Evolution of 49 Phenolic Compounds in Shortly-aged Red Wines Made from Cabernet Gernischt (Vitis vinifera L. cv.)

  • Li, Zheng (Center for Viticulture and Enology, College of Food Science and Nutritional Engineering, China Agricultural University) ;
  • Pan, Qiu-Hong (Center for Viticulture and Enology, College of Food Science and Nutritional Engineering, China Agricultural University) ;
  • Jin, Zan-Min (Center for Viticulture and Enology, College of Food Science and Nutritional Engineering, China Agricultural University) ;
  • He, Jian-Jun (Center for Viticulture and Enology, College of Food Science and Nutritional Engineering, China Agricultural University) ;
  • Liang, Na-Na (Center for Viticulture and Enology, College of Food Science and Nutritional Engineering, China Agricultural University) ;
  • Duan, Chang-Qing (Center for Viticulture and Enology, College of Food Science and Nutritional Engineering, China Agricultural University)
  • Published : 2009.08.31

Abstract

A total of 49 phenolic compounds were identified from the aged red wines made from Cabernet Gernischt (Vitis vinifera L. cv.) grapes, a Chinese characteristic variety, including 13 anthocyanins, 4 pryanocyanins, 4 flavan-3-ol monomers, 6 flavan-3-ol polymers, 7 flavonols, 6 hydroxybenzoic acids, 5 hydroxycinnamic acids, 3 stilbenes, and 1 polymeric pigment. Evolution of these compounds was investigated in wines aged 1 to 13 months. Variance analysis showed that the levels of most phenolics existed significant difference in between wines aged 3 and 9 months. Cluster analysis indicated that 2 groups could be distinguished, one corresponding to wines aged 1 to 3 months and the other to wines aged 4 to 13 months. It was thus suggested that there were 2 key-stages for the development of fine wine quality, at the aged 3 and 9 months, respectively. This work would provide some helpful information for quality control in wine production.

Keywords

References

  1. Arnold RA, Noble AC, Singleton VL. Bitterness and astringency of phenolic fractions in wine. J. Agr. Food Chem. 28: 675-678 (1980) https://doi.org/10.1021/jf60229a026
  2. Kanner J, Frankel E, Granit R, German B, Kinsella JE. Natural antioxidants in grapes and wines. J. Agr. Food Chem. 42: 64-69 (1994) https://doi.org/10.1021/jf00037a010
  3. Cantos E, Esp$\'{\i}$n JC, Tom$\'{a}$s-Barber$\'{a}$n FA. Varietal differences among the polyphenol profiles of 7 table grape cultivars studied by LC-DAD-MS-MS. J. Agr. Food Chem. 50: 5691-5696 (2002) https://doi.org/10.1021/jf0204102
  4. Castillo-Mu$\~{n}$oz N, G$\'{o}$mez-Alonso S, Garci$\'{a}$-Romero E, Hermosn-Gutirrez I. Flavonol profiles of Vitis vinifera red grapes and their single-cultivar wines. J. Agr. Food Chem. 55: 992-1002 (2007) https://doi.org/10.1021/jf062800k
  5. Jensen JS, Demiray S, Egebo M, Meyer AS. Prediction of wine color attributes from the phenolic profiles of red grape (Vitis Vinifera). J. Agr. Food Chem. 56: 1105-1115 (2008) https://doi.org/10.1021/jf072541e
  6. Alamo MD, Bernal JL, G$\'{o}$mez-Cordov$\'{e}$s C. Behavior of monosaccharides, phenolic compounds, and color of red wines aged in used oak barrels and in the bottle. J. Agr. Food Chem. 48: 4613-4618 (2000) https://doi.org/10.1021/jf9909050
  7. Eiro MJ, Heinonen M. Anthocyanin color behavior and stability during storage: Effect of intermolecular copigmentation. J. Agr. Food Chem. 50: 7461-7466 (2002) https://doi.org/10.1021/jf0258306
  8. Hermos$\'{\i}$n-Guti$\'{e}$rrez I, Lorenzo ES, Espinosa AV. Phenolic composition and magnitude of copigmentation in young and shortly aged red wines made from the cultivars, Cabernet Sauvignon, Cencibel, and Syrah. Food Chem. 92: 269-283 (2005) https://doi.org/10.1016/j.foodchem.2004.07.023
  9. Schwarz M, Wabnitz TC, Winterhalter P. Pathway leading to the formation of anthocyanin-vinyphenol adducts and related pigments in red wines. J. Agr. Food Chem. 51: 3682-3687 (2003) https://doi.org/10.1021/jf0340963
  10. Schwarz M, Hofmann G, Winterhalter P. Investigations on anthocyanins in wines from Vitis vinifera cv. Pinotage: Factors influencing the formation of pinotin A and its correlation with wine age. J. Agr. Food Chem. 52: 498-504 (2004) https://doi.org/10.1021/jf035034f
  11. Rentzsch M, Schwarz M, Winterhalter P, Hermos$\'{\i}$n-Guti$\'{e}$rrez I. Formation of hydroxyphenyl-pyranoanthocyanins in Grenache wines: Precursor levels and evolution during aging. J. Agr. Food Chem. 55: 4883-4888 (2007) https://doi.org/10.1021/jf0702491
  12. Drinkine J, Lopes P, Kennedy JA, Teissedre P, Saucier C. Ethylidene-bridged flavan-3-ols in red wine and correlation with wine age. J. Agr. Food Chem. 55: 6292-6299 (2007) https://doi.org/10.1021/jf070038w
  13. Cilliers JJL, Singleton VL. Nonenzymic antoxidative phenolic browning reactions in a caffeic acid model system. J. Agr. Food Chem. 37: 890-896 (1989) https://doi.org/10.1021/jf00088a013
  14. Tulyathan V, Boulton RB, Singleton VL. Oxygen uptake by gallic acid as a model for similar reactions in wines. J. Agr. Food Chem. 37: 844-849 (1989) https://doi.org/10.1021/jf00088a002
  15. Barrera-Garc$\'{\i}$a VD, Gougeon RD, Majo DD, Aguirre CD, Voilley A, Chassagne D. Different sorption behaviors for wine polyphenols in contact with oak wood. J. Agr. Food Chem. 55: 7021-7027 (2007) https://doi.org/10.1021/jf070598v
  16. Fern$\'{a}$ndez-Zurbano P, Ferreira V, Escudero A, Cacho J. Role of hydroxycinnamic acids and flavanols in the oxidation and browning of white wines. J. Agr. Food Chem. 46: 4937-4944 (1998) https://doi.org/10.1021/jf980491v
  17. Baranowski JD, Nagel CW. Isolation and identification of the hydroxynnamic acid derivatives in white Riesling wine. Am. J. Enol. Viticult. 32: 5-13 (1981)
  18. Simpson RF. Factors affecting oxidative browning of white wine. Vitis 21: 233-239 (1982)
  19. Baranac JM, Petranovic NA, Dimitric-Markovich JM. Spectrophotometric study of anthocyan copigmentation reactions. J. Agr. Food Chem. 44: 1333-1336 (1996) https://doi.org/10.1021/jf950420l
  20. Darias-Mart$\'{\i}$n J, Mart$\'{\i}$n-Lu$\'{\i}$s B, Carrillo-L$\'{o}$pez M, Lamuela-Ravent$\'{o}$s R, D$\'{\i}$az-Romero C, Boulton RB. Effect of caffeic acid on the color of red wine. J. Agr. Food Chem. 50: 2062-2067 (2002) https://doi.org/10.1021/jf010931+
  21. Bloonfield DG, Heatherbell DA, Pour Nikfardjam MS. Effect of pcoumaric acid on the color of red wine. Mitt. Klostern. 53: 195-198 (2003)
  22. Liao H, Cai Y, Haslam E. Polyphenol interactions. Anthocyanins: Copigmentation and color changes in red wines. J. Sci. Food Agr. 59: 299-305 (1992) https://doi.org/10.1002/jsfa.2740590305
  23. Brouillard R, Dangles O. Anthocyanin molecular interactions: The first step in the formation of new pigments during wine aging. Food Chem. 51: 365-371 (1994) https://doi.org/10.1016/0308-8146(94)90187-2
  24. Sun J, Hou X, Liang F, Shi T, Duan C. Determination of phenolic compounds in red wines by reversed phase high performance liquid chromatography and electrospray ion trap mass spectrometry. Chinese J. Anal. Chem. 34: 1565-1569 (2006)
  25. Sun J, Liang F, Bin Y, Li P, Duan C. Screening non-colored phenolics in red wines using liquid chromatography/ultraviolet and mass spectrometry/mass spectrometry libraries. Molecules 12: 679-693 (2007) https://doi.org/10.3390/12030679
  26. Bakker J, Timberlake CF. Isolation, identification, and characterization of new color-stable anthocyanins occurring in some red wine. J. Agr. Food Chem. 45: 35-43 (1997) https://doi.org/10.1021/jf960252c
  27. Singleton VL, Trousdale E. White wine phenolics: Varietal and processing differences as shown by HPLC. Am. J. Enol. Viticult. 34: 27-34 (1983)
  28. Bar$\'{o}$n R, May$\'{e}$n M, M$\'{e}$rida J, Medina M. Changes in phenolic compounds and browning during biological aging of Sherry-type wine. J. Agr. Food Chem. 45: 1682-1685 (1997) https://doi.org/10.1021/jf960808w
  29. Miller DP, Howell GS, Michaelis CS, Dickmann DI. The content of phenolic acid and aldehyde flavor components of white oak as affected by site and species. Am. J. Enol. Viticult. 43: 333-338 (1992)
  30. Fern$\'{a}$ndez de Sim$\'{o}$n B, Cadah$\'{\i}$a E, Londe E, Garc$\'{\i}$a-Vallejo MC. Low molecular weight phenolic compounds in Spanish oak woods. J. Agr. Food Chem. 44 : 1507-1511 (1996) https://doi.org/10.1021/jf9502461
  31. Ben$\'{\i}$tez P, Castro R, Barroso CG. Changes in the polyphenolic and volatile contents of 'Fino' sherry wine exposed to ultraviolet and visible radiation during storage. J. Agr. Food Chem. 51: 6482-6487 (2003) https://doi.org/10.1021/jf030223j
  32. Fabios M, Lopez-Toledano A, Mayen M, Merida J, Medina M. Phenolic compounds and browning in sherry wines subjected to oxidative and biological aging. J. Agr. Food Chem. 48: 2155-2159 (2000) https://doi.org/10.1021/jf9908502
  33. Romero-P$\'{e}$rez AI, Ibern-G$\'{o}$mez M, Lamuela-Ravent$\'{o}$s RM, Torre-Boronat MC. Pieceid, the major resveratrol derivative in grape juices. J. Agr. Food Chem. 47: 1533-1536 (1999) https://doi.org/10.1021/jf981024g