Skip to main content
Log in

Polymer nanoparticles of N-vinylpyrrolidone loaded with an organic aminonitroxyl platinum (iv) complex. Characterization and investigation of their in vitro cytotoxicity

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The conditions for obtaining stable aqueous solutions of a lipophilic aminonitroxyl platinum complex, namely, e-amine-d-(4-amino-2,2,6,6-tetramethylpiperidine 1-oxyl)-a, f-bis(octanoato)-b, c-dichloroplatinum(iv), by means of its encapsulation into nanoparticles of copolymers of N-vinylpyrrolidone with triethylene glycol dimethacrylate with various monomer compositions and topologies were found. Aqueous solutions of the complex encapsulated into polymer particles were investigated by dynamic light scattering, the temperature dependence of nanostructure sizes was studied. Transmission electron microscopy established that the hybrid nanostructures are core—shell particles, in which the platinum complex forms small clusters (∼4 nm). The parameters of ESR spectra of aqueous dispersions indicate a high mobility of nitroxyl contained in hybrid nanostructures. Voltammetric measurements demonstrate a similarity of the redox reactions related to the free radical fragment of the aminonitroxyl PtIV complex and of the 4-acetylamino-2,2,6,6-tetramethylpiperidine 1-oxyl radical. Polymer products containing the platinum complex were studied by IR spectroscopy, TGA, and DSC. The cytotoxicity index (IC50) of the free and the encapsulated complex was determined for HeLa tumor cells. The cytotoxicity of the latter (IC50 47–205 nmol L−1) depends on the monomeric composition of the nanoparticles and the incubation time.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. N. J. Wheate, S. Walker, G. E. Craig, R. Oun, Dalton Trans., 2010, 39, 8113.

    Article  CAS  Google Scholar 

  2. S. Dilruba, G. V. Kalayda, Cancer Chemotherapy and Pharmacology, 2016, 77, 1103.

    Article  CAS  Google Scholar 

  3. V. D. Sen’, A. A. Terentiev, N. P. Konovalova, in Nitroxides — Theory, Experiment and Applications, InTech, Rijeka, Croatia, 2012, p. 385–406.

    Google Scholar 

  4. M. Cetraz, V. Sen, S. Schoch, K. Streule, V. Golubev, A. Hartwig, B. Köberle, Arch. Toxicol., 2017, 91, 785.

    Article  CAS  Google Scholar 

  5. S. A. Goncharova, T. A. Raevskaya, T. N. Yakushchenko, S. V. Blokhina, N. P. Konovalova, V. D. Sen’, Russ. Chem. Bull., 2011, 60, 1944.

    Article  CAS  Google Scholar 

  6. N. V. Komleva, M. A. Lapshina, G. V. Kostyuk, A. V. Ivanov, I. I. Parkhomenko, R. I. Papina, V. D. Sen’, A. A. Terent’ev, Russ. Chem. Bull., 2015, 64, 1178.

    Article  CAS  Google Scholar 

  7. H. S. Oberoi, N. V. Nukolova, A. V. Kabanov, T. K. Bronic, Adv. Drug Delivery Rev., 2013, 65, 1667.

    Article  CAS  Google Scholar 

  8. V. P. Torchilin, J. Control. Release, 2001, 73, 137.

    Article  CAS  Google Scholar 

  9. R. Duncan, Nat. Rev. DrugDiscov., 2003, 2, 347.

    Article  CAS  Google Scholar 

  10. D. Peer, J. M. Karp, S. Hong, O. C. Farokhzad, R. Margalit, R. Langer, Nat. Nanotechnol., 2007, 2, 751.

    Article  CAS  Google Scholar 

  11. Y. Zhou, D. Yan, Chem. Commun., 2009, 1172.

  12. Y. Zhou, W. Huang, J. Liu, X. Zhu, D. Yan, Adv. Mater., 2010, 22, 4567.

    Article  CAS  Google Scholar 

  13. N. M. B. Smeets, Eur. Polym. J., 2013, 49, 2528.

    Article  CAS  Google Scholar 

  14. C. M. Paleos, D. Tsiourvas, Z. Sideratou, L.-A. Tziveleka, Exp. Opin. Drug. Deliv., 2010, 7, 1387.

    Article  CAS  Google Scholar 

  15. C. Gao, D. Yan, Progr. Polym. Sci., 2004, 29, 183.

    Article  CAS  Google Scholar 

  16. X. Zeng, Y. Zhang, Z. Wu, P. Lundberg, M. Malkoch, A. M. Nyström, J. Polym. Sci., Part A: Polym. Chem., 2011, 50, 280.

    Article  Google Scholar 

  17. S. V. Kurmaz, A. N. Pyryaev, Polym. Sci., Ser. B, 2010, 52, 1.

    Article  Google Scholar 

  18. S. V. Kurmaz, N. A. Obraztsova, E. O. Perepelitsina, D. V. Anokhin, G. V. Shilov, E. N. Kabachkov, V. I. Torbov, N. N. Dremova, Polym. Compos., 2014, 35, 1362.

    Article  CAS  Google Scholar 

  19. S. V. Kurmaz, N. A. Obraztsova, E. N. Kabachkov, Colloid Polymer Sci., 2016, 294, 2087.

    Article  CAS  Google Scholar 

  20. S. V. Kurmaz, N. A. Obraztsova, Mendeleev Commun., 2015, 25, 350.

    Article  CAS  Google Scholar 

  21. S. V. Kurmaz, N. A. Obraztsova, E. O. Perepelitsina, G. V. Shilov, D. V. Anokhin, E. V. Pechnikova, Materials Today Commun., 2015, 4, 130.

    Article  CAS  Google Scholar 

  22. S. V. Kurmaz, N. A. Obraztsova, A. A. Balakina, A. A. Terent’ev, Russ. Chem. Bull., 2016, 65, 2097.

    Article  CAS  Google Scholar 

  23. S. V. Kurmaz, V. Yu. Gak, V. A. Kurmaz, D. V. Konev, Russ. J. Phys. Chem. A, 2018, 92, 329.

    Article  CAS  Google Scholar 

  24. S. V. Kurmaz, T. N. Rudneva, N. A. Sanina, Mendeleev Commun., 2018, 28, 73.

    Article  CAS  Google Scholar 

  25. A. L. Villemson, A. N. Kuskov, M. I. Shtilman, L. V. Galebskaya, E. V. Ryumina, N. I. Larionova, Biochemistry (Moscow), 2004, 69, 621.

    Article  CAS  Google Scholar 

  26. I. A. Yamskov, A. N. Kuskov, K. K. Babievsky, B. B. Berezin, M. A. Krayukhina, N. A. Samoylova, V. E. Tikhonov, M. I. Schtilman, Appl. Biochem. Microbiol., 2008, 44, 624.

    Article  CAS  Google Scholar 

  27. A. N. Kuskov, P. P. Kulikov, M. I. Shtilman, V. N. Rakitskii, A. M. Tsatsakis, Food and Chemical Toxicology, 2016, 96, 273.

    Article  CAS  Google Scholar 

  28. A. L. Luss, P. P. Kulikov, S. B. Romme, C. L. Andersen, C. P. Pennisi, A. O. Docea, A. N. Kuskov, K. Velonia, Y. O. Mezhuev, M. I. Shtilman, A. M. Tsatsakis, L. Gurevich, Nanomedicine, 2018, 13, 703.

    Article  CAS  Google Scholar 

  29. A. N. Kuskov, P. P. Kulikov, A. V. Goryachaya, M. N. Tzatzarakis, A. M. Tsatsakis, K. Velonia, M. I. Shtilman, J. Appl. Polymer Sci., 2018, 135, 45637.

    Article  Google Scholar 

  30. A. G. Krivenko, A. S. Kotkin, V. A. Kurmaz, Russ. J. Electrochem., 2005, 41, 137.

    Article  CAS  Google Scholar 

  31. V. P. Fadeeva, V. D. Tikhova, Kolichestvennyi elementnyi analiz organicheskikh veshchestv andmaterialov [Quantitative Elemental Analysis of Organic Substances and Materials], Novosibirskiy gos. un-t, Novosibirsk, 2013 (in Russian).

    Google Scholar 

  32. D. V. Konev, K. V. Lizgina, D. K. Khairullina, M. A. Shamraeva, C. H. Devillers, M. A. Vorotyntsev, Russ. J. Electrochem., 2016, 52, 778.

    Article  CAS  Google Scholar 

  33. T. Mosmann, J. Immunol. Methods, 1983, 65, 55.

    Article  CAS  Google Scholar 

  34. F. Denizot, R. Lang, J. Immunol. Methods, 1986, 89, 271.

    Article  CAS  Google Scholar 

  35. J. Carmichael, W. G. DeGraff, A. F. Gazdar, J. D. Minna, J. B. Mitchell, Cancer Res., 1987, 47, 936.

    CAS  PubMed  Google Scholar 

  36. T. C. Chou, P. Talalay, Adv. Enzyme Regul., 1984, 22, 27.

    Article  CAS  Google Scholar 

  37. P. Schroll, B. Konig, Eur. J. Org. Chem., 2015, 309.

  38. V. D. Sen’, I. V. Tikhonov, L. I. Borodin, E. M. Pliss, V. A. Golubev, M. A. Syroeshkin, A. I. Rusakov, J. Phys. Org. Chem., 2015, 28, 17.

    Article  Google Scholar 

  39. A. S. Mendkovich, V. B. Luzhkov, M. A. Syroeshkin, V. D. Sen’, D. I. Khartsii, A. I. Rusakov, Russ. Chem. Bull., 2017, 66, 683.

    Article  CAS  Google Scholar 

  40. V. S. Kotlyar, M. V. Puzyk, K. P. Balashev, Russ. J. Electrochem., 1995, 31, 685.

    CAS  Google Scholar 

  41. Ling-Shu Wan, Xiao-Jun Huang, Zhi-Kang Xu, J. Phys. Chem. B, 2007, 111, 922.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to S. V. Kurmaz.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1769–1779, September, 2019.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kurmaz, S.V., Sen’, V.D., Kulikov, A.V. et al. Polymer nanoparticles of N-vinylpyrrolidone loaded with an organic aminonitroxyl platinum (iv) complex. Characterization and investigation of their in vitro cytotoxicity. Russ Chem Bull 68, 1769–1779 (2019). https://doi.org/10.1007/s11172-019-2623-z

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-019-2623-z

Key words

Navigation