Skip to main content
SpringerLink
Log in

Diphenyl Diselenide-Loaded Nanocapsules: Preparation and Biological Distribution

  • Published:
Applied Biochemistry and Biotechnology Aims and scope Submit manuscript

Abstract

Over the past years, organoselenium compounds have been aimed as targets of interest in organic synthesis. Diphenyl diselenide [(PhSe)2] is an important example of this class showing several pharmacological properties. However, the poor water-solubility and its low oral bioavailability may be considered an obstruction for the clinical utility of this compound. For this reason, the use of nanocapsules is a prominent approach to increase the bioavailability of lipophylic molecules. This study aims to prepare diphenyl diselenide-loaded nanocapsules with two different concentrations, by interfacial deposition of the preformed polymer in order to develop a system to improve its oral bioavailability. The drug-loaded nanocapsules with 1.56 and 5 mg ml−1 and unloaded nanocapsule suspensions presented macroscopic homogeneous aspect, as well as submicronic sizes, low polydispersity, negative zeta potentials and slightly acid or neutral pH values. The biological tests of selenium distribution in different tissues of mice show a higher bioavailability of the (PhSe)2 nanocapsules when compared with the free (PhSe)2, both administered by per oral route at the dose of 50 mg/kg, showing a prominent influence of the nanocarries systems for biological properties of this organochalcogenium compound.

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
Fig. 5

Similar content being viewed by others

References

  1. Mora-Huertas, C. E., Fessi, H., & Elaissari, A. (2010). International Journal of Pharmaceutics, 385, 113–142.

    Article  CAS  Google Scholar 

  2. Soppimath, K. S., Aminabhavi, T. M., Kulkarni, A. R., & Rudzinski, W. E. (2001). Journal of Controlled Release, 70, 1–20.

    Article  CAS  Google Scholar 

  3. Heurtault, B., Saulnier, P., Pech, B., Proust, J. E., & Benoit, J. P. (2003). Biomaterials, 24, 4283–4300.

    Article  CAS  Google Scholar 

  4. Singh, R., & Lillard, J. W., Jr. (2009). Experimental and Molecular Pathology, 86, 215–223.

    Article  CAS  Google Scholar 

  5. Barrat, G. M. (2000). Pharmaceutical Science Technology Today, 3, 163–171.

    Article  Google Scholar 

  6. Assis, D. N., Mosqueira, V. C. F., Vilela, J. M. C., Andrade, M. S., & Cardoso, V. N. (2008). International Journal of Pharmaceutics, 349, 152–160.

    Article  Google Scholar 

  7. Wohlfart, S., Khalansky, A. S., Gelperina, S., Begley, D., & Kreuter, J. (2011). Journal of Controlled Release, 154, 103–107.

    Article  CAS  Google Scholar 

  8. Lamprecht, A., Saumet, J. L., Roux, J., & Benoit, J. P. (2004). International Journal of Pharmaceutics, 278, 407–414.

    Article  CAS  Google Scholar 

  9. Luo, C. F., Yuan, M., Chen, M. S., Liu, S. M., Zhu, L., Huang, B. Y., et al. (2011). International Journal of Pharmaceutics, 410, 138–144.

    Article  CAS  Google Scholar 

  10. Peltier, S., Oger, J. M., Lagarce, F., Couet, W., & Benoît, J. P. (2006). Pharmaceutical Research, 23, 1243–1250.

    Article  CAS  Google Scholar 

  11. Nogueira, C. W., Zeni, G., & Rocha, J. B. T. (2004). Chemical Reviews, 104, 6255–6285.

    Article  CAS  Google Scholar 

  12. Mugesh, G., Mont, W. W., & Sies, H. (2001). Chemical Reviews, 101, 2125–2179.

    Article  CAS  Google Scholar 

  13. Savegnago, L., Pinto, L. G., Jesse, C. R., Alves, D., Rocha, J. B. T., Nogueira, C. W., et al. (2007). European Journal of Pharmacology, 555, 129–138.

    Article  CAS  Google Scholar 

  14. Savegnago, L., Jesse, C. R., Pinto, L. G., Rocha, J. B. T., Barancelli, D. A., Nogueira, C. W., et al. (2008). Pharmacology Biochemistry and Behavior, 88, 418–426.

    Article  CAS  Google Scholar 

  15. Acker, C. I., Luchese, C., Prigol, M., & Nogueira, C. W. (2009). Neuroscience Letters, 455, 168–172.

    Article  CAS  Google Scholar 

  16. Ghisleni, G., Kazlauckas, V., Both, F. L., Pagnussat, N., Miorranzza, S., Rocha, J. B. T., et al. (2008). Progress in Neuro-Psychopharmacology and Biological Psychiatry, 32, 1508–1515.

    Article  CAS  Google Scholar 

  17. Prigol, M., Luchese, C., Pinton, S., Ferreira, M., Santos, J. P. A., Karkow, A. K., et al. (2011). Neuroscience Letters, 495, 140–143.

    Article  CAS  Google Scholar 

  18. Rocha, J. T., Gai, B. M., Pinton, S., Sampaio, T. B., Nogueira, C. W., & Zeni, G. (2012). Psychopharmacology, 222, 709–719.

    Article  Google Scholar 

  19. Santos, F. W., Zeni, G., Rocha, J. B. T., Weis, S. N., Fachinetto, J. M., Favero, A. M., et al. (2005). Chemico-Biological Interactions, 151, 159–165.

    Article  CAS  Google Scholar 

  20. Rosa, R. M., Moura, D. J., Silva, A. C. R., Saffi, J., & Henriques, J. A. P. (2007). Mutation Research, 631, 44–54.

    Article  CAS  Google Scholar 

  21. Borges, L. P., Nogueira, C. W., Panatieri, R. B., Rocha, J. B. T., & Zeni, G. (2006). Chemico-Biological Interactions, 160, 99–107.

    Article  CAS  Google Scholar 

  22. Freitas, A. S., Funck, V. R., Rotta, M. S., Bohrer, D., Mörschbächer, V., Puntel, R. L., et al. (2009). Brain Research Bulletin, 79, 77–84.

    Article  Google Scholar 

  23. Savegnago, L., Trevisan, M., Alves, D., Rocha, J. B. T., Nogueira, C. W., & Zeni, G. (2006). Toxicology & Pharmacology, 21, 86–92.

    Article  CAS  Google Scholar 

  24. Ineu, R. P., Pereira, M. E., Aschner, M., Nogueira, C. W., Zeni, G., & Rocha, J. B. T. (2008). Food and Chemical Toxicology, 46, 3023–3029.

    Article  CAS  Google Scholar 

  25. Freitas, A. S., & Rocha, J. B. T. (2011). Neuroscience Letters, 503, 1–5.

    Article  Google Scholar 

  26. Posser, T., Franco, J. L., Santos, D. A., Rigon, A. P., Farina, M., Dafré, A. L., et al. (2008). Brain Research, 1199, 138–147.

    Article  CAS  Google Scholar 

  27. Silva, M. H., Rosa, E. J. F., Carvalho, N. R., Dobrachinski, F., Rocha, J. B. T., Mauriz, J. L., et al. (2012). Neurotoxicity Research, 21, 334–344.

    Article  CAS  Google Scholar 

  28. Barbosa, N. B. V., Rocha, J. B. T., Wondracek, D. C., Perottoni, J., Zeni, G., & Nogueira, C. W. (2006). Chemico-Biological Interactions, 163, 230–238.

    Article  CAS  Google Scholar 

  29. Prigol, M., Brüning, C. A., Martini, F., & Nogueira, C. W. (2012). Biological Trace Element Research, 150(1–3), 272–277.

    Article  Google Scholar 

  30. Prigol, M., Nogueira, C. W., Zeni, G., Bronze, M. R., & Constantino, L. (2013). Applied Biochemistry and Biotechnology, 169, 885–893.

    Article  CAS  Google Scholar 

  31. Prigol, M., Nogueira, C. W., Zeni, G., Bronze, M. R., & Constantino, L. (2012). Chemico-Biological Interactions, 200, 65–72.

    Article  CAS  Google Scholar 

  32. Paulmier, C. (1986). Pergamon Press (pp. 25–51). Oxford: England.

    Google Scholar 

  33. Fessi, H., Puisieux, F., Devissanguet, J. P., Ammoury, N., & Benita, S. (1989). Nanocapsule formation by interfacial polymer deposition following solvent displacement. International Journal of Pharmaceutics, 55, R1–R4.

    Article  CAS  Google Scholar 

  34. Schaffazick, S. R., Guterres, S. S., Freitas, L. L., & Pohlmann, A. R. (2003). Quimica Nova, 26, 726–737.

    Article  CAS  Google Scholar 

  35. Schaffazick, S. R., Pohlmann, A. R., Freitas, L. L., & Guterres, S. S. (2002). Acta Farmaceutica Bonaerense, 21, 99–106.

    Google Scholar 

  36. Külkamp, I. C., Paese, K., Guterres, S. S., & Pohlmann, A. R. (2009). Quimica Nova, 32, 2078–2084.

    Article  Google Scholar 

  37. Haas, S. E., Bettoni, C. C., Oliveira, L. K., Guterres, S. S., & Costa, T. D. (2009). International Journal of Antimicrobial Agents, 34, 156–161.

    Article  CAS  Google Scholar 

  38. Ponchel, G., & Irache, J. M. (1998). Advanced Drug Delivery Reviews, 34, 191–219.

    Article  CAS  Google Scholar 

  39. Kreuter, J., Shamenkov, D., Petrov, V., Ramge, P., Cychutec, K., Koch-Brandt, C., et al. (2002). Journal of Drug Targeting, 10, 317–325.

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors gratefully acknowledge the financial supports by CNPq, CAPES, and FAPERGS.

Author information

Authors and Affiliations

  1. Departamento de Química, Centro de Ciências Naturais e Exatas, Universidade Federal de Santa Maria, Santa Maria, CEP 97105-900, RS, Brazil

    Camila F. A. Giordani, Diego de Souza, Luciano Dornelles, Cristina W. Nogueira & Oscar E. D. Rodrigues

  2. Centro Universitário Franciscano–UNIFRA, Santa Maria, RS, Brazil

    Marta P. Alves

  3. Universidade Federal do Pampa (UNIPAMPA), Campus Itaqui, CEP 97.650-000, Itaqui, RS, Brazil

    Marina Prigol

  4. Departamento de Química, Universidade Federal de Santa Maria, 97105-900, Santa Maria, RS, Brazil

    Oscar E. D. Rodrigues

Authors
  1. Camila F. A. Giordani
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Diego de Souza
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Luciano Dornelles
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Cristina W. Nogueira
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Marta P. Alves
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Marina Prigol
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Oscar E. D. Rodrigues
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Marina Prigol or Oscar E. D. Rodrigues.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Giordani, C.F.A., de Souza, D., Dornelles, L. et al. Diphenyl Diselenide-Loaded Nanocapsules: Preparation and Biological Distribution. Appl Biochem Biotechnol 172, 755–766 (2014). https://doi.org/10.1007/s12010-013-0554-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12010-013-0554-y

Keywords

Search

Navigation