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Highly Potent Activity of Isopulegol-Derived Substituted octahydro-2H-chromen-4-ols Against Influenza A and B Viruses

Highly Potent Activity of Isopulegol-Derived Substituted octahydro-2H-chromen-4-ols Against Influenza A and B Viruses

Irina V Ilyina, Vladimir V Zarubaev, Irina N Lavrentieva, Anna A Shtro, Iana L Esaulkova, Dina V Korchagina, Sophia S Borisevich, Konstantin P Volcho, Nariman F Salakhutdinov

Bioorg Med Chem Lett. 2018 Jun 15;28(11):2061-2067.

PMID: 29716780

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP104870566	(+)-Isopulegol		104870-56-6	Price

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