects of grapes maturity and soil type. J. Food Engin. 72, 238-245.
18. Hakansson, A.E., Pardon, K., Hayasaka, Y., De Sa, M. & Herderich, M., 2003. Structure and colour properties of new red wine pigments. Tetrahedron Lett. 44, 4887-4891.
19. Haslam, E., 1980. In vino veritas: oligomeric procyanidins and the ageing of red wines. Phytochem. 19, 2577-2582.
20. Herjavec, S., Jeromel, A., Da Silva, A., Orlic, S. & Redzepovic, S., 2007. The quality of white wines fermented in Croatian oak barrels. Food Chem. 100, 124-128.
21. Laurie, V.F. & Waterhouse, A.L., 2006. Oxidation of glycerol in the presence of hydrogen peroxide and iron in model solutions and wine. Potential effects on wine color. J. Agric. Food Chem. 54, 4668-4673.
22. Marsal, F., Sarre, C., Dubourdieu, D. & Boidron, J.N., 1988. Rôle de la levure dans la transformation de certains constituants volatils du bois de chêne au cours de l'élaboration en barriques des vins blancs secs. Conn. Vigne Vin 22, 33-38.
23. Mazauric, J.P., Salmon, J.M., 2005. Interaction between yeast lees and wine polyphenols during simulation of wine aging: I. Analysis of remnant polyphenolic compounds in the resulting wines. J. Agric. Food Chem. 53, 5647-5653.
24. Morrot, G., Brochet, F. & Dubourdieu, D., 2001. The color of odors. Brain Lang. 79, 309-320.
25. Nonier, M.F., Pianet, I., Laguerre, M., Vivas, N. & Vivas de Gaulejac, N., 2006a. Condensation products derived from flavan-3-ol oak wood aldehydes reaction. Structural investigation. Anal. Chim. Acta 226847, 76-83.
26. Nonier, M.F., Vivas, N., Vivas de Gaulejac, N., Absalon, C., Soulie, Ph. & Fouquet, E., 2006b. Pyrolysis-gas chromatography/mass spectrometry of Quercus sp. wood. Application to structural elucidation of macromolecules and aromatic profiles of different species. J. Anal. Appl. Pyrol. 75, 181-193.
27. Nonier, M.F., Vivas, N., Pianet, I. & Fouquet, E., 2007. A kinetic study of the reaction of (+)catechin with aldehydes derived from toasted oak. J. Sci. Food Agric. 87, 2081-2091.
28. Nonier Bourden, M.F., Vivas, N., Absalon, C., Vitry, C., Fouquet, E. & Vivas de Gaulejac, N., 2008a. Structural diversity of nucleophilic adducts from flavanols and oak wood aldehydes. Food Chem. 107, 1494-1505.
29. 2 interaction in flavanols-aldehydes nucleophilic reaction. Influence on white wine color. Food Chem. (in press).
30. OIV (Office International de la Vigne et du Vin), 2002. Receuil des methods internationals d'analyses des vins et des moûts. OIV Editions, Paris.
31. Pissarra, J., Lourenço, S., Gonzales-Paramas, A.M., Mateus, N., Santos Buelga, C., Silva, A.M.S. & De Freitas, V., 2004. Structural characterization of new malvidin-3-glucoside-catechin aryl/alkyl-linked pigments. J. Agric. Food Chem. 52, 5519-5526.
32. Puech, J.L., Leaute, R., Clot, G., Nomdedeu, L. & Mondies, H., 1984. Évolution de divers constituants volatils et phénoliques des eaux-de-vie de Cognac au cours de leur vieillissement. Sci. Aliments 4, 65-80.
33. Recamales, A.F., Sayago, A., Gonzalez-Miret, M.L. & Hernanz, D., 2006. The effect of time and storage conditions on phenolic composition and colour of white wine. Food Res. Int. 39, 220-229.
34. Ríbereau-Gayon, P., Glories, Y., Maujean, A. & Dubourdieu, D., 2000. Handbook of enology. II-The chemistry of wine stabilization and treatments. Wiley, New York, USA.
35. Rizzo, M., Ventrice, D., Varone, M.A., Sidari, R. & Caridi, A., 2006. HPLC determination of phenolics absorbed on yeasts. J. Pharm. Biomed. Anal. 42, 46-55.
36. Salas, E., Fulcrand, H., Meudec, E. & Cheynier, V., 2003. Reactions of anthocyanins and tannins in model solutions. J. Agric. Food Chem. 51, 7951-7961.
37. Salas, E., Atanasova, V., Poncet-Legrand, C., Meudec, E., Mazauric, J.P. & Cheynier, V., 2004. Demonstration of occurrence of flavanol-anthocyanin adducts in wine and in model solutions. Anal. Chim. Acta 513, 325-332.
38. th Aust. Wine Ind. Techn. Conf., July 1989, Melbourne, Australia. pp. 107 - 112.
39. Simpson, R.F., 1982. Factors affecting oxidative browning of white wine. Vitis 21, 233-239.
40. Towel, J.P. & Waterhouse, A.L., 1996. Barrel to barrel variation of volatile oak extractives in barrel-fermented chardonnay. Am. J. Enol. Vitic. 47, 17-20.
41. Vivar-Quitana, A.M., Santos-Buelga, C. & Rivas-Gonzalo, J.C., 2002. Anthocyanin-derived pigments and colour of red wines. Anal. Chim. Acta 458, 147-155.
42. Vivas, N. & Glories, Y., 1996. Role of oak wood ellagitannins in the oxidation process of red wines during aging. Am. J. Enol. Vitic. 47, 103-107.
43. Vivas, N., Vivas de Gaulejac, N. & Nonier, M.F., 2003. Sur l'estimation et la quantification des composés phénoliques des vins. Bull. O.I.V. 865/866, 281-303.
44. th Aust. Wine Ind. Tech. Conf., July 2005, Melbourne, Australia. pp. 205 - 214.