Skip to main content
SpringerLink
Log in

Evaluation of antioxidative capacity via measurement of the damage of DNA using an electrochemical biosensor and an ionic liquid solvent

  • Original Paper
  • Published:
Microchimica Acta Aims and scope Submit manuscript

Abstract

We have developed a simple procedure to evaluate the power of antioxidants. It is based on the detection of DNA damage by using an electrochemical biosensor. The latter was fabricated by immobilization DNA on a glassy carbon electrode. DNA damage is caused by the generation of hydroxy radicals in the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate via a Fenton-type reaction. The ionic liquid provides a benign environment for the investigation of the free radicals. The effect of antioxidants on the oxidative damage of DNA can be monitored by the indicator Co(bpy) 3+3 , which binds to the intact DNA much more strongly than to damaged DNA. Ascorbic acid, rutin and aloe-emodin exhibited an inhibitory effect on the damage, and their antioxidative mechanisms were studied. It is also found that catalase displays a protective function against DNA damage by decomposing hydrogen peroxide.

Schematic diagram of DNA damage and antioxidative capacity

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Wattanapitayakul SK, Bauer JA (2001) oxidative pathways in cardiovascular disease: roles, mechanisms, and therapeutic implications. Pharmacol Ther 89:187–206

    Article  CAS  Google Scholar 

  2. Mark JL (1987) Role of Alzheimer’s protein is tangled. Science 4:1352–1353

    Article  Google Scholar 

  3. Schärer OD (2003) Chemistry and biology of DNA repair. Angew Chem Int Ed 42:2946–2974

    Article  Google Scholar 

  4. Mello LD, Hernandez S, Marrazza G, Mascini M, Kubota LT (2006) Investigations of the antioxidant properties of plant extracts using a DNA-electrochemical biosensor. Biosens Bioelectron 21:1374–1382

    Article  CAS  Google Scholar 

  5. Sigman DS (1990) Chemical nucleases. Biochemistry 29:9097–9105

    Article  CAS  Google Scholar 

  6. Møller P, Loft S (2006) Dietary antioxidants and beneficial effect on oxidatively damaged DNA. Free Radical Bio Med 41:388–415

    Article  Google Scholar 

  7. Frei B (1999) Molecular and biological mechanism of antioxidant action. FASEB J 13:963–964

    CAS  Google Scholar 

  8. Pietta PG (2000) Flavonoids as antioxidants. J Nat Prod 63:1035–1042

    Article  CAS  Google Scholar 

  9. Bučková M, Labuda J, Šandula J, Križková L, Štĕpánek I, Ďuračková Z (2002) Detection of damage to DNA and antioxidative activity of yeast polysaccharides at the DNA-modified screen-printed electrode. Talanta 56:939–947

    Article  Google Scholar 

  10. Halliwell B, Gutteridge J (2003) Free Radicals in Biology and Medicine. Oxford Science Publications University Press, Oxford

    Google Scholar 

  11. Huang D, Ou B, Prior RL (2005) the chemistry behind antioxidant capacity assays. J Agric Food Chem 53:1841–1856

    Article  CAS  Google Scholar 

  12. Le Bourvellec C, Hauchard D, Darchen A, Burgot J, Abasq M (2008) Validation of a new method using the reactivity of electrogenerated superoxide radical in the antioxidant capacity determination of flavonoids. Talanta 75:1098–1103

    Article  Google Scholar 

  13. Yang J, Zhang Z, Rusling JF (2002) Detection of Chemically-Induced Damage in Layered DNA Films with Co(bpy) 3+3 by Square Wave Voltammetry. Electroanal 14:1494–1500

    Article  CAS  Google Scholar 

  14. Wei MY, Guo LH, Famouri P (2011) DNA biosensors based on metallo-intercalator probes and electrocatalytic amplification. Microchim Acta 172:247–260

    Article  CAS  Google Scholar 

  15. Rusling JF (2004) Sensors for toxicity of chemicals and oxidative stress based on electrochemical catalytic DNA oxidation. Biosens Bioelectron 20:1022–1028

    Article  CAS  Google Scholar 

  16. Qian P, Ai S, Yin H, Li J (2010) Evaluation of DNA damage and antioxidant capacity of sericin by a DNA electrochemical biosensor based on dendrimer-encapsulated Au-Pd/chitosan composite. Microchim Acta 168:347–354

    Article  CAS  Google Scholar 

  17. Labuda J, Buckova M, Heilerova L, Silhar S, Stepanek I (2003) 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

    CAS  Google Scholar 

  18. Liu J, Roussel C, Lagger G, Tacchini P, Girault HH (2005) Antioxidant Sensors Based on DNA-Modified Electrodes. Anal Chem 77:7687–7694

    Article  CAS  Google Scholar 

  19. Barroso MF, de-los-Santos-Álvarez N, Lobo-Castañón MJ, Miranda-Ordierea AJ, Delerue-Matos C, Oliveira MBPP, Tuñón-Blanco P (2011) DNA-based biosensor for the electrocatalytic determination of antioxidant capacity in beverages. Biosens Bioelectron 26:2396–2401

    Article  CAS  Google Scholar 

  20. Silvester DS, He W, Aldous L, Hardacre C, Compoton RG (2008) Electrochemical Reduction of Benzoic Acid and Substituted Benzoic Acids in Some Room Temperature Ionic Liquids. J Phys Chem C 112:12966–12973

    Article  CAS  Google Scholar 

  21. Buzzeo MC, Klymenko OV, Wadhawan JD, Hardacre C, Seddon KR, Compton RG (2003) Voltammetry of Oxygen in the Room-Temperature Ionic Liquids 1-Ethyl-3-methylimidazolium Bis((trifluoromethyl)sulfonyl)imide and Hexyltriethylammonium Bis((trifluoromethyl)sulfonyl)imide: One-Electron Reduction To Form Superoxide. Steady-State and Transient Behavior in the Same Cyclic Voltammogram Resulting from Widely Different Diffusion Coefficients of Oxygen and Superoxide. J Phys Chem A 107:8872–8878

    Article  CAS  Google Scholar 

  22. Strehmel V, Laschewsky A, Wetzel H, Görnitz E (2006) Free Radical Polymerization of n-Butyl Methacrylate in Ionic Liquids. Marcromolecules 39:923–930

    Article  CAS  Google Scholar 

  23. Pang DW, Abruña HD (1998) Micromethod for the investigation of the interactions between DNA and redox-active molecules. Anal Chem 70:3162–3169

    Article  CAS  Google Scholar 

  24. Shutava TG, Kommireddy DS, Lvov YM (2006) Layer-by-layer enzyme/polyelectrolyte films as a functional protective barrier in oxidizing media. J Am Chem Soc 128:9926–9934

    Article  CAS  Google Scholar 

  25. Lewandowski A, Galiński M (2004) Carbon–ionic liquid double-layer capacitors. J Phys Chem Solids 65:281–286

    Article  CAS  Google Scholar 

  26. Laszlo JA, Compton DL (2001) α-Chymotrypsin catalysis in imidazolium-based ionic liquids. Biotechnol Bioeng 75:181–186

    Article  CAS  Google Scholar 

  27. Prieto-Simón B, Cortina M, Campàs M, Calas-Blanchard C (2008) Electrochemical biosensors as a tool for antioxidant capacity assessment. Sens Actuators B 129:459–466

    Article  Google Scholar 

  28. Mugweru A, Rusling J (2006) Studies of DNA Damage Inhibition by Dietary Antioxidants Using Metallopolyion/DNA Sensors. Electroanal 18:327–332

    Article  CAS  Google Scholar 

  29. Arosio B, Gagliano N, Fusaro LMP, Parmeggiani L, Tagliabue J et al (2000) Aloe-Emodin quinone pretreatment reduces acute liver injury induced by carbon tetrachloride. Pharmacol Toxicol 87:229–233

    Article  CAS  Google Scholar 

  30. Carr A, Frei B (1999) Does vitamin C act as a pro-oxidant under physiological conditions? FASEB J 13:1007–1024

    CAS  Google Scholar 

  31. Tian B, Hua YJ (2005) Concentration-dependence of prooxidant and antioxidant effects aloin and aloe emodin on DNA. Food Chem 91:413–418

    Article  CAS  Google Scholar 

  32. Yang J, Guo J, Yuan J (2008) In vitro antioxidant properties of rutin. LWT 41:1060–1066

    Article  CAS  Google Scholar 

  33. Jia S, Liang M, Guo L (2008) Photoelectrochemical Detection of Oxidative DNA Damage Induced by Fenton Reaction with Low Concentration and DNA-Associated Fe2+. J Phys Chem B 112:4461–4464

    Article  CAS  Google Scholar 

  34. Diopan V, Babula P, Shestivska V, Adam V, Zemlicka M, Dvorska M, Hubalek J, Trnkova L, Havel L, Kizek R (2008) Electrochemical and spectrometric study of antioxidant activity of pomiferin, isopomiferin, osajin and catalposide. J Pharm Biomed Anal 48:127–133

    Article  CAS  Google Scholar 

  35. Larson RA (1988) The antioxidants of higher plants. Photochem 27:969–978

    Article  CAS  Google Scholar 

  36. Ohnishi S, Murata M, Oikawa S et al (2001) Oxidative DNA damage by an N-hydroxy metabolite of the mutagenic compound formed from norhaman and aniline. Mutat Res 494:63–72

    CAS  Google Scholar 

  37. Aronovitch Y, Godinger D, Israeli A et al (2007) Dual activity of nitroxides as pro- and antioxidants: catalysis of copper-mediated DNA breakage and H2O2 simulation. Free Radical Biol Med 42:1317–1325

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the National Natural Science Foundation of China (No. 20875023) and the Foundation for Innovative Research Groups of the Education Department of Hubei Province (No. T201101).

Author information

Authors and Affiliations

  1. Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules & College of Chemistry and Chemical Engineering, Hubei University, Wuhan, 430062, Peoples Republic of China

    Huayu Xiong, Yan Wang, Xiuhua Zhang, Yong Ye & Shengfu Wang

Authors
  1. Huayu Xiong
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yan Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Xiuhua Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Yong Ye
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Shengfu Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Shengfu Wang.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Xiong, H., Wang, Y., Zhang, X. et al. Evaluation of antioxidative capacity via measurement of the damage of DNA using an electrochemical biosensor and an ionic liquid solvent. Microchim Acta 176, 479–484 (2012). https://doi.org/10.1007/s00604-011-0739-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00604-011-0739-4

Keywords

Search

Navigation