Microbial and dietary factors associated with the equol and 8-prenylnaringenin producer phenotypes

Acta Horticulturae

Volumn 848, Issue , 2009, Pages 235-246

  Bolca, S ^a   Possemiers, S ^a   Verstraete, W ^a   Van De Wiele, T ^a   Huybrechts, I ^a   De Henauw, S ^a   Bracke, M ^a   Heyerick, A ^a   De Keukeleire, D ^a   Depypere, H ^a  

^a GHENT UNIVERSITY   (Belgium)

Author keywords

Dietary intervention; Gut flora; Hops; Microbial bio activation; Phyto oestrogens; Soy

Indexed keywords

BACTERIA (MICROORGANISMS); CLOSTRIDIUM; CLOSTRIDIUM COCCOIDES; EUBACTERIUM RECTALE; GLYCINE MAX; HUMULUS;

EID: 75649106477     PISSN: 05677572     EISSN: None     Source Type: Book Series    
DOI: 10.17660/ActaHortic.2009.848.25     Document Type: Conference Paper

References (44)

1. Adlercreutz, H. 2002. Phyto-oestrogens and cancer. Lancet Oncol. 3:364-373.
2. Adlercreutz, H., Honjo, H., Higashi, A., Fotsis, T., Hämä läinen, E., Hasegawa, T. and Okada, H. 1991. Urinary excretion of lingans and isoflavonoid phytoestrogens in Japanese men and women consuming a traditional Japanese diet. Amer. J. Clin. Nutr. 54:1093-1100.
3. Atkinson, C., Frankenfeld, C. L. and Lampe, J. W. 2005. Gut bacterial metabolism of the soy isoflavone daidzein: exploring the relevance to human health. Exp. Biol Med. 230:155-170.
4. 14C]biochanin A in sheep. Austr. J. Agri. Res. 22:131-138.
5. Bingham, S. A., Atkinson, C., Liggins, J., Bluck, L. and Coward, A. 1998. Phytooestrogens: where are we now? Br. J. Nutr. 79:393-406.
6. Blakesmith, S. J., Lyons-Wall, P. M., Joannou, G. E., Petocz, P. and Samman, S. 2005. Urinary isoflavonoid excretion is inversely associated with the ratio of protein to dietary fibre intake in young women. Eur. J. Nutr. 59:284-290.
7. Bolca, S., Huybrechts, I., Verschraegen, M., De Henauw, S. and Van de Wiele, T. 2009. Validity and reproducibility of a self-administered semi-quantitative food-frequency questionnaire for estimating usual daily fat, fibre, alcohol, caffeine, and theobromine intakes among Belgian post-menopausal women. Intl. J. Environ. Res. Public Health 6:121-150.
8. Bolca, S., Possemiers, S., Herregat, A., Huybrechts, I., Heyerick, A., De Vriese, S., Verbruggen, M., Depypere, H., De Keukeleire, D., Bracke, M., De Henauw, S., Verstraete, W. and Van de Wiele, T. 2007a. Microbial and dietary factors are associated with the equol producer phenotype in healthy postmenopausal women. J. Nutr. 137:2242-2246.
9. Bolca, S., Possemiers, S., Maervoet, V., Huybrechts, I., Heyerick, A., Vervarcke, S., Depypere, H., De Keukeleire, D., Bracke, M., De Henauw, S., Verstraete, W. and Van de Wiele, T. 2007b. Microbial and dietary factors associated with the 8-prenylnaringenin producer phenotype: a dietary intervention trial with fifty healthy post-menopausal Caucasian women. Br. J. Nutr. 98:950-959.
10. Bonorden, M. J. L., Greany, K. A., Wangen, K. E., Phipps, W. R., Feirtag, J., Adlercreutz, H. and Kurzer, M. S. 2004. Consumption of Lactobacillus acidophilus and Bifidobacterium longum do not alter urinary equol excretion and plasma reproductive hormones in premenopausal women. Eur. J. Clin. Nutr. 58:1635-1642.
11. Coldham, N. G. and Sauer, M. J. 2001. Identification, quantitation and biological activity of phytoestrogens in a dietary supplement for breast enhancement. Food Chem. Toxicol. 39:1211-1224.
12. Decroos, K., Vanhemmens, S., Cattoir, S., Boon, N. and Verstraete, W. 2005. Isolation and characterization of an equol producing mixed microbial culture from a human faecal sample and its activity under gastrointestinal conditions. Arch. Microbiol. 183:45-55.
13. Dixon, R. A. 2004. Phytoestrogens. Annu. Rev. Plant Biol. 55:225-261.
14. Fletcher, R. J. 2003. Food sources of phyto-oestrogens and their precursors in Europe. Br. J. Nutr. 89:S39-S43.
15. Frankenfeld, C. L., Atkinson, C., Thomas, W. K., Goode, E. L., Gonzalez, A., Jokela, T., Wähälä, K., Schwartz, S. M., Li, S. S. and Lampe, J. W. 2004a. Familial correlations, segregation analysis, and nongenetic correlates of soy isoflavone-metabolizing phenotypes. Exp. Biol. Med. 229:902-913.
16. Frankenfeld, C. L., McTiernan, A., Tworoger, S. S., Atkinson, C., Thomas, W. K., Stanczyk, F. Z., Marcovina, S. M., Weigle, D. S., Weiss, N. S., Holt, V. L., Schwartz, S. M. and Lampe, J. W. 2004b. Serum steroid hormones, sex hormone-binding globulin concentrations and urinary hydroxylated estrogen metabolites in post-menopausal women in relation to daidzein-metabolizing phenotypes. J. Steroid Biochem. Mol. Biol. 88:399-408.
17. Frankenfeld, C. L., Patterson, R. E., Horner, N. K., Neuhouser, M. L., Skor, H. E., Kalhorn, T. F., Howald, W. N. and Lampe, J. W. 2003. Validation of a soy food frequency questionnaire and evaluation of correlates of plasma isoflavone concentrations in postmenopausal women. Amer. J. Clin. Nutr. 77:674-680.
18. Gardana, C., Canzi, E. and Simonetti, P. 2008. The role of diet in the metabolism of daidzein by human faecal microbiota sampled from Italian volunteers. J. Nutr. Biochem. Epub.
19. Gates, S. and Miners, O. 1999. Cytochrome P450 isoform selectivity in human hepatic theobromine metabolism. J. Clin. Pharmacol. 47:299-305.
20. Guo, J., Nikolic, D., Chadwick, L. R., Pauli, G. F. and van Breemen, R. B. 2006. Identification of human hepatic cytochrome P450 enzymes involved in the metabolism of 8-prenylnaringenin and isoxanthohumol form hops (Humulus lupulus L.). Drug Metab. Dispos. 34:1152-1159.
21. Heyerick, A., Vervarcke, S., Depypere, H., Bracke, M. and De Keukeleire, D. 2006. A first prospective, randomized, double-blind, placebo-controlled study on the use of a standarized hop extract to alleviate menopausal discomforts. Maturitas 54:164-175.
22. Higdon, J. V. and Frei, B. 2006. Coffee and health: a review of recent human research. Crit. Rev. Food Sci. Nutr. 46:101-123.
23. Hoge Gezondheidsraad. 2006. Voedingsaanbevelingen voor België: herziening november 2006 (Dietary recommendations in Belgium: revised November 2006). Federale overheidsdienst Volksgezondheid, Veiligheid van de voedselketen en Leefmilieu, Brussels.
24. Horner, N. K., Kristal, A. R., Prunty, J., Skor, H. E., Potter, J. D. and Lampe, J. W. 2002. Dietary determinants of plasma enterolactone. Cancer Epidemiol. Biomarkers Prev. 11:121-126.
25. Lampe, J. W., Karr, S. C., Hutchins, A. M. and Slavin, J. L. 1998. Urinary equol excretion with a soy challenge: influence of habitual diet. Proc. Soc. Exp. Biol Med. 217:335-339.
26. Lampe, J. W., Skor, H. E., Wähälä, K., Howald, W. N. and Chen, C. 2001. Wheat bran and soy protein feeding do not alter urinary excretion of the isoflavan equol in premenopausal women. J. Nutr. 131:740-744.
27. LeMarchand, L., Franke, A. A., Custer, L. J., Wilkens, L. R. and Cooney, R. V. 1997. lifestyle and nutritional correlates of cytochrome CYP1A2 activity: inverse associations with plasma lutein and alpha-tocopherol. Pharmacogenetics 7:11-19.
28. Lundh, T. J. O., Pettersen, H. and Kiessling, K. 1988. Demethylation and conjugation of formononetin and daidzein in sheep and cow liver microsomes. J. Agri. Food Chem. 36:22-25.
29. Maubach, J., Bracke, M. E., Heyerick, A., Depypere, H. T., Serreyn, R. F., Mareel, M. M. and De Keukeleire, D. 2003. Quantitation of soy-derived phytoetrogens in human breast tissue and biological fluids by high-performance liquid chromatography. J. Chromatogr. B 784:137-144.
30. Milligan, S. R., Kalita, J. C., Heyerick, A., Rong, H., De Cooman, L. and De Keukeleire, D. 1999. Identification of a potent phytoestrogen in hops (Humulus lupulus L.) and beer. J. Clin. Endocrinol. Metabol. 83:2249-2252.
31. Nettleton, J. A., Greany, K. A., Thomas, W. K., Wangen, K. E., Adlercreutz, H. and Kurzer, M. S. 2004. Plasma phytoestrogens are not altered by probiotic consumption in postmenopausal women with and without a history of breast cancer. J. Nutr. 134:1998-2003.
32. Nikolic, D., Li, Y., Chadwick, L. R., Pauli, G. and van Breemen, R. B. 2005. Metabolism of xanthohumol and isoxanthohumol, prenylated flavonoids from hops (Humulus lupulus L.), by human liver microsomes. J. Mass Spectrom. 40:289-299.
33. Pollock, B. G., Wylie, M. and Stack, J. A. 1999. Inhibition of caffeine metabolism by estrogen replacement therapy in postmenopausal women. J. Clin. Pharmacol. 39:936-940.
34. Possemiers, S., Bolca, S., Eeckhaut, E., Depypere, H. and Verstraete, W. 2007. Metabolism of isoflavones, lignans and prenylflavonoids by intestinal bacteria: producer phenotyping and relation with intestinal community. Fems Microbiol. Ecol. 61:372-383.
35. Possemiers, S., Bolca, S., Grootaert, C., Heyerick, A., Decroos, K., Dhooge, W., De Keukeleire, D., Rabot, S., Verstraete, W. and Van de Wiele, T. 2006. Isoxanthohumol from hops (Humulus lupulus L.) is activated into the potent phytoestrogen 8-prenylnaringenin in vitro and in the human intestine. J. Nutr. 136:1862-1867.
36. Possemiers, S., Heyerick, A., Robbens, V., De Keukeleire, D. and Verstraete, W. 2005. Activation of pro-estrogens form hops (Humulus lupulus L.) by intestinal microbiota; conversion of isoxanthohumol into 8-prenylnaringenin. J. Agri. Food Chem. 53:6281-6288.
37. Rizzo, N., Hispard, E., Dolbeault, S., Dally, S., Leverge, R. and Girre, C. 1997. Impact of long-term ethanol consumption on CYP1A2 activity. Clin. Pharmacol. Therapeutics 62:505-509.
38. Rowland, I. R., Faughnan, M., Hoey, L., Wähälä, K., Williamson, G. and Cassidy, A. 2003. Bioavailability of phyto-estrogens. Br. J. Nutr. 89:S45-S58.
39. Rowland, I. R., Wiseman, H., Sanders, T. A. B., Adlercreutz, H. and Bowey, E. A. 2000. Interindividual variation in metabolism of soy isoflavones and lignans: influence of habitual diet on equol production by the gut microflora. Nutr. Cancer 36:27-32.
40. Schaefer, O., Bohlmann, R., Schleuning, W.-D., Schulze-Forster, K. and Hümpel, M. 2005. Development of a radioimmunoassay for the quantitative determination of 8-prenylnaringenin in biological matrices. J. Agri. Food Chem. 53:2881-2889.
41. Schmider, J., Greenblatt, D. J., Von Moltke, L. L., Karsov, D., Vena, R., Friedman, H. L. and Shader, R. I. 1997. Biotransformation of mestranol to ethinyl estradiol in vitro: the role of cytochrome P-450 2C9 and metabolic inhibitors. J. Clin. Pharmacol. 37:193-200.
42. Setchell, K. D. R., Brown, N. M. and Lydeking-Olsen, E. 2002. The clinical importance of the metabolite equol - a clue to the effectiveness of soy and its isoflavones. J. Nutr. 132:3577-3584.
43. Stevens, J. F., Taylor, A. W. and Deinzer, M. L. 1999. Quantitative analysis of xanthohumol and related prenylflavonoids in hops and beer by liquid chromatography-tandem mass spectrometry. J. Chromatogr. A 832:97-107.
44. Van de Wiele, T., Boon, N., Possemiers, S., Jacobs, H. and Verstraete, W. 2004. Prebiotic effects of chicory inulin in the simulator of the human intestinal microbial ecosystem. Fems Microbiol. Ecol. 51:143-153.