Skip to main content
SpringerLink
Log in

Cationic Amphiphiles of Methylphosphonates and Cholesterol Phosphocholines and Their Homo Derivatives

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

A method of synthesis of (P→O) and (P→N)-choline cholesteryl methylphosphonates and their homo derivatives of the cationic type is developed. These compounds were obtained by the Arbuzov reaction between bromomethane and cyclic cholesteryl phosphorous esters and amidoesters and subsequent aminolysis of the intermediate bromoalkyl phosphonates. Alkylation of trimethylamine with cholesteryl ethanediyl and propanediyl phosphates gives cholesterol phosphocholines and their homo derivatives.

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. Okayama, R., FEBS Lett., 1997, vol. 408, no. 2, pp. 232–234.

    Google Scholar 

  2. Konstantinova, T.V., Klykov, V.N., and Serebrennikova, G.A., Bioorg. Khim., 2001, vol. 27, no. 6, pp. 453–456.

    Google Scholar 

  3. Miller, A.D., Angew. Chem. Int. Ed. Engl., 1998, vol. 37, nos. 13-14, pp. 1768–1785.

    Google Scholar 

  4. Maslov, M.A., Sycheva, E.V., Morozova, H.G., and Serebrennikova, G.A., Izv. Ross. Akad. Nauk, 2000, vol. 3, p. 385–399.

    Google Scholar 

  5. Predvoditelev, D.A., Malenkovskaya, M.A., and Nifant'ev, E.E., Trudy 13 mezhdunarodnoi konferentsii po khimii soedinenii fosfora (ICCPC-XII) (Proc. 13-th Conf. on Chemistry of Organophosphorus Compounds), St. Petersburg, 2002, p. 130.

  6. Predvoditelev, D.A., Kosarev, G.V., Suvorkin, S.V., and Nifant'ev, E.E., Zh. Org. Khim., 2002, vol. 38, no. 121, p. 1671.

    Google Scholar 

  7. Tarakhovskii, Yu.S. and Ivanitskii, T.V., Biokhimiya, 1998, vol. 63, no. 6, p. 723–725.

    Google Scholar 

  8. Facke, T. and Berger S., Tetrahedron, 1995, vol. 51, no. 12, pp. 3521–3524.

    Google Scholar 

  9. Alarkon, Kh. Kh., Predvoditelev, D.A., and Nifant'ev, E.E., Bioorg. Khim., 1978, vol. 4, no. 11, pp. 1513–1519.

    Google Scholar 

  10. Nifant'ev, E.E., Rasadkina, E.N., and Yankovich, I.V., Zh. Obshch. Khim., 1999, vol. 69, no. 1, pp. 36–42.

    Google Scholar 

  11. Gefter, E.L., Zh. Obshch. Khim., 1956, vol. 26, no. 5, pp. 1440–1443.

    Google Scholar 

  12. Zwierzak A., Can. J. Chem., 1967, vol. 45, no. 21, pp. 2501–2512.

    Google Scholar 

  13. US Patent 2 892 862, Chem. Abstr., 1960, vol. 54, 15 740.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Moscow State Pedagogical University, Moscow, Russia

    D. A. Predvoditelev, M. A. Malenkovskaya & E. E. Nifant'ev

Authors
  1. D. A. Predvoditelev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. A. Malenkovskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. E. Nifant'ev
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Predvoditelev, D.A., Malenkovskaya, M.A. & Nifant'ev, E.E. Cationic Amphiphiles of Methylphosphonates and Cholesterol Phosphocholines and Their Homo Derivatives. Russian Journal of General Chemistry 73, 1530–1534 (2003). https://doi.org/10.1023/B:RUGC.0000016015.55496.b9

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:RUGC.0000016015.55496.b9

Keywords

Search

Navigation