Publikace UTB
Repozitář publikační činnosti UTB

Toxicological aspects of flavonoid interaction with biomacromolecules

Repozitář DSpace/Manakin

Zobrazit minimální záznam


dc.title Toxicological aspects of flavonoid interaction with biomacromolecules en
dc.contributor.author Hodek, Petr
dc.contributor.author Hanuštiak, Pavel
dc.contributor.author Křížková, Jitka
dc.contributor.author Mikelová, Radka
dc.contributor.author Křížková, Soňa
dc.contributor.author Stiborová, Marie
dc.contributor.author Trnková, Libuše
dc.contributor.author Horna, Aleš
dc.contributor.author Beklová, Miroslava
dc.contributor.author Kizek, René
dc.relation.ispartof Neuroendocrinology Letters
dc.identifier.issn 0172-780X Scopus Sources, Sherpa/RoMEO, JCR
dc.date.issued 2006-12
utb.relation.volume 27
utb.relation.issue 2
dc.citation.spage 14
dc.citation.epage 17
dc.event.title 11th Interdisciplinary Slovak-Czech Toxicological Conference
dc.event.location Trenčianske Teplice
utb.event.state-en Slovakia
utb.event.state-cs Slovensko
dc.event.sdate 2006-06-05
dc.event.edate 2006-06-07
dc.type article
dc.type conferenceObject
dc.language.iso en
dc.publisher Maghira & Maas Publications en
dc.relation.uri http://data.radanal.cz/publikace/17_Hodek.pdf
dc.relation.uri http://web.archive.org/web/20071217154831/http://node.nel.edu/?node_id=3968
dc.subject rutin en
dc.subject quercetin en
dc.subject flavone en
dc.subject cytochrome P450 en
dc.subject western blotting en
dc.subject colon microsomes en
dc.subject cancer en
dc.subject DNA interaction en
dc.subject carbon paste electrode en
dc.subject square wave voltammetry en
dc.description.abstract OBJECTIVES: Flavonoids are widely accepted as health promoting phytochemicals, however, some flavonoids show ability of direct interaction with DNA and/or enhance carcinogen activation into DNA modifying agents. Thus, their potential harmful effect on the human body should be examined in detail. METHODS: Direct interaction of flavonoids (quercetin, rutin) with DNA was examined using square wave voltammetry on carbon paste electrode. Induction effect of selected flavonoids on content of cytochrome P450 1A1, carcinogens activating enzyme, in colon and liver microsomal samples of animals exposed to flavonoids was determined by Western blotting, using anti-cytochrome P450 lAl specific antibody. RESULTS: Of the natural flavonoids tested, induction of CYPIA1 was elicited by the typical citrus flavonoid naringenin in the colon, as well as by flavone in the liver. Moreover, synthetic (beta-naphthoflavone and naturally occurring chrysin, quercetin and diosmin induced CYP1A1 in both tissues. The oxidation signals of guanine and adenine in the DNA molecule were decreased in the presence of flavonoids. CONCLUSIONS: Although flavonoids are often considered to be safe because of their "plant origin"; ingestion of flavonoids should be taken with caution. Enhanced expression of CYPIA1 in colon tissue might be responsible for increasing incidence of colorectal carcinoma in humans. Electrochemistry can be used to study the interactions of flavonoids and DNA. en
utb.faculty Faculty of Technology
dc.identifier.uri http://hdl.handle.net/10563/1001947
utb.identifier.obdid 43865433
utb.identifier.scopus 2-s2.0-34047217681
utb.identifier.wok 000245442600004
utb.identifier.coden NLETD
utb.source d-wok
dc.date.accessioned 2011-08-09T07:34:17Z
dc.date.available 2011-08-09T07:34:17Z
utb.contributor.internalauthor Horna, Aleš
utb.fulltext.affiliation Petr Hodek1, Pavel Hanuštiak2,4, Jitka Křížková1, Radka Mikelová3, Soňa Křížková2, Marie Stiborová1, Libuše Trnková3, Aleš Horna5, Miroslava Beklová4 & René Kizek2 1. Department of Biochemistry, Faculty of Science, Charles University, Prague, Czech Republic 2. Department of Chemistry and Biochemistry, Faculty of Agronomy, Mendel University of Agriculture and Forestry, Brno, Czech Republic 3. Department of Theoretical and Physical Chemistry, Faculty of Science, Masaryk University, Brno, Czech Republic 4. Department of Veterinary Ecology and Environmental Protection, Faculty of Veterinary Hygiene and Ecology, University of Veterinary and Pharmaceutical Sciences, Brno, Czech Republic 5. Department of Food Engineering and Chemistry, Faculty of Technology, Tomas Bata University, Zlin, Czech Republic Correspondence to: Assoc. Prof. RNDr. Petr Hodek, PhD. Department of Biochemistry, Faculty of Science, Charles University in Prague, Hlavova 2030, 128 40 Prague 2, Czech Republic TEL.: +420-2-21951285, FAX: +420-2-21951283 EMAIL: hodek@natur.cuni.cz
utb.fulltext.dates Submitted: September 18, 2006 Accepted: November 2, 2006
utb.fulltext.references 1. Birt DF, Hendrich S, Wang WQ. Dietary agents in cancer prevention: flavonoids and isoflavonoids. Pharmacol Ther. 2001; 90:157–77. 2. Brett AMO, Diculescu VC. Electrochemical study of quercetin-DNA interactions - Part II. In situ sensing with DNA biosensors. Bioelectrochemistry. 2004; 64:143–50. 3. Brett AMO, Diculescu VC. Electrochemical study of quercetin-DNA interactions: Part I. Analysis in incubated solutions. Bioelectrochemistry. 2004; 64:133–41. 4. Brett AMO, Ghica ME. Electrochemical oxidation of quercetin. Electroanalysis. 2003; 15:1745–50. 5. Edenharder R, Rauscher R, Platt KL. The inhibition by flavonoids of 2-amino-3-methylimidazo 4,5-f quinoline metabolic activation to a mutagen: a structure-activity relationship study. Mutat Res-Fundam Mol Mech Mutagen. 1997; 379:21–32. 6. Ferancova A, Heilerova L, Korgova E, Silhar S, Stepanek I, Labuda J. Anti/pro-oxidative properties of selected standard chemicals and tea extracts investigated by DNA-based electrochemical biosensor. Eur Food Res Technol. 2004; 219:416–20. 7. Guengerich FP, Wang P, Davidson NK. Estimation of isozymes of microsomal cytochrome-P-450 in rats, rabbits, and humans using immunochemical staining coupled with sodium dodecylsulfate polyacrylamide-gel electrophoresis. Biochemistry. 1982; 21:1698–706. 8. Hanustiak P, Mikelova R, Potesil D, Hodek P, Stiborova M, Kizek R. Electrochemical behaviour of flavonoids on a surface of a carbon paste electrode. Biomed Papers. 2005; 149:44–7. 9. Hodek P, Trefil P, Stiborova M. Flavonoids - potent and versatile biologically active compounds interacting with cytochromes P450. Chem-Biol Interact. 2002; 139:1–21. 10. Klejdus B, Mikelova R, Petrlova J, Potesil D, Adam V, Stiborova M, Hodek P, Vacek J, Kizek R, Kuban V. Determination of isoflavones in soy bits by fast column high-performance liquid chromatography coupled with UV-visible diode-array detection. J Chromatogr A. 2005; 1084:71–9. 11. Klejdus B, Mikelova R, Petrlova J, Potesil D, Adam V, Stiborova M, Hodek P, Vacek J, Kizek R, Kuban V. Evaluation of isoflavone aglycon and glycoside distribution in soy plants and soybeans by fast column high-performance liquid chromatography coupled with a diode-array detector. J Agric Food Chem. 2005; 53:5848–52. 12. Klejdus B, Vacek J, Adam V, Zehnalek J, Kizek R, Trnkova L, Kuban V. Determination of isoflavones in soybean food and human urine using liquid chromatography with electrochemical detection. J Chromatogr B. 2004; 806:101–11. 13. Korbut O, Buckova M, Labuda J, Grundler P. Voltammetric detection of antioxidative properties of flavonoids using electrically heated DNA modified carbon paste electrode. Sensors. 2003; 3:1–10. 14. Labuda J, Buckova M, Heilerova L, Silhar S, Stepanek I. Evaluation of the redox properties and anti/pro-oxidant effects of selected flavonoids by means of a DNA-based electrochemical biosensor. Anal Bioanal Chem. 2003; 376:168–73. 15. Oliveira-Brett AM, Piedade JAP, Silva LA, Diculescu VC. Voltammetric determination of all DNA nucleotides. Anal Biochem 2004; 332:321–9. 16. Polson A, Vonwechmar MB, Vanregenmortel MHV. Isolation of viral Igy antibodies from yolks of immunized hens. Immunol Commun 1980; 9:475–93. 17. Rietjens I, Boersma MG, van der Woude H, Jeurissen SMF, Schutte ME, Alink GM. Flavonoids and alkenylbenzenes: Mechanisms of mutagenic action and carcinogenic risk. Mutat Res-Fundam Mol Mech Mutagen. 2005; 574:124–38. 18. Stiborova M, Asfaw B, Frei E, Schmeiser HH, Wiessler M. Benzenediazonium ion derived from Sudan-I forms an 8-(phenylazo)guanine adduct in DNA. Chem Res Toxicol. 1995; 8:489–98. 19. Stiborova M, Rupertova M, Hodek P, Frei E, Schmeiser HH. Monitoring of DNA adducts in humans and 32P-postlabelling methods. A review. Collect Czech Chem Commun. 2004; 69:476–98. 20. Ueng YF, Shyu CC, Liu TY, Oda Y, Lin YL, Liao JF, Chen CF. Protective effects of baicalein and wogonin against benzo a pyreneand aflatoxin B-1-induced genotoxicities. Biochem Pharmacol. 2001; 62:1653–60. 21. Yueh MF, Kawahara M, Raucy J. Cell-based high-throughput bioassays to assess induction and inhibition of CYP1A enzymes. Toxicol In Vitro. 2005; 19:275–87. 22. Zhang S, Qin C, Safe SH. Flavonoids as aryl hydrocarbon receptor agonists/antagonists: effects of structure and cell context. Environ Health Perspect. 2003; 111:1877–82. 23. Zhang QY, Wikoff J, Dunbar D, Fasco M, Kaminsky L. Regulation of cytochrome P4501A1 expression in rat small intestine. Drug Metab Dispos. 1997; 25:21–6.
utb.fulltext.sponsorship The financial support from grants 303/06/0928, 525/04/P132 and A100040602 from the Grant Agency of the Czech Republic, and 1M4635608802 from the Czech Ministry of Education is highly acknowledged.
utb.fulltext.projects GACR 303/06/0928
utb.fulltext.projects GACR 525/04/P132
utb.fulltext.projects GACR A100040602
utb.fulltext.projects MSM 1M4635608802
Find Full text

Soubory tohoto záznamu

Zobrazit minimální záznam