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Volumn 55, Issue 7, 2007, Pages 2698-2704

Anthocyanone A: A quinone methide derivative resulting from malvidin 3-O-glucoside degradation

Author keywords

Anthocyanone A; Maldivin 3 O glucoside; Mass spectrometry; NMR; Syringic acid

Indexed keywords


EID: 34247224200     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf062875o     Document Type: Article
Times cited : (55)

References (32)
  • 1
    • 45949123645 scopus 로고
    • Recent developments in the stabilization of anthocyanins in food products
    • Mazza, G.; Brouillard, R. Recent developments in the stabilization of anthocyanins in food products. Food Chem. 1987, 25, 207-225.
    • (1987) Food Chem , vol.25 , pp. 207-225
    • Mazza, G.1    Brouillard, R.2
  • 2
    • 0000745072 scopus 로고
    • Acetic acylated anthocyanin pigments in the grape skins of a number of varieties of Vitis vinifera
    • Fong, R.; Kepner, R. E.; Weeb, A. D. Acetic acylated anthocyanin pigments in the grape skins of a number of varieties of Vitis vinifera. Am. J. Enol. Vitic. 1971, 150-155.
    • (1971) Am. J. Enol. Vitic , pp. 150-155
    • Fong, R.1    Kepner, R.E.2    Weeb, A.D.3
  • 3
    • 0012948731 scopus 로고
    • Les composés phénoliques du raisin et du vin. II. Les flavanosides et les anthocyanosides
    • Ribéreau-Gayon, P. Les composés phénoliques du raisin et du vin. II. Les flavanosides et les anthocyanosides. Ann. Physiol. Vég. 1964, 211-242.
    • (1964) Ann. Physiol. Vég , pp. 211-242
    • Ribéreau-Gayon, P.1
  • 4
    • 33847090698 scopus 로고
    • Mechanism of structural transformation of anthocyanins in acid media
    • Brouillard, R.; Dubois, J. E. Mechanism of structural transformation of anthocyanins in acid media. J. Am. Chem. Soc. 1977, 99, 1359-1364.
    • (1977) J. Am. Chem. Soc , vol.99 , pp. 1359-1364
    • Brouillard, R.1    Dubois, J.E.2
  • 5
    • 0000296890 scopus 로고
    • La couleur des vins rouges. II. Mesure, origine, et interprétation
    • Glories, Y. La couleur des vins rouges. II. Mesure, origine, et interprétation. Conn. Vigne Vin 1984, 18, 1165-1174.
    • (1984) Conn. Vigne Vin , vol.18 , pp. 1165-1174
    • Glories, Y.1
  • 6
    • 84986817292 scopus 로고
    • Some interpretations of color changes in young red wines during their conservation
    • Ribéreau-Gayon, P.; Pontallier, P.; Glories, Y. Some interpretations of color changes in young red wines during their conservation. J. Sci. Food Agric. 1983, 34, 505-516.
    • (1983) J. Sci. Food Agric , vol.34 , pp. 505-516
    • Ribéreau-Gayon, P.1    Pontallier, P.2    Glories, Y.3
  • 7
    • 0343487438 scopus 로고
    • Polyphenol interactions. Anthocyanins: Co-pigmentation and color changes in red wines
    • Liao, H.; Cai, Y.; Haslam, E. Polyphenol interactions. Anthocyanins: Co-pigmentation and color changes in red wines. J. Sci. Food Agric. 1992, 59, 299-305.
    • (1992) J. Sci. Food Agric , vol.59 , pp. 299-305
    • Liao, H.1    Cai, Y.2    Haslam, E.3
  • 8
    • 0000319182 scopus 로고
    • Interactions between catechin and malvidin-3-monoglucoside in model solutions
    • Santos Buelga, C.; Bravo-Haro, C.; Rivas-Gonzalo, J. C. Interactions between catechin and malvidin-3-monoglucoside in model solutions. Lebensm.-Unters. Forsch. 1995, 201, 269-274.
    • (1995) Lebensm.-Unters. Forsch , vol.201 , pp. 269-274
    • Santos Buelga, C.1    Bravo-Haro, C.2    Rivas-Gonzalo, J.C.3
  • 9
    • 0034193605 scopus 로고    scopus 로고
    • First confirmation in red wine of products resulting from direct anthocyanin-tannin reactions
    • Remy, S.; Fulcrand, H.; Labarge, B.; Cheynier, V.; Moutounet, M. First confirmation in red wine of products resulting from direct anthocyanin-tannin reactions. J. Sci. Food Agric. 2000, 80, 745-751.
    • (2000) J. Sci. Food Agric , vol.80 , pp. 745-751
    • Remy, S.1    Fulcrand, H.2    Labarge, B.3    Cheynier, V.4    Moutounet, M.5
  • 10
    • 0037674904 scopus 로고    scopus 로고
    • Characterisation of a colorless anthocyanin-flavan-3-ol dimer containing both carbon-carbon and ether interflavanoid linkages by NMR and mass spectrometry
    • Remy-Tanneau, S.; Le Guernevé, C.; Meudec, E.; Cheynier, V. Characterisation of a colorless anthocyanin-flavan-3-ol dimer containing both carbon-carbon and ether interflavanoid linkages by NMR and mass spectrometry. J. Agric. Food Chem. 2003, 51, 3592-3597.
    • (2003) J. Agric. Food Chem , vol.51 , pp. 3592-3597
    • Remy-Tanneau, S.1    Le Guernevé, C.2    Meudec, E.3    Cheynier, V.4
  • 11
    • 0030847218 scopus 로고    scopus 로고
    • Reactions of polyphenoloxidase generated caftaric acid o-quinone with malvidin 3-O-glucoside
    • Sarni-Manchado, P.; Cheynier, V.; Moutounet, M. Reactions of polyphenoloxidase generated caftaric acid o-quinone with malvidin 3-O-glucoside. Phytochemistry 1996, 45, 1365-1369.
    • (1996) Phytochemistry , vol.45 , pp. 1365-1369
    • Sarni-Manchado, P.1    Cheynier, V.2    Moutounet, M.3
  • 12
    • 0001940873 scopus 로고
    • Interactions between anthocyanins, phenolic compounds, and acetaldehyde and their significance in red wines
    • Timberlake, C. F.; Bridle, P. Interactions between anthocyanins, phenolic compounds, and acetaldehyde and their significance in red wines. Am. J. Enol. Vitic. 1976, 27, 97-105.
    • (1976) Am. J. Enol. Vitic , vol.27 , pp. 97-105
    • Timberlake, C.F.1    Bridle, P.2
  • 13
    • 0000648611 scopus 로고
    • Detection of compounds formed through the reaction of malvidin 3-monoglucoside and catechin in the presence of acetaldehyde
    • Rivas-Gonzalo, J. C.; Bravo-Haro, S.; Santos-Buelga, C. Detection of compounds formed through the reaction of malvidin 3-monoglucoside and catechin in the presence of acetaldehyde. J. Agric. Food Chem. 1995, 43, 1444-1449.
    • (1995) J. Agric. Food Chem , vol.43 , pp. 1444-1449
    • Rivas-Gonzalo, J.C.1    Bravo-Haro, S.2    Santos-Buelga, C.3
  • 14
    • 0034830301 scopus 로고    scopus 로고
    • Color and stability of pigments derived from the acetaldehyde-mediated condensation between malvidin 3-O-glucoside and (+)-catechin
    • Escribano-Bailon, T.; Alvarez-Garcia, M.; Rivas-Gonzalo, J. C.; Heredia, F. J.; Santos-Buelga, C. Color and stability of pigments derived from the acetaldehyde-mediated condensation between malvidin 3-O-glucoside and (+)-catechin. J. Agric. Food Chem. 2001, 49, 1213-1217.
    • (2001) J. Agric. Food Chem , vol.49 , pp. 1213-1217
    • Escribano-Bailon, T.1    Alvarez-Garcia, M.2    Rivas-Gonzalo, J.C.3    Heredia, F.J.4    Santos-Buelga, C.5
  • 15
    • 0842326686 scopus 로고    scopus 로고
    • NMR identification of ethyl-linked anthocyanin-flavanol pigments formed in model wine ferments
    • Lee, D. F.; Swinny, E. E.; Jones, G. P. NMR identification of ethyl-linked anthocyanin-flavanol pigments formed in model wine ferments. Tetrahedron Lett. 2004, 45, 1671-1674.
    • (2004) Tetrahedron Lett , vol.45 , pp. 1671-1674
    • Lee, D.F.1    Swinny, E.E.2    Jones, G.P.3
  • 17
    • 0001805602 scopus 로고    scopus 로고
    • Isolation, identification, and characterization of new color-stable anthocyanins occurring in some red wines
    • Bakker, J.; Timberlake, C. F. Isolation, identification, and characterization of new color-stable anthocyanins occurring in some red wines. J. Agric. Food Chem. 1997, 45, 35-43.
    • (1997) J. Agric. Food Chem , vol.45 , pp. 35-43
    • Bakker, J.1    Timberlake, C.F.2
  • 19
    • 0141817825 scopus 로고    scopus 로고
    • Vitisin A content in Chilean wines from Vitis vinifera cv. Cabernet Sauvignon and contribution to the color of aged red wines
    • Schwarz, M.; Quast, P.; Von Baer, D.; Winterhalter, P. Vitisin A content in Chilean wines from Vitis vinifera cv. Cabernet Sauvignon and contribution to the color of aged red wines. J. Agric. Food Chem. 2003, 51, 6261-6267.
    • (2003) J. Agric. Food Chem , vol.51 , pp. 6261-6267
    • Schwarz, M.1    Quast, P.2    Von Baer, D.3    Winterhalter, P.4
  • 20
    • 84981854834 scopus 로고
    • Thermal degradation of black raspberry anthocyanin pigments in model systems
    • Daravingas, G.; Cain, R. F. Thermal degradation of black raspberry anthocyanin pigments in model systems. J. Food Sci. 1968, 33, 138-142.
    • (1968) J. Food Sci , vol.33 , pp. 138-142
    • Daravingas, G.1    Cain, R.F.2
  • 21
    • 84985380098 scopus 로고
    • Thermal degradation of anthocyanins with particular reference to the 3-glycosides of cyanidin. I. In acidified aqueous solution at 100°C
    • Adams, J. B. Thermal degradation of anthocyanins with particular reference to the 3-glycosides of cyanidin. I. In acidified aqueous solution at 100°C. J. Sci. Food Agric. 1973, 24, 747-762.
    • (1973) J. Sci. Food Agric , vol.24 , pp. 747-762
    • Adams, J.B.1
  • 22
    • 0000678144 scopus 로고
    • The chemistry of anthocyanins, anthocyanidins, and related flavylium salts
    • Iacobucci, G.; Sweeny, J. G. The chemistry of anthocyanins, anthocyanidins, and related flavylium salts. Tetrahedron Rep. 1983, 39, 3005-3038.
    • (1983) Tetrahedron Rep , vol.39 , pp. 3005-3038
    • Iacobucci, G.1    Sweeny, J.G.2
  • 24
    • 0042428086 scopus 로고    scopus 로고
    • Influence of structure on color stability of anthocyanins and flavylium salts with ascorbic acid
    • Garcia-Viguera, C.; Bridle, P. Influence of structure on color stability of anthocyanins and flavylium salts with ascorbic acid. Food Chem. 1999, 64, 21-26.
    • (1999) Food Chem , vol.64 , pp. 21-26
    • Garcia-Viguera, C.1    Bridle, P.2
  • 25
    • 0033992652 scopus 로고    scopus 로고
    • Color and stability of the six common anthocyanidin 3-glucosides in aqueous solutions
    • Cabrita, L.; Fossen, T.; Andersen, O. M. Color and stability of the six common anthocyanidin 3-glucosides in aqueous solutions. Food Chem. 2000, 68, 101-107.
    • (2000) Food Chem , vol.68 , pp. 101-107
    • Cabrita, L.1    Fossen, T.2    Andersen, O.M.3
  • 26
    • 0037409526 scopus 로고    scopus 로고
    • Degradation kinetics of anthocyanins in blood orange juice and concentrate
    • Kirca, A.; Cemeroglu, B. Degradation kinetics of anthocyanins in blood orange juice and concentrate. Food Chem. 2003, 81, 583-587.
    • (2003) Food Chem , vol.81 , pp. 583-587
    • Kirca, A.1    Cemeroglu, B.2
  • 27
    • 0028265387 scopus 로고
    • Comparative degradation pathways of malvidin 3,5-diglucoside after enzymatic and thermal treatments
    • Piffaut, B.; Kader, F.; Girardin, M.; Metche, M. Comparative degradation pathways of malvidin 3,5-diglucoside after enzymatic and thermal treatments. Food Chem. 1994, 50, 115-120.
    • (1994) Food Chem , vol.50 , pp. 115-120
    • Piffaut, B.1    Kader, F.2    Girardin, M.3    Metche, M.4
  • 28
    • 28844442860 scopus 로고
    • Anthocyanidins and related compounds. XIII. Hydrogen peroxide oxidation of flavylium salts
    • Jurd, L. Anthocyanidins and related compounds. XIII. Hydrogen peroxide oxidation of flavylium salts. Tetrahedron 1968, 24, 4449-4457.
    • (1968) Tetrahedron , vol.24 , pp. 4449-4457
    • Jurd, L.1
  • 29
    • 0009287566 scopus 로고
    • 2: The structure of malvone
    • 2: The structure of malvone. Phytochemistry 1970, 9, 1647-1652.
    • (1970) Phytochemistry , vol.9 , pp. 1647-1652
    • Hrazdina, G.1
  • 30
    • 0001300517 scopus 로고
    • Oxidation products of acylated anthocyanins under acidic and neutral conditions
    • Hrazdina, G.; Franzese, A. Oxidation products of acylated anthocyanins under acidic and neutral conditions. Phytochemistry 1974, 13, 231-234.
    • (1974) Phytochemistry , vol.13 , pp. 231-234
    • Hrazdina, G.1    Franzese, A.2
  • 31
    • 33748610430 scopus 로고
    • Separation of anthocyanin chalcones by high performance liquid chromatography
    • Preston, N. W.; Timberlake, C. F. Separation of anthocyanin chalcones by high performance liquid chromatography. J. Chromatogr. 1981, 214, 222-228.
    • (1981) J. Chromatogr , vol.214 , pp. 222-228
    • Preston, N.W.1    Timberlake, C.F.2
  • 32
    • 0031550876 scopus 로고    scopus 로고
    • NMR silent, naturally-occurring quinones: A case of radicals
    • Gould, S. J.; Melville, C. R. NMR silent, naturally-occurring quinones: A case of radicals. Tetrahedron Lett. 1997, 38, 1473-1476.
    • (1997) Tetrahedron Lett , vol.38 , pp. 1473-1476
    • Gould, S.J.1    Melville, C.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.