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Synthesis and anti-influenza activity of 2-cyanoethoxy and 2-(1H-tetrazol-5-yl)ethoxy derivatives of dammarane-type triterpenoids

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Abstract

A series of 3-(2-1Н-tetrazol-5-ylethoxy- and 2-1Н-tetrazol-5-ylethoxyimino) derivatives of dammarane triterpenoids was synthesized by azidation of 3-(2-cyanoethoxy- and 2-cyanoethoxyimino)-dammaranes. The anti-influenza activity of the prepared tetrazolyldammaranes and intermediate compounds against influenza virus А H1N1 was tested. A considerable antiviral activity was observed for 20(S)-3-(2-1Н-tetrazol-5-ylethoxyimino)-25,26,27-trinor-20,24-olidedammarane (SI 26).

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Authors and Affiliations

  1. St. Petersburg State University, Universitetskaya nab. 7/9, St. Petersburg, 199034, Russia

    A. D. Zorina, A. S. Kaledina, I. A. Motsepuro, V. V. Anokhina, S. A. Marchenko, S. I. Selivanov & R. E. Trifonov

  2. St. Petersburg Pasteur Research Institute of Epidemiology and Microbiology, St. Petersburg, Russia

    V. V. Zarubaev

Authors
  1. A. D. Zorina
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  2. A. S. Kaledina
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  3. I. A. Motsepuro
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  4. V. V. Anokhina
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  5. S. A. Marchenko
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  6. S. I. Selivanov
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  7. V. V. Zarubaev
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  8. R. E. Trifonov
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Corresponding author

Correspondence to R. E. Trifonov.

Additional information

Original Russian Text © A.D. Zorina, A.S. Kaledina, I.A. Motsepuro, V.V. Anokhina, S.A. Marchenko, S.I. Selivanov, V.V. Zarubaev, R.E. Trifonov, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 11, pp. 1673–1679.

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Zorina, A.D., Kaledina, A.S., Motsepuro, I.A. et al. Synthesis and anti-influenza activity of 2-cyanoethoxy and 2-(1H-tetrazol-5-yl)ethoxy derivatives of dammarane-type triterpenoids. Russ J Org Chem 53, 1710–1716 (2017). https://doi.org/10.1134/S1070428017110185

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  • DOI: https://doi.org/10.1134/S1070428017110185

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