Walnut polyphenols: Structures and functions

Tree Nuts: Composition, Phytochemicals, and Health Effects

Volumn , Issue , 2008, Pages 305-320

  Fukuda, Toshiyuki ^a  

^a POLA CHEMICAL INDUSTRIES INC   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 76749117171     PISSN: None     EISSN: None     Source Type: Book    
DOI: None     Document Type: Chapter

References (44)

1. Duke, J.A., Handbook of Nuts, CRC Press, London, 1989.
2. Dictionary of Chinese Materia Mediaca Japanese Edition, vol. 2, Shanghai Scientific & Technical Publishers, Shanghai, Shogakukan, Tokyo, 1985.
3. Kagawa, Y., Standard Tables of Food Composition in Japan, Kagawa Nutrition University Press, Tokyo, 2001.
4. Iwamoto, M., Sato, M., Kono, M., Hirooka, Y., Sakai, K., Takeshita, A., and Imaizumi, K., Walnuts lower serum cholesterol in Japanese men and women, J. Nutr., 130, 171-176, 2000.
5. Zambón, D., Sabaté, J., Muñoz, S., Campero, B., Casals, E., Merlos, M., Laguna, J.C., and Ros, E., Substituting walnuts for monounsaturated fat improves the serum lipid profile of hypercholesterolemic men and women, Ann. Intern. Med, 132, 538-546, 2000.
6. Muñoz, S., Merlos, M., Zambón, D., Rodríguez, C., Sabaté, J., Ros, E., and Laguna, J.C., Walnut-enriched diet increases the association of LDL from hypercholesterolemic men with human HepG2 cells, J. Lipid Res., 42, 2069-2076, 2001.
7. Ros, E., Núñez, I., Pérez-Heras, A., Serra, M., Gilabert, R., Casals, E., and Deulofeu, R., A walnut diet improves endothelial function in hypercholesterolemic subjects, Circulation, 109, 1609-1614, 2004.
8. Anderson, K.J., Teuber, S.S., Gobeille, A., Cremin, P., Waterhouse, A.L., and Steinberg, F.M., Walnut polyphenolics inhibit in vitro human plasma and LDL oxidation, J. Nutr., 131, 2837-2842, 2001.
9. Deguchi, Y., Osada, K., Uchida, K., Kimura, H., Yoshikawa, M., Kudo, T., and Yasui, H., Effects of extract of guava leaves on the development of diabetes in the db/db mouse and on the postprandial blood glucose of human subjects, Nippon Nogeikagaku Kaishi, 72, 923-931, 1998.
10. Hatano, T., Edamatsu, R., Hiramatsu, M., Mori, A., Fujita, Y., Yasuhara, T., Yoshida, T., and Okuda, T., Effects of the interaction of tannins with co-existing substances. VI. Effects of tannins and related polyphenols on superoxide anion radical, and on 1,1-diphenyl-2-picrylhydrazyl radical, Chem. Pharm. Bull., 37, 2016-2021, 1989.
11. Oyanagi, Y., Reevaluation of assay methods and establishment of kit for superoxide dismutase activity, Anal. Biochem., 142, 290-296, 1984.
12. Okuda, T., Yoshida, T., Kuwahara, M., and Yazaki, K., Structures of pedunculagin, casuarictin, stricti-nin, casuarinin, casuariin and stachyurin, J. Chem. Soc. Perkin Trans., 1, 1765-1772, 1983.
13. Koppaka, V.R., Toxic principle of Hippomane mancinella. II. Structure of hipppomanin A, Lloydia, 40, 169-171, 1977.
14. Namba, O., Yoshida, T., Liu, Y., Chen, L., and Okuda, T., Prostratins A and B: New hydrolyzable tannin monomer and trimer from Euphorbia prostrate and Loropetalum chinense, Planta Med, 56, 587, 1990.
15. Yoshida, T., Maruyama, Y., Memon, M.U., Shingu, T., and Okuda, T., Gemins D, E and F, ellagitannins from Geum japonicum, Phytochemistry, 24, 1041-1046, 1985.
16. Seikel, M.K. and Hillis, W.E., Hydrolysable tannins of Eucalyptus delegatensis wood, Phytochemistry, 9, 1115-1128, 1970.
17. Okuda, T., Yoshida, T., Hatano, T., Yazaki, K., and Ashida, M., Ellagitannins of the Casuarinaceae, Stachyuraceae and Myrtaceae, Phytochemistry, 21, 2871-2874, 1982.
18. Haddock, E.A., Gupta, R.K., Al-Shafi, S.M.K., Haslam, E., and Magnolato, D., The metabolism of gallic acid and hexahydroxydiphenoic acid in plants. Part 1. Introduction. Naturally occurring galloyl esters, J. Chem. Soc. Perkin Trans., 1, 2515-2524, 1982.
19. Tanaka, T., Kirihara, S., Nonaka, G., and Nishioka, I., Tannins and related compounds. CXXIV. Five new ellagitannins, Platycaryanins A, B, C, and D, and Platycariin, and a new complex tannin, Strobila-nin, from the fruits and bark of Platycarya strobilacea SIEB. et ZUCC., and biomimetic synthesis of C-glycosidic ellagitannins from glucopyranose-based ellagitannins, Chem. Pharm. Bull., 41, 1708-1716, 1993.
20. Hatano, T., Yazaki, K., Okonogi, A., and Okuda, T., Tannins of Stachyurus species. II. Praecoxins A, B, C and D, four new hydrolyzable tannins from Stachyurus praecox leaves, Chem. Pharm. Bull., 39, 1689-1693, 1991.
21. Nonaka, G., Ishimaru, K., Azuma, R., Ishimatsu, M., and Nishioka, I., Tannins and related compounds. LXXXV. Structures of novel C-glycosidic ellagitannins, Grandinin, and Pterocarinins A and B, Chem. Pharm. Bull., 37, 2071-2077, 1989.
22. Hatano, T., Ogawa, N., Yasuhara, T., and Okuda, T., Tannins of Rosaceous plants. VIII. Hydrolyzable tannin monomers having a valoneoyl group from flower petals of Rosa rugosa THUNB., Chem. Pharm. Bull., 38, 3308-3313, 1990.
23. Han, L., Hatano, T., Okuda, T., and Yoshida, T., Tannins of Stachyurus species. III. Stachyuranins A, B and C, three new complex tannins from Stachyurus praecox leaves, Chem. Pharm. Bull., 43, 2109-2114, 1995.
24. Nonaka, G., Nishimura, H., and Nishioka, I., Tannins and related compounds. Part 26. Isolation and structures of Stenophyllanins A, B, and C, novel tannins from Quercus stenophylla, J. Chem. Soc. Perkin Trans, 1, 163-172, 1985.
25. Wilkins, C.K. and Bohm, B.A., Ellagitannins from Tellima grandiflora, Phytochemistry, 15, 211-214, 1976.
26. Lee, M.-W., Tanaka, T., Nonaka, G.-I., and Nishioka, I., Hirsunin, an ellagitannin with a diarylheptanoid moiety, from Alnus hirsute var. microphylla, Phytochemistry, 31, 967-970, 1992.
27. Yoshida, T., Jin, Z.-X., and Okuda, T., Heterophylliins A, B, C, D, and E, ellagitannin monomers and dimers from Corylus heterophylla FISCH., Chem. Pharm. Bull., 39, 49-54, 1991.
28. Hatano, T., Ogawa, T., Shingu, T., and Okuda, T., Tannins of Rosaceous plants. IX. Rugosins D, E, F and G, dimeric and trimeric hydrolyzable tannins with valoneoyl group(s), from flower petals of Rosa rugosa THUNB., Chem. Pharm. Bull, 38, 3341-3346, 1990.
29. Tanaka, T., Jiang, Z.-H., and Kouno, I., Distribution of ellagic acid derivatives and a diarylheptanoid in wood of Platycarya strobilacea, Phytochemistry, 47, 851-854, 1998.
30. Fukuda, T., Ito, H., and Yoshida, T., Antioxidative polyphenols from walnuts (Juglans regia L.), Phytochemistry, 63, 795, 2003.
31. Ito, H., Okuda, T., Fukuda, T., Hatano, T., and Yoshida, T., Two novel dicarboxylic acid derivatives and a new dimeric hydrolyzable tannin from walnuts, J. Agric. Food Chem., 55, 672-679, 2007.
32. Fukuda, T., Ito, H., and Yoshida, T., Effect of the walnut polyphenol fraction on oxidative stress in type 2 diabetes mice, BioFactors, 21, 251-253, 2004.
33. Leinonen, J., Lehtimäki, T., Toyokuni, S., Okada, K., Tanaka, T., Hiai, H., Ochi, H., Laippala, P.,Rantalaiho, V., Wirta, O., Pasternack, A., and Alho, H., New biomarker evidence of oxidative DNA damage in patients with non-insulin-dependent diabetes mellitus, FEBS Lett., 417, 150-152, 1997.
34. Toda, M., Kawabata, J., and Kasai, T., Inhibitory effects of ellagi- and gallotannins on rat intestinal A-glucosidase complexes, Biosci. Biotechnol. Biochem, 65, 542-547, 2001.
35. Hara, Y. and Honda, M., The inhibition of A-amylase by tea polyphenols, Agric. Biol. Chem., 54, 1939-1945, 1990.
36. Food and Drug Administration (FDA), Qualified Health Claims: Letter of Enforcement Discretion- Walnuts and Coronary Heart Disease, Docket No 02P-0292, Food and Drug Administration, Washington, DC, 2004.
37. Sabaté, J., Fraser, G.E., Burke, K., Knutsen, S.F., Bennett, H., and Lindsted, K.D., Effects of walnuts on serum lipid levels and blood pressure, N. Engl. J. Med., 328, 603-607, 1993.
38. Tapsell, L.C., Gillen, L.J., Patch, C.S., Batterham, M., Owen, A., Baré, M., and Kennedy, M., Including walnuts in a low-fat/modified-fat diet improves HDL cholesterol-to-total cholesterol ratios in patients with type 2 diabetes, Diabetes Care, 27, 2777-2783, 2004.
39. Feldman, E.B., The scientific evidence for a beneficial health relationship between walnuts and coronary heart disease, J. Nutr., 132, 1062S-1101S, 2002.
40. Yoshizawa, S., Horiuchi, T., Suganuma, M., Nishiwaki, S., Yatsunami, J., Okabe, S., Okuda, T., Muto, Y., Frenkel, K., Troll, W., and Fujiki, H., Phenolic Compounds in Food and Their Effects on Health. II. Antioxidant and Cancer Prevention, Huang, M.-T., Ho, C.-T., and Lee, C.Y., Eds., ACS Symposium Series No. 507, American Chemical Society, Washington, DC, 1992, pp. 316-325.
41. Fukuchi, K., Sakagami, H., Okuda, T., Hatano, T., Tanuma, S., Kitajima, K., Inoue, Y., Inoue, S., Ichikawa, S., Nonoyama, M., and Konno, K., Inhibition of herpes simplex virus infection by tannins and related compounds, Antiviral Res, 11, 285-297, 1989.
42. Nakashima, H., Murakami, T., Yamamoto, N., Sakagami, H., Tanuma, S., Hatano, T., Yoshida, T., and Okuda, T., Inhibition of human immunodeficiency viral replication by tannins and related compounds, Antiviral Res, 18, 91-103, 1992.
43. Funatogawa, K., Hayashi, S., Shimomura, H., Yoshida, T., Hatano, T., Ito, H., and Hirai, Y., Antibacterial activity of hydrolyzable tannins derived from medicinal plants against Helicobacter pylori, Microbiol. Immunol, 48, 251-261, 2004.
44. Kanoh, R., Hatano, T., Ito, H., Yoshida, T., and Akagi, M., Effects of tannins and related polyphenols on superoxide-induced histamine release from rat peritoneal mast cells, Phytomedicine, 7, 297-302, 2000.