메뉴 건너뛰기




Volumn 187, Issue 2, 2007, Pages 155-160

Production of phytoestrogen S-equol from daidzein in mixed culture of two anaerobic bacteria

Author keywords

Anaerobic bacteria; Daidzein; Intestinal; Isoflavone; S equol

Indexed keywords

DAIDZEIN; DIHYDRODAIDZEIN; EQUOL; PHYTOESTROGEN; UNCLASSIFIED DRUG;

EID: 33846685204     PISSN: 03028933     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00203-006-0183-8     Document Type: Article
Times cited : (67)

References (32)
  • 1
    • 0022880001 scopus 로고
    • Determination of urinary lignans and phytoestrogen metabolites, potential antiestrogens and anti-carcinogens, in urine of women on various habitual diets
    • Adlercreutz H et al (1986) Determination of urinary lignans and phytoestrogen metabolites, potential antiestrogens and anti-carcinogens, in urine of women on various habitual diets. J Steroid Biochem 25:791-797
    • (1986) J Steroid Biochem , vol.25 , pp. 791-797
    • Adlercreutz, H.1
  • 2
    • 0026583722 scopus 로고
    • Dietary phyto-oestrogens and the menopause in Japan (letter)
    • Adlercreutz H, Hamalainen H, Gorbach S, Goldin S (1992) Dietary phyto-oestrogens and the menopause in Japan (letter). Lancet 339:1233
    • (1992) Lancet , vol.339 , pp. 1233
    • Adlercreutz, H.1    Hamalainen, H.2    Gorbach, S.3    Goldin, S.4
  • 3
    • 2342622175 scopus 로고    scopus 로고
    • Comparisons of percent equol producers between prostate cancer patients and controls: Case-controlled studies of isoflavones in Japanese, Korean and American residents
    • Akaza H et al (2004) Comparisons of percent equol producers between prostate cancer patients and controls: case-controlled studies of isoflavones in Japanese, Korean and American residents. Jpn J Clin Oncol 34:86-89
    • (2004) Jpn J Clin Oncol , vol.34 , pp. 86-89
    • Akaza, H.1
  • 4
    • 0020084955 scopus 로고
    • The identification of the weak oestrogen equol [7-hydroxy-3-(4′- hydroxyphenyl) chroman] in human urine
    • Axelson M, Kirk DN, Farrant RD, Cooley G, Lawson AM, Setchell KDR (1982) The identification of the weak oestrogen equol [7-hydroxy-3-(4′- hydroxyphenyl) chroman] in human urine. Biochem J 201:353-357
    • (1982) Biochem J , vol.201 , pp. 353-357
    • Axelson, M.1    Kirk, D.N.2    Farrant, R.D.3    Cooley, G.4    Lawson, A.M.5    Setchell, K.D.R.6
  • 6
    • 0037401122 scopus 로고    scopus 로고
    • Metabolism of isoflavones and lignans by the gut microflora: A study in germ-free and human flora associated rats
    • Bowey E, Adlercreutz H, Rowland I (2003) Metabolism of isoflavones and lignans by the gut microflora: a study in germ-free and human flora associated rats. Food Chem Toxicol 41:631-636
    • (2003) Food Chem Toxicol , vol.41 , pp. 631-636
    • Bowey, E.1    Adlercreutz, H.2    Rowland, I.3
  • 7
    • 0032701450 scopus 로고    scopus 로고
    • Biotransforming of genistein in the rat: Elucidation of metabolite structure by production mass fragmentology
    • Coldham NG et al (1999) Biotransforming of genistein in the rat: elucidation of metabolite structure by production mass fragmentology. J Steroid Biochem Mole Biol 70:168-184
    • (1999) J Steroid Biochem Mole Biol , vol.70 , pp. 168-184
    • Coldham, N.G.1
  • 8
    • 0001210321 scopus 로고
    • Identification of equol in the urine of the domestic fowl
    • Common R, Aimsworth L (1961) Identification of equol in the urine of the domestic fowl. Biochim Biophys Acta 53:403-404
    • (1961) Biochim Biophys Acta , vol.53 , pp. 403-404
    • Common, R.1    Aimsworth, L.2
  • 9
    • 0029562525 scopus 로고
    • Bacterial morphinone reductase is related to old yellow enzyme
    • French CE, Bruce NC (1995) Bacterial morphinone reductase is related to old yellow enzyme. Biochem J 312(Pt 3):671-678
    • (1995) Biochem J , vol.312 , Issue.PART 3 , pp. 671-678
    • French, C.E.1    Bruce, N.C.2
  • 10
    • 0025283870 scopus 로고
    • Antimutagens and anticarcinogens: A survey of putative interceptor molecules
    • Hartman PE, Shankel DM (1990) Antimutagens and anticarcinogens: a survey of putative interceptor molecules. Environ Mol Mutagen 15:145-182
    • (1990) Environ Mol Mutagen , vol.15 , pp. 145-182
    • Hartman, P.E.1    Shankel, D.M.2
  • 11
    • 0347992819 scopus 로고    scopus 로고
    • Metabolism of the soy isoflavones daidzein, genistein and glycitein in human subjects. Identification of new metabolites having an intact isoflavonoid skeleton
    • Heinonen SM, Hoikkala A, Wahala K, Adlercreutz H (2003) Metabolism of the soy isoflavones daidzein, genistein and glycitein in human subjects. Identification of new metabolites having an intact isoflavonoid skeleton. J Steroid Biochem Mol Biol 87:285-299
    • (2003) J Steroid Biochem Mol Biol , vol.87 , pp. 285-299
    • Heinonen, S.M.1    Hoikkala, A.2    Wahala, K.3    Adlercreutz, H.4
  • 12
    • 0028018410 scopus 로고
    • Natural flavonoids and lignans are potent cytostatic agents against human leukemic HL-60 cells
    • Hirano T, Gotoh M, Oka K (1994) Natural flavonoids and lignans are potent cytostatic agents against human leukemic HL-60 cells. Life Sci 55:1061-1069
    • (1994) Life Sci , vol.55 , pp. 1061-1069
    • Hirano, T.1    Gotoh, M.2    Oka, K.3
  • 13
    • 0024604665 scopus 로고
    • Antiproliferative eects of synthetic and naturally occurring flavonoids on tumor cells of the human breast carcinoma cell line, ZR-75-1
    • Hirano T, Oka K, Akiba M (1989) Antiproliferative eects of synthetic and naturally occurring flavonoids on tumor cells of the human breast carcinoma cell line, ZR-75-1. Res Commun Chem Pathol Pharmacol 64:69-78
    • (1989) Res Commun Chem Pathol Pharmacol , vol.64 , pp. 69-78
    • Hirano, T.1    Oka, K.2    Akiba, M.3
  • 14
    • 0034544829 scopus 로고    scopus 로고
    • Isolation of human intestinal bacteria metabolizing the natural isoflavone glycosides daidzin and genistin
    • Hur HG, Lay JOJ, Beger RD, Freeman JP, Rafii F (2000) Isolation of human intestinal bacteria metabolizing the natural isoflavone glycosides daidzin and genistin. Arch Microbiol 174:422-428
    • (2000) Arch Microbiol , vol.174 , pp. 422-428
    • Hur, H.G.1    Lay, J.O.J.2    Beger, R.D.3    Freeman, J.P.4    Rafii, F.5
  • 15
    • 0021889704 scopus 로고    scopus 로고
    • Jha HC, von Recklinghausen G, Zilliken F (1985) Inhibition of in vitro microsomal lipid peroxidation by isoflavonoids Biochem. Pharmacol 34:1367-1369
    • Jha HC, von Recklinghausen G, Zilliken F (1985) Inhibition of in vitro microsomal lipid peroxidation by isoflavonoids Biochem. Pharmacol 34:1367-1369
  • 16
    • 0029099538 scopus 로고
    • A urinary profile study of dietary phytoestrogens. The identification and mode of metabolism of new isoflavonoids
    • Joannou GE, Kelly GE, Reeder AY, Waring M, Nelson C (1995) A urinary profile study of dietary phytoestrogens. The identification and mode of metabolism of new isoflavonoids. J Steroid Biochem Mol Biol 54:167-184
    • (1995) J Steroid Biochem Mol Biol , vol.54 , pp. 167-184
    • Joannou, G.E.1    Kelly, G.E.2    Reeder, A.Y.3    Waring, M.4    Nelson, C.5
  • 17
    • 0028851279 scopus 로고
    • Techniques for controlling variability in gram staining of obligate anaerobes
    • Johnson MJ, Thatcher E, Cox ME (1995) Techniques for controlling variability in gram staining of obligate anaerobes. J Clin Microbiol 33:755-758
    • (1995) J Clin Microbiol , vol.33 , pp. 755-758
    • Johnson, M.J.1    Thatcher, E.2    Cox, M.E.3
  • 19
    • 0031910624 scopus 로고    scopus 로고
    • Urinary equol excretion with a soy challenge: Influence of habitual diet
    • Lampe JW, Karr SC, Hutchins AM, Slavin JL (1998) Urinary equol excretion with a soy challenge: influence of habitual diet. Proc Soc Exp Biol Med 217:335-339
    • (1998) Proc Soc Exp Biol Med , vol.217 , pp. 335-339
    • Lampe, J.W.1    Karr, S.C.2    Hutchins, A.M.3    Slavin, J.L.4
  • 20
    • 0021049851 scopus 로고
    • Isolation and identification of "diazepam- like" compounds from bovine urine
    • Luk K, Stern L, Weigele M (1983) Isolation and identification of "diazepam- like" compounds from bovine urine. J Nutr Proc 46:852-861
    • (1983) J Nutr Proc , vol.46 , pp. 852-861
    • Luk, K.1    Stern, L.2    Weigele, M.3
  • 21
    • 0000406041 scopus 로고
    • Equol, a new inactive phenol isolated from the ketohydroxyoestrin fraction of mares urine
    • Marrian GF, Haselwood GAD (1932) Equol, a new inactive phenol isolated from the ketohydroxyoestrin fraction of mares urine. Biochem Biochem J 26:1226-1232
    • (1932) Biochem Biochem , vol.J 26 , pp. 1226-1232
    • Marrian, G.F.1    Haselwood, G.A.D.2
  • 22
    • 0021339711 scopus 로고
    • Identification of a non-steroidal estrogen, equol, in the urine of pregnant macaques: Correlation with steroidal estrogen excretion
    • Monfort SL, Thompson MA, Czekala NM, Kasman LH, Shackleton CH, Lasley BL (1984) Identification of a non-steroidal estrogen, equol, in the urine of pregnant macaques: correlation with steroidal estrogen excretion. J Steroid Biochem 20:869-876
    • (1984) J Steroid Biochem , vol.20 , pp. 869-876
    • Monfort, S.L.1    Thompson, M.A.2    Czekala, N.M.3    Kasman, L.H.4    Shackleton, C.H.5    Lasley, B.L.6
  • 23
    • 1542319924 scopus 로고    scopus 로고
    • Equol, a natural estrogenic metabolite from soy isoflavones:convenient preparation and resolution of R- and S-equols and their different binding and biological activity through estrogen receptors alpha and beta
    • Muthyala RS et al (2004) Equol, a natural estrogenic metabolite from soy isoflavones:convenient preparation and resolution of R- and S-equols and their different binding and biological activity through estrogen receptors alpha and beta. Bioorg Med Chem 12:1559-1567
    • (2004) Bioorg Med Chem , vol.12 , pp. 1559-1567
    • Muthyala, R.S.1
  • 24
    • 0343961975 scopus 로고    scopus 로고
    • Mechanism of cholesterol reduction to coprostanol by Eubacterium coprostanoligenes ATCC 51222
    • Ren D, Li L, Schwabacher AW, Young JW, Beitz DC (1996) Mechanism of cholesterol reduction to coprostanol by Eubacterium coprostanoligenes ATCC 51222. Steroids 61:33-40
    • (1996) Steroids , vol.61 , pp. 33-40
    • Ren, D.1    Li, L.2    Schwabacher, A.W.3    Young, J.W.4    Beitz, D.C.5
  • 25
    • 0032975214 scopus 로고    scopus 로고
    • Metabolism of oestrogens and phytoestrogens: Role of the gut microflora
    • Rowland I, Wiseman H, Sanders T (1999) Metabolism of oestrogens and phytoestrogens: role of the gut microflora. Biochem Soc Trans 27:304-308
    • (1999) Biochem Soc Trans , vol.27 , pp. 304-308
    • Rowland, I.1    Wiseman, H.2    Sanders, T.3
  • 26
    • 0031424267 scopus 로고    scopus 로고
    • Differential effects of dietary phytoestrogens daidzein and equol on human breast cancer MCF-7 cells
    • Sathyamoorthy N, Wang TTY (1997) Differential effects of dietary phytoestrogens daidzein and equol on human breast cancer MCF-7 cells. Eur J Cancer 33:2384-2389
    • (1997) Eur J Cancer , vol.33 , pp. 2384-2389
    • Sathyamoorthy, N.1    Wang, T.T.Y.2
  • 27
    • 0002539301 scopus 로고
    • Mammalian lignans and phytoestrogens: Recent studies on their formation, metabolism, and biological role in health and disease
    • Rowland IR ed, Academic, London, pp
    • Setchell KDR, Adlercreutz H (1988) Mammalian lignans and phytoestrogens: recent studies on their formation, metabolism, and biological role in health and disease. In: Rowland IR (ed) Role of the gut flora in toxicity and cancer. Academic, London, pp 315-345
    • (1988) Role of the gut flora in toxicity and cancer , pp. 315-345
    • Setchell, K.D.R.1    Adlercreutz, H.2
  • 28
    • 0036898114 scopus 로고    scopus 로고
    • The clinical importance of the metabolite equol - a clue to the effectiveness of soy and its isoflavones
    • Setchell KDR, Brown NM, 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
    • (2002) J Nutr , vol.132 , pp. 3577-3584
    • Setchell, K.D.R.1    Brown, N.M.2    Lydeking-Olsen, E.3
  • 29
    • 27744587135 scopus 로고    scopus 로고
    • Metabolism of glycitein (7,4′-dihydroxy-6-methoxy-isoflavone) by human gut microflora
    • Simons AL, Renouf M, Hendrich S, Murphy PA (2005) Metabolism of glycitein (7,4′-dihydroxy-6-methoxy-isoflavone) by human gut microflora. J Agric Food Chem 53:8519-8525
    • (2005) J Agric Food Chem , vol.53 , pp. 8519-8525
    • Simons, A.L.1    Renouf, M.2    Hendrich, S.3    Murphy, P.A.4
  • 30
    • 12244305578 scopus 로고    scopus 로고
    • Enantioselective synthesis of S-equol from dihydrodaidzein by a newly isolated anaerobic human intestinal bacterium
    • Wang XL, Hur HG, Lee JH, Kim KT, Kim SI (2005a) Enantioselective synthesis of S-equol from dihydrodaidzein by a newly isolated anaerobic human intestinal bacterium. Appl Environ Microbiol 71:214-219
    • (2005) Appl Environ Microbiol , vol.71 , pp. 214-219
    • Wang, X.L.1    Hur, H.G.2    Lee, J.H.3    Kim, K.T.4    Kim, S.I.5
  • 31
    • 18944372908 scopus 로고    scopus 로고
    • Enhanced biosynthesis of dihydrodaidzein and dihydrogenistein by a newly isolated bovine rumen anaerobic bacterium
    • Wang XL, Shin KH, Hur HG, Kim SI (2005b) Enhanced biosynthesis of dihydrodaidzein and dihydrogenistein by a newly isolated bovine rumen anaerobic bacterium. J Biotechnol 115:261-269
    • (2005) J Biotechnol , vol.115 , pp. 261-269
    • Wang, X.L.1    Shin, K.H.2    Hur, H.G.3    Kim, S.I.4
  • 32
    • 0141639945 scopus 로고    scopus 로고
    • Rapid gut transit time and slow fecal isoclavone disappearance phenotype are associated with greater genistein bioavailability in women
    • Zheng Y, Hu J, Murphy PA, Alekel DL, Franke WD, Hendrich S (2003) Rapid gut transit time and slow fecal isoclavone disappearance phenotype are associated with greater genistein bioavailability in women. J Nutr 133:3110-3116
    • (2003) J Nutr , vol.133 , pp. 3110-3116
    • Zheng, Y.1    Hu, J.2    Murphy, P.A.3    Alekel, D.L.4    Franke, W.D.5    Hendrich, S.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.