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Anti-influenza activity of monoterpene-containing substituted coumarins

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  • Anti-influenza activity of monoterpene-containing substituted coumarins

    Bioorg Med Chem Lett. 2017 Apr 29. pii: S0960-894X(17)30476-6. doi: 10.1016/j.bmcl.2017.04.091. [Epub ahead of print]
    Anti-influenza activity of monoterpene-containing substituted coumarins.

    Khomenko TM1, Zarubaev VV2, Orshanskaya IR3, Kadyrova RA3, Sannikova VA1, Korchagina DV4, Volcho KP1, Salakhutdinov NF1.
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    Abstract

    Compounds simultaneously carrying the monoterpene and coumarin moieties have been tested for cytotoxicity and inhibition of activity against influenza virus A/California/07/09 (H1N1)pdm09. The structure of substituents in the coumarin framework, as well as the structure and the absolute configuration of the monoterpenoid moiety, are shown to significantly influence the anti-influenza activity and cytotoxicity of the compounds under study. The compounds with a bicyclic pinane framework exhibit the highest selectivity indices (the ratios between the cytotoxicity and the active dose). The derivative of (-)-myrtenol 15c, which is characterized by promising activity, low cytotoxicity, and synthetic accessibility, has the greatest potential among this group of compounds. It exhibited the highest activity when added to the infected cell culture at early stages of viral reproduction.
    Copyright ? 2017 Elsevier Ltd. All rights reserved.


    KEYWORDS:

    Anti-influenza activity; Antivirals; Aurapten; Coumarin; Cytotoxicity; Influenza A virus; Myrtenal; Terpene

    PMID: 28501512 DOI: 10.1016/j.bmcl.2017.04.091
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