Skip to main content
SpringerLink
Log in

Electroanalytical study of guanine synthetic derivatives with antiviral activity

  • Published:
Russian Journal of Electrochemistry Aims and scope Submit manuscript

Abstract

Experimental information on the electrochemical behavior of guanine synthetic derivatives (acyclovir, valacyclovir, ganciclovir, and famciclovir) with the strong antiviral activity on presynthesized activated carbosital electrode (CSE) in aqueous solutions of different acidity is obtained. The mechanism of irreversible oxidation of substances containing guanidine group (–NH–C(NH–)=N–) is discussed and the dependences of current and potential of experimental anodic peaks on the potential scan rate, the nature and acidity of supporting electrolyte solution, and also on the concentration of depolarizer and the time of its accumulation on the electrode surface are found. It is shown that all other factors being equal (0.1 М phosphate buffer, рН 6), the position of the observed anodic peak depends substantially on the nature of acyclic substituent at N(9) of imidazole ring in the aminopurine molecule: the susceptibility to oxidation decreases in the series Gua (E pa = 0.84 V), ACV (E pa = 1.00 V), VACV (E pa = 1.04 V), GCV (E pa = 1.07 V), FCV (E pa = 1.20 V). It is shown that the electrocatalytic activity and the high absorbability of the activated CSE with respect to substances tested make it possible to reach their lower detection limits (20–40 nM) in multicomponent solutions.

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

Similar content being viewed by others

References

  1. Baynes, J.W. and Dominiczak, M.H., Medical Biochemistry, Elsevier, 2014.

  2. Brown, T.A., Introduction to Genetics: A Molecular Approach, Taylor and Francis Group, 2011.

    Google Scholar 

  3. Wutzler, P. and Thust, R., Antiviral Res., 2001, vol. 49, p. 55.

    Article  CAS  Google Scholar 

  4. De Clercq, E. and Field, H.J., J. Pharmacol., 2006, vol. 147, p. 1.

    Google Scholar 

  5. Goyal, R.N. and Dryhurst, G., J. Electoanal. Chem, 1982, vol. 135, p. 75.

    Article  CAS  Google Scholar 

  6. Ferapontova, E.E., Electrochim. Acta, 2004, vol. 49, p. 1751.

    Article  CAS  Google Scholar 

  7. Shetti, N.P., Malode, Sh.J., and Nandibewoor, Sh.T., Bioelectrochem., 2012, vol. 88, p. 76.

    Article  CAS  Google Scholar 

  8. Wang, F., Chen, L., Chen, X., and Hu, Sh., Anal. Chim. Acta, 2006, vol. 576, p. 17.

    Article  CAS  Google Scholar 

  9. Skrzypek, S., Ciesielski, W., and Yilmaz, S., Chem. Anal. (Warsaw, Pol.), 2007, vol. 52, p. 1071.

    CAS  Google Scholar 

  10. Liu, Y., Wang, G., Ma, W., and Li, H., Lihua Jianyan, Huaxue Fence, 2009, vol. 3, p. 303.

    Google Scholar 

  11. Heli, H., Zarghan, M., Jabbari, A., Parsaei, A., and Moosavi-Movahedi, A.A., J. Solid State Electrochem., 2010, vol. 14, p. 787.

    Article  CAS  Google Scholar 

  12. Castro, A.A., Cordoves, A.I.P., and Percio, A.M.F., Anal. Chem. Insights, 2013, vol. 8, p. 21.

    CAS  Google Scholar 

  13. Shaidarova, L.G., Gedmina, A.V., Zhaldak, E.R., Chelnokova, I.A., and Budnikov, G.K., Khim.-Farm. Zh., 2014, vol. 48, p. 37.

    Google Scholar 

  14. Visor, G.C., Jackson, S.E., Kenley, R.A., and Lee, G.C., J. Pharm. Sci., 1985, vol. 74, p. 1078.

    Article  CAS  Google Scholar 

  15. Uslu, B., Dogan, B., and Ozkan, S.A., Anal. Chim. Acta, 2005, vol. 537, p. 307.

    Article  CAS  Google Scholar 

  16. Li, Ch., Wang, G., Wang, Sh., and Lin, X., Huaxue Yanjiu Yu Yingyong, 2008, vol. 20, p. 442.

    CAS  Google Scholar 

  17. You, W. and Gao, Z., Yaowu Fenxi Zazhi, 2009, vol. 29, p. 837.

    CAS  Google Scholar 

  18. Ren, Ch., You, W., and Gao, Z., Fenxi Ceshi Xuebao, 2009, vol. 28, p. 914.

    CAS  Google Scholar 

  19. Zhou, Y., Zhi, J., Zhang, X., and Xu, M., Diamond Relat. Mater., 2011, vol. 20, p. 18.

    Article  CAS  Google Scholar 

  20. Uslu, B., Ozkan, S.A., and Senturk, Z., Anal. Chim. Acta, 2006, vol. 555, p. 341.

    Article  CAS  Google Scholar 

  21. Shah, B., Lafleur, T., and Chen, A., Faraday Discuss., 2013, vol. 164, p. 135. doi 10.1039/c3fd00023k

    Article  CAS  Google Scholar 

  22. Tarinc, D. and Golcu, A., Russ. J. Electrochem., 2015, vol. 51, p. 149.

    Article  CAS  Google Scholar 

  23. Li, Ch., Li, H., Piao, D., and Wang, G., Fenxi Ceshi Xuebao, 2006, vol. 25, no. 5, p. 102.

    Google Scholar 

  24. Jain, R. and Sharma, S., Global J. Anal. Chem., 2012, vol. 3, p. 19.

    Google Scholar 

  25. Gohary, N.A., Madbouty, A., and Nashar, R.M.E., Biosens. Bioelectron., 2015, vol. 65, p. 108.

    Article  Google Scholar 

  26. Shpigun, L.K., Andryukhina, E.Yu., and Protasov, A.S., J. Electroanal. Chem., 2015, vol. 743, p. 46.

    Article  CAS  Google Scholar 

  27. Gosser, D.K., Cyclic Voltammetry: Simulations and Analysis of Reaction Mechanisms, New York VCH, 1993.

    Google Scholar 

  28. Laviron, E., J. Electroanal. Chem., 1979, vol. 101, p. 19.

    Article  CAS  Google Scholar 

  29. Damaskin, B.B., Petrii, O.A., and Tsirlina, G.A., Elektrokhimiya (Electrochemistry), Moscow: Khimiya, 2006.

    Google Scholar 

  30. Wu, Yu., Ji, X., and Hu, Sh., Bioelectrochem., 2004, vol. 64, p. 91.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninskii pr. 31, Moscow, 119991, Russia

    L. K. Shpigun, E. Yu. Andryukhina, P. M. Kamilova, M. A. Suranova & A. S. Protasov

Authors
  1. L. K. Shpigun
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. Yu. Andryukhina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. P. M. Kamilova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. M. A. Suranova
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. S. Protasov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to L. K. Shpigun.

Additional information

Original Russian Text © L.K. Shpigun, E.Yu. Andryukhina, P.M. Kamilova, M.A. Suranova, A.S. Protasov, 2016, published in Elektrokhimiya, 2016, Vol. 52, No. 4, pp. 390–397.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Shpigun, L.K., Andryukhina, E.Y., Kamilova, P.M. et al. Electroanalytical study of guanine synthetic derivatives with antiviral activity. Russ J Electrochem 52, 340–347 (2016). https://doi.org/10.1134/S1023193516040145

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1023193516040145

Keywords

Search

Navigation