Synthesis and conformational analysis of cyclotetrapeptide mimetic beta-turn templates and validation as 3D scaffolds

ChemMedChem. 2009 Apr;4(4):517-23. doi: 10.1002/cmdc.200800407.

Abstract

The conformations of all stereoisomers of PMRI cyclotetrapeptide mimetics 1-8 are essentially determined by the predisposition of the diamine to stabilize beta-turns. The peptide mimetics can be regarded as 3D scaffolds for designing molecules with a predictable display of the pharmacophores. We used the models for testing novel RGD analogues as alpha(v)beta(3)-integrin receptor antagonists.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biomimetic Materials / chemistry*
  • Biomimetic Materials / pharmacology*
  • Cell Adhesion / drug effects
  • Cell Line
  • Cell Line, Tumor
  • Computer Simulation
  • Humans
  • Imaging, Three-Dimensional / methods*
  • Integrin alphaVbeta3 / metabolism
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Peptides, Cyclic / chemistry*

Substances

  • Integrin alphaVbeta3
  • Peptides, Cyclic