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Title: Highly potent activity of isopulegol-derived substituted octahydro-2H-chromen-4-ols against influenza A and B viruses
Authors: Ilyina, Irina V
Shtro, Anna A
Esaulkova, Iana L
Korchagina, Dina V
Borisevich, Sophia S
Volcho, Konstantin P
Salakhutdinov, Nariman F
Zarubaev, Vladimir V. 
Lavrentieva, Irina N. 
Keywords: Antiviral;Chromene;Influenza;Monoterpene;Montmorillonite K10
Issue Date: 1-Jun-2018
Publisher: Elsevier
Project: Etiology of epidemic peaks of influenza and ARVI and study of antigenic characteristics of influenza viruses isolated in Saint-Petersburg in 2016-2020 / Расшифровка этиологии эпидемических подъемов заболеваемости гриппом и ОРВИ и изучение антигенной характеристики вирусов гриппа, выделенных в Санкт-Петербурге в 2016-2020 годах. 
Journal: Bioorganic and Medicinal Chemistry Letters 
Abstract: A set of (-)-isopulegol derived octahydro-2H-chromen-4-ols was synthesized and evaluated in vitro for antiviral activity against panel of reference influenza virus strains differing in subtype, origin (human or avian) and drug resistance. Compound (4R)-11a produced via one-pot synthesis by interaction between (-)-isopulegol and acetone was found to exhibit an outstanding activity against a number of H1N1 and H2N2 influenza virus strains with selectivity index more than 1500. (4R)-11a was shown to be most potent at early stages of viral cycle. Good correlation between anti-viral activity and calculated binding energy to hemagglutinin TBHQ active site was demonstrated.
ISSN: 0960-894X
DOI: 10.1016/j.bmcl.2018.04.057
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