Design and synthesis of sialyl Lewis x mimics as E-selectin inhibitors

Bioorg Med Chem Lett. 2001 Jan 22;11(2):151-5. doi: 10.1016/s0960-894x(00)00623-5.

Abstract

The design and synthesis of novel beta-C-mannosides that inhibit the binding of sialyl Lewis x to E-selectin are described. Compounds that contained a phenyl substituent at the C-6 position were found to have increased potency.

MeSH terms

  • Binding Sites
  • Carbohydrate Sequence
  • Drug Design
  • E-Selectin / drug effects*
  • Humans
  • Inhibitory Concentration 50
  • Mannosides / chemical synthesis
  • Mannosides / metabolism
  • Mannosides / pharmacology
  • Models, Molecular
  • Molecular Mimicry
  • Molecular Sequence Data
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / metabolism
  • Oligosaccharides / pharmacology*
  • Protein Binding / drug effects
  • Sialyl Lewis X Antigen
  • Structure-Activity Relationship

Substances

  • E-Selectin
  • Mannosides
  • Oligosaccharides
  • Sialyl Lewis X Antigen