Polyphénols du vin : La chimie de la vie

Actualite Chimique

Volumn , Issue 11, 1999, Pages 29-33

  Arnaudinaud, Valérie ^a   Mas, Thierry ^a   Nay, Bastien ^a   Vergé, Sarah ^a   Soulet, Stéphanie ^a   Castagnino, Chantal ^a   Delaunay, Jean Claude ^a   Chèze, Catherine ^a   Vercauteren, Joseph ^a  

^a UNIVERSITÉ DE BORDEAUX   (France)

Author keywords

Biological properties; Polyphenols; Structure; Synthesis; Wine

Indexed keywords

EID: 0033249219     PISSN: 01519093     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (47)

1. Jacques J., Berthelot, Autopsie d'un mythe, Belin Paris, 1987.
2. Hertog MGL, Epidemiological evidence on potential health properties of flavonoids, Proc Nutr Soc., 1996, 55, p. 385-397.
3. Murray N.J., Williamson M..P, Lilley T.H., Haslam E., Study of the interaction between salivary proline-rich proteins and a polyphenol by IH-NMR spectroscopy, Eur. J. Biochem., 1994, 219, p. 923-935.
4. Asquith T.N., Uhling J., Mehansho H., Putman L., Carlson D.M., Butler L., Binding of condensed tannins to salivary proline-rich glycoproteins : the role of carbohydrate, J. Agric. Food Chem., 1987, 35, p. 331-334.
5. Noble A., Bitterness in wine, Physiol. Behav., 1994, 56, p. 1251-1255.
6. e Symposium International d'Œnologie, Bordeaux, 1995.
7. Brouillard R., The in vivo expression of anthocyanin colour in plants, Phytochemistry, 1983, 22, p. 1311-1323.
8. Elhabiri M., Figueiredo P, Toki K., Saito N., Brouillard R., Anthocyanin-aluminium and -gallium complexes in aqueous solution, J. Chem. Soc., Perkin Trans 2, 1997, p. 355-362.
9. Asen S., Norris K.H., Stewart R.N., Copigmentation of aurone and flavone from petals of Antirrhinum majus, Photochemistry, 1972, 11, p. 2739-2741.
10. Iacobucci G.A., Sweeny J.G., The chemistry of anthocyanins, anthocyanidins and related flavylium salts, Tetrahedron, 1983, 39, p. 3005-3038.
11. Goto T., Structure, stability and color variation of natural anthocyanins, Prog. Chem. Org. Nat. Prod., 1987, 52, p. 113-158.
12. Brouillard R., Cheminat A., Mazza G., La réaction de copigmentation, Bull. Liaison Journée Internationales d'Études du Groupe Polyphénols, Ontario, Groupe Polyphénols, 1988, p. 12-19.
13. Dangles O., Saito N., Brouillard R., Kinetic and thermodynamic control of flavylium hydration in the pelargonidin cinnamic acid complexation - origin of the extraordinary flower color diversity of Pharbitis-Nil, J. Am. Chem. Soc., 1993, 115, p. 3125-3132.
14. Vercauteren J., Brouillard R., Jay M., Scalbert A., Do proanthocyanidins and NMR spectroscopists make an irreversible complexation ? Eds. Polyphenols 94, XVIIth International Conference on polyphenols, Palma de Mallorca, INRA Editions, 1994, p. 29-44.
15. Nkiliza J., Vercauteren J., Léger J.M., Unpublished results, 1992.
16. Thompson R.S., Jacques D., Haslam E., Tanner R.J.N., Plant proanthocyanidins. Part I, Introduction ; the isolation, structure and distribution in nature of plant procyanidins, J. Chem. Soc., Perkin Trans. 1, 1972, p. 1387-1399.
17. Hemingway R.W., Foo LY, Porter L.J., Linkage isomerism in trimeric and polymeric 2,3-cis-procyanidins, J. Chem. Soc., Perkin Trans. 1, 1982, p. 1209-1216.
18. McGraw G.W., Steynberg J.P., Hemingway R.W., Condensed tannins : a novel rearrangement of procyanidins and prodelphinidins in thiolytic cleavage, Tetrahedron Lett., 1993, 34, p. 987-990.
19. Balas L., Vercauteren J., Extensive high-resolution reverse 2D NMR analysis allows structural elucidation of procyanidin oligomers, Magn. Reson. Chem., 1994, 32, p. 386-393.
20. Balas L., Vercauteren J., Laguerre M., 2D NMR structure elucidation of proanthocyanidins : the special case of the catechin-(4 alpha-8)-catechin-(4 alpha-8)-catechin trimer, Magn. Reson. Chem., 1995, 33, p. 85-94.
21. Teguo P.W., Decendit A., Vercauteren J., Deffieux G., Mérillon J.M., Trans-resveratrol-3-O-beta-glucoside (piceid) in cell suspension cultures of vitis vinifera, Phytochemistry, 1996, 42, p. 1591-1593.
22. Mérillon J.M., Fauconneau B., Teguo P.W., Barrier L., Vercauteren J., Huguet F., Antioxidant activity of the stilbene astringin, newly extracted from Vitis vinifera cell cultures, Clin. Chem., 1997, 43, p. 1092-1093.
23. Ribeiro de Lima M.T., Waffo Téguo P., Teissedre P.L. et al., Determination of stilbenes (trans-astringin, cis-and trans-piceid, and cis-and trans-resveratrol) in portuguese wines, J. Agric. Food Chem., 1999, 41, p. 2666-2670.
24. Pool R.M., Creasy L.L., Frackelton A.S., Resveratrol and the viniferins, their application to screening for disease resistance in grape breeding programs, Vitis, 1981, 20, p. 136-145.
25. Korhammer S., Reniero F, Mattivi F., An oligostilbene from Vitis roots., Phytochemistry, 1995, 3, p. 1501-1504.
26. Ourtoule J.C., Bourhis M., Vercauteren J., Theodore N., First symmetrical bicyclo[6.6.0]tetradecane resveratrol tetramer from stalks of vitis vinifera (Vitaceae), Tetrahedron Lett., 1996, 37, p. 4697-4700.
27. Renaud S., De Lorgeril M., Wine, alcohol, platelets, and the french paradox for coronary heart disease, Lancet, 1992, 339, p. 1523-1526.
28. Frankel E., Kanner J., German J., Parks E., Kinsella J., Inhibition of oxidation of human low-density lipoprotein by phenolic substances in red wine, Lancet, 1993, 341, p. 454-457.
29. Fitzpatrick D.F., Hirschfield S.L., Coffey R.G., Endothelium-Dependent vasorelaxing activity of wine and other grape products - special communication, Am. J. Physiol., 1993, 265, H774-H778.
30. Facino R.M., Carini M., Aldini G. et al., Diet enriched with procyanidins enhances antioxidant activity and reduces myocardial postischaemic damage in rats, Life Sci. 1999, 64, p. 627-642.
31. Draczynska-Lusiak B., Doung A., Sun A., Oxidized lipoproteins may play a role in neuronal cell death in Alzheimer disease, Mol. Chem. Neuropathol, 1998, 33, p. 139-148.
32. Orgogozo J.M., Dartigues J.F., Lafont S. et al., Wine, consumption and dementia in the elderly : A prospective community study in the Bordeaux area, Rev. Neurol, 1997, 153, p. 185-192.
33. Petroni A., Blasevich M., Salami M., Papini N., Montedoro G.F., Galli C., Inhibition of platelet aggregation and eicosanoid production by phenolic components of olive oil, Thromb Res., 1995, 78, p. 151-160.
34. Pace Asciak C.R., Rounova O., Hahn S.E., Diamandis. E.P, Goldberg D.M., Wines and grape juices as modulators of platelet aggregation in healthy human subjects, Clin. Chim. Acta. 1996, 246, p. 163-182.
35. Abuamsha R., Croft K.D., Puddey I.B., Proudfoot J.M., Beilin L.J., Phenolic content of various beverages determines the extent of inhibition of human serum and low-density lipoprotein oxidation in vitro : identification and mechanism of action of some cinnamic acid derivatives from red wine, Clin. Sci, 1996, 91, p. 449-458.
36. Renaud S.C., Ruf J.C., Effects of alcohol on platelet functions. Clin. Chim. Acta, 1996, 246, p. 77-89.
37. Kanner J., Frankel E., Granit R., German B., Kinsella J.E., Natural antioxidants in grapes and wines. J. Agr. Food Chem., 1994, 42, p. 64-69.
38. Meyer A..S, Yi OS, Pearson D.A., Waterhouse A.L., Frankel E.N., Inhibition of human low-density lipoprotein oxidation in relation to composition of phenolic antioxidants in grapes (Vitis vinifera). J. Agr Food Chem., 1997, 45, p. 638-1643.
39. Pace-Asciak C.R., Hahn S.. Diamandis .E.P. Soleas G., Goldberg D.M., The red wine phenolics trans-resveratrol and quercetin block human platelet aggregation and eicosanoid synthesis : implications for protection against coronary heart disease. Clin. Chim. Acta, 1995, 235, p. 207-219.
40. Laughton M., Evans P., Monney M., Hoult J., Halliwell B., Inhibition of mammalian 5-lipoxygenase and cyclo-oxygenase by flavonoids and phenolic dietary additives Relationship to antioxidant activity and to iron ion-reducing ability, Biochem. Pharmacol., 1991, 42, p. 1673-1681.
41. Jang M.S., Cai E..N, Udeani G.O. et al., Cancer chemopreventive activity of resveratrol, a natural product derived from grapes. Science, 1997, 275, p. 218-220.
42. Subbaramaiah K., Chung W., Michaluart P. et al., Resveratrol inhibits cyclooxygenase-2 transcription and activity in phorhol ester-treated human mammary epithelial cells, J. Biol. Chem., 1998, 273, p. 21875-21882.
43. Ageing : a theory based on free radical and radiation chemistry, Harman D., Rad. Lab. Report, University of California 1955, no 3078.
44. x and complements α-tocopherol : physiological implications. Proc. Natl. Acad. Sci., États-Unis, 1997, 94, p. 3217-3222.
45. Brezillon C., Rabot S., Philippe C., Durao J., Chèze C., Vercauteren J., Metabolism of catechin and epicatechin hy the human colonic microflora. In: Charbonnier F., Delacotte J.-M., Rolando C., eds., Polyphenols Communications 98, Lille, 1998, p. 11-12.
46. 13C]-cyanide, Eur. J. Org. Chem., 1999 (soumis pour publication).
47. 13C-labelled anthocyanins by Vitis vinifera cell suspension cultures. Phytochemistry, 1999, 51, p. 651-656.