Solid-phase chemoenzymatic synthesis of C-sialosides

J Org Chem. 2004 Oct 1;69(20):6900-3. doi: 10.1021/jo0491298.

Abstract

The chemoenzymatic regioselective acylation of Neu5Ac followed by SmI2-mediated C-glycosylation on a solid support is described for five C-glycosides. This method should facilitate the construction of combinatorial libraries of inhibitors of neuraminidase activity and hemagglutinin interaction as potential antiviral agents.

MeSH terms

  • Acylation
  • Glycosides / chemical synthesis*
  • Models, Chemical
  • Molecular Structure
  • Neuraminic Acids / chemistry*
  • Neuraminidase / antagonists & inhibitors

Substances

  • Glycosides
  • Neuraminic Acids
  • Neuraminidase