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Anti-influenza activity of monoterpene-containing substituted coumarins.

Authors :
Khomenko TM
Zarubaev VV
Orshanskaya IR
Kadyrova RA
Sannikova VA
Korchagina DV
Volcho KP
Salakhutdinov NF
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2017 Jul 01; Vol. 27 (13), pp. 2920-2925. Date of Electronic Publication: 2017 Apr 29.
Publication Year :
2017

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.<br /> (Copyright © 2017 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
27
Issue :
13
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
28501512
Full Text :
https://doi.org/10.1016/j.bmcl.2017.04.091