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Volumn 54, Issue 10, 2006, Pages 3572-3577

Preparative isolation and NMR characterization of carboxypyranoanthocyanins

Author keywords

5 carboxypyranodelphinidin 3 glucoside; 5 carboxypyranopetunidin 3 glucoside; 13C NMR; Black beans; Preparative Sephadex LH 20; Pyranoanthocyanins

Indexed keywords

ANTHOCYANIN; PYRAN DERIVATIVE;

EID: 33744953011     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf053240c     Document Type: Article
Times cited : (16)

References (53)
  • 2
    • 29244456414 scopus 로고    scopus 로고
    • Bioavailability of a bilberry anthocyanin extract and its impact on plasma antioxidant capacity in rats
    • Talavera, S.; Felgines, C.; Texier, O.; Besson, C.; Mazur, A.; Lamaison, J. L.; Remesy, C. Bioavailability of a bilberry anthocyanin extract and its impact on plasma antioxidant capacity in rats. J. Sci. Food Agric. 2006, 86, 90-97.
    • (2006) J. Sci. Food Agric. , vol.86 , pp. 90-97
    • Talavera, S.1    Felgines, C.2    Texier, O.3    Besson, C.4    Mazur, A.5    Lamaison, J.L.6    Remesy, C.7
  • 4
    • 0037196131 scopus 로고    scopus 로고
    • Anthocyanins, Phenolics, and Antioxidant Capacity in Diverse Small Fruits: Vaccinium, Rubus, and Ribes
    • Moyer, R. A.; Hummer, K. E.; Finn, C. E.; Frei, B.; Wrolstad, R. E. Anthocyanins, Phenolics, and Antioxidant Capacity in Diverse Small Fruits: Vaccinium, Rubus, and Ribes. J. Agric. Food Chem. 2002, 50, 519-525.
    • (2002) J. Agric. Food Chem. , vol.50 , pp. 519-525
    • Moyer, R.A.1    Hummer, K.E.2    Finn, C.E.3    Frei, B.4    Wrolstad, R.E.5
  • 5
    • 33744948771 scopus 로고    scopus 로고
    • Anthocyanins useful for the treatment of diabetes, cardiovascular disorders and to lower the risk of adverse effects of hormone replacement therapy
    • Sandvik, L. Anthocyanins useful for the treatment of diabetes, cardiovascular disorders and to lower the risk of adverse effects of hormone replacement therapy. PCT Int. Appl. 2004, p 28.
    • (2004) PCT Int. Appl. , pp. 28
    • Sandvik, L.1
  • 6
    • 22244433832 scopus 로고    scopus 로고
    • Anthocyanins and colonic metabolites of dietary polyphenols inhibit platelet function
    • Rechner, A. R.; Kroner, C. Anthocyanins and colonic metabolites of dietary polyphenols inhibit platelet function. Thromb. Res. 2005, 116, 327-334.
    • (2005) Thromb. Res. , vol.116 , pp. 327-334
    • Rechner, A.R.1    Kroner, C.2
  • 7
    • 27844442688 scopus 로고    scopus 로고
    • Red wine polyphenols influence carcinogenesis, intestinal microflora, oxidative damage and gene expression profiles of colonic mucosa in F344 rats
    • Cecchini, C.; Silvi, S.; Orpianesi, C.; Cresci, A. Red wine polyphenols influence carcinogenesis, intestinal microflora, oxidative damage and gene expression profiles of colonic mucosa in F344 rats. Mutat. Res. 2005, 591, 237-246.
    • (2005) Mutat. Res. , vol.591 , pp. 237-246
    • Cecchini, C.1    Silvi, S.2    Orpianesi, C.3    Cresci, A.4
  • 9
    • 27644546239 scopus 로고    scopus 로고
    • Anthocyanins from fruits and vegetables - Does bright colour signal cancer chemopreventive activity?
    • Cooke, D.; Steward, W. P.; Gescher, A. J.; Marczylo, T.. Anthocyanins from fruits and vegetables - Does bright colour signal cancer chemopreventive activity? Eur. J. Cancer 2005, 41, 1931-1940.
    • (2005) Eur. J. Cancer , vol.41 , pp. 1931-1940
    • Cooke, D.1    Steward, W.P.2    Gescher, A.J.3    Marczylo, T.4
  • 11
    • 60349131547 scopus 로고    scopus 로고
    • Anthocyanidin and anthocyanidin derivatives, and their isolation, for treatment of cancer, diseases caused by lesions in connective tissues, and diseases caused by viruses
    • Andersen, Ø. M.; Helland, D. E.; Andersen, K. J. Anthocyanidin and anthocyanidin derivatives, and their isolation, for treatment of cancer, diseases caused by lesions in connective tissues, and diseases caused by viruses. PCT Int. Appl. 1997, p 121.
    • (1997) PCT Int. Appl. , pp. 121
    • Andersen, Ø.M.1    Helland, D.E.2    Andersen, K.J.3
  • 12
    • 21244467170 scopus 로고    scopus 로고
    • Anthocyanins protect against A2E photooxidation and membrane permeabilization in retinal pigment epithelial cells
    • Jang, Y. P.; Zhou, J.; Nakanishi, K.; Sparrow, J. R. Anthocyanins protect against A2E photooxidation and membrane permeabilization in retinal pigment epithelial cells. Photochem. Photobiol. 2005, 81, 529-536.
    • (2005) Photochem. Photobiol. , vol.81 , pp. 529-536
    • Jang, Y.P.1    Zhou, J.2    Nakanishi, K.3    Sparrow, J.R.4
  • 13
    • 0034351871 scopus 로고    scopus 로고
    • Effects of black current anthocyanoside intake on dark adaptation and VDT work-induced transient refractive alteration in healthy humans
    • Nakaishi, H.; Matsumoto, H.; Tominaga, S.; Hirayama, M. Effects of black current anthocyanoside intake on dark adaptation and VDT work-induced transient refractive alteration in healthy humans. Altern. Med. Rev. 2000, 5, 553-62.
    • (2000) Altern. Med. Rev. , vol.5 , pp. 553-562
    • Nakaishi, H.1    Matsumoto, H.2    Tominaga, S.3    Hirayama, M.4
  • 17
    • 0037333332 scopus 로고    scopus 로고
    • Potential mechanisms of cancer chemoprevention by anthocyanins
    • Hou, D. X. Potential mechanisms of cancer chemoprevention by anthocyanins. Curr. Mol. Med. 2003, 3, 149-159.
    • (2003) Curr. Mol. Med. , vol.3 , pp. 149-159
    • Hou, D.X.1
  • 19
  • 20
    • 78649927252 scopus 로고    scopus 로고
    • Dietary Flavonoids and Health - Broadening the Perspective
    • Andersen, Ø. M., Markham, K. R., Eds.; CRC Press: Boca Raton
    • Clifford, M.; Brown, J. E. Dietary Flavonoids and Health - Broadening the Perspective. In Flavonoids: Chemistry, Biochemistry and Applications; Andersen, Ø. M., Markham, K. R., Eds.; CRC Press: Boca Raton, 2006; pp 319-371.
    • (2006) Flavonoids: Chemistry, Biochemistry and Applications , pp. 319-371
    • Clifford, M.1    Brown, J.E.2
  • 23
    • 85056431251 scopus 로고    scopus 로고
    • Flavonoids in Wine
    • Andersen, Ø. M., Markham, K. R., Eds.; CRC Press: Boca Raton
    • Cheynier V. Flavonoids in Wine. In Flavonoids: Chemistry, Biochemistry and Applications; Andersen, Ø. M., Markham, K. R., Eds.; CRC Press: Boca Raton, 2006; pp 263-319.
    • (2006) Flavonoids: Chemistry, Biochemistry and Applications , pp. 263-319
    • Cheynier, V.1
  • 24
    • 0036532460 scopus 로고    scopus 로고
    • Structure of rosacyanin B, a novel pigment from the petals of Rosa hybrida
    • Fukui, Y.; Kusumi, K.; Masudai, K.; Iwashita, T.; Nomoto, K. Structure of rosacyanin B, a novel pigment from the petals of Rosa hybrida. Tetrahedron Lett. 2002, 43, 2637-2639.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 2637-2639
    • Fukui, Y.1    Kusumi, K.2    Masudai, K.3    Iwashita, T.4    Nomoto, K.5
  • 25
    • 3843110296 scopus 로고    scopus 로고
    • Isolation and identification of novel pyranoanthocyanins from black carrot (Daucus carota L.) juice
    • Schwarz, M.; Wray, V.; Winterhalter, P. Isolation and identification of novel pyranoanthocyanins from black carrot (Daucus carota L.) juice. J. Agric. Food Chem. 2004, 52, 5095-5101.
    • (2004) J. Agric. Food Chem. , vol.52 , pp. 5095-5101
    • Schwarz, M.1    Wray, V.2    Winterhalter, P.3
  • 26
    • 9344240823 scopus 로고    scopus 로고
    • Characterization of anthocyanins and pyranoanthocyanins from blood orange [Citrus sinensis (L.) Osbeck] juice
    • Hillebrand, S.; Schwarz, M.; Winterhalter, P. Characterization of anthocyanins and pyranoanthocyanins from blood orange [Citrus sinensis (L.) Osbeck] juice. J. Agric. Food Chem. 2004, 52, 7331-7338.
    • (2004) J. Agric. Food Chem. , vol.52 , pp. 7331-7338
    • Hillebrand, S.1    Schwarz, M.2    Winterhalter, P.3
  • 27
    • 0034729967 scopus 로고    scopus 로고
    • Novel pyranoanthocyanins from black currant seed
    • Lu, Y.; Sun, Y.; Foo, L. Y. Novel pyranoanthocyanins from black currant seed. Tetrahedron Lett. 2000, 41, 5975-5978.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 5975-5978
    • Lu, Y.1    Sun, Y.2    Foo, L.Y.3
  • 28
    • 0035847560 scopus 로고    scopus 로고
    • Unusual anthocyanin reaction with acetone leading to pyranoanthocyanin formation
    • Lu, Y.; Foo, L. Y. Unusual anthocyanin reaction with acetone leading to pyranoanthocyanin formation. Tetrahedron Lett. 2001, 42, 1371-1373.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 1371-1373
    • Lu, Y.1    Foo, L.Y.2
  • 29
    • 0037037954 scopus 로고    scopus 로고
    • New pyranoanthocyanins from black currant seeds
    • Lu, Y.; Foo, L. Y.; Sun, Y. New pyranoanthocyanins from black currant seeds. Tetrahedron Lett. 2002, 43, 7341-7344.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 7341-7344
    • Lu, Y.1    Foo, L.Y.2    Sun, Y.3
  • 31
    • 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
  • 33
    • 0037382644 scopus 로고    scopus 로고
    • Anthocyanins from red onion, Allium cepa, with novel aglycone
    • Fossen, T.; Andersen, Ø. M. Anthocyanins from red onion, Allium cepa, with novel aglycone. Phytochemistry 2003, 62, 1217-1220.
    • (2003) Phytochemistry , vol.62 , pp. 1217-1220
    • Fossen, T.1    Andersen, Ø.M.2
  • 34
    • 0842327617 scopus 로고    scopus 로고
    • Anthocyanin from strawberry (Fragaria ananassa) with the novel aglycone, 5-carboxypyranopelargonidin
    • Andersen, Ø.M.; Fossen, T.; Torskangerpoll, K.; Fossen, A.; Hauge, U. Anthocyanin from strawberry (Fragaria ananassa) with the novel aglycone, 5-carboxypyranopelargonidin. Phytochemistry 2004, 65, 405-410.
    • (2004) Phytochemistry , vol.65 , pp. 405-410
    • Andersen, Ø.M.1    Fossen, T.2    Torskangerpoll, K.3    Fossen, A.4    Hauge, U.5
  • 35
    • 0032051861 scopus 로고    scopus 로고
    • A new class of wine pigments generated by reaction between pyruvic acid and grape anthocyanins
    • Fulcrand, H.; Benabdeljalil, C.; Rigaud, J.; Cheynier, V.; Moutounet, M. A new class of wine pigments generated by reaction between pyruvic acid and grape anthocyanins. Phytochemistry 1998, 47, 1401-1407.
    • (1998) Phytochemistry , vol.47 , pp. 1401-1407
    • Fulcrand, H.1    Benabdeljalil, C.2    Rigaud, J.3    Cheynier, V.4    Moutounet, M.5
  • 38
    • 0037070049 scopus 로고    scopus 로고
    • Screening for potential pigments derived from anthocyanins in red wine using nano-electrospray tandem mass spectrometry
    • Hayasaka, Y.; Asenstorfer, R. E. Screening for potential pigments derived from anthocyanins in red wine using nano-electrospray tandem mass spectrometry. J Agric. Food Chem. 2002, 50, 756-761.
    • (2002) J Agric. Food Chem. , vol.50 , pp. 756-761
    • Hayasaka, Y.1    Asenstorfer, R.E.2
  • 39
    • 0346336130 scopus 로고    scopus 로고
    • Anthocyanin transformation in Cabernet Sauvignon wine during aging
    • Wang, H.; Race, E. J.; Shrikhande, A. J. Anthocyanin transformation in Cabernet Sauvignon wine during aging. J. Agric. Food Chem. 2003, 51, 7989-7994.
    • (2003) J. Agric. Food Chem. , vol.51 , pp. 7989-7994
    • Wang, H.1    Race, E.J.2    Shrikhande, A.J.3
  • 41
    • 7444233114 scopus 로고    scopus 로고
    • Determination of anthocyanins in wine by direct injection liquid chromatography-diode array detection-mass spectrometry and classification of wines using discriminant analysis
    • de Villiers, A.; Vanhoenacker, G.; Majek, P.; Sandra, P. Determination of anthocyanins in wine by direct injection liquid chromatography-diode array detection-mass spectrometry and classification of wines using discriminant analysis. J. Chromatogr. A 2004, 1054, 195-204.
    • (2004) J. Chromatogr. A , vol.1054 , pp. 195-204
    • De Villiers, A.1    Vanhoenacker, G.2    Majek, P.3    Sandra, P.4
  • 43
    • 20744438177 scopus 로고    scopus 로고
    • Characterization of pigments from different high-speed countercurrent chromatography wine fractions
    • Salas, E.; Dueñas, M.; Schwarz, M.; Winterhalter, P.; Cheynier, V.; Fulcrand, H. Characterization of pigments from different high-speed countercurrent chromatography wine fractions. J. Agric. Food Chem. 2005, 53, 4536-4546.
    • (2005) J. Agric. Food Chem. , vol.53 , pp. 4536-4546
    • Salas, E.1    Dueñas, M.2    Schwarz, M.3    Winterhalter, P.4    Cheynier, V.5    Fulcrand, H.6
  • 44
    • 13244251464 scopus 로고    scopus 로고
    • 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
    • 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. J. Mass Spectrom. 2005, 40, 83-90.
    • (2005) J. Mass Spectrom. , vol.40 , pp. 83-90
    • Mazzuca, P.1    Ferranti, P.2    Picariello, G.3    Chianese, L.4    Addeo, F.5
  • 46
    • 33744962166 scopus 로고    scopus 로고
    • Techniques of pigment identification
    • Davies, K., Eds.; CRC Press: Boca Raton
    • Andersen, Ø. M., Francis, G. W. Techniques of pigment identification. In Plant Pigments and Their Manipulation; Davies, K., Eds.; CRC Press: Boca Raton, 2004; Vol. 14, p 293.
    • (2004) Plant Pigments and Their Manipulation , vol.14 , pp. 293
    • Andersen, Ø.M.1    Francis, G.W.2
  • 47
    • 0035543048 scopus 로고    scopus 로고
    • Isolation and structures of oligomeric wine pigments by bisulfite-mediated ion exchange chromatography
    • Asenstorfer, R. E.; Hayasaka, Y.; Jones, G. P. Isolation and structures of oligomeric wine pigments by bisulfite-mediated ion exchange chromatography. J. Agric. Food Chem. 2001, 49, 5957-5963.
    • (2001) J. Agric. Food Chem. , vol.49 , pp. 5957-5963
    • Asenstorfer, R.E.1    Hayasaka, Y.2    Jones, G.P.3
  • 48
    • 0034527914 scopus 로고    scopus 로고
    • Preparative isolation of anthocyanins by High-Speed-Counter-current Chromatography and application of the color activity concept to red wine
    • Degenhardt, A.; Hofmann, S.; Knapp, H.; Winterhalter, P. Preparative isolation of anthocyanins by High-Speed-Counter-current Chromatography and application of the color activity concept to red wine. J. Agric. Food Chem. 2000, 48, 5812-5818.
    • (2000) J. Agric. Food Chem. , vol.48 , pp. 5812-5818
    • Degenhardt, A.1    Hofmann, S.2    Knapp, H.3    Winterhalter, P.4
  • 50
    • 84989036204 scopus 로고
    • NMR on anthocyanins, assignments and effects of exchanging aromatic protons
    • Pedersen, A. T.; Andersen, Ø. M.; Aksnes, D. W.; Nerdal, W. NMR on anthocyanins, assignments and effects of exchanging aromatic protons. Magn. Reson. Chem. 1993, 31, 972-976.
    • (1993) Magn. Reson. Chem. , vol.31 , pp. 972-976
    • Pedersen, A.T.1    Andersen, Ø.M.2    Aksnes, D.W.3    Nerdal, W.4
  • 51
    • 0033946695 scopus 로고    scopus 로고
    • J. Effect of storage temperature and pyruvate on kinetics of anthocyanin degradation, vitisin a derivative formation, and color characterization of model solutions
    • Romero, C.; Bakker, J. Effect of storage temperature and pyruvate on kinetics of anthocyanin degradation, vitisin A derivative formation, and color characterization of model solutions. J. Agric. Food Chem. 2000, 48, 2135-2141.
    • (2000) J. Agric. Food Chem. , vol.48 , pp. 2135-2141
    • Romero, C.1    Bakker2
  • 52
    • 0035187962 scopus 로고    scopus 로고
    • Evolution and stability of anthocyanin-derived pigments during port wine aging
    • Mateus, N.; de Freitas, V. Evolution and stability of anthocyanin-derived pigments during port wine aging. J. Agric. Food Chem. 2001, 49, 5217-5222.
    • (2001) J. Agric. Food Chem. , vol.49 , pp. 5217-5222
    • Mateus, N.1    De Freitas, V.2


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