Potential health effects of the dietary flavonol quercetin

European Journal of Clinical Nutrition

Volumn 50, Issue 2, 1996, Pages 63-71

  Hertog, M G L ^a   Hollman, P C H ^b  

^a NATIONAL INSTITUTE FOR PUBLIC HEALTH AND THE ENVIRONMENT   (Netherlands)

^b WAGENINGEN UNIVERSITY   (Netherlands)

Author keywords

Antioxidant; Cancer; Cardiovascular disease; Chemoprevention; Flavones; Flavonoids; Flavonols; Prevention; Quercetin; Review

Indexed keywords

APIGENIN; FLAVONOID; FLAVONOL; KAEMPFEROL; LUTEOLIN; QUERCETIN;

CANCER EPIDEMIOLOGY; CANCER RISK; FOOD; FRUIT; HEALTH STATUS; HUMAN; ISCHEMIC HEART DISEASE; PLANT; REVIEW; RISK ASSESSMENT; VEGETABLE;

ABSORPTION; ANIMALS; CARDIOVASCULAR DISEASES; DIET; FLAVONOIDS; FOOD ANALYSIS; HUMANS; NEOPLASMS; NETHERLANDS; PLANTS; QUERCETIN; RISK FACTORS;

EID: 0030021661     PISSN: 09543007     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (97)

1. Aeshbacher HU, Meier H & Ruch E (1982): Nonmutagenicity in vivo of the food flavonol quercetin. Nutr. Cancer 4, 90-98.
2. Bate-Smith, EC (1954): Leuco-anthocyanins I: detection and identification of anthocyanidins formed from leuco-anthocyanins in plant tissues. Biochem. J. 58, 122.
3. Beretz A, Cazenave JP & Anton R (1982): Inhibition of aggregation and secretion of human platelets by quercetin and other flavonoids: structure-activity relationships. Agents Actions 12, 382-387.
4. Block G, Patterson B & Subar A (1992): Fruit, vegetables and cancer prevention : a review of the epidemiological evidence. Nutr. Cancer 17, 1-29.
5. Bors W & Saran M (1987): Radical scavenging by flavonoid antioxidants. Free Rad. Res. Comms 2, 289-294.
6. Brown CA, Bolton-Smith C, Woodward M & Tunstall-Pedoe H (1993): Coffee and tea consumption and prevalence of coronary heart disease in men and women: results from the Scottish Heart Health Study. J. EpidemioL Commun. Hlth 47, 171-175.
7. Castillo MH, Perkins E, Campbell JH, Doerr R, Hasset JM, Kandaswami C & Middleton E (1989): The effects of the bioflavonoid quercetin on squamous cell carcinoma of head and neck origin. Am. J. Surg. 158, 351-355.
8. Criqui MH & Ringel BL (1994): Does diet or alcohol explain the French paradox. Lancet 344, 1719-1723.
9. Demrow HS, Slane PR & Folts JD (1995): Administration of wine and grape juice inhibits in vivo platelet activity and thrombosis in stenosed canine coronary arteries. Circulation 91, 1182-1188.
10. De Rijke YB, Demacker PNM, Assen NA, Sloots LM, Katan MB & Stalenhoef AFH (1995): Red wine consumption does not affect the oxidation of low-density lipoproteins in humans. Atherosclerosis 115, Suppl., s15.
11. De Whalley CV, Rankin SM, Hoult JRS, Jessup W & Leake DS (1990): Flavonoids inhibit the oxidative modification of low density lipoproteins. Biochem. Pharmacol. 39, 1743-1749
12. Deschner EE, Ruperto JF, Wong GY & Newmark HL (1991): Quercetin and rutin as inhibitors of azoxymethanol-induced colonie neoplasia. Carcinogenesis 7, 1193-1196.
13. Deschner EE, Ruperto JF, Wong GY & Newmark HL (1993): The effect of dietary quercetin and rutin on aom-induced acute colonic epithelial abnormalities in mice fed a high fat diet. Nutr. Cancer 20, 199-204.
14. Dorant E (1994): Onion and leek consumption, garlic supplement use and the incidence of cancer. PhD thesis. University of Limburg, Maastricht, the Netherlands.
15. Dunnick JE & Hailey JR (1992): Toxicity and carcinogenicity studies of quercetin, a natural components of foods. Fundam. Appl. Toxicol. 19, 423-431.
16. Elongavan V, Sekar N & Govindasamy S (1994): Chemopreventive potential of dietary bioflavonoids against 20-methylcholanthrene-induced tumorigenesis. Cancer Lett. 87, 107-113.
17. Ertürk E, Hatcher JF, Nunoya T, Pamucku AM & Bryan GT (1984): Hepatic tumors in Sprague-Dawley (SD) and Fischer 344 F) female rats chronically exposed to quercetin (Q) or its glycoside rutin (R). Proc. Am. Assoc. Cancer Res. 25, 95-97.
18. Evans IA & Mason J (1965): Carcinogenic activity of bracken. Nature 208, 913-914.
19. Fischer M, Mills GD & Slaga TJ (1982): Inhibition of mouse skin tumour promotion by several inhibitors of the arachidonic acid metabolism. Carcinogenesis 3, 1243-1245.
20. Frankel EN, Kanner J, German JB, Parks E & Kinsella JE (1993): Inhibition of oxidation of human low-density lipoprotein by phenolic substances in red wine. Lancet 43, 454-457.
21. Fuhrman B, Lavy A & Aviram M (1995): Consumption of red wine with meals reduces the susceptibility of human plasma and low-density lipoprotein to lipid peroxidation. Am. J. Clin. Nutr. 61, 549-554.
22. Goldbohm RA, Brandt PA, Hertog MGL, Brants HAM & van Poppel G (1995): Flavonoid intake and risk of cancer: a prospective cohort study (abstract). Am. J. Epidemiol., Suppl. 141, s61.
23. Green MS & Harari G (1992): Association of serum lipoproteins and health-related habits with coffee and tea consumption in free-living subjects examined in the Israeli CORDIS Study 211, 532-545.
24. Griffiths L (1982): Mammalian metabolism of flavonoids. In The flavonoids. advances in research, eds J Harborne & T Mabry, pp 681-718. London: Chapman and Hall.
25. Grobbee DE, Rimmm EB, Giovanucci E, Colditz G, Stampfer M & Willet W (1990): Coffee, caffeine and cardiovascular disease in men. N. Engl. J. Med. 323, 1026-1032.
26. Grønbæck M, Deis A, Sørensen TIA, Becker U, Schnohr P & Jensen G (1995): Mortality associated with moderate intakes of wine, beer or spirits. Br. Med. J. 310, 1165-1169.
27. Gryglewski RJ, Korbut R, Robak J & Świȩs J (1987): On the mechanism of antithrombotic action of flavonoids. Biochem. Pharmacol. 36, 317-321.
28. Gugler R, Leschik M & Dengler HJ (1975): Disposition of quercetin in man after single oral and intravenous doses. Eur. J. Clin. Pharmacol. 9, 229-234.
29. Herrman K (1988): On the occurrence of flavonol and flavone glycosides in vegetables. Z. Lebensm.-Unters. Forsch. 186, 1-5.
30. Herrman K (1976): Flavonols and flavones in food plants: a review. J. Fd Technol. 11, 433-448.
31. Hertog MGL, Kromhout D, Aravanis C, Blackburn H, Buzina R, Fidanza F, Giampaoli S, Jansen A, Menotti A, Nedeljkovc S, Pekkarinen M, Simic BS, Toshima H, Feskens EJM, Hollman PCH & Katan MB (1995): Flavonoid intake and long-term risk of coronary heart disease and cancer in the Seven Countries Study. Arch. Intern. Med. 155, 381-386.
32. Hertog MGL, Feskens EJM, Holtman PCH, Katan, MB & Kromhout, D (1994a). Dietary antioxidant flavonoids and cancer risk in The Zutphen Elderly Study. Nutr. Cancer 22, 175-184.
33. Hertog MGL, Hollman PCH & Putte van de B (1993a): Content of potentially anticarcinogenic flavonoids of tea infusions, wines, and fruit juices. J. Agric. Fd Chem. 41, 1242-1246.
34. Hertog MGL, Hollman PCH, Katan MB & Kromhaut, D. (1993b): Intake of potentially anticarcinogenic flavonoids and their determinants in adults in The Netherlands. Nutr. Cancer 20, 21-29.
35. Hertog MGL, Feskens EJM, Hollman PCH, Katan MB & Kromhout D. (1993c): Dietary antioxidant flavonoids and risk of coronary heart disease. The Zutphen Elderly Study. Lancet 342, 1007-1011.
36. Hertog MGL, Hollman PCH & Katan MB (1992): Content of potentially anticarcinogenic flavonoids in 28 vegetables and 9 fruits commonly consumed in the Netherlands. J. Agric. Fd Chem. 40, 2379-2383.
37. Hirono I, Ueno I, Hosaka S, Takanashi H, Matsushima T, Sugimura T & Naton S (1981): Carcinogenicity examination of quercetin and rutin in ACI rats. Cancer Lett. 13, 15-21.
38. Hirono J, Aiso T, Yamaji T et al. (1984): Carcinogenicity in rats of ptaquiloside isolated from bracken Gann 75, 833-836.
39. Hollman PCH, deVries JHM & Katan MB (1995): Absorption of the dietary antioxidant quercetin in healthy ileostomy volunteers. Atherosclerosis 115, s49.
40. Huang M- & Ferraro T (1992): Phenolic compounds in foods and cancer prevention. In Phenolic compounds in food and their effects on health II. eds M-T Huang, C-h Ho & CY Lee, Chapter 2. Washington DC: ACS symposium series 507.
41. Huang M-T, Wood AW, Newmark HL, Sayer JM, Yagi H, Jerina DM & Conney AH (1983): Inhibition of the mutagenicity of bayregion diol-epoxides of polycyclic aromatic hydrocarbons by phenolic plant flavonoids. Carcinogenesis 4, 1631-1637.
42. Husain SR, Cillard J & Cillard P (1987): Hydroxy radical scavenging activity of flavonoids. Phytochemistry 26, 2489-2492.
43. IARC (International Agency for Research on Cancer) (1988): Monographs on the evaluation of carcinogenic risks to humans. Vol. 44: Alcohol drinking. Lyon: IARC.
44. Imai K & Nakachi K (1995): Cross-sectional study of effects of drinking green tea on cardiovascular and liver diseases. Br. Med. J. 310, 693-696.
45. Kato R, Nakadate T, Tamamoto S & Sugimura T (1983): Inhibition of 12-O-tetradeanoylphorbol-13-acetate-induced tumor promotion and ornithine decarboxylase activity by quercetin: possible involvement of lipoxygenase inhibition. Carcinogenesis 4(10), 1301-1305.
46. Keli SO, Hertog MGL, Feskens EJM & Kromhout D (1995): Flavonoids, antioxidant vitamins and risk of stroke. The Zutphen Study. Arch. Intern. Med., in press.
47. Klatsky AL & Armstrong MA (1993): Alcoholic beverage choice and risk of coronary artery disease mortality. Do red wine drinkers fare best? Am. J. Cardiol. 71, 467-469.
48. Klurfeld DM & Kritchevsky D (1981): Differential effects of alcoholic beverages on experimental atherosclerosis in rabbits. Exp. Mol. Pathol 34, 62-71.
49. Kono S, Shinchi K, Ikeda N, Yanai F & Imanishi K (1992): Green tea consumption and serum lipid profiles: a cross-sectional study in northern Kyushu, Japan. Prev. Med. 21, 526-531.
50. Kühnau J (1976): The flavonoids: a class of semi-essential food components: their role in human nutrition. World Rev. Nutr. Diet 24, 117-120.
51. Landolfi R, Mower RL & Steiner M (1984): Modification of platelet function and arachidonic acid metabolism by bioflavonoids. Biochem. Pharmacol. 33, 1525-1530.
52. Laughton MJ, Evans PJ, Moroney MA, Hoult JRS & Halliwell B (1991): Inhibition of mammalian 5-lipoxygenase and cyclooxygenase by flavonoids and phenolic dietary additives: relationship to antioxidant activity and to iron ion-reducing ability. Biochem. Pharmacol. 42, 1673-1681.
53. Limasset B, Le Doucen C, Dore J-C, Ojasoo T, Damon M & de Paulet AC (1993): Effects of flavonoids on the release of reactive oxygen species by stimulating human neutrophils: multivariate analysis to structure-activity relationships. Biochem. Pharmacol. 46, 1257-1271.
54. Longnecker MP, Orza MJ, Adams ME, Vioque J (1990): Chalmers T-C (1990): A meta-analysis of alcoholic beverage consumption in relation to risk of colorectal cancer. Cancer Causes Control 1, 59-68.
55. MacGregor JT (1984): Genetic and carcinogenic effects of plant flavonoids. An Overview. Adv. Exp. Med. Biol. 177, 497-526.
56. Markham KR (1989): Flavones, fiavonols and their glycosides. Meth. Plant Biochem. 1, 197-235.
57. Maxwell S, Cruickshank A & Thorpe G (1994): Red wine and antioxidant activity in serum. Lancet 344, 193-194.
58. Mookerjee BK, Lee TP, Lippes HA & Middleton E, Jr (1986): Some effects of flavonoids on lymphocyte proliferative responses. J. Immunopharmacol. 8, 371-392.
59. Morino K, Matsukura N, Ohgaki H, Kawachi T, Sugimura T & Hirono I (1982): Carcinogenicity test of quercetin and rutin in golden hamsters by oral administration. Carcinogenesis 3, 93-97.
60. Mukhtar H, Das M, Khan WA, Wang ZY, Bik DP & Bickers DR (1988): Exceptional activity of tannic acid among naturally occurring plant phenols in protecting against 7,12 dimethylbenz(a) anthracene-, benzo(a)pyrene-, 3-methylcholanthrene-, and N-methyl-N-nitrosourea-induced skin tumorgenesis in mice. Cancer Res. 48, 2361-2365.
61. Nagao M, Monta N, Yahagi T et al. (1991): Mutagenicity of 61 flavonoids and related compounds. Envir. Mutagenesis 3, 401-419.
62. Negre-Salvagyre A & Salvagyre R (1992): Quercetin prevents the cytoxicity of oxidized low-density lipoproteins by macrophages. Free Rad. Biol. Med. 12, 101-106.
63. Negre-Salvayre A, Mabile L, Delchambre J & Salvayre R (1995): Alpha-tocopherol, ascorbic acid and rutin inhibit synergistically the copper-promoted LDL oxidation and the cytotoxicity of oxidized LDL to cultured endothelial cells Biol. Trace Element Res. 47, 81-91.
64. Nieder M (1991): Pharmakokinetik der Ginkgo-Flavonole im Plasma. Münch. Med. Wschr. 133, s61-s62.
65. Pace-Asciak CR, Hahn S, Diamandis EP, Soleas G & Goldberg DM (1995): 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 235, 207-219.
66. Pamucku AM, Yalçiner S, Hatcher JF & Bryan GT (1980): Quercetin, a rat intestinal and bladder carcinogen present in bracken fern (Pteridium aquilinium). Cancer Res. 40, 3468-3472.
67. Ranelletti FO, Ricci R, Larocca LM, Maggiano N, Capelli A, Scambia G, Benedetti-Panici P, Mancuso S, Rumi C & Piantelli M (1992): Growth-inhibitory effect of quercetin and presence of type-II estrogen-binding sites in human colon-cancer cell lines and primary colorectal tumors. Int. J. Cancer 50, 486-492.
68. Renaud S & DeLorgeril M (1992): Wine, alcohol, platelets and the French paradox for coronary heart disease. Lancet 339, 1523-1526.
69. Rice-Evans CA, Miller NJ, Bolwell PG, Bramley PM & Pridham JB (1995): The relative antioxidant activities of plant-derived polyphenolic flavonoids. Free Rad. Res. 22, 275-283.
70. Robak J & Gryglewski RJ (1988): Flavonoids are scavengers of superoxide anion. Biochem. Pharmacol. 37, 83-88.
71. Robak J, Shridi F, Wolbis M & Krolikowska M (1988): Screening of the influence of flavonoids on lipoxygenase and cyclooxygenase activity, as well as on nonenzymic lipid oxidation. Pol. J. Pharmacol. Pharm. 40, 451-458.
72. Ross R (1993): The pathogenesis of atherosclerosis: a perspective for the 1990s. Nature 36(2), 801-809.
73. Ruf J-C, Berger J-L & Renaud S (1995): Platelet rebound effect of alcohol withdrawal and wine drinking in rats. Relation to tannins and lipid peroxidation. Arterioscler. Thromb. Vase. Biol. 15, 140-144.
74. Rusznyák S & Szent-Györgyi A (1936): Vitamin nature of flavones. Nature 138, 798.
75. Saito D, Shirai A, Matsushima T, Sugimura T & Hirono I (1980): Test of carcmogenicity of quercetin, a widely distributed mutagen in food. Teratog. Carcinog. Mutagen. 1, 213-221.
76. Scambia G, Ranelletti FO, Benedetti-Panici P, Piantelli M, Bonanno G, DeVincenzo R, Ferrandina G, Pierelli L, Capelli A & Mancuso S (1991): Quercetin inhibits the growth of a multidrug-resistant estrogen-receptor-negative MCF-7 human breast-cancer cell line expressing typ II estrogen-binding sites. Cancer Chemother. Pharmacol. 28, 255-258.
77. Seigneur M, Bonnet J, Dorian B, Benchimol D, Drouillet F, Gouverneur G, Larrue, J, Crockett R, Boisseau MR, Ribereau-Gayon P & Bricaud H (1990): Effect of the consumption of alcohol, white wine and red wine on platelet function and serum lipids. J. Appl. Cardiol. 5, 215-222.
78. Serafini M, Ghiselli A & Ferro-Luzzi A (1994): Red wine, tea and antioxidants. Lancet 344, 626 (letter).
79. Seiss M-H, Leclerk J, Canivenc-Lavier M-C, Rat P & Suschetet M (1995): Heterogeneous effects of natural flavonoids on monooxygenases activities in human and rat liver microsomes. Toxicol. Appl. Pharmacol. 130, 73-78.
80. Singleton VL (1981): Flavonoids. In Advances in food research, eds CO Childester, EM Mrak & GF Stewart, Vol. 27, pp 149-242. New York: Academic Press.
81. Sorata Y, Takahama U & Kimura M (1982): Protective effect of quercetin and rutin on photosensitized lysis of human erythrocytes in the presence of hematoporphyrin. Biochem. Biophys. Acta 799, 313-317.
82. Sousa RL & Marietta MA (1985): Inhibition of cytochrome P-450 activity in rat liver microsomes by the naturally occurring flavonoid quercetin. Arch. Biochem. Biophys. 240, 345-357.
83. Steinberg D, Parthasarathy S, Carew TE, Khoo JC & Witztum JL (1989): Modifications of low-density lipoprotein that increase its atherogenicity. N. Engl. J. Med. 320, 915-924.
84. Steinmetz KA & Potter JD (1991): Vegetables, fruits, and cancer I: epidemiology. Cancer Causes Control 2, 325-357.
85. Stensvold I, Tverdal A, Solvoll K & Per Foss O (1992): Tea consumption. Relationship to cholesterol, blood pressure and coronary and total mortality. Prev. Med. 21, 546-553.
86. Takahama U (1985): Inhibition of lipoxygenase-dependent lipid peroxidation by quercetin: Mechanism of antioxidative function. Phytochemistry 24, 1443-1446.
87. Teofili L, Pierelli L, lovino MS, Leone G, Scambia G, De Vincenzo R, Benedettti-Panici, P, Menichella G, Macri E, Piantelli M, Raneletti FO & Larocca, LM (1992): The combination of quercetin and cytosine arabinoside synergistically inhibits leucemic cell growth. Leuk.Res. 16, 497-503.
88. Verma AK, Johnson JA, Gould MN & Tanner MA (1988): Inhibition of 7,12-dimethylbenz(a)anthracene and N-nitrosomethylurea induced rat mammary cancer by dietary flavonol quercetin. Cancer Res. 48, 5754-5788.
89. Wattenberg LW (1985): Chemoprevention of cancer. Cancer Res. 45, 1-7.
90. Wei H, Tye L, Bresnick E & Birt DF (1990): Inhibitory effect of apigenin. a plant flavonoid, on epidermal ornithine decarboxylase and skin tumor promotion in mice. Cancer Res. 50, 499-502.
91. Whitehead TP, Robinson D, Allaway S, Syms J & Hale A (1995): Effect of red wine ingestion on the antioxidant capacity of serum. Clin. Chem. 41, 32-35.
92. Williams CA & Harborne, JB (1993): Flavone and flavonol glycosides. In The flavonoids: advances in research since 1986, ed, JB Harborne, pp 337-385. London : Chapman and Hall.
93. Yana CS & Wang Z-Y (1993): Tea and cancer. J. Nat. Cancer Inst. 85, 1038-1049.
94. Yasukawa K, Takido M, Takeuchi M, Sato Y, Nitta K & Nakagawa S (1990): Inhibitory effects of flavonol glycosides on 12-O-tetradecanoylphorbol-13-acetate-induced tumor promotion. Chem. Pharm. Bull. 38, 774-776.
95. Yoshida MA, Sasaki M, Sugimura K & Kawachi T (1980): Proc. Japan Acad. Sci. 56, 443-447.
96. Yoshida M, Sakai T, Hosokawa N, Marui N, Matsumoto K, Fujioka A, Nishino H & Aoike A (1990): The effect of quercetin on cell cycle progression and growth of human gastric cancer cells. FEBS Lett. 260, 10-13.
97. 1 phase of the cell cycle. Cancer Res., 52, 6676-6681.