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Volumn 39, Issue 4, 2011, Pages 610-616

Glucuronidation of the red clover isoflavone irilone by liver microsomes from different species and human UDP-glucuronosyltransferases

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450 1A1; CYTOCHROME P450 1A10; CYTOCHROME P450 1A7; CYTOCHROME P450 1A8; CYTOCHROME P450 1A9; CYTOCHROME P450 2B15; GLUCURONOSYLTRANSFERASE; IRILONE; IRILONE O 4' MONOGLUCURONIDE; IRILONE O 5 MONOGLUCURONIDE; ISOFLAVONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 79952850454     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.110.033076     Document Type: Article
Times cited : (11)

References (31)
  • 2
    • 77953617922 scopus 로고    scopus 로고
    • The red clover isoflavone irilone is largely resistant to degradation by the human gut microbiota
    • Braune A, Maul R, Schebb NH, Kulling SE, and Blaut M (2010) The red clover isoflavone irilone is largely resistant to degradation by the human gut microbiota. Mol Nutr Food Res 54:929-938.
    • (2010) Mol Nutr Food Res , vol.54 , pp. 929-938
    • Braune, A.1    Maul, R.2    Schebb, N.H.3    Kulling, S.E.4    Blaut, M.5
  • 3
    • 0034062036 scopus 로고    scopus 로고
    • Analysis of soy isoflavone conjugation in vitro and in human blood using liquid chromatography-mass spectrometry
    • Doerge DR, Chang HC, Churchwell MI, and Holder CL (2000) Analysis of soy isoflavone conjugation in vitro and in human blood using liquid chromatography-mass spectrometry. Drug Metab Dispos 28:298-307. (Pubitemid 30137054)
    • (2000) Drug Metabolism and Disposition , vol.28 , Issue.3 , pp. 298-307
    • Doerge, D.R.1    Chang, H.G.2    Churchwell, M.I.3    Holder, C.L.4
  • 4
    • 38849197491 scopus 로고    scopus 로고
    • The UDP-glucuronosyltransferases as oligomeric enzymes
    • DOI 10.2174/138920008783331158
    • Finel M and Kurkela M (2008) The UDP-glucuronosyltransferases as oligomeric enzymes. Curr Drug Metab 9:70-76. (Pubitemid 351201672)
    • (2008) Current Drug Metabolism , vol.9 , Issue.1 , pp. 70-76
    • Finel, M.1    Kurkela, M.2
  • 6
    • 7244236364 scopus 로고    scopus 로고
    • Identification of urinary metabolites of the red clover isoflavones formononetin and biochanin A in human subjects
    • Heinonen SM, Wähälä K, and Adlercreutz H (2004) Identification of urinary metabolites of the red clover isoflavones formononetin and biochanin A in human subjects. J Agric Food Chem 52:6802-6809.
    • (2004) J Agric Food Chem , vol.52 , pp. 6802-6809
    • Heinonen, S.M.1    Wähälä, K.2    Adlercreutz, H.3
  • 9
    • 0034105896 scopus 로고    scopus 로고
    • In vitro-in vivo scaling of cyp kinetic data not consistent with the classical Michaelis-Menten model
    • Houston JB and Kenworthy KE (2000) In vitro-in vivo scaling of CYP kinetic data not consistent with the classical Michaelis-Menten model. Drug Metab Dispos 28:246-254. (Pubitemid 30137047)
    • (2000) Drug Metabolism and Disposition , vol.28 , Issue.3 , pp. 246-254
    • Houston, J.B.1    Kenworthy, K.E.2
  • 11
    • 70349642264 scopus 로고    scopus 로고
    • Efficacy of isoflavones in relieving vasomotor menopausal symptoms - A systematic review
    • Jacobs A, Wegewitz U, Sommerfeld C, Grossklaus R, and Lampen A (2009) Efficacy of isoflavones in relieving vasomotor menopausal symptoms - A systematic review. Mol Nutr Food Res 53:1084-1097.
    • (2009) Mol Nutr Food Res , vol.53 , pp. 1084-1097
    • Jacobs, A.1    Wegewitz, U.2    Sommerfeld, C.3    Grossklaus, R.4    Lampen, A.5
  • 12
    • 37549032699 scopus 로고    scopus 로고
    • Disposition of flavonoids via enteric recycling: Enzyme stability affects characterization of prunetin glucuronidation across species, organs, and UGT isoforms
    • Joseph TB, Wang SW, Liu X, Kulkarni KH, Wang J, Xu H, and Hu M (2007) Disposition of flavonoids via enteric recycling: enzyme stability affects characterization of prunetin glucuronidation across species, organs, and UGT isoforms. Mol Pharm 4:883-894.
    • (2007) Mol Pharm , vol.4 , pp. 883-894
    • Joseph, T.B.1    Wang, S.W.2    Liu, X.3    Kulkarni, K.H.4    Wang, J.5    Xu, H.6    Hu, M.7
  • 14
    • 0031969620 scopus 로고    scopus 로고
    • Plasma and urinary kinetics of the isoflavones daidzein and genistein after a single soy meal in humans
    • King RA and Bursill DB (1998) Plasma and urinary kinetics of the isoflavones daidzein and genistein after a single soy meal in humans. Am J Clin Nutr 67:867-872. (Pubitemid 28196660)
    • (1998) American Journal of Clinical Nutrition , vol.67 , Issue.5 , pp. 867-872
    • King, R.A.1    Bursill, D.B.2
  • 15
    • 0003122802 scopus 로고
    • Preparation and characterization of microsomal fractions for studies on xenobiotic metabolism
    • (Snell K and Mullock B eds) IRL Press, Oxford
    • Lake BG (1987) Preparation and characterization of microsomal fractions for studies on xenobiotic metabolism, in Biochemical Toxicology: A Practical Approach (Snell K and Mullock B eds) pp 183-215, IRL Press, Oxford.
    • (1987) Biochemical Toxicology: A Practical Approach , pp. 183-215
    • Lake, B.G.1
  • 16
    • 65549169095 scopus 로고    scopus 로고
    • Is equol the key to the efficacy of soy foods?
    • Lampe JW (2009) Is equol the key to the efficacy of soy foods? Am J Clin Nutr 89:1664S-1667S.
    • (2009) Am J Clin Nutr , vol.89
    • Lampe, J.W.1
  • 17
    • 45849115105 scopus 로고    scopus 로고
    • The key importance of soy isoflavone bioavailability to understanding health benefits
    • DOI 10.1080/10408390701542716, PII 793844672
    • Larkin T, Price WE, and Astheimer L (2008) The key importance of soy isoflavone bioavailability to understanding health benefits. Crit Rev Food Sci Nutr 48:538-552. (Pubitemid 351883144)
    • (2008) Critical Reviews in Food Science and Nutrition , vol.48 , Issue.6 , pp. 538-552
    • Larkin, T.1    Price, W.E.2    Astheimer, L.3
  • 18
    • 6344248683 scopus 로고    scopus 로고
    • Specificity and regioselectivity of the conjugation of estradiol, estrone, and their catecholestrogen and methoxyestrogen metabolites by human uridine diphospho-glucuronosyltransferases expressed in endometrium
    • DOI 10.1210/jc.2004-0331
    • Lépine J, Bernard O, Plante M, Têtu B, Pelletier G, Labrie F, Bélanger A, and Guillemette C (2004) Specificity and regioselectivity of the conjugation of estradiol, estrone, and their catecholestrogen and methoxyestrogen metabolites by human uridine diphosphoglucuronosyltransferases expressed in endometrium. J Clin Endocrinol Metab 89:5222-5232. (Pubitemid 39391472)
    • (2004) Journal of Clinical Endocrinology and Metabolism , vol.89 , Issue.10 , pp. 5222-5232
    • Lepine, J.1    Bernard, O.2    Plante, M.3    Tetu, B.4    Pelletier, G.5    Labrie, F.6    Belanger, A.7    Guillemette, C.8
  • 19
    • 63449093711 scopus 로고    scopus 로고
    • Effect of long-term intervention of soy isoflavones on bone mineral density in women: A meta-analysis of randomized controlled trials
    • Liu J, Ho SC, Su YX, Chen WQ, Zhang CX, and Chen YM (2009) Effect of long-term intervention of soy isoflavones on bone mineral density in women: a meta-analysis of randomized controlled trials. Bone 44:948-953.
    • (2009) Bone , vol.44 , pp. 948-953
    • Liu, J.1    Ho, S.C.2    Su, Y.X.3    Chen, W.Q.4    Zhang, C.X.5    Chen, Y.M.6
  • 20
    • 0028308373 scopus 로고
    • Radioassay of UDP-glucuronosyltransferase activities toward endogenous substrates using labeled UDP-glucuronic acid and an organic solvent extraction procedure
    • Matern H, Heinemann H, and Matern S (1994) Radioassay of UDP-glucuronosyltransferase activities toward endogenous substrates using labeled UDP-glucuronic acid and an organic solvent extraction procedure. Anal Biochem 219:182-188.
    • (1994) Anal Biochem , vol.219 , pp. 182-188
    • Matern, H.1    Heinemann, H.2    Matern, S.3
  • 21
    • 77953622494 scopus 로고    scopus 로고
    • Absorption of red clover isoflavones in human subjects: Results from a pilot study
    • Maul R and Kulling SE (2010) Absorption of red clover isoflavones in human subjects: results from a pilot study. Br J Nutr 103:1569-1572.
    • (2010) Br J Nutr , vol.103 , pp. 1569-1572
    • Maul, R.1    Kulling, S.E.2
  • 22
    • 74549222703 scopus 로고    scopus 로고
    • The prediction of drug-glucuronidation parameters in humans: UDP-glucuronosyltransferase enzyme-selective substrate and inhibitor probes for reaction phenotyping and in vitro-in vivo extrapolation of drug clearance and drug-drug interaction potential
    • Miners JO, Mackenzie PI, and Knights KM (2010) The prediction of drug-glucuronidation parameters in humans: UDP-glucuronosyltransferase enzyme-selective substrate and inhibitor probes for reaction phenotyping and in vitro-in vivo extrapolation of drug clearance and drug-drug interaction potential. Drug Metab Rev 42:189-201.
    • (2010) Drug Metab Rev , vol.42 , pp. 189-201
    • Miners, J.O.1    Mackenzie, P.I.2    Knights, K.M.3
  • 23
    • 53149113807 scopus 로고    scopus 로고
    • Glucuronidation of the soyabean isoflavones genistein and daidzein by human liver is related to levels of UGT1A1 and UGT1A9 activity and alters isoflavone response in the MCF-7 human breast cancer cell line
    • Pritchett LE, Atherton KM, Mutch E, and Ford D (2008) Glucuronidation of the soyabean isoflavones genistein and daidzein by human liver is related to levels of UGT1A1 and UGT1A9 activity and alters isoflavone response in the MCF-7 human breast cancer cell line. J Nutr Biochem 19:739-745.
    • (2008) J Nutr Biochem , vol.19 , pp. 739-745
    • Pritchett, L.E.1    Atherton, K.M.2    Mutch, E.3    Ford, D.4
  • 24
    • 0036712527 scopus 로고    scopus 로고
    • Hydrolysis of isoflavone glycosides to aglycones by β-glycosidase does not alter plasma and urine isoflavone pharmacokinetics in postmenopausal women
    • Richelle M, Pridmore-Merten S, Bodenstab S, Enslen M, and Offord EA (2002) Hydrolysis of isoflavone glycosides to aglycones by β-glycosidase does not alter plasma and urine isoflavone pharmacokinetics in postmenopausal women. J Nutr 132:2587-2592. (Pubitemid 35013238)
    • (2002) Journal of Nutrition , vol.132 , Issue.9 , pp. 2587-2592
    • Richelle, M.1    Pridmore-Merten, S.2    Bodenstab, S.3    Enslen, M.4    Offord, E.A.5
  • 26
    • 0030849952 scopus 로고    scopus 로고
    • Intestinal uptake and biliary excretion of the isoflavone genistein in rats
    • Sfakianos J, Coward L, Kirk M, and Barnes S (1997) Intestinal uptake and biliary excretion of the isoflavone genistein in rats. J Nutr 127:1260-1268. (Pubitemid 27283989)
    • (1997) Journal of Nutrition , vol.127 , Issue.7 , pp. 1260-1268
    • Sfakianos, J.1    Coward, L.2    Kirk, M.3    Barnes, S.4
  • 27
    • 0038532316 scopus 로고    scopus 로고
    • The effect of incubation conditions on the enzyme kinetics of UDP-glucuronosyltransferases
    • Soars MG, Ring BJ, and Wrighton SA (2003) The effect of incubation conditions on the enzyme kinetics of udp-glucuronosyltransferases. Drug Metab Dispos 31:762-767. (Pubitemid 36617665)
    • (2003) Drug Metabolism and Disposition , vol.31 , Issue.6 , pp. 762-767
    • Soars, M.G.1    Ring, B.J.2    Wrighton, S.A.3
  • 29
    • 0034128936 scopus 로고    scopus 로고
    • Human UDP-glucuronosyltransferases: Metabolism, expression, and disease
    • DOI 10.1146/annurev.pharmtox.40.1.581
    • Tukey RH and Strassburg CP (2000) Human UDP-glucuronosyltransferases: metabolism, expression, and disease. Annu Rev Pharmacol Toxicol 40:581-616. (Pubitemid 30340694)
    • (2000) Annual Review of Pharmacology and Toxicology , vol.40 , pp. 581-616
    • Tukey, R.H.1    Strassburg, C.P.2
  • 30
    • 15044350224 scopus 로고    scopus 로고
    • Inhibition of human cytochrome P450 enzymes by the natural hepatotoxin safrole
    • Ueng YF, Hsieh CH, and Don MJ (2005) Inhibition of human cytochrome P450 enzymes by the natural hepatotoxin safrole. Food Chem Toxicol 43:707-712.
    • (2005) Food Chem Toxicol , vol.43 , pp. 707-712
    • Ueng, Y.F.1    Hsieh, C.H.2    Don, M.J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.