Carbocyclic influenza neuraminidase inhibitors possessing a C3-cyclic amine side chain: synthesis and inhibitory activity

Bioorg Med Chem Lett. 2000 Jun 5;10(11):1257-60. doi: 10.1016/s0960-894x(00)00214-6.

Abstract

As part of our continuing work in the area of influenza neuraminidase inhibitors, a series of C3-aza inhibitors possessing a cyclic amine side chain was synthesized and evaluated for influenza neuraminidase inhibitory activity. Analogues possessing a six-, seven- and eight-membered ring, 4c-e, respectively, at the C3 position exhibited excellent influenza B neuraminidase inhibition.

MeSH terms

  • Amines / chemistry
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / chemistry*
  • Antiviral Agents / pharmacology
  • Crystallography, X-Ray
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology
  • Humans
  • Influenza A virus / drug effects*
  • Influenza A virus / enzymology
  • Influenza B virus / drug effects*
  • Influenza B virus / enzymology
  • Neuraminidase / antagonists & inhibitors*

Substances

  • Amines
  • Antiviral Agents
  • Enzyme Inhibitors
  • Neuraminidase