Phytomedicine
Volume 13, Issue 5 , Pages 304-309 , 9 May 2006

Identification of equol producers in a Japanese population by high-performance liquid chromatography with coulometric array for determining serum isoflavones

  • J.H. Zhao

      Affiliations

    • Center for Community Medicine, Department of Environmental Medicine, Jichi Medical School, 3311-1 Yakushiji, Minamikawachi-machi, Kawachi-gun, Tochigi 329-0498, Japan
    • Second Hospital, Hebei Medical University, Shijiazhuang, China
    • CREST-JST, Kawaguchi, Saitama, Japan
    • ,
  • S.J. Sun

      Affiliations

    • Center for Community Medicine, Department of Environmental Medicine, Jichi Medical School, 3311-1 Yakushiji, Minamikawachi-machi, Kawachi-gun, Tochigi 329-0498, Japan
    • CREST-JST, Kawaguchi, Saitama, Japan
    • College of Public Health, Hebei Medical University, Shijiazhang, China
    • ,
  • Y. Arao

      Affiliations

    • Center for Community Medicine, Department of Environmental Medicine, Jichi Medical School, 3311-1 Yakushiji, Minamikawachi-machi, Kawachi-gun, Tochigi 329-0498, Japan
    • CREST-JST, Kawaguchi, Saitama, Japan
    • ,
  • E. Oguma

      Affiliations

    • Center for Community Medicine, Department of Environmental Medicine, Jichi Medical School, 3311-1 Yakushiji, Minamikawachi-machi, Kawachi-gun, Tochigi 329-0498, Japan
    • CREST-JST, Kawaguchi, Saitama, Japan
    • ,
  • K. Yamada

      Affiliations

    • CREST-JST, Kawaguchi, Saitama, Japan
    • Department of Bioscience and Biotechnology, Faculty of Agriculture, Kyushu University, Japan
    • ,
  • H. Horiguchi

      Affiliations

    • Center for Community Medicine, Department of Environmental Medicine, Jichi Medical School, 3311-1 Yakushiji, Minamikawachi-machi, Kawachi-gun, Tochigi 329-0498, Japan
    • CREST-JST, Kawaguchi, Saitama, Japan
    • ,
  • F. Kayama

      Affiliations

    • Center for Community Medicine, Department of Environmental Medicine, Jichi Medical School, 3311-1 Yakushiji, Minamikawachi-machi, Kawachi-gun, Tochigi 329-0498, Japan
    • CREST-JST, Kawaguchi, Saitama, Japan
    • Corresponding Author InformationCorresponding author. Center for Community Medicine, Department of Environmental Medicine, Jichi Medical School, 3311-1 Yakushiji, Minamikawachi-machi, Kawachi-gun, Tochigi 329-0498, Japan. Tel.: +81285587336; fax: +81285448465.

References 

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  3. Gamache PH, Acworth IN. Analysis of phytoestrogens and polyphenols in serum, tissue, and urine using HPLC with coulometric array detection. Proc. Soc. Exp. Biol. Med. 1998;217:274–280
  4. Heinonen S, Wahala K, Adlercreutz H. Identification of isoflavone metabolites dihydrodaidzein, dihydrogenistein, 6′-OH-O-dma, and cis-4-OH-equol in human urine by gas chromatography–mass spectroscopy using authentic reference compounds. Anal. Biochem. 1998;274:211–219
  5. Horiguchi H, Oguma E, Sasaki S, et al. Dietary exposure to cadmium at close to the current provisional tolerable weekly intake does not affect renal function among female Japanese farmers. Environ. Res. 2004;95:20–31
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  9. Kostelac D, Rechkemmer G, Briviba K. Phytoestrogens modulate binding response of estrogen receptors α and ß to the estrogen response elements. J. Agric. Food Chem. 2003;51:7632–7635
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  11. Lampe JW, Karr SC, Hutchins AM, et al. Urinary equol excretion with a soy challenge: influence of habitual diet. Proc. Soc. Exp. Biol. Med. 1998;217:335–339
  12. Lee AJ, Cai MX, Thomas PE, et al. Characterization of the oxidative metabolites of 17beta-estradiol and estrone formed by 15 selectively expressed human cytochrome p450 isoforms. Endocrinology. 2003;144:3382–3398
  13. Morito K, Hirose T, Kinjo J, et al. Interaction of phytoestrogens with estrogen receptors α and ß. Biol. Pharm. Bull. 2001;24:351–356
  14. Munro IC, Harwood M, Hlywka JJ, et al. Soy isoflavones: a safety review. Nutr. Rev. 2003;61:1–33
  15. Muthyala RS, Ju YH, Sheng S, et al. Equol, a natural estrogenic metabolite from soy isoflavones: convenient preparation and resolution of R- and S-equols and their differing binding and biological activity through estrogen receptors alpha and beta. Bioorgan. Med. Chem. 2004;12:1559–1567
  16. Nurmi T, Adlercreutz H. Sensitive high-performance liquid chromatographic method for profiling phytoestrogens using coulometric electrode array detection: application to serum analysis. Anal. Biochem. 1999;274:110–117
  17. Peng WX, Wang LS, Li HD, et al. Evidence for the involvement of human liver microsomes CYP1A2 in the mono-hydroxylation of daidzein. Clin. Chim. Acta. 2003;334:77–85
  18. Sasaki S, Yanagibori R, Amano K. Self-administered diet history questionnaire developed for health education: a relative validation of the test-version by comparison with 3-day diet record in women. J. Epidemiol. 1998;8:203–215
  19. Setchell KDR, Zimmer-Nechemias L, Cai J, et al. Exposure to infants of phyto-oestrogens from soy-based infant formula. Lancet. 1997;350:23–27
  20. Setchell KD, Clerici C, Lephart ED, et al. S-equol, a potent ligand for estrogen receptor beta, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora. Am. J. Clin. Nutr. 2005;81:1072–1079
  21. Turner NJ, Thomson BM, Shaw IC. Bioactive isoflavones in functional foods: the importance of gut microflora on bioavailability. Nutr. Rev. 2003;61:204–213
  22. Yellayi S, Naaz A, Szewczykowski MA, et al. The phytoestrogen genistein induces thymic and immune changes: a human health concern?. Proc. Natl. Acad. Sci. USA. 2002;99:7616–7621

☆ Core Research for Evolutionary Science and Technology, Japan Science Technology Corporation (CREST-JST) support this work.

PII: S0944-7113(05)00208-4

doi: 10.1016/j.phymed.2005.09.013

Phytomedicine
Volume 13, Issue 5 , Pages 304-309 , 9 May 2006

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