Anthocyanin from strawberry (Fragaria ananassa) with the novel aglycone, 5-carboxypyranopelargonidin

Phytochemistry

Volumn 65, Issue 4, 2004, Pages 405-410

  Andersen, Øyvind M ^a   Fossen, Torgils ^a   Torskangerpoll, Kjell ^a   Fossen, Arve ^a   Hauge, Unni ^a  

^a UNIVERSITY OF BERGEN   (Norway)

Author keywords

2D NMR; 5 Carboxypyranopelargonidin 3 O glucopyranoside; Anthocyanin; CIELAB; Colours; Fragaria ananassa; Strawberries; UV Vis spectrum

Indexed keywords

5 CARBOXYPYRANOCYANIDIN; 5 CARBOXYPYRANOMALVIDIN; 5 CARBOXYPYRANOPELARGONIDIN 3 O BETA GLUCOPYRANOSIDE; ACETIC ACID ETHYL ESTER; AGLYCONE; ANTHOCYANIDIN; ANTHOCYANIN; BUFFER; CARBOXYL GROUP; CYANIC ACID DERIVATIVE; FRAGARIA ANANASSA EXTRACT; HYDROXYL GROUP; METHANOL EXTRACTION RESIDUE; PELARGONIDIN 3 O BETA GLUCOPYRANOSIDE; PLANT EXTRACT; PYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ABSORPTION SPECTROPHOTOMETRY; ACIDIFICATION; ACIDITY; ALKALINITY; AQUEOUS SOLUTION; ARTICLE; COLUMN CHROMATOGRAPHY; CONCENTRATION RESPONSE; DRUG DETERMINATION; DRUG ISOLATION; DRUG POTENCY; DRUG SYNTHESIS; ELECTROSPRAY MASS SPECTROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INTERMETHOD COMPARISON; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYTOCHEMISTRY; RED WINE; STRAWBERRY; STRUCTURE ANALYSIS; SUBSTITUTION REACTION; ULTRAVIOLET SPECTROSCOPY;

ALLIUM ATRORUBENS; FRAGARIA ANANASSA; FRAGARIA X ANANASSA;

EID: 0842327617     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2003.10.014     Document Type: Article

References (21)

1. Andersen Ø.M. Semipreparative isolation and structure determination of pelargonidin 3-O-α-L-rhamnopyranosyl-(1→2)-β-D- glucopyranoside and other anthocyanins from the tree Dacrycarpus dacrydioides. Acta Chem. Scand. 42:1988;462-468.
2. 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. 49:2001;5957-5963.
3. Bakker J., Timberlake C.F. Isolation, identification, and characterization of new color-stable anthocyanins occurring in some red wines. J. Agric. Food Chem. 45:1997;35-43.
4. Bakker J., Bridle P., Honda T., Kuwano H., Saito N., Terahara N., Timberlake C.F. Identification of an anthocyanin occurring in some red wines. Phytochemistry. 44:1997;1375-1382.
5. Brouillard R., Dangles O. Flavonoids and flower colour. Harborne J.B. The Flavonoids. Advances in Research Since 1986. 1994;565-588 Chapman and Hall, London.
6. Fiorini M. Preparative high-performance liquid chromatography for the purification of natural anthocyanins. Journal of Chromatography A. 692:1995;213-219.
7. Fossen T., Slimestad R., Andersen Ø.M. Anthocyanins from maize, Zea mays, and reed canarygrass, Phalaris arundinacea. J. Agric. Food Chem. 49:2001;2318-2321.
8. Fossen T., Andersen Ø.M. Anthocyanins from red onion, Allium cepa, with novel aglycone. Phytochemistry. 62:2003;1217-1220.
9. Fukui Y., Kusumi T., Masuda K., Iwashita T., Nomoto K. Structure of rosacyanin B, a novel pigment from the petals of Rosa hybrida. Tetrahedron Lett. 43:2002;2637-2639.
10. 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. 47:1998;1401-1407.
11. Heinonen M., Meyer A.S., Frankel E.N. Antioxidant activity of berry phenolics on human low-density lipoprotein and liposome oxidation. J. Agric. Food Chem. 46:1998;4107-4112.
12. Joseph J.A., Denisova N.A., Bielinski D., Fisher D.R., Shukitt-Hale B. Oxidative stress protection and vulnerability in aging. putative nutritional implications for intervention Mechanisms of Ageing and Development. 116:2000;141-153.
13. Lopes da Silva F., de Pascual-Teresa S., Rivas-Gonzalo J., Santos-Buelga C. Identification of anthocyanin pigments in strawberry (cv Camarosa) by LC using DAD and ESI-MS detection. European Food Research and Technology. 214:2002;248-253.
14. Lukton A., Chichester C.O., Mackinney G. Characterisation of a second pigment in strawberries (Fragaria vesca). Nature (London). 176:1955;790.
15. Middleton E. Jr., Kandaswami C., Theoharides T.C. The effects of plant flavonoids on mammalian cells: implications for inflammation, heart disease, and cancer. Pharmacological Reviews. 52:2000;673-751.
16. Pedersen A.T., Andersen Ø.M., Aksnes D.W., Nerdal W. NMR on anthocyanins, assignments and effects of exchanging aromatic protons. Magn. Reson. Chem. 31:1993;972-976.
17. Robinson G.M., Robinson R. A survey of anthocyanins. II. Biochemical Journal. 26:1932;1647-1664.
18. Tamura H., Takada M., Yoshida Y. Pelargonidin 3-O-(6-O-malonyl-beta-D- glucopyranoside) in Fragaria×ananassa Duch cv Nyoho. Bioscience, Biotechnology and Biochemistry. 59:1995;1157-1158.
19. Torronen R., Maatta K. Bioactive substances and health benefits of strawberries. Acta Horticulturae. 567:2002;797-803.
20. Vivar-Quintana A.M., Santos-Buelga C., Rivas-Gonzalo J.C. Anthocyanin-derived pigments and color of red wines. Anal. Chim. Acta. 458:2002;147-155.
21. Wang S.Y., Lin H.S. Antioxidant activity in fruits and leaves of blackberry, raspberry, and strawberry varies with cultivar and developmental stage. J. Agric. Food Chem. 48:2000;140-146.