Design, synthesis and anti-influenza virus activity of furan-substituted spirothiazolidinones

Apaydın Ç. B., Tansuyu M., Cesur Z., Naesens L., Göktaş F.

BIOORGANIC CHEMISTRY, vol.112, 2021 (SCI-Expanded, Scopus) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 112
  • Publication Date: 2021
  • Doi Number: 10.1016/j.bioorg.2021.104958
  • Journal Name: BIOORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, Chimica, EMBASE, MEDLINE, Veterinary Science Database
  • Keywords: Synthesis, Antiviral activity, Furan, Spirothiazolidinone, Influenza virus, INFLUENZA
  • Istanbul University Affiliated: Yes

Abstract

A new series of N-(3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl)carboxamides have been designed, synthesized and evaluated as antiviral agents. The compounds were prepared by condensation of 2-methylfuran-3-carbohydrazide, appropriate carbonyl compounds and sulfanyl acids. The new molecules were characterized by IR, 1H NMR, 13C NMR, mass spectrometry and elemental analysis. Six analogues proved to be active against influenza A/H3N2 virus, the two most protent analogues, 3c and 3d, having an EC50 value of about 1 mu M. These findings help to define the SAR of spirothiazolidinone-based inhibitors of the influenza virus membrane fusion process.