Design, synthesis, and preliminary evaluation of new pyrrolidine derivatives as neuraminidase inhibitors

Med Chem. 2008 May;4(3):206-9. doi: 10.2174/157340608784325151.

Abstract

A series of pyrrolidine derivatives were designed and synthesized in good yields starting from commercially available 4-hydroxy-L-proline using a suitable synthetic strategy. And their ability to inhibit neuraminidase was evaluated. These compounds showed potent inhibitory activity against influenza A (H3N2) neuraminidase. Within this series, four compounds, 6e, 9c, 9f and 10e, have the good potency (IC(50)=1.56 approximately 2.40microM) which is compared to the NA inhibitor oseltamivir (IC(50)=1.06microM), and could be used as lead compound in the future.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / chemistry
  • Influenza A Virus, H3N2 Subtype / enzymology
  • Models, Molecular
  • Neuraminidase / antagonists & inhibitors*
  • Neuraminidase / chemistry
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / chemistry

Substances

  • Antiviral Agents
  • Pyrrolidines
  • Neuraminidase