Skip to main content
SpringerLink
Log in

Synthesis and cytotoxic activity of usnic acid cyanoethyl derivatives

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

Abstract

Cyanoethyl derivatives of usnic acid (natural lichen metabolite) were prepared. The reaction proceeded as a C-alkylation process via addition of two acrylonitrile molecules. Cytotoxic effect of the synthesized derivatives on the blood tumor cell lines was studied.

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. K. Ingolfsdottir, Phytochemistry, 2002, 61, 729.

    Article  CAS  Google Scholar 

  2. E. Einarsdttir, J. Groeneweg, G. G. Björnsdttir, G. Harрardottir, S. Omarsdttir, K. Ingуlfsdttir, H. M. Ögmundsdttir, Planta Med., 2010, 76, 969.

    Article  Google Scholar 

  3. T. K. Rabelo, F. Zeidán-Chuliá, L. M. Vasques, J. P. A. dos Santos, R. F. da Rocha, M. A. de Bittencourt, J. L. Rybarczyk-Filho, A. A. S. Araújo, J. C. F. Moreira, D. P. Gelain, Toxicology in Vitro, 2012, 26, 304.

    Article  CAS  Google Scholar 

  4. N. Singh, D. Nambiar, R. K. Kale, R. P. Singh, Nutrition and Cancer, 2013, 65, 36.

    Article  CAS  Google Scholar 

  5. M.-A. Bazin, A.-C. Le Lamer, J.-G. Delcros, I. Rouaud, P. Uriac, J. Boustie, J.-C. Corbel, S. Tomasi, Bioorg. Med. Chem., 2008, 16, 6860.

    Article  CAS  Google Scholar 

  6. G. M. König, A. D. Wright, Phytochem. Anal., 1999, 10, 279.

    Article  Google Scholar 

  7. D. N. Sokolov, O. A. Luzina, N. F. Salakhutdinov, Russ. Chem. Rev., 2012, 81, 747.

    Article  CAS  Google Scholar 

  8. O. A. Luzina, D. N. Sokolov, N. I. Komarova, N. F. Salakhutdinov, Chem. Nat. Compd. (Engl. Transl.), 2014, 50, 266 [Khim. Prirod. Soedin., 2014, 50, 236].

    Article  CAS  Google Scholar 

  9. O. A. Luzina, D. N. Sokolov, A. V. Shernyukov, N. I. Komarova, N. F. Salakhutdinov, Chem. Nat. Compd. (Engl. Transl.), 2012, 48, 385 [Khim. Prirod. Soedin., 2014, 48, 350].

    Article  CAS  Google Scholar 

  10. Rukovodstvo po provedeniyu doklinicheskikh issledovanii lekarstvennykh sredstv [Guidance on Conducting Preclinical Studies of Drugs], Ed. A. N. Mironov, P. 1, Grif i K, Moscow, 2012, p. 652 (in Russian).

  11. M. Takai, Y. Uehara, J. A. Beisler, J. Med. Chem., 1979, 22, 1380.

    Article  CAS  Google Scholar 

  12. N. F. Salakhutdinov, M. P. Polovinka, M. Yu. Panchenko, Pat. RF No. 2317076C1; Byul. isobret. [Invention Bull.], 2008, 5 (in Russian).

    Google Scholar 

  13. D. H. R. Barton, T. Bruun, J. Chem. Soc., 1953, 603.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent’eva, 630090, Novosibirsk, Russian Federation

    M. E. Rakhmanova, O. A. Luzina & N. F. Salakhutdinov

  2. Novosibirsk State University, 2 ul. Pirogova, 630090, Novosibirsk, Russian Federation

    M. E. Rakhmanova, M. A. Pokrovskii, A. G. Pokrovskii & N. F. Salakhutdinov

Authors
  1. M. E. Rakhmanova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. O. A. Luzina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. A. Pokrovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. G. Pokrovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. N. F. Salakhutdinov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to O. A. Luzina.

Additional information

Dedicated to Academician of the Russian Academy of Sciences N. S. Zefirov on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0566—0569, February, 2016.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Rakhmanova, M.E., Luzina, O.A., Pokrovskii, M.A. et al. Synthesis and cytotoxic activity of usnic acid cyanoethyl derivatives. Russ Chem Bull 65, 566–569 (2016). https://doi.org/10.1007/s11172-016-1338-7

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-016-1338-7

Key words

Search

Navigation