Isoflavonoid glucosides are deconjugated and absorbed in the small intestine of human subjects with ileostomies

American Journal of Clinical Nutrition

Volumn 85, Issue 4, 2007, Pages 1050-1056

  Walsh, Kelly R ^a   Haak, Sara J ^a   Bohn, Torsten ^a   Tian, Qingguo ^a   Schwartz, Steven J ^a   Failla, Mark L ^a  

^a OHIO STATE UNIVERSITY   (United States)

Author keywords

Dihydrodaidzein; Dihydrogenistein; Equol; Ileostomy; Isoflavonoid absorption; O desmethylangolensin; Small intestine; Soy isoflavonoids

Indexed keywords

AGLYCONE; DAIDZEIN; DIHYDRODAIDZEIN; EQUOL; GENISTEIN; GLYCITEIN; ISOFLAVONOID; O DESMETHYLANGOLENSIN; UNCLASSIFIED DRUG;

ABSORPTION; ADULT; ARTICLE; FEMALE; GASTROINTESTINAL TRACT; HUMAN; HUMAN EXPERIMENT; ILEOSTOMY; MALE; METABOLISM; NORMAL HUMAN; SMALL INTESTINE; SOYBEAN; URINALYSIS; URINARY EXCRETION;

EID: 34147147914     PISSN: 00029165     EISSN: None     Source Type: Journal    
DOI: 10.1093/ajcn/85.4.1050     Document Type: Article

References (42)

1. Wang H, Murphy PA. Isoflavone content in commercial soybean foods. J Agric Food Chem 1994;42:1666-73.
2. Setchell KDR, Brown NM, Zimmer-Nechemias L, et al. Evidence for lack of absorption of soy isoflavone glycosides in humans, supporting the crucial role of intestinal metabolism for bioavailability. Am J Clin Nutr 2002;76:447-53.
3. Setchell KDR, Brown NM, Desai P, et al. Bioavailability of pure isoflavones in healthy humans and analysis of commercial soy isoflavone supplements. J Nutr 2001;131(suppl):1362S-75S.
4. King RA, Bursill DB. Plasma and urinary kinetics of the isoflavones daidzein and genistein after a single soy meal in humans. Am J Clin Nutr 1998;67:867-72.
5. Turner NJ, Thomson BM, Shaw IC. Bioactive isoflavones in functional foods: the importance of gut microflora on bioavailability. Nutr Rev 2003;61:204-13.
6. Richelle M, Pridmore-Merten S, Bodenstab S, Enslen M, Offord EA. Hydrolysis of isoflavone glycosides to aglycones by β-glycosidase does not alter plasma and urine isoflavone pharmacokinetics in postmenopausal women. J Nutr 2002;132:2587-92.
7. Xu X, Harris KS, Wang H, Murphy PA, Hendrich SA. Bioavailability of soybean isoflavones depends upon gut microflora in women. J Nutr 1995;125:2307-15.
8. Zhang Y, Wang GJ, Song TT, Murphy PA, Hendrich S. Urinary disposition of the soybean isoflavones daidzein, genistein and glycitein differs among humans with moderate fecal isoflavone degradation activity. J Nutr 1999;129:957-62.
9. Franke AA, Custer LJ, Hundahl SA. Determinants for urinary and plasma isoflavones in humans after soy intake. Nutr Cancer 2004;50:141-54.
10. Sfakianos J, Coward L, Kirk M, Barnes S. Intestinal uptake and biliary excretion of the isoflavone genistein in rats. J Nutr 1997;127:1260-8.
11. Setchell KDR, Brown NM, Desai PB, et al. Bioavailability, disposition, and dose-response effects of soy isoflavones when consumed by healthy women at physiologically typical dietary intakes. J Nutr 2003;133:1027-35.
12. Rowland I, Faughnan M, Hoey L, Wahala K, Williamson G, Cassidy A. Bioavailability of phyto-oestrogens. Br J Nutr 2003;89(suppl):S45-58.
13. Simons AL, Renouf M, Hendrich S, Murphy PA. Metabolism of glycitein (7,4′-Dihydroxy-6-methoxy-isoflavone) by human microflora. J Agric Food Chem 2005;53:8519-25.
14. Andlauer W, Kolb J, Fürst P. Isoflavones from tofu are absorbed and metabolized in the isolated rat small intestine. J Nutr 2000;130:3021-27.
15. Andlauer W, Kolb J, Stehle P, Fürst P. Absorption and metabolism of genistein in isolated rat small intestine. J Nutr 2000;130:843-46.
16. Bowey E, Adlercreutz H, Rowland I. Metabolism of isoflavones and lignans by the gut microflora: a study in germ-free and human flora associated rats. Food Chem Toxicol 2003;41:631-36.
17. Day AJ, Cañada FJ, Díaz JC, et al. Dietary flavonoid and isoflavone glycosides are hydrolyzed by the lactase site of lactase phlorizin hydrolase. FEBS Lett 2000;468:166-70.
18. Nemeth K, Plumb GW, Berrin JG, et al. Deglycosylation by small intestinal epithelial cell β-glucosidases is a critical step in the absorption and metabolism of dietary flavonoid glycosides in humans. Eur J Nutr 2003;42:29-42.
19. Wilkinson AP, Gee JM, Dupont MS, et al. Hydrolysis by lactase phlorizin hydrolase is the first step in the uptake of daidzein glucosides by rat small intestine in vitro. Xenobiotica 2003;33:255-64.
20. Walsh KR, Zhang YC, Vodovotz Y, Schwartz SJ, Failla ML. Stability and bioaccessibility of isoflavones from soy bread during in vitro digestion. J Agric Food Chem 2003;51:4603-9.
21. Franke AA, Yu MC, Maskarinec G, Fanti P, Zheng W, Custer LJ. Phytoestrogens in human biomatrices including breast milk. Biochem Soc Trans 1999;27:308-18.
22. Block G, Woods M, Potosky H, Clifford C. Validation of a self-administered diet history questionnaire using multiple diet records. J Clin Epidemiol 1998;43:1327-35.
23. Maskarinec G, Singh S, Meng L, Franke AA. Dietary soy intake and urinary isoflavone excretion among women from a multiethnic population. Cancer Epidemiol Biomarkers Prev 1998;7:613-9.
24. Murphy PA, Song T, Buseman G, et al. Isoflavones in retail and institutional soy foods. J Agric Food Chem 1999;47:2697-704.
25. Franke AA, Custer LJ, Wang W, Shi CY. HPLC analysis of isoflavonoids and other phenolic agents from foods and from human fluids. Proc Soc Exp Biol Med 1998;217:263-73.
26. Kulling SE, Honig DM, Metzler M. Oxidative metabolism of the soy isoflavones daidzein and genistein in humans in vitro and in vivo. J Agric Food Chem 2001;49:3024-33.
27. Murphy PA, Barua K, Hauck CC. Solvent extraction selection in the determination of isoflavones in soy foods. J Chromatogr B 2002;777:129-38.
28. Livny O, Reifen R, Levy I, et al. β-carotene bioavailability from differently processed carrot meals in human ileostomy volunteers. Eur J Nutr 2003;42:338-45.
29. Faulks RM, Hart DJ, Brett GM, Dainty JR, Southon S. Kinetics of gastro-intestinal transit and carotenoid absorption and disposal in ileostomy volunteers fed spinach meals. Eur J Nutr 2004;43:15-22.
30. Hollman PCH, deVries JHM, van Leeuwen SD, Mengelers MJB, Katan MB. Absorption of dietary quercetin glycosides and quercetin in healthy ileostomy volunteers. Am J Clin Nutr 1995;62:1276-82.
31. Walle T, Otake Y, Walle UK, Wilson FA. Quercetin glucosides are completely hydrolyzed in ileostomy patients before absorption. J Nutr 2000;130:2658-61.
32. Chen J, Lin H, Hu M. Metabolism of flavonoids via enteric recycling: role of intestinal disposition. J Pharm Exp Therap 2003;304:1228-35.
33. Atkinson C, Skor HE, Fitzgibbons ED, et al. Overnight urinary isoflavone excretion in a population of women living in the United States, and its relationship to isoflavone intake. Cancer Epidemiol Biomarkers Prev 2002;11:253-60.
34. Ritchie MR, Morton MS, Thompson AM, et al. Investigation of the reliability of 24h urine excretion as a biomarker of isoflavone exposure over time and over a wide range of isoflavonoide intakes. Eur J Clin Nutr 2004;58:1286-9.
35. Zheng Y, Lee S-O, Verbruggen MA, Murphy PA, Hendrich S. The apparent absorptions of isoflavone glucosides and aglucons are similar in women and are increased by rapid gut transit time and low fecal isoflavone degradation. J Nutr 2004;134:2534-9.
36. Andersson H. The ileostomy model for the study of carbohydrate digestion and carbohydrate effects on sterol excretion in man. Eur J Clin Nutr 1992;46(suppl):S69-76.
37. Wright HK. The functional consequences of colectomy. Am J Surg 1975;130:532-4.
38. Gorbach SL, Nahas L, Weinstein L, Levitan R, Patterson JF. Studies of intestinal microflora IV. The microflora of ileostomy effluent: a unique microbial ecology. Gastroenterology 1967;53:874-80.
39. Finegold SM, Sutter VL, Boyle JD, Shimada K. The normal flora of ileostomy and transvers colostomy effluents. J Infect Dis 1970;122:376-81.
40. Blair RM, Appt SE, Franke AA, Clarkson TB. Treatment with antibiotics reduces plasma equol concentration in cynomolgus monkeys (Macaca fasicularis). J Nutr 2003;133:2262-7.
41. Setchell KDR, Brown NM, Lydeking-Olsen E. The clinical importance of the metabolite equol - a clue to the effectiveness of soy and its isoflavones. J Nutr 2002;132:3577-84.
42. Atkinson C, Frankefeld CL, Lampe JW. Gut bacterial metabolism of the soy isoflavone daidzein: exploring the relevance to human health. Exp Biol Med 2005;230:155-70.