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Evaluation of the redox properties and anti/pro-oxidant effects of selected flavonoids by means of a DNA-based electrochemical biosensor

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Abstract

Quercetin and rutin as well as catechin and epigallocatechin gallate were investigated, as widely distributed representatives of flavonols and flavanols, respectively, regarding their anti/pro-oxidant properties. The flavonoids are irreversibly oxidized at a dsDNA-modified screen-printed electrode within 0.368 to 0.449 V vs. SHE without binding to DNA. Using the DNA biosensor the detection scheme of a DNA prevention/degradation exploits the [Co(phen)3]3+ complex as an electrochemical DNA marker. Antioxidant activity of flavonoids was tested in a model cleavage mixture composed of 5×10−7 mol L−1 [Cu(phen)2]2+ as the catalyst, 1×10−3 mol L−1 ascorbic acid as the chemical reductant and atmospheric oxygen as the natural oxidant where reactive oxygen radicals are generated. The antioxidant activity increases with the concentration of flavonoids reaching a maximum where pro-oxidative behaviour becomes of importance. The pro-oxidant potency of flavonoids depends on the presence of atmospheric oxygen and follows the order quercetin>rutin>epigallocatechin gallate>catechin.

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References

  1. Duthie SJ, Johnson W, Dobson VL (1997) Mutat Res 390:141

    Article  CAS  PubMed  Google Scholar 

  2. Pietta PG (2000) J Nat Prod 63:1035

    Article  CAS  PubMed  Google Scholar 

  3. Rice-Evans C (2001) Curr Med Chem 8:797

    CAS  Google Scholar 

  4. Abalea V, Cillard J, Dubos MP, Sergent O, Cillard P, Morel I (1999) Free Rad Bio Med 26:1457

    Article  CAS  Google Scholar 

  5. Boehm H, Boeing H, Hempel J, Raab B, Kroke A (1998) Z Ernahrungswiss 37:147

    CAS  Google Scholar 

  6. Ferguson LR (2001) Mutat Res 475:89

    Article  CAS  Google Scholar 

  7. Cai Q, Rahn RO, Zhang R (1997) Cancer Lett 119:99

    Article  CAS  Google Scholar 

  8. Duthie SJ, Collins AR, Duthie GG, Dobson VL (1997) Mutat Res 393:223

    Article  CAS  PubMed  Google Scholar 

  9. Ng TB, Liu F, Wang ZT (2000) Life Sci 66:709

    Article  CAS  PubMed  Google Scholar 

  10. Jain A, Martin MC, Parveen N, Khan NU, Parish JH, Hadi SM (1999) Phytother Res 13:609

    Article  CAS  PubMed  Google Scholar 

  11. Sestili P, Guidarelli A, Dacha M, Cantoni O (1998) Free Rad Biol Med 25:196

    Article  CAS  PubMed  Google Scholar 

  12. Anderson RF, Fisher LJ, Hara Y, Harris T, Mak WB, Melton LD, Packer JE (2001) Carcinogenesis 22:1189

    Article  CAS  PubMed  Google Scholar 

  13. Puppo A (1992) Phytochemistry 31:85

    Article  CAS  Google Scholar 

  14. Yamashita N, Tanemura H, Kawanishi S (1999) Mutat Res 425:107

    Article  CAS  PubMed  Google Scholar 

  15. Ohsima H, Yoshie Y, Auriol S, Gilibert I (1998) Free Rad Bio Med 25:1057

    Article  Google Scholar 

  16. Erdem A, Ozsoz M (2002) Electroanalysis 14:965

    Article  CAS  Google Scholar 

  17. Paleček E, Jelen F (2002) Crit Rev Anal Chem Acta 32:261

    Google Scholar 

  18. Wang J (2002) Anal Chim Acta 469:63

    Article  CAS  Google Scholar 

  19. Mascini M, Palchetti I, Marrazza G (2001) Fresenius J Anal Chem 369:15

    CAS  PubMed  Google Scholar 

  20. Paleček E, Fojta M (2001) Anal Chem 73:74A

  21. Kubičárová T, Fojta M, Vidic J, Havran L, Paleček E (2000) Electroanalysis 12:1422

    Google Scholar 

  22. Labuda J, Bučková M, Vaníčková M, Mattusch J, Wennrich R (1999) Electroanalysis 11:101

    Article  CAS  Google Scholar 

  23. Johnson MK, Loo G (2000) Mutat Res 459:211

    Article  CAS  PubMed  Google Scholar 

  24. Bučková M, Labuda J, Šandula J, Križková L, Štěpánek I, Ďuračková Z (2002) Talanta 56:939

    Google Scholar 

  25. Labuda J, Bučková M, Heilerová Ľ, Čaniová-Žiaková A, Brandšteterová E, Mattusch J, Wennrich R (2002) Sensors 2:1

    CAS  Google Scholar 

  26. Pang DW, Abruňa HD (1998) Anal Chem 70:3162

    Article  CAS  PubMed  Google Scholar 

  27. Dollimore LS, Gillerd RD (1973) J Chem Soc 933

  28. Yang B, Arai K, Kusu F (2001) Anal Sci 17:987

    CAS  PubMed  Google Scholar 

  29. Jorgensen LV, Cornett C, Justesen U, Skibsten LH (1998) Free Rad Res 29:339

    CAS  Google Scholar 

  30. Hendrickson HP, Kaufman AD, Lunte CE (1994) J Pharm Biomed Anal 12:325

    CAS  Google Scholar 

  31. Zhu Z, Li CLNQ (2002) Microchem J 71:57

    Article  CAS  Google Scholar 

  32. Noroozi M, Angerson WJ, Lean ME (1998) Am J Clin Nutr 67:1210

    CAS  Google Scholar 

Download references

Acknowledgement

This work was supported by the Grant Agency VEGA of the Slovak Republic (Grant No. 1/9253/02) and by the Ministry of Agriculture of the Slovak Republic (Project No. 27-26 /99). The authors thank R. Nemcová and Z. Siváková for their technical assistance.

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Authors and Affiliations

  1. Department of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, 81237, Bratislava, Slovakia

    Ján Labuda & Miriam Bučková

  2. Biocentre Modra, Food Research Institute Bratislava, 90001, Modra, Slovakia

    Ľudmila Heilerová & Stanislav Šilhár

  3. FACH, 08060, Prešov, Slovakia

    Ivan Štepánek

Authors
  1. Ján Labuda
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  2. Miriam Bučková
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  3. Ľudmila Heilerová
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  4. Stanislav Šilhár
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  5. Ivan Štepánek
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Correspondence to Ján Labuda.

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Labuda, J., Bučková, M., Heilerová, Ľ. et al. Evaluation of the redox properties and anti/pro-oxidant effects of selected flavonoids by means of a DNA-based electrochemical biosensor. Anal Bioanal Chem 376, 168–173 (2003). https://doi.org/10.1007/s00216-003-1884-3

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  • DOI: https://doi.org/10.1007/s00216-003-1884-3

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