Transformations of 2-(Pentafluorophenyl)-4H-chromen-4-one with Alkylamines into Antimicrobial and Anti-Influenza Agents

The interaction of 2′,3′,4′,5′,6′-pentafluoroflavone with alkylamines was studied, leading to the regioselective formation of nucleophilic aromatic substitution products of the fluorine atom at the activated C4′ center. Evaluation of the biological activity of the synthesized flavones revealed compounds with high antifungal, anti-gonorrheal, and anti-influenza activity. Molecular docking showed that the mechanism of influenza virus strain A/Puerto Rico/8/34 (H1N1) inhibition by the obtained flavones may be associated with neuraminidase blocking.