{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,8]],"date-time":"2026-10-08T14:51:24Z","timestamp":1791471084413,"version":"4.3.4"},"reference-count":62,"publisher":"American Chemical Society (ACS)","issue":"8","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chem. Res. Toxicol."],"published-print":{"date-parts":[[2005,8,1]]},"DOI":"10.1021\/tx050058x","type":"journal-article","created":{"date-parts":[[2005,8,15]],"date-time":"2005-08-15T05:42:53Z","timestamp":1124084573000},"page":"1296-1305","source":"Crossref","is-referenced-by-count":187,"title":["Xanthohumol Isolated from <i>Humulus lupulus<\/i> Inhibits Menadione-Induced DNA Damage through Induction of Quinone Reductase"],"prefix":"10.1021","volume":"18","author":[{"given":"Birgit M.","family":"Dietz","sequence":"first","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Young-Hwa","family":"Kang","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guowen","family":"Liu","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aimee L.","family":"Eggler","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ping","family":"Yao","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lucas R.","family":"Chadwick","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guido F.","family":"Pauli","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Norman R.","family":"Farnsworth","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrew D.","family":"Mesecar","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Richard B.","family":"van Breemen","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Judy L.","family":"Bolton","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry and Pharmacognosy and UIC\/NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M\/C 781, Chicago, Illinois 60612-7231"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2005,7,12]]},"reference":[{"key":"tx050058xb00001\/tx050058xb00001_1","volume-title":"Phytoestrogens in botanical dietary supplements:\u2009 implications for cancer. Integr. Cancer Ther. 2, 120\u2212138","author":"Piersen C. E.","year":"2003"},{"key":"tx050058xb00002\/tx050058xb00002_1","volume":"49","author":"Liu J.","year":"2001","journal-title":"J. Agric. Food Chem."},{"key":"tx050058xb00003\/tx050058xb00003_1","volume-title":"Comparison of the estrogenic activities of pure compounds found In hops vs red clover. J. Agric. Food Chem","author":"Overk C. R.","year":"2004"},{"key":"tx050058xb00004\/tx050058xb00004_1","volume-title":"Metabolism of 8-prenylnaringenin, a potent phytoestrogen from hops (Humulus lupulus), by human liver microsomes. Drug Metab. Dispos. 32, 272\u2212279","author":"Nikolic D.","year":"2004"},{"key":"tx050058xb00005\/tx050058xb00005_1","volume":"9","author":"Sun J.","year":"2003","journal-title":"J. Altern. Complement Med."},{"key":"tx050058xb00006\/tx050058xb00006_1","doi-asserted-by":"crossref","DOI":"10.1021\/jf0002995","volume":"48","author":"Miranda C. L.","year":"2000","journal-title":"J. Agric. Food Chem."},{"key":"tx050058xb00007\/tx050058xb00007_1","unstructured":"Miranda, C. L., Yang, Y. H., Henderson, M. C., Stevens, J. F., Santana-Rios, G., Deinzer, M. L., and Buhler, D. R. (2000) Prenylflavonoids from hops inhibit the metabolic activation of the carcinogenic heterocyclic amine 2-amino-3-methylimidazo[4, 5-f]quinoline, mediated by cDNA-expressed human CYP1A2.Drug Metab. Dispos.28, 1297\u22121302."},{"key":"tx050058xb00008\/tx050058xb00008_1","volume-title":"Cancer chemopreventive activity of xanthohumol, a natural product derived from hop. Mol. Cancer Ther. 1, 959\u2212969","author":"Gerh\u00e4user C.","year":"2002"},{"key":"tx050058xb00009\/tx050058xb00009_1","doi-asserted-by":"crossref","DOI":"10.2174\/1385272802666220130001926","volume-title":"Cancer chemopreventive agents discovered by activity-guided fractionation:\u2009 A review. Curr. Org. Chem. 2, 597\u2212612","author":"Kinghorn A. D.","year":"1998"},{"key":"tx050058xb00010\/tx050058xb00010_1","volume-title":"Recent advances in chemoprevention of cancer. Science 278, 1073\u22121077","author":"Hong W. K.","year":"1997"},{"key":"tx050058xb00011\/tx050058xb00011_1","volume-title":"Proc. Natl. Acad. Sci. U.S.A. 91","author":"Zhang Y.","year":"1994"},{"key":"tx050058xb00012\/tx050058xb00012_1","volume-title":"Proc. Soc. Exp. Biol. Med. 216","author":"Wattenberg L. W.","year":"1997"},{"key":"tx050058xb00013\/tx050058xb00013_1","volume-title":"Chemoprevention by inducers of carcinogen detoxication enzymes. Environ. Health Perspect. 105 (Suppl. 4), 965\u2212970","author":"Kensler T. W.","year":"1997"},{"key":"tx050058xb00014\/tx050058xb00014_1","volume-title":"Flavonoids and tannins:\u2009 Plant-based antioxidants with vitamin character. Med. Hypotheses 52, 479\u2212481","author":"Hassig A.","year":"1999"},{"key":"tx050058xb00015\/tx050058xb00015_1","doi-asserted-by":"crossref","DOI":"10.1021\/jf020725h","volume":"50","author":"Burdette J. E.","year":"2002","journal-title":"J. Agric. Food Chem."},{"key":"tx050058xb00016\/tx050058xb00016_1","first-page":"63","volume":"106","author":"Liu Z.","year":"2000","journal-title":"Chem. Phys. Lipids"},{"key":"tx050058xb00017\/tx050058xb00017_1","volume-title":"Dietary chemopreventive compounds and ARE\/EpRE signaling. Free Radical Biol. Med. 36, 1505\u22121516","author":"Chen C.","year":"2004"},{"key":"tx050058xb00018\/tx050058xb00018_1","doi-asserted-by":"crossref","DOI":"10.1021\/jf030549s","volume":"52","author":"Munday R.","year":"2004","journal-title":"J. Agric. Food Chem."},{"key":"tx050058xb00019\/tx050058xb00019_1","volume-title":"Cancer chemopreventive activity mediated by 4\u2018-bromoflavone, a potent inducer of phase II detoxification enzymes. Cancer Res. 59, 578\u2212585","author":"Song L. L.","year":"1999"},{"key":"tx050058xb00020\/tx050058xb00020_1","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1016\/S0304-3835(99)00328-6","volume":"149","author":"Miranda C. L.","year":"2000","journal-title":"Cancer Lett."},{"key":"tx050058xb00021\/tx050058xb00021_1","volume-title":"Role of NAD(P)H:quinone oxidoreductase 1 (DT diaphorase) in protection against quinone toxicity. Biochem. Pharmacol. 60, 207\u2212214","author":"Joseph P.","year":"2000"},{"key":"tx050058xb00022\/tx050058xb00022_1","doi-asserted-by":"crossref","first-page":"68","DOI":"10.1006\/abbi.1999.1650","volume":"375","author":"Jaiswal A. K.","year":"2000","journal-title":"Arch. Biochem. Biophys."},{"key":"tx050058xb00023\/tx050058xb00023_1","volume-title":"Quinoids formed from estrogens and antiestrogens. Methods Enzymol. 378, 110\u2212123","author":"Bolton J. L.","year":"2004"},{"key":"tx050058xb00024\/tx050058xb00024_1","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1016\/S0300-483X(02)00195-6","volume":"177","author":"Bolton J. L.","year":"2002","journal-title":"Toxicology"},{"key":"tx050058xb00025\/tx050058xb00025_1","volume-title":"Xanthohumol and related prenylflavonoids from hops and beer:\u2009 To your good health! Phytochemistry 65, 1317\u22121330","author":"Stevens J. F.","year":"2004"},{"key":"tx050058xb00026\/tx050058xb00026_1","volume-title":"Influence of prenylated and nonprenylated flavonoids on liver microsomal lipid peroxidation and oxidative injury in rat hepatocytes. Food Chem. Toxicol. 39, 437\u2212445","author":"Rodriguez R. J.","year":"2001"},{"key":"tx050058xb00027\/tx050058xb00027_1","doi-asserted-by":"crossref","unstructured":"Stevens, J. F., Miranda, C. L., Frei, B., and Buhler, D. R. (2003) Inhibition of peroxynitrite-mediated LDL oxidation by prenylated flavonoids:\u2009 The \u03b1,\u03b2-unsaturated keto functionality of 2\u2018-hydroxychalcones as a novel antioxidant pharmacophore.Chem. Res. Toxicol.16, 1277\u22121286.","DOI":"10.1021\/tx020100d"},{"key":"tx050058xb00028\/tx050058xb00028_1","volume-title":"Antioxidant activities and lipid lowering effects of isoflavone in male rabbits. Food Chem. Toxicol. 42, 1497\u22121503","author":"Yousef M. I.","year":"2004"},{"key":"tx050058xb00029\/tx050058xb00029_1","volume-title":"Proc. Natl. Acad. Sci. U.S.A. 98","author":"Dinkova-Kostova A. T.","year":"2001"},{"key":"tx050058xb00030\/tx050058xb00030_1","doi-asserted-by":"crossref","DOI":"10.1021\/np049783i","volume":"67","author":"Chadwick L. R.","year":"2004","journal-title":"J. Nat. Prod."},{"key":"tx050058xb00031\/tx050058xb00031_1","doi-asserted-by":"crossref","unstructured":"Chen, C., Yu, R., Owuor, E. D., and Tony Kong, A. N. (2000) Activation of antioxidant-response element (ARE), mitogen-activated protein kinases (MAPKs) and caspases by major green tea polyphenol components during cell survival and death.Arch. Pharm. Res.23, 605\u2212612.","DOI":"10.1007\/BF02975249"},{"key":"tx050058xb00032\/tx050058xb00032_1","volume-title":"Induction of detoxifying enzymes by garlic organosulfur compounds through transcription factor Nrf2:\u2009 Effect of chemical structure and stress signals. Free Radical Biol. Med. 37, 1578\u22121590","author":"Chen C.","year":"2004"},{"key":"tx050058xb00033\/tx050058xb00033_1","volume-title":"Direct measurement of NAD(P)H:quinone reductase from cells cultured in microtiter wells:\u2009 A screening assay for anticarcinogenic enzyme inducers. Anal. Biochem. 169, 328\u2212336","author":"Prochaska H. J.","year":"1988"},{"key":"tx050058xb00034\/tx050058xb00034_1","volume-title":"Modifying specific cysteines of the electrophile-sensing human Keap1 protein is insufficient to disrupt binding to the Nrf2 domain Neh2. Proc. Natl. Acad. Sci","author":"Eggler A. L.","year":"2005"},{"key":"tx050058xb00035\/tx050058xb00035_1","volume":"12","author":"Hlubik P.","year":"2004","journal-title":"Cent. Eur. J. Public Health"},{"key":"tx050058xb00036\/tx050058xb00036_1","doi-asserted-by":"crossref","first-page":"97","DOI":"10.1016\/S0009-2797(00)00199-X","volume":"129","author":"Ross D.","year":"2000","journal-title":"Chem.-Biol. Interact."},{"key":"tx050058xb00037\/tx050058xb00037_1","volume-title":"Chemical structures of inducers of nicotinamide quinone reductase 1 (NQO1). Methods Enzymol. 382, 423\u2212448","author":"Dinkova-Kostova A. T.","year":"2004"},{"key":"tx050058xb00038\/tx050058xb00038_1","volume-title":"Antiproliferative and cytotoxic effects of prenylated flavonoids from hops (Humulus lupulus) in human cancer cell lines. Food Chem. Toxicol. 37, 271\u2212285","author":"Miranda C. L.","year":"1999"},{"key":"tx050058xb00039\/tx050058xb00039_1","first-page":"64","volume":"52","author":"Chen W. J.","year":"2004","journal-title":"J. Agric. Food Chem."},{"key":"tx050058xb00040\/tx050058xb00040_1","volume-title":"Fed. Proc. 35","author":"Sporn M. B.","year":"1976"},{"key":"tx050058xb00041\/tx050058xb00041_1","first-page":"44","volume":"19","author":"Lee S. K.","year":"1999","journal-title":"Anticancer Res."},{"key":"tx050058xb00042\/tx050058xb00042_1","volume-title":"Differential responses from seven mammalian cell lines to the treatments of detoxifying enzyme inducers. Life Sci. 72, 2243\u22122253","author":"Jiang Z. Q.","year":"2003"},{"key":"tx050058xb00043\/tx050058xb00043_1","volume-title":"Proc. Natl. Acad. Sci. U.S.A. 89","author":"Prochaska H. J.","year":"1992"},{"key":"tx050058xb00044\/tx050058xb00044_1","volume-title":"The \u201cProchaska","author":"Fahey J. W.","year":"2004"},{"key":"tx050058xb00045\/tx050058xb00045_1","doi-asserted-by":"crossref","DOI":"10.1021\/jm980424s","volume":"41","author":"Dinkova-Kostova A. T.","year":"1998","journal-title":"J. Med. Chem."},{"key":"tx050058xb00046\/tx050058xb00046_1","doi-asserted-by":"crossref","DOI":"10.1016\/S0304-3835(01)00695-4","volume":"174","author":"Hayes J. D.","year":"2001","journal-title":"Cancer Lett."},{"key":"tx050058xb00047\/tx050058xb00047_1","volume-title":"The comet assay:\u2009 What can it really tell us? Mutat. Res. 375, 183\u2212193","author":"Collins A. R.","year":"1997"},{"key":"tx050058xb00048\/tx050058xb00048_1","first-page":"86","volume":"13","author":"Itoh K.","year":"1999","journal-title":"Genes Dev."},{"key":"tx050058xb00049\/tx050058xb00049_1","doi-asserted-by":"crossref","DOI":"10.1074\/jbc.275.21.16023","volume":"275","author":"Ishii T.","year":"2000","journal-title":"J. Biol. Chem."},{"key":"tx050058xb00050\/tx050058xb00050_1","volume-title":"Proc. Natl. Acad. Sci. U.S.A. 99","author":"Dinkova-Kostova A. T.","year":"2002"},{"key":"tx050058xb00051\/tx050058xb00051_1","volume-title":"Proc. Natl. Acad. Sci. U.S.A. 89","author":"Zhang Y.","year":"1992"},{"key":"tx050058xb00052\/tx050058xb00052_1","volume-title":"Biotechnol., Biochem. 65, 2162\u22122165.","author":"Yoshiki Y.","year":"2001"},{"key":"tx050058xb00053\/tx050058xb00053_1","volume-title":"Involvement of Nrf2 and JNK1 in the activation of antioxidant responsive element (ARE) by chemopreventive agent phenethyl isothiocyanate (PEITC). Pharm. Res. 20, 1351\u22121356","author":"Keum Y. S.","year":"2003"},{"key":"tx050058xb00054\/tx050058xb00054_1","volume":"275","author":"Yu R.","year":"2000","journal-title":"J. Biol. Chem."},{"key":"tx050058xb00055\/tx050058xb00055_1","doi-asserted-by":"crossref","DOI":"10.1074\/jbc.M307633200","volume":"278","author":"Bloom D. A.","year":"2003","journal-title":"J. Biol. Chem."},{"key":"tx050058xb00056\/tx050058xb00056_1","doi-asserted-by":"crossref","unstructured":"Lee, J. M., Moehlenkamp, J. D., Hanson, J. M., and Johnson, J. A. (2001) Nrf2-dependent activation of the antioxidant responsive element bytert-butylhydroquinone is independent of oxidative stress in IMR-32 human neuroblastoma cells.Biochem. Biophys. Res. Commun.280, 286\u2212292.","DOI":"10.1006\/bbrc.2000.4106"},{"key":"tx050058xb00057\/tx050058xb00057_1","first-page":"101","volume":"1629","author":"Lee J. M.","year":"2003","journal-title":"Biochim. Biophys. Acta"},{"key":"tx050058xb00058\/tx050058xb00058_1","volume-title":"An Nrf2\/small Maf heterodimer mediates the induction of phase II detoxifying enzyme genes through antioxidant response elements. Biochem. Biophys. Res. Commun. 236, 313\u2212322","author":"Itoh K.","year":"1997"},{"key":"tx050058xb00059\/tx050058xb00059_1","doi-asserted-by":"crossref","unstructured":"Zhang, D. D., and Hannink, M. (2003) Distinct cysteine residues in Keap1 are required for Keap1-dependent ubiquitination of Nrf2 and for stabilization of Nrf2 by chemopreventive agents and oxidative stress.Mol. Cell. Biol. 23, 8137\u22128151.","DOI":"10.1128\/MCB.23.22.8137-8151.2003"},{"key":"tx050058xb00060\/tx050058xb00060_1","volume-title":"Proc. Natl. Acad. Sci. U.S.A. 101","author":"Wakabayashi N.","year":"2004"},{"key":"tx050058xb00061\/tx050058xb00061_1","volume-title":"Keap1 is a redox-regulated substrate adaptor protein for a Cul3-dependent ubiquitin ligase complex. Mol. Cell. Biol. 24, 10941\u221210953","author":"Zhang D. D.","year":"2004"},{"key":"tx050058xn00001\/tx050058xn00001_1","volume-title":"antioxidant response element","author":"Abbreviations ARE"}],"container-title":["Chemical Research in Toxicology"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/tx050058x","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,3,24]],"date-time":"2023-03-24T00:57:14Z","timestamp":1679619434000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/tx050058x"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2005,7,12]]},"references-count":62,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2005,8,1]]}},"alternative-id":["10.1021\/tx050058x"],"URL":"https:\/\/doi.org\/10.1021\/tx050058x","relation":{},"ISSN":["0893-228X","1520-5010"],"issn-type":[{"value":"0893-228X","type":"print"},{"value":"1520-5010","type":"electronic"}],"subject":[],"published":{"date-parts":[[2005,7,12]]}}}