Cyclic thioether peptide mimetics as VCAM-VLA-4 antagonists

Bioorg Med Chem Lett. 2000 Jun 5;10(11):1167-9. doi: 10.1016/s0960-894x(00)00175-x.

Abstract

Selective substitution of a sulfur atom by carbon in a highly potent 13-membered cyclic disulfide was accomplished by intramolecular displacement of a bromide. The potency of the resulting thioethers in the VCAM/VLA-4 assay was dependent on ring size and the position of the sulfur atom.

MeSH terms

  • Integrin alpha4beta1
  • Integrins / antagonists & inhibitors*
  • Molecular Mimicry
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / pharmacology*
  • Receptors, Lymphocyte Homing / antagonists & inhibitors*
  • Sulfides / chemistry*
  • Vascular Cell Adhesion Molecule-1 / drug effects*

Substances

  • Integrin alpha4beta1
  • Integrins
  • Peptides, Cyclic
  • Receptors, Lymphocyte Homing
  • Sulfides
  • Vascular Cell Adhesion Molecule-1