Bioavailability of phenolic compounds

Critical Reviews in Food Science and Nutrition

Volumn 44, Issue 6, 2004, Pages 453-464

  Karakaya, Sibel ^a  

^a EGE UNIVERSITY   (Turkey)

Author keywords

Absorption; Bioavailability; Flavonoids; Phenolic acids; Phenolic compounds

Indexed keywords

BIOAVAILABILITY; COUMARIC ACID; PHENOLIC ACIDS; PHENOLIC COMPOUNDS;

ABSORPTION; ANTIOXIDANTS; DISEASE CONTROL; FOOD PRODUCTS; METABOLISM; MICROORGANISMS;

PHENOLS;

ANTHOCYANIN; CHALCONE DERIVATIVE; FLAVONE DERIVATIVE; FLAVONOID; FLAVONOL DERIVATIVE; HYDROXYBENZOIC ACID DERIVATIVE; ISOFLAVONE DERIVATIVE; PHENOL DERIVATIVE; PHENOLIC ACID;

BIOAVAILABILITY; CHEMISTRY; DIET; HUMAN; PLANT; REVIEW;

ANTHOCYANINS; BIOLOGICAL AVAILABILITY; CHALCONES; DIET; FLAVONES; FLAVONOIDS; FLAVONOLS; HUMANS; HYDROXYBENZOIC ACIDS; ISOFLAVONES; PHENOLS; PLANTS;

EID: 10044223312     PISSN: 10408398     EISSN: None     Source Type: Journal    
DOI: 10.1080/10408690490886683     Document Type: Review

References (89)

1. Acar, J. 1998. Fenolik bileşikler ve doǧal renk maddeleri. In: Gida Kimyasi, pp. 435-452. Saldamli, I., Ed., Hacettepe Üniversitesi Yayinlari, Ankara.
2. Adam, A., Crespy, V., Levrat-Verny, M.-A., Leenhardt, F., Leuillet, M., Demigné, C., and Rémésy, C. 2002. The bioavailability of ferulic acid is governed primarily by the food matrix rather than its metabolism in intestine and liver in rats. J. Nutr., 132:1962-1968.
3. Adlercreutz, H., Markkanen, H., and Watanabe, S. 1993. Plasma concentrations of phyto-oestrogens in Japanese men. Lancet, 342:1209-1210.
4. Adlercreutz, H., van der Wildt, J., kinzel, J., Attalla, H., Wähälä, K., Mäkelä, T., Hase, T., and Fotsis, T. 1995. Lignan and isoflavonoid conjugates in human urine. J Steroid Biochem Molec Biol., 52(1):97-103.
5. Aherne, S.A. and O'Brien, N.M. 2002. Dietary flavonols: Food content and metabolism. Nutrition, 18:75-81.
6. +-dependent active transport of phenyl-glucosides in the chicken small intestine. Comparative Biochem. Physiol., 20(2):471-478.
7. Andreasen, M.F., Kroon, P.A., Williamson, G., and Garcia-Conesa, M.-T. 2001. Intestinal release and uptake of phenolic antioxidant diferulic acids. Free Radic. Biol. Med., 31(3):304-314.
8. Breinholt, V., Hossaini, A., Svendsen, G.W., Brouwer, C., and Nielsen, S.E. 2000. Estrogenic activity of flavonoids in mice. The importance of estrogen receptor distribution metabolism and bioavailability. Food Chem Toxic., 38:555-564.
9. Bourne, L.C. and Rice-Evans, C.A. 1998. Urinary detection of hydroxycinnamates and flavonoids in humans after high dietary intake of fruit. Free Rad. Res., 28:429-438.
10. Cao, G., Sofic, E., and Prior, R.L. 1996. Antioxidant capacity of tea and common vegetables. J. Agric. Food Chem., 44(11):3426-3431.
11. Cao, G., Muccitelli, H.U., Sánchez-Moreno, C., and Prior, R.L. 2001. Anthocyanins are absorbed in glycated forms in elderly women: A pharmacokinetic study. Am. J. Clin. Nutr., 73:920-926.
12. Cassidy, A., Hanley, B., and Lamuela-Raventos, R.M. 2000. Isoflavones lignans and stilbens-origins metabolism and potential importance to human health. J. Sci. Food Agric., 80:1044-1062.
13. Chesson, A., Provan, G.J., Russell, W.R., Scobbie, L., Richardson, A.J., and Stewart, C. 1999. Hydroxycinnamic acids in the digestive tract of livestock and humans. J. Sci.Food Agric., 79:373-378.
14. Clifford, M.N. 2000a. Anthocyanins-nature occurrence and dietary burden. J. Sci. Food Agric., 80:1063-1072.
15. Clifford, M.N. 2000b. Miscellaneous phenols in foods and beverages - Nature, occurrence, and dietary burden. J. Sci. Food Agric., 80:1126-1137.
16. Cremin, P., Kasim-Karakaş, S., and Waterhouse, A.L. 2001. LC/ ES-MS Detection of hydroxycinnamates in human plazma and urine. J. Agric. Food Chem., 49:1747-1750.
17. Crespy, V., Morand, C., Besson, C., Manach, C., Démigné, C., and Rémésy, C. 2001a. Comparison of the intestinal absorption of quercetin, phloretin and their glucosides in rats. J. Nutr., 131:2109-2114.
18. Crespy, V., Aprikian, O., Morand, C., Besson, C., Manach, C., Démigné, C., and Rémésy, C. 2001b. Bioavailability of phloretin and phloridzin in rats. J. Nutr., 132:3227-3230.
19. Crespy, V., Morand, C., Besson, C., Manach, C., Démigné, C., and Rémésy, C. 2002. Quercetin, but not its glycosides, is absorbed from the rat stomach. J. Agric. Food Chem., 50:618-621.
20. DuPont, M.S., Bennett, R.N., Mellon, F.A., and Williamson, G. 2002. Polyphenols from alcoholic apple cider are absorbed metabolized and excreted by humans. J. Nutr., 132:172-175.
21. Ekşi, A. 1998. Meyve Suyu Durultma Tekniǧi. p. 127. Gida Teknolojisi Derneǧi, Yayin No: 9, San Matbaasi, Ankara.
22. Faulds, C.B. and Williamson, G. 1999. The role of hydroxycinnamates in the plant cell wall. J. Sci. Food Agric., 79:393-395.
23. Felgines, C., Texier, O., Besson, C., Fraisse, D., Lamaison, J.-L., and Rémésy, C. 2002. Blackberry anthocyanins are slightly bioavailable in rats. J. Nutr., 132:1249-1253.
24. Gee, J.M., DuPont, S., Day, A.J., Plumb, G. W., Williamson, G., and Johnson, I.T. 2000. Intestinal transport of quercetin glycosides in rats involves both deglycosylation and interaction with the hexose transport pathway. J. Nutr., 130:2765-2771.
25. Ghiselli, A. Nardini, M., Baldi, A., and Scaccini, C. 1998. Antioxidant activity of different phenolic fractions peperated from Italian red wine. J. Agric. Food Chem., 46(2):361-367.
26. Gil-Izquiredo, A., Gil, M.I., Ferreres, F., and Tomás-Barberán, P.A. 2001. In vitro availability of flavonoids and other phenolics in orange juice. J. Agric. Food Chem., 49:1035-1041.
27. Glöckl, I., Blaschke, G., and Veit, M. 2001. Validated methods for direct dtermination of hydroquinone glucuronide and sulfate in human urine after oral intake of bearberry leaf extract by capillary zone electrophoresis. J. Chromatography B, 761:261-266.
28. Grimmer, H.R., Parbhoo, V., and Mc Grath, R.M. 1992. Antimutagenicity of polyphenol-rich fractions from Sorghum bicolor grain. J. Sci. Food Agric., 59:251-256.
29. Gündüç, N. and El, S.N. 2001. Determination of the antioxidant effects of total phenol composition on in vitro low density lipoprotein (LDL) oxidation, International Symposium on Functional Foods Scientific and Global Perspectives, Paris, France. 17-19 October.
30. Halliwell, B. 1994. Free radicals and antioxidants: A personal view. Nutr. Rev., 52:253-265.
31. Hertog, M.G.L., Feskens, E.J.M., Hollman, P.C.H., Katan, M.B., and Kromhout, D. 1993. Dietary antioxidant flavonoids and risk of coronary heart disease: The Zutphen Elderly Study. Lancet, 342(23):1007-1011.
32. Hertog, M.G.L., Kromhout, D., Aravanis, C., and Blackburn, H. 1995. Flavonoid intake and long-term risk of coronary heart disease and cancer in the seven countries study. Arch. Intern. Med., 155(4):381-386.
33. Hollman, P.C.H., de Vries, J.H.M., van Leeuwen, S.D., Mengelers, M.J.B., and Katan, M.B. 1995. Absorption of dietary quercetin glycosides and quercetin in healthy ileostomy volunteers. Am. J. Clin. Nutr., 62:1276-1282.
34. Hollman, P.C.H. 1997. Bioavailability of flavonoids. Eur. J. Clin. Nutr., 51(Suppl. 1):66-69.
35. Hollman, P.C.H. and Katan, M.B. 1997. Absorption, metabolism, and health effects of dietary flavonoids in man. Biomed. Pharmacother., 51:305-310.
36. Hollman, P.C.H., van Trijp, J.M.P., Buysman, M.N.C.P., v.d. Gaag, M.S., Mengelers, M.J.B., de Vries, J.H.M., and Katan, M.B. 1997. Relative bioavailability of the antioxidant flavonoid quercetin from various foods in man. FEBS Letters, 418:152-156.
37. Hollman, P.C.H. and Arts, I.C.W. 2000. Flavonols, flavones, and flavanols - Nature, occurrence, and dietary burden. J. Sci. Food Agric., 80:1081-1093.
38. Hollman, P.C.H. 2001. Evidence for health benefits of plant phenols: Local or systemic effects. J. Sci. Food Agric., 81:842-852.
39. Hurtado, I., Caldu, P., Gonzola, A., Ramon, J.M., Minguez, S., and Fiol, C. 1997. Antioxidative capacity of wine on human LDL oxidation in vitro: Effect of skin contact in wine making of white wine. J. Agric. Food Chem., 42:64-69.
40. Joannou, G.E., Kelly, G.E., Reeder, A.Y., Waring, M., and Nelson, C. 1995. A urinary profile study of dietary phytoestrogens. The identification and mode of metabolism of new isoflavones. J. Steroid Biochem. Molec. Biol., 54:167-184.
41. Kanner, J.A., Frankel, E., Granit, R., German, B., and Kinsella, J.E. 1994. Natural antioxidants in grapes and wines. J. Agric. Food Chem., 42:64-69.
42. Karakaya, S., ve El, S.N. 1997. Flavonoidler ve saǧlik. Beslenme ve Diyet Dergisi/J. Nutr. Diet., 26(2):54-60.
43. Karakaya, S., El, S.N., ve Taş, A.A. 2001. Antioxidant activity of some foods containing phenolic compounds. Int. J. Food Sci. Nutr., 52:501-508.
44. Kivits, G.A.A., van der Sman, F.J.P., and Tijburg, L.B.M. 1997. Analysis of catechins from green and black tea in humans: A specific and sensitive colorimetric assay of total catechins in biological fluids. Intern. J. Food Sci. Nutr., 48:387-392.
45. Knekt, P., Jarvinen, R., Reunanen, A., and Maatele, J. 1999. Flavonoid intake and coronary mortality in Finland: A cohort study. Br. Med. J., 312:478-481.
46. Kroon, P.A. and Williamson, G. 1999. Hydroxycinnamates in plants and food: Current and future perspectives. J. Sci. Food Agric., 79:355-361.
47. Lapidot, T., Harel, S. Granit, R., and Kanner, J. 1998. Bioavailability of red wine athocyanins as detected in human. J. Agric. Food Chem., 46:4297-4302.
48. Manach, C., Morand, C., Crespy, V., Demigné, C., Texier, O., Régérat, F., and Rémésy, C. 1998. Quercetin is recovered in human plazma as conjugated derivatives that retain antioxidant properties. FEBS Letters, 426:331-336.
49. Manach, C., Texier, O., Morand, C., Crespy, V., Regerat, F., Démigné, C., and Rémésy, C. 1999a. Comparison of the bioavailability of quercetin and catechin in rats. Free Radic. Biol. Med., 27:1259-1266.
50. Manach, C., Morand, C., Crespy, V., and Rémésy, C. 1999b. Influence of the nature of quercetin glycolsylation on its bioavailability in rats. SFRR Europe Winter Meeting: BioFlavonoids and Polyphenols in Health and Disease, Dinard, France, OP17.
51. Miller, N.J. and Rice-Evans, C.A. 1997. The relative contributions of ascorbic acid and phenolic antioxidants to the total antioxidant activity of orange and apple fruit juices and blackcurrant drink. Food Chem., 60(3):331-337.
52. Milbury P.E., Cao, G., Prior, R.L., and Blumberg, J. 2002. Bioavailability of elderberry anthocyanins. Mech. Ageing & Development, 123:997-1006.
53. Miyazawa, T., Nakagawa, K., Kudo M., Muraishi, K., and Someya, K. 1999. Direct intestinal absorption of red fruit anthocyanins, cyanidin-3-glucoside and cyanidin-3-5-diglucoside, intorats and humans. J. Agric. Food Chem., 47:1083-1091.
54. Morton, M.S., Matos-Ferreira, A., Abranches-Monteiro, R., Correia, R., Blacklock, N., Chan, P.S.F., cheng, C., Llyod, S., Chieh-ping, W., and Griffiths, K. 1997. Measurement and metabolism of isoflavones and lignans in human male. Cancer Letters, 114:145-151.
55. Morton, L.W., Caccetta, R.A., Puddey, I.B., and Croft, K.D. 2000. Chemistry and biological effects of dietary phenolic compounds: Relevance to cardiovascular disease. Clin. Exp. Pharmacol. & Physiol, 27:152-159.
56. Murkovic, M., Adam, W., and Pfannhauser, W. 2000. Analysis of anthocyane glycosides in human serum. Fresenius J. Anal. Chem., 366:379-381.
57. Murota, K., Shimizu, S., Chujo, H., Moon, J. H., and Terao, J. 2000. Efficiency of absorption and metabolic conversion of quercetin and its glucosides in human intestinal cell line Caco-2. Arc. Biochem. Biophys., 384:391-397.
58. Murota, K., Shimizu, S., Miyamoto, S., Izumi, T., Obata, A., Kikuchi, M., and Terao, J. 2002, Unique uptake and transport of isoflavone aglycones by human intestinal Caco-2 cells: Comparison of isoflavones and flavonoids. J. Nutr., 132:1956-1961.
59. Olthof, M.R., Hollman, P.C.H., Vree, T.B., and Katan, M.B. 2000. Bioavalilabilities of quercetin-3-glucoside and quercetin-4′-glucoside do not differ in humans. J. Nutr., 130:1200-1203.
60. Olthof, M.R., Hollman, P.C.H., and Katan, M.B. 2001. Chlorogenic acid and caffeic acid are absorbed in humans. J. Nutr., 131:66-71.
61. Paganga, G. and Rice-Evans, C. 1997. The identification of flavonoids as glycosides in human plasma. FEBS Letters, 401:78-82.
62. Parr, A.J, and Bolwell, G.P. 2000. Phenols in the plant and in man. The potential for possible nutritional enhancement of the diet by modifying the phenols content or profile. J. Sci. Food Agric., 80:985-1012.
63. Perez-Vicente, A., Gil-Izquiredo, A., and Garcia-Viguera, C. 2002. In vitro gastrointestinal digestion study of pomegranate juice phenolic compounds, anthocyanins, and vitamin C. J. Agric. Food Chem., 50:2308-2312.
64. Piskula, K.M., Yamakoshi, J., and Iwai, Y. 1999. Daidzein and genistein but not their glucosides are absorbed from rat stomach. FEBS Letters, 447:287-291.
65. Plumb, G.W., Garcia-Conesa, M.T., Kroon, P.A., Rhodes, M., Ridley, S., and Williamson, G. 1999. Metabolism of chlorogenic acid by human plasma, liver, intestine, and gut microflora. J. Sci. Food Agric., 79:390-392.
66. Prior, R.L., Cao, G., Martin, A., Sofic, E., McEwen, J., O'Brien, C., Lischner, N., Ehienfeldt, M., Kalt, W., Gerard, K., and Mainland, C.M. 1998. Antioxidant capacity as influenced by total phenolic and anthocyanin content, maturity, and variety of Vaccinium species. J. Agric. Food Chem., 46:2686-2693.
67. Pumford, S.L., Morton, M.M., Turkes, A., and Griffiths, K. 2002. Determination of the isoflavones genistein and daidzein in biological samples by gas chromatography-mass spectrometry. Ann. Clin. Biochem., 39:281-292.
68. Rechner, A.R., Spencer, J.P.E., Kuhnle, G., Hahn, U., and Rice-Evans, C.A. 2001. Novel biomarkers of the metabolism of caffeic acid derivatives in vivo. Free Radic. Biol. Med., 30(11):1213-1222.
69. Rein, D., Lotito, S., Holt, R.R., Keen, C. L., and Schmitz, H.H. 2000. Epicatechin in human plasma: In vivo determination and effect of chocolate consumption on plasma oxidation status. J. Nutr., 130:2109S-2114S.
70. Rice-Evans, C.A., Miller, N.J., and Paganga, G. 1996. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic. Biol. Med., 20(7):933-956.
71. Rimm, E.B., Katan, M.B., Ascherio, A., Stampper, M.J. and Willett, W.C. 1996. Relation between intake of flavonoids and risk for coronary heart disease in male health professionals. Ann. Intern. Med., 125(5):384-389.
72. Robards, K., Prenzler, P.D., Tucker, G., Swatsitang, P. and Glover, W. 1999. Phenolic compounds and their role in oxidative processes in fruits. Food Chem., 66:401-436.
73. Rondini, L., Peyrat-Maillard, M.-N., Marsset-Baglieri, A., and Berset, C. 2002. Sulfated ferulic acid is the main in vivo metabolite found after short-term ingestion of free ferulic acid in rats. J. Agric. Food Chem., 50:3037-3041.
74. Ruiz-Larrea, M.B., Mohan, A.R., Paganga, G., Miller, N.J., Bolwell, G.P., and Rice-Evans, C.A. 1997. Antioxidant activity of phytoestrogenic isoflavones. Free Rad. Res., 26:63-70.
75. Scalbert, A. and Williamson, G. 2000. Dietary intake and bioavailability of polyphenols. J. Nutr., 130:2073S-2085S.
76. Scalbert, A., Morand, C., Manach, C., Rémésy, C. 2002. Absorption and metabolism of polyphenols in the gut and impact on health. Biomed. Pharmacother., 56:276-282.
77. Sesink, A.L.A., O'Leary, K.A., and Hollman, P.C.H. 2001. Quercetin glucuronides but not glucosides are present in human plasma after consumption of quercetin-3-glucoside or quercetin-4′-glucoside. J. Nutr., 131:1938-1941.
78. Shahidi, F. and Naczk, M. 1995. Food phenolics sources chemistry effects applications. Technomic Publishing Co. Inc., Lancester-Basel. 331 s.
79. Shimoi, K., Okada, H., Furugori, M., Goda, T., Takase, S., Suzuki, M., Hara, Y., Yamamoto, H., and Kinae, N. 1998. Intestinal absorption of luteolin and luteolin 7-O-β-glucoside in rats and humans. FEES Letters, 438:220-224.
80. Soleas, G.J., Tomlinson, G., Diamandis, E.P., and Goldberg, D.M. 1997. Relative contributions of polyphenolic constituents to the antioxidant status of wines: Development of a predictive model. J. Agric. Food Chem., 45:3995-4003.
81. Stavric, B. 1994. Antimutagens and anticarcinogens in foods. Food Chem. Taxicol., 32(1):79-90.
82. Tsuda, T., Horio, F., and Osawa, T. 1999. Absorption and metabolism of cyanidin 3-O-β-D-glucoside in rats. FEBS Letters, 449:179-182.
83. Vinson, J.A. and Hontz, B.A. 1995. Phenol antioxidant index: Comparative antioxidant effectiveness of red and white wines. J. Agric. Food Chem., 43:401-403.
84. Vinson, J.A., Dabbagh, Y.A., Mamdouh, M.S., and Jang, J. 1995 a. Plant flavonoids, especially tea flavonols, are powerful antioxidants using an in vitro oxidation model for heart disease. J. Agric. Food Chem., 43:2800-2802.
85. Vinson, J.A., Jang, J., Dabbagh, Y.A., Serry, M.M., and Cai, S. 1995b. Plant polyphenols exhibit lipoprotein-bound antioxidant activity using an in vitro oxidation model for heart disease. J. Agric. Food Chem., 43:2798-2799.
86. Wang, H., Cao, G., and Prior, R.L. 1996. Total antioxidant capacity of fruits. J. Agric. Food Chem., 44:701-705.
87. +-dependent mechanism is involved in mucosal uptake of cinnamic acid across the jejunal brush border in rats. J. Nutr., 125:1300-1308.
88. Wu, X., Cao, G., and Prior, R.L. 2002. Absorption and metabolism of anthocyanins in elderly women after consumption of elderberry or blueberry. J. Nutr., 132:1865-1871.
89. Xie, B., Shi, H., Chen, Q., and Ho, C.T. 1993. Antioxidant properties of fractions and polyphenol constituents from green, oolong, and black teas. Proceedings of the National Science Council, ROC, Part B, Life Sciences, 17(2):77-84.