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Antiviral activity of 2,3-secotriterpenic hydrazones of the lupane and 19β,28-epoxy-18α-oleanane types

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Abstract

Novel hydrazones of the lupane and 19β,28-epoxy-18α-oleanane types have been synthesized via the interaction of 2,3-secotriterpenic aldehydonitriles with substituted hydrazines. As a result of the investigation of the antiviral activity of 2,3-secotriterpenic hydrazones against the Indiana strain of the vesicular stomatitis virus on two models of mammalian cell line infection, the acetylhydrazone of 1-cyano-2,3-seco-19β,28-epoxy-18α-olean-3-al has been found to have a high prophylactic activity of 0.00016 μg/ml to the vesicular stomatitis virus and to inhibit virus reproduction in primarily infected cells in a 0.21-μg/ml concentration.

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Abbreviations

VSV:

vesicular stomatitis virus

SEK:

finite swine embryo kidney cell line

TCD50/0.1 ml:

titer of cytopathic effect, at which the cell culture is infected by a virus in 50% of wells

CD50 and CD100 :

50% and 100% cytotoxic doses for uninfected SEK cells

MTC:

maximum out of the studied doses, which does not cause morphological changes of the tissue

EC50 and EC100 :

doses inhibiting the cytopathogenic action of the virus for 50 and 100%

MAC:

minimum active concentration

CTI:

chemotherapeutical index that is counted as CD50/EC50

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Authors and Affiliations

  1. Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, ul. Akademika Koroleva 3, Perm, 614013, Russia

    N. V. Galayko, I. A. Tolmacheva & V. V. Grishko

  2. Branch of the Federal State Unitary Enterprise NPO Microgen at NPO Biomed Perm, Perm, Russia

    L. V. Volkova, E. N. Perevozchikova & S. A. Pestereva

Authors
  1. N. V. Galayko
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  2. I. A. Tolmacheva
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  3. V. V. Grishko
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  4. L. V. Volkova
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  5. E. N. Perevozchikova
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  6. S. A. Pestereva
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Correspondence to V. V. Grishko.

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Original Russian Text © N.V. Galayko, I.A. Tolmacheva, V.V. Grishko, L.V. Volkova, E.N. Perevozchikova, S.A. Pestereva, 2010, published in Bioorganicheskaya Khimiya, 2010, Vol. 36, No. 4, pp. 556–562.

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Galayko, N.V., Tolmacheva, I.A., Grishko, V.V. et al. Antiviral activity of 2,3-secotriterpenic hydrazones of the lupane and 19β,28-epoxy-18α-oleanane types. Russ J Bioorg Chem 36, 516–521 (2010). https://doi.org/10.1134/S1068162010040114

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