Skip to main content
SpringerLink
Log in

Cationic Copolymerization of Cholesterol Vinyl Ether with N-Allenylpyrrolidone: A Route to Pharmacologically Promising Oligomers

  • CHEMISTRY
  • Published:
Doklady Chemistry Aims and scope Submit manuscript

Abstract

Cationic copolymerization of cholesterol vinyl ether with N-allenylpyrrolidone yielded co-oligomers with molecular mass of 1200–2100. The polymerization of N-allenylpyrrolidone involves both 1,2- and 2,3-positions of the allenyl substituent to give four types of units as a result of prototropic isomerization of the initially formed structures. In the developed method, the composition of co-oligomers can be controlled and, hence, their hydrophilic/hydrophobic balance, solubility, and membranotropic properties can also be contolled to change the potential biological activity of the products.

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. Ercole, F., Whittaker, M.R., Quinn, J.F., and Davis, Th.P., Biomakromolekuly, 2015, vol. 16, no. 7, pp. 186–191.

    Google Scholar 

  2. Liu, Y., Wang, Y., Zhuang, D., Yang, J., and Yang, J., J. Colloid Interface Sci., 2012, vol. 377, pp. 197–206.

    Article  CAS  PubMed  Google Scholar 

  3. Maxfield, F.R. and Tabas, I., Nature, 2005, pp. 612–621.

  4. Tang, Q., Cao, B., Wu, H., and Cheng, G., PLoS One, 2013, vol. 8, no. 1. e54460, pp. e564460-1–e54460-8.

  5. Simès, M.G., Alves, P., Carvalheiro, M., and Simè-me, P.N., Colloid Surf. B: Biointerfaces, 2017, vol. 152, no. 1, pp. 103–113.

    Article  CAS  Google Scholar 

  6. Filippov, S.K., Chytil, P., Konarev, P.V., Dyakonova, M., Papadakis, C.M., Zhigunov, A., Plestil, J., Stepanek, P., Etrych, T., Ulbrich, K., and Svergun, D.I., Biomacromolecules, 2012, vol. 13, no. 8, pp. 2594–2604.

    Article  CAS  PubMed  Google Scholar 

  7. Jia, L., Albouy, P.-A., Cicco, A.D., Cao, A., and Li, M.-H., Polymer, 2011, vol. 52, pp. 2565–2575.

    Article  CAS  Google Scholar 

  8. Trofimov, B.A., Vasil’tsov, A.M., Schmidt, E.Yu., Zaitsev, A.B., Mikhaleva, A.I., and Afonin, A.V., Synthesis, 2000, no. 11, pp. 1521–1522.

  9. Markova, M.V., Morozova, L.V., Monakov, Yu.B., Vorob’eva, A.I., Muslukhov, R.R., Mikhaleva, A.I., and Trofimov, B.A., Vysokomol. Soedin. Ser. B, 2007, vol. 49, no. 3, pp. 553–558.

    CAS  Google Scholar 

  10. Markova, M.V., Morozova, L.V., Tatarinova, I.V., Mikhaleva, A.I., and Trofimov, B.A., Dokl. Chem., 2007, vol. 414, part 2, pp. 148–151.

    Article  CAS  Google Scholar 

  11. Soldatenkov A.T., An’ L.T., Kolyadina N.M., Il’in A.P., and Khieu Ch.Kh., Lekarstva. Prikladnoi tonkii organicheskii sintez (Drugs. Applied and Fine Organic Synthesis), Khanoi: Znanie, 2014.

  12. Leland, J., Boucher, J., and Anderson, K., J. Polym. Sci.: Polym. Chem. Ed., 1977, vol. 15, pp. 2785–2788.

    CAS  Google Scholar 

  13. Trofimov, B.A., Morozova, L.V., Tatarinova, I.V., Khil’ko, M.Ya., Ivanova, N.I., Mikhaleva, A.I., and Skotheim, T.A., Vysokomol. Soedin. Ser. B, 2002, vol. 44, no. 11, pp. 2048–2052.

    CAS  Google Scholar 

  14. Morozova, L.V., Markova, M.V., Tarasova, O.A., Mikhaleva, A.I., and Trofimov, B.A., Vysokomol. Soedin. Ser. B, 1998, vol. 40, no. 10, pp. 1687–1690.

    CAS  Google Scholar 

  15. Dickinson, W.B. and Lang, Ph.C., Tetrahedron Lett., 1967, no. 31, pp. 3035–3040.

Download references

ACKNOWLEDGMENTS

This work was performed using research equipment of the Baikal Analytical Center for collective use, Siberian Branch, Russian Academy of Sciences.

Author information

Authors and Affiliations

  1. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 664033, Irkutsk, Russia

    M. V. Markova, I. V. Tatarinova, O. A. Tarasova &  B. A. Trofimov

  2. Irkutsk Scientific Center, Siberian Branch, Russian Academy of Sciences, 664033, Irkutsk, Russia

    K. A. Apartsin & V. V. Kireeva

Authors
  1. M. V. Markova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. I. V. Tatarinova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. O. A. Tarasova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. K. A. Apartsin
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. V. Kireeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. B. A. Trofimov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to B. A. Trofimov.

Additional information

Translated by Z. Svitanko

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Markova, M.V., Tatarinova, I.V., Tarasova, O.A. et al. Cationic Copolymerization of Cholesterol Vinyl Ether with N-Allenylpyrrolidone: A Route to Pharmacologically Promising Oligomers. Dokl Chem 485, 112–115 (2019). https://doi.org/10.1134/S0012500819040037

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0012500819040037

Search

Navigation