241
Views
6
CrossRef citations to date
0
Altmetric
Research Article

Re-evaluation of superoxide scavenging capacity of xanthohumol

, , &
Pages 1435-1444 | Received 10 May 2010, Published online: 01 Nov 2010

References

  • Gerhäuser C. Beer constituents as potential cancer chemopreventive agents. Eur J Cancer 2005;41:1941–1954.
  • Gerhäuser C. Broad spectrum anti-infective potential of xanthohumol from hop (Humulus lupulus L.) in comparison with activities of other hop constituents and xanthohumol metabolites. Mol Nutr Food Res 2005;49:827–831.
  • Noonan DM, Benelli R, Albini A. Angiogenesis and cancer prevention: a vision. Recent Results Cancer Res 2007;174: 219–224.
  • Bracke ME, Vanhoecke BW, Derycke L, Bolca S, Possemiers S, Heyerick A, Stevens CV, De Keukeleire D, Depypere HT, Verstraete W, Williams CA, McKenna ST, Tomar S, Sharma D, Prasad AK, DePass AL, Parmar VS. Plant polyphenolics as anti-invasive cancer agents. Anticancer Agents Med Chem 2008;8:171–185.
  • Zanoli P, Zavatti M. Pharmacognostic and pharmacological profile of Humulus lupulus L. J Ethnopharmacol 2008;116: 383–396.
  • Mendes V, Monteiro R, Pestana D, Teixeira D, Calhau C, Azevedo I. Xanthohumol influences preadipocyte differentiation: implication of antiproliferative and apoptotic effects. J Agric Food Chem 2008;56:11631–11637.
  • Hartkorn A, Hoffmann FR, Ajamich H, Vogel S, Heilmann J, Gerbes AI, Volmar AM, Zahler S. Antioxidant Effects of xanthohumol and functional impact on hepatic ischemia-reperfusion injury. J Nat Prod 2009;72:1741–1747.
  • Quadri SM, Mahmud H, Föller M, Lang F. Inhibition of suicidal erythrocyte death by xanthohumol. J Agric Food Chem 2009;57:7591–7595.
  • Harikumar KB, Kunnumakkara AB, Ahn KS, Anand P, Krishnan S, Guha S, Aggarwal BB. Modification of cysteine residues in IκBα kinase and NF-κB (p65) by xanthohumol leads to suppression of NF-kB-regulated gene products and potentiation of apoptosis in leukemia cells. Blood 2009;113: 2003–2013.
  • Lupinacci E, Meijerink J, Vincken JP, Gabriele B, Gruppen H, Witkamp RF. Xanthohumol from hop (Humulus lupulus L.) is an efficient inhibitor of monocyte chemoattractant protein-1 and tumor necoris factor-α release in LPS-stimulated RAW 264.7 mouse macrophages and U937 human monocytes. J Agric Food Chem 2009;57:7274–7281.
  • Yang JY, Della Fera MA, Rayalam S, Baile CA. Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis. Apoptosis 2007;12:1953–1963.
  • Gerhäuser C, Alt A, Heiss E, Gamal-Eldeen A, Klimo K, Knauft J, Neumann I, Scherf HR, Frank N, Bartsch H, Becker H. Cancer chemopreventive activity of xanthohumol, a natural product derived from hop. Mol Cancer Ther 2002;1:959–969.
  • Stevens JF, Page JE. Xanthohumol and related prenylflavonoids from hops and beer: to your good health! Phytochemistry 2004;65:1317–1330.
  • Wunderlich S, Zurcher A, Back W. Enrichment of xanthohumol in the brewing process. Mol Nutr Food Res 2005;49:874–881.
  • Halliwell B, Gutteridge JMC. Free radicals in biology and medicine (4th). Oxford University Press; 2007.
  • Vogel S, Ohmayer S, Brunner G, Heilmann J. Natural and non-natural prenylated chalcones: synthesis, cytotoxicity and anti-oxidative activity. Bioorg Med Chem 2008;16:4286–4293.
  • Bartosz G. Use of spectroscopic probes for detection of reactive oxygen species. Clin Chim Acta 2006;368:53–76.
  • Suzuki Y, Lyall V, Biber TUL, Ford GD. A modified technique for the measurement of sulfhydryl groups oxidized by reactive oxygen intermediates. Free Radic Biol Med 1990;9:479–484.
  • Ellman GL. Tissue sulfhydryl groups. Arch Biochem Biophys 1959;82:70–77.
  • Zielonka J, Zhao H, Xu Y, Kalyanaraman B. Mechanistic similarities between oxidation of hydroethidine by Fremy's salt and superoxide: stopped-flow optical and EPR studies. Free Radic Biol Med 2005;39:853–863.
  • Zhao H, Joseph J, Fales HM, Sokoloski EA, Levine RL Vasquez-Vivar J, Kalyanaraman B. Detection and characterization of the product of hydroethidine and intracellular superoxide by HPLC and limitations of fluorescence. PNAS 2005;102:5727–5732.
  • Zielonka J, Hardy M, Kalyanaraman B. HPLC study of oxidation products of hydroethidine in chemical and biological systems: ramifications in superoxide measurements. Free Radic Biol Med 2009;46:329–338.
  • Elstner EF, Heupel A. Inhibition of nitrite formation from hydroxylammoniumchloride: a simple assay for superoxide dismutase. Anal Biochem 1976;70:616–620.
  • Nagano T, Fridovich I. The co-oxidation of ammonia to nitrite during the aerobic xanthine oxidase reaction. Arch Biochem Biophys 1985;241:596–601.
  • Oyanagui Y. Reevaluation of assay methods and establishment of kit for superoxide dismutase activity. Anal Biochem 1984; 142:290–296.
  • Taubert D, Breitenbach T, Lazar A, Censarek P, Harlfinger S, Berkels R, Klaus W, Rosen R. Reaction rate constants of superoxide scavenging by plant antioxidants. Free Radic Biol Med 2003;35:1599–1607.
  • Saleem MM, Wilson MT. Kinetic studies on the reduction of cytochrome c—Reaction with dihydroxy conjugated compounds (catechols and quinols). Biochem J 1982;201:433–444.
  • Ukeda H, Maeda S, Ishii T, Sawamura M. Spectrophotometric assay for superoxide dismutase based on tetrazolium salt 3′-1-(phenylamino)-carbonyl-3,4-tetrazolium]-bis (4-methoxy-6-nitro) benzenesulfonic acid hydrate reduction by xanthine-xanthine oxidase. Anal Biochem 1997;251:206–209.
  • Diguiseppi J, Fridovich I. Ethylene from 2-keto-4-thiomethyl butyric acid. The Haber-Weiss Reaction. Arch Biochem Biophys 1980;205:323–329.
  • Egan TJ, Barthakur SR, Aisen P. Catalysis of the Haber-Weiss reaction by iron-diethylenetriaminepentaacetate. J Inorg Biochem 1992;48:241–249.
  • Lovstad RA. Interaction of serum albumin with the Fe(III)-citrate complex. Int J Biochem 1993;25:1015–1017.
  • van der Heul C, van Eijk HG, Wiltink WF, Leijnse B. The binding of iron to transferrin and other serum components at different degrees of saturation with iron. Clinica Chimica Acta 1972;38:347–353.
  • Vyas D, Sahoo R, Kumar S. Possible mechanism and implication of phenolics-mediated reduction of XTT (sodium,3′-[1 [phenylaminocarbonyl]-3,4-tetrazolium]-bis-(4-methoxy-6-nitro) benzene-sulfonic acid hydrate). Curr Sci 2002;83: 1588–1592.
  • Liochev SI, Fridovich I. Superoxide from glucose oxidase or from nitroblue tetrazolium? Arch Biochem Biophys 1995;318: 408–410.
  • Picker SD, Fridovich I. On the mechanism of production of superoxide radical by reacvtion mixtures containing NADH, phenazine methosulfate, and nitroblue tetrazolium. Arch Biochem Biophys 1984;228:155–158.
  • Auclair C, Torres M, Hakim J. Superoxide anion involvement in NBT reduction catalyzed by NADPH-cytochrome P-450 reductase: a pitfall. FEBS Lett 1978;89:26–28.
  • Kettle AJ, Carr AC, Winterbourn CC. Assays using horseradish peroxidase and phenolic substrates require superoxide dismutase for accurate determination of hydrogen peroxide production by neutrophils. Free Radic Biol Med 1994;17:161–164.
  • Winterbourn CC, Pichorner H, Kettle AJ. Myeloperoxidase-dependent generation of a tyrosine peroxide by neutrophils. Arch Biochem Biophys 1997;338:15–21.
  • Winterbourn CC, Kettle AJ. Radical-radical reactions of superoxide: a potential route to toxicity. Biochem Biophys Res Commun 2003;305:729–736.
  • Mereny G, Lind J, Eriksen TE. Luminol chemiluminescence: chemistry, excitation, emitter. J Biolumin Chemilumin 1990; 5:53–56.
  • Magalhaes LM, Segundo MA, Reis S, Lima JLFC. Methodological aspects about in vitro evaluation of antioxidant properties. Anal Chim Acta 2008;613:1–19.
  • Vogel S, Heilmann J. Synthesis, cytotoxicity, and antioxidative activity of minor prenylated chalcones from Humulus lupulus. J Nat Prod 2008;71:1237–1241.
  • Plochmann A, Korte G, Koutsilieri E, Richling E, Riederer P, Rethwilm A, Schreier P, Scheller C. Structure-activity relationships of flavonoid-induced cytotoxicity on human leukemia cells. Arch Biochem Biophys 2007;460:1–9.
  • Wolff SP. Ferrous ion oxidation in the presence of ferric ion indicator xylenol orange for measurement of hydroperoxides. Meth Enzymol 1994;233:182–189.
  • Gay C, Collins J, Gebicki JM. Hydroperoxide assay with ferric-xylenol orange complex. Anal Biochem 1999;273: 149–155.
  • Hückelhoven R, Kogel KH. Reactive oxygen intermediates in plant-microbe interactions: who is who in powdery mildew resistance? Planta 2003;216:891–902.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.