Identification of polyphenolic compounds in red and white grape varieties grown in R. Macedonia and changes of their content during ripening

Food Research International

Volumn 44, Issue 9, 2011, Pages 2851-2860

  Ivanova, Violeta ^a   Stefova, Marina ^b   Vojnoski, Borimir ^b   Dörnyei, Ágnes ^c   Márk, László ^c   Dimovska, Violeta ^a   Stafilov, Trajce ^b   Kilár, Ferenc ^c  

^a GOCE DELCEV UNIVERSITY   (Macedonia)

^b SS CYRIL AND METHODIUS UNIVERSITY   (Macedonia)

^c UNIVERSITY OF PÉCS   (Hungary)

Author keywords

Anthocycanins; Chardonnay; Flavan 3 ols; Grapes; HPLC DAD MS and MS MS; Merlot; Polyphenols; Ripening; Smederevka; Spectrophotometry; Vranec

Indexed keywords

ANTHOCYANINS; ELECTROSPRAY IONIZATION; FLAVONOIDS; FRUITS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PHYSIOLOGY; SPECTROPHOTOMETRY;

ANTHOCYCANINS; CHARDONNAY; FLAVAN-3-OLS; GRAPES; HPLC-DAD-MS; MERLOT; POLYPHENOLS; RIPENING; SMEDEREVKA; VRANEC;

POLYPHENOLIC COMPOUNDS;

VITACEAE;

EID: 80054691700     PISSN: 09639969     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodres.2011.06.046     Document Type: Article

References (62)

1. Antolovich M., Prenzler P., Robards K., Ryan D. The sample preparation in the determination of phenolic compounds in fruits. Analyst 2000, 125:989-1009.
2. Baderschneider B., Winterhalter P. Isolation and characterization of novel benzoates, cinnamates, flavonoids, and lignans from riesling wine and screening for antioxidant activity. Journal of Agricultural and Food Chemistry 2001, 49:2788-2798.
3. Baldi A., Romani A., Mulinacci N., Vincieri F.F., Casetta B. HPLC/MS application to anthocyanins of Vitis vinifera L. Journal of Agricultural and Food Chemistry 1995, 43:2104-2109.
4. Baranowski J.D., Nagel C.W. Isolation and identification of the hydroxycinnamic acid derivatives in white Riesling wine. American Journal of Enology and Vituculture 1981, 32:5-13.
5. Bautista-Ortín A.B., Fernández-Fernández J.I., López Roca J.M., Gómez Plaza E. The effect of grape ripening stage on red wine color. Journal International des Sciences de la Vigne et du Vin 2006, 40:15-24.
6. Bourzeix M., Weyland D., Heredia N. Etude des catechines et des procyanidols de la grape de raisin, du vin et d'autres derives de la vigne. Bulletin de l'OIV 1986, 59:1171-1254.
7. Bucchettia B., Matthews M.A., Falginella L., Peterlungera E., Castellarin S.D. Effect of water deficit on Merlot grape tannins and anthocyanins across four seasons. Scientia Horticulturae 2011, 128:297-305.
8. Budin R. Accumulation of anthocyanins, sugars and organic acids during the phenophase of ripening of Sylvaner and Loran berries. Vinohrad 1983, 21:111-113.
9. Burns J., Gardner P.T., O'Neil J., Crawford S., Morecroft I., McPhail D.B., et al. Relationship among antioxidant activity, vasodilation capacity, and phenolic content of red wines. Journal of Agricultural and Food Chemistry 2000, 48(2):220-230.
10. Cadot Y., Castelló M.T.M., Chevalier M. Flavan-3-ol compositional changes in grape berries (Vitis vinifera L. cv Cabernet Franc) before veraison, using two complementary analytical approaches, HPLC reversed phase and histochemistry. Analytica Chimica Acta 2006, 563:65-75.
11. Castillo-Muñoz N., Fernández-González M., Gómez-Alonso S., García-Romero E., Hermosín-Gutiérrez I. Red-color related phenolic composition of Garnacha Tintorera (Vitis vinifera l.) grapes and red wines. Journal of Agricultural and Food Chemistry 2009, 57:7883-7891.
12. Castillo-Muñoz N., Gómez-Alonso S., García-Romero E., Hermosín-Gutiérrez I. Flavonol profiles of Vitis vinifera red grapes and their single-cultivar wines. Journal of Agricultural and Food Chemistry 2007, 55:992-1002.
13. Cheynier V., Rigaud J. HPLC separation and characterization of flavonols in the skins of Vitis vinifera var. Cinsault. American Journal of Enology and Viticulture 1986, 37:248-252.
14. Da Silva R.J.M., Bourzeix M., Cheynier V., Moutounet M. Procyanidin composition of Chardonnay, Mauzac and Grenache blanc grapes. Vitis 1991, 30:245-252.
15. Da Silva R.J.M., Rigaud J., Cheynier V., Cheminat A., Moutounet M. Procyanidin dimers and trimers from grape seeds. Phytochemistry 1991, 30:1259-1264.
16. De la Hera Orts M.L., Martínez-Cutillas A., López Roca J.M., Pérez-Prieto L.J., Gómez-Plaza E. Effect of deficit irrigation on anthocyanin content of Monastrell grapes and wines. Journal International des Sciences de la Vigne et du Vin 2005, 39:47-55.
17. Di Stefano R., Cravero M.C., Gentilini N. Metodi per lo studio dei polifenoli dei vini. L'Enotecnico 1989, 5:83-89.
18. Downey M.O., Harvey J.S., Robinson S.P. Analysis of tannins in seeds and skins of Shiraz grapes. Australian Journal of Grape and Wine Research 2003, 9:15-27.
19. Fang F., Li J.-M., Zhang P., Tang K., Wang W., Pan Q.-H., et al. Effects of grape variety, harvest date, fermentation vessel and wine ageing on flavonoid concentration in red wines. Food Research International 2008, 41:53-60.
20. Favretto D., Flamini R. Application of electrospray ionization mass spectrometry to the study of grape anthocyanins. American Journal of Enology and Viticulture 2000, 51:55-64.
21. Fernández-López J.A., Almela L., Muñoz J.A., Hidalgo V., Carreño J. Dependence between colour and individual anthocyanin content in ripening grapes. Food Research International 1998, 31:667-672.
22. Flamini R. Mass spectrometry in grape and wine chemistry. Part I: Polyphenols. Mass Spectrometry Reviews 2003, 22:218-250.
23. Gil-Muñoz R., Fernández-Fernández J.I., Vila-López R., Martinez-Cutillas A. Anthocyanin profile in Monastrell grapes in six different areas from Denomination of Origen Jumilla during ripening stage. International Journal of Food Science and Technology 2010, 45:1870-1877.
24. Hanlin R.L., Downey M.O. Condensed tannin accumulation and composition in skin of Shiraz and Cabernet Sauvignon grapes during berry development. American Journal of Enology and Viticulture 2009, 60:13-23.
25. Harvey J.S., Downey M.O., Robinson S.P. Analysis of tannins in seeds and skins of Shiraz grapes throughout berry development. Australian Journal of Grape and Wine Research 2003, 9:15-27.
26. Hollecker L., Pinna M., Filippino G., Scrugli S., Pinna B., Argiolas F., et al. Simultaneous determination of polyphenolic compounds in red and white grapes grown in Sardinia by high performance liquid chromatography-electron spray ionisation-mass spectrometry. Journal of Chromatography. A 2009, 1216:3402-3408.
27. Ivanova V., Dörnyei Á., Márk L., Vojnoski B., Stafilov T., Stefova M., et al. Polyphenolic content of Vranec wines produced by different vinification conditions. Food Chemistry 2011, 124:316-325.
28. Ivanova V., Stefova M., Chinnici F. Determination of the polyphenol contents in Macedonian grapes and wines by standardized spectrophotometric methods. Journal of the Serbian Chemical Society 2010, 75:45-59.
29. Jemal M., Ouyang Z., Teitz D.S. High performance liquid chromatography mobile phase composition optimization for the quantitative determination of a carboxylic acid compound in human plasma by negative ion electrospray high performance liquid chromatography tandem mass spectrometry. Rapid Communications in Mass Spectrometry 1998, 12:429-434.
30. Kennedy J.A., Hayasaka Y., Vidal S., Waters E.J., Jones G.P. Composition of grape skin tannins at different stages of berry development. Journal of Agricultural and Food Chemistry 2001, 49:5348-5355.
31. Kennedy J.A., Matthews M.A., Waterhouse A.L. Changes in grape seed polyphenols during ripening. Phytochemistry 2000, 55:77-85.
32. Kennedy J.A., Matthews M.A., Waterhouse A.L. Effect of maturity and vine water status on grape skin and wine flavonoids. American Journal of Enology and Viticulture 2002, 53:268-274.
33. Lachman J., Sulc M., Faitová K., Pivec V. Major factors influencing antioxidant contents and antioxidant activity in grapes and wines. International Journal of Wine Research 2009, 1:101-121.
34. Lorrain B., Chira K., Teissedre P.-L. Phenolic composition of Merlot and Cabernet-Sauvignon grapes from Bordeaux vineyard for the 2009-vintage: Comparison to 2006, 2007 and 2008 vintages. Food Chemistry 2011, 126:1991-1999.
35. Mattivi F., Guzzon R., Vrhovsek U., Stefanini M., Velasco R. Metabolite profiling of grape: Flavonols and anthocyanins. Journal of Agricultural and Food Chemistry 2006, 54:7692-7702.
36. Mattivi F., Vrhovsek U., Masuero D., Trainotti D. Differences in the amount and structure of extractable skin and seed tannins amongst red grape varieties. Australian Journal of Grape and Wine Research. 2009, 15:27-35.
37. Mazza G., Fukumoto L., Delaquis P., Girard B., Ewert B. Anthocyanins, phenolics, and color of Cabernet Franc, Merlot, and Pinot Noir wines from British Columbia. Journal of Agricultural and Food Chemistry 1999, 47:4009-4017.
38. Mazzuca P., Ferranti P., Picariello G., Chianese L., Addeo F. Mass spectrometry in the study of anthocyanins and their derivatives: Differentiation of Vitis vinifera and hybrid grapes by liquid chromatography/electrospray ionization mass spectrometry and tandem mass spectrometry. Journal of Mass Spectrometry 2005, 40:83-90.
39. Milosavljević M. Biotehnika vinove loze, Izdavačka kuća Draganić 1998, Zemun, Beograd.
40. Monagas M., Suárez R., Gómez-Cordovés C., Bartolomé B. Simultaneous determination of nonanthocyanin phenolic compounds in red wines by HPLC-DAD/ESI-MS. American Journal of Enology and Viticulture 2005, 56:139-147.
41. Montealegre R.R., Peces R.R., Vozmediano J.L.C., Gascueña J.M., Romero E.G. Phenolic compounds in skin and seeds in ten grape Vitis Vinifera varieties grown in a warm climate. Journal of Food Composition and Analysis 2006, 19:687-693.
42. Nagel C.W., Baranowski J.D., Wulf L.W., Powers J.R. The hydroxycinnamate acid-tartaric acid ester content of musts and grapes varieties grown in the Pacific Nortwest. American Journal of Enology and Viticulture 1979, 30:198-201.
43. OIV (Office Internatinal de la Vigne et du Vin) Re'cueil des Méthodes Internationales dÁ nalyse des Vins et des Mouts 1990, É dition Officielle, Paris.
44. Peleg H., Gacon K., Schlich P., Noble A.C. Bitterness and astringency of flavan-3-ol monomers, dimers and trimers. Journal of the Science of Food and Agriculture 1999, 79:1123-1128.
45. Pirie A., Mullins M.G. Concentration of phenolics in the skin of grape berries during fruit development and ripening. American Journal of Enology and Viticutlture 1980, 31:34-36.
46. Poudel P.R., Tamura H., Kataoka I., Mochioka R. Phenolic compounds and antioxidant activities of skins and seeds of five wild grapes and two hybrids native to Japan. Journal of Food Composition and Analysis 2008, 21:622-625.
47. Prieur C., Rigaud J., Cheynier V. Oligomeric and polymeric procyanidins from grape seeds. Phytochemistry 1994, 36:781-784.
48. Ribereau-Gayon P. La couleur des vins. L'Alimentation et la Vie 1965, 53:232-248.
49. Seddon T.J., Downey M.O. Comparison of analytical methods for the determination of condensed tannins in grape skin. Australian Journal of Grape and Wine Research 2008, 14:54-61.
50. Slinkard K., Singleton V.L. Total phenol analysis: Automation and comparison with manual methods. American Journal of Enology and Viticulture 1977, 28:49-55.
51. Slinkard K.W., Singleton V.L. Phenol content of grape skins and the loss of ability to make anthocyanins by mutation. Vitis 1984, 23:175-178.
52. Somers T.C. The polymeric nature of wine pigments. Phytochemistry 1971, 10:2175-2186.
53. Somers T.C. Pigment development during ripening of the grape. Vitis 1976, 14:269-277.
54. Souquet J.-M., Cheynier V., Brossaud F. Polymeric proanthocyanidins from grape skins. Phytochemistry 1996, 43:509-512.
55. Sun B., Leandro C., Ricardo de Silva J.M., Spranger I. Separation of grape and wine proanthocyanidins according to their degree of polymerization. Journal of Agricultural and Food Chemistry 1998, 46:1390-1396.
56. Thorngate J.H., Singleton V.L. Localization of procyanidins in grape seeds. American Journal of Enology and Viticulture 1994, 45:259-262.
57. Trousdale E.K., Singleton V.L. Astilbin and engeletin in grapes and wine. Phytochemistry 1983, 22:619-620.
58. Wang H., Race E.J., Shrikhande A.J. Characterization of anthocyanins in grape juices by ion trap liquid chromatography mass spectrometry. Journal of Agricultural and Food Chemistry 2003, 51:1839-1844.
59. Wu X., Prior R.L. Identification and characterization of anthocyanins by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry in common foods in the United States: Vegetables, nuts, and grains. Journal of Agricultural and Food Chemistry 2005, 53:3101-3113.
60. Wulf L.W., Nagel C.W. High-pressure liquid chromatography separation of anthocyanins of Vitis Vinifera. American Journal of Enology and Viticulture 1978, 29:42-49.
61. Xu C., Zhang Y., Zhu L., Huang Y., Lu J. Influence of growing season on phenolic compounds and antioxidant properties of grape berries from vines grown in subtropical climate. Journal of Agricultural and Food Chemistry 2011, 59:1078-1086.
62. Zhishen J., Mengeheng T., Jianming W. The determination of flavonoid contents in mulberry and their scavenging effects on superoxide radicals. Food Chemistry 1999, 64:555-559.