Skip to main content
SpringerLink
Log in

Synthesis and antiviral activity of 1-hydroxy-2-(2-hydroxyphenyl)imidazoles against vaccinia virus

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

Abstract

2-(2-Hydroxyplienyl)imidazole derivatives were synthesized and tested for antiviral activity against vaccinia virus in Vero cell culture. 1-Methylimidazole 3-oxides, 1-methoxyimidazoles, and 1H-imidazoles showed no activity, whereas some 1-hydroxyimidazole derivatives hold promise, exhibiting antiviral activity and weak cytotoxicity.

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. D. A. Henderson, T. V. Inglesby, J. G. Bartlett, M. S. Ascher, E. Eitzen, P. B. Jahrling, J. Hauer, M. Layton, J. McDade, M. T. Osterholm, T. O’Toole, G. Parker, T. Perl, P. K. Russell, K. Tonat, J. Am. Med. Ass., JAMA, 1999, 281, 2127.

    Article  CAS  Google Scholar 

  2. P. D. Anderson, G. Bokor, J. Pharm. Pract., 2012, 25, 521.

    Article  PubMed  Google Scholar 

  3. O. Yu. Mazurkov, A. S. Kabanov, L. N. Shishkina, A. A. Sergeev, M. O. Skarnovich, N. I. Bormotov, M. A. Skarnovich, A. S. Ovchinnikova, K. A. Titova, D. O. Galahova, L. E. Bulychev, A. A. Sergeev, O. S. Taranov, B. A. Selivanov, A. Ya. Tikhonov, E. L. Zavjalov, A. P. Agafonov, A. N. Sergeev, J. Gen. Virol., 2016, 97, 1229.

    Article  CAS  Google Scholar 

  4. G. G. Allan, C. S. Chopra, T. Mattila, Pestic. Sci., 1972, 3, 153.

    Article  CAS  Google Scholar 

  5. M. Witschel, Bioorg. Med. Chem., 2009, 17, 4221.

    Article  CAS  PubMed  Google Scholar 

  6. T. B. Stensbøl, P. Uhlmann, S. Morel, B. L. Eriksen, J. Felding, H. Kromann, M. B. Hermit, J. R. Greenwood, H. Braüner-Osborne, U. Madsen, F. Junager, P. Krogsgaard-Larsen, M. Begtrup, P. Vedsø, J. Med. Chem., 2002, 45, 19.

    Article  CAS  PubMed  Google Scholar 

  7. R. B. da Silva, V. B. Loback, K. Salomão, S. L. de Castro, J. L. Wardell, S. M. S. V. Wardell, T. E. M. M. Costa, C. Penido, M. G. M. de Oliveira Henriques, S. A. Carvalho, E. F. da Silva, C. A. M. Fraga, Molecules, 2013, 18, 3445.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  8. C. Midrier, S. Montel, R. Brown, K. Haaf, L. Willms, A. van der Lee, J.-N. Volle, J.-L. Pirat, D. Virieux, RSC Adv., 2014, 4, 23770.

    Article  CAS  Google Scholar 

  9. P. A. Nikitina, I. I. Tkach, E. S. Knyazhanskaya, M. B. Gottikh, V. P. Perevalov, Pharm. Chem. J., 2016, 50, 513.

    Article  CAS  Google Scholar 

  10. D. Dimova, P. Iyer, M. Vogt, F. Totzke, M. H. G. Kubbutat, C. Schächtele, S. Laufer, J. Bajorath, J. Med. Chem., 2012, 55, 11067.

    Article  CAS  PubMed  Google Scholar 

  11. S. Chen, T. Zhang, J. Wang, F. Wang, H. Niu, C. Wu, S. Wang, Eur. J. Med. Chem., 2015, 103, 343.

    Article  CAS  PubMed  Google Scholar 

  12. T. Zhang, Y. Lv, Y. Lei, D. Liu, Y. Feng, J. Zhao, S. Chen, F. Meng, S. Wang, Eur. J. Med. Chem., 2018, 146, 668.

    Article  CAS  PubMed  Google Scholar 

  13. P. A. Nikitina, A. S. Peregudov, T. Yu. Koldaeva, L. G. Kuz’mina, E. I. Adiulin, I. I. Tkach, V. P. Perevalov, Tetrahedron, 2015, 71, 5217.

    Article  CAS  Google Scholar 

  14. P. A. Nikitina, L. G. Kuz’mina, V. P. Perevalov, I. I. Tkach, Tetrahedron, 2013, 69, 3249.

    Article  CAS  Google Scholar 

  15. A. S. Shawali, A. A. Fahmi, Ind. J. Chem., 1975, 13(2), 105.

    CAS  Google Scholar 

  16. P. A. Nikitina, E. V. Frolova, V. P. Perevalov, I. I. Tkach, Izv. Vuz. Khim. Khim. Tekhnol. [Izv. Vuz. Russ. J. Chem. Chem. Technol.], 2014, 57, 33 (in Russian).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. D. I. Mendeleev University of Chemical Technology of Russia, 9 pl. Miusskaya, 125047, Moscow, Russian Federation

    P. A. Nikitina & V. P. Perevalov

  2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    P. A. Nikitina

  3. State Research Center of Virology and Biotechnology VECTOR, Koltsovo, Novosibirsk Region, 630559, Russian Federation

    N. I. Bormotov & L. N. Shishkina

  4. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrentieva, 630090, Novosibirsk, Russian Federation

    A. Ya. Tikhonov

Authors
  1. P. A. Nikitina
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. I. Bormotov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. L. N. Shishkina
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. Ya. Tikhonov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. P. Perevalov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to P. A. Nikitina.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Nikitina, P.A., Bormotov, N.I., Shishkina, L.N. et al. Synthesis and antiviral activity of 1-hydroxy-2-(2-hydroxyphenyl)imidazoles against vaccinia virus. Russ Chem Bull 68, 634–637 (2019). https://doi.org/10.1007/s11172-019-2467-6

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-019-2467-6

Key words

Search

Navigation