Green synthesis of 2-benzylidene-1-benzofuran-3-ones and in vitro neuraminidase study using molecular docking

SAR QSAR Environ Res. 2022 Jul;33(7):499-512. doi: 10.1080/1062936X.2022.2087733. Epub 2022 Jun 23.

Abstract

An improved and green method has been developed for the synthesis of substituted 2-benzylidene-1-benzofuran-3-ones by treating 2-hydroxychalcones with CuBr2 in DMF-water mixture (7:3; v/v) using grinding methodology. Molecular docking and in vitro studies were also carried out, and it was revealed that compound #4h binds with the active amino Glu-277, Try-406 and Arg-152 of neuraminidase against influenza virus. Compound 4h exerts best inhibition activity (13 ± 1.8%) which was found similar to oseltamivir (12 ± 0.89%).

Keywords: Neuraminindase; aurones; chalcones; green chemistry; heterocycles; molecular docking.

MeSH terms

  • Antiviral Agents* / pharmacology
  • Benzofurans
  • Binding Sites
  • Enzyme Inhibitors
  • Molecular Docking Simulation
  • Neuraminidase*
  • Quantitative Structure-Activity Relationship

Substances

  • 1-benzofuran
  • Antiviral Agents
  • Benzofurans
  • Enzyme Inhibitors
  • Neuraminidase