Inhibition of cancer cell adhesion by heterochiral Pro-containing RGD mimetics

Bioorg Med Chem Lett. 2007 Apr 15;17(8):2329-33. doi: 10.1016/j.bmcl.2007.01.073. Epub 2007 Jan 27.

Abstract

In this paper, we describe the synthesis of a selected library of heterochiral d-Pro-containing RGD-peptidomimetics (RpD) and we investigate the biological activity as inhibitors of fibronectin adhesion to SK-MEL-24 tumor cells. In particular, peptides 4 and 8 showed an IC(50) in the 10(-8)M range. Despite the linear structure, the peptides tend to adopt a folded conformation in a polar environment.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Cell Adhesion / drug effects*
  • Cell Line, Tumor
  • Fibronectins / metabolism
  • Humans
  • Inhibitory Concentration 50
  • Molecular Mimicry
  • Molecular Structure
  • Neoplasms / drug therapy
  • Neoplasms / pathology*
  • Oligopeptides / chemical synthesis
  • Oligopeptides / pharmacology*
  • Peptide Library
  • Proline
  • Protein Conformation
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Fibronectins
  • Oligopeptides
  • Peptide Library
  • arginyl-glycyl-aspartic acid
  • Proline