Conformationally restricted macrocyclic analogues of combretastatins

Bioorg Med Chem Lett. 2007 Nov 15;17(22):6316-20. doi: 10.1016/j.bmcl.2007.08.075. Epub 2007 Sep 4.

Abstract

New analogues of combretastatins have been evaluated as inhibitors of tubulin polymerization. These compounds present a macrocyclic structure, in which the para positions of the aromatic moieties have been linked by a 5- or 6-atoms chain, in order to produce a conformational restriction. This could contribute to determine the active conformation for these ligands. Such a conformational restriction and/or the steric hindrance makes them less potent inhibitors than the model compound CA-4.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bibenzyls / chemistry*
  • Bibenzyls / pharmacology
  • Macrocyclic Compounds / chemistry*
  • Macrocyclic Compounds / pharmacology
  • Models, Molecular
  • Molecular Conformation
  • Stilbenes / chemistry*
  • Stilbenes / pharmacology
  • Structure-Activity Relationship
  • Tubulin / chemistry*
  • Tubulin / drug effects
  • Tubulin Modulators / chemistry*

Substances

  • Bibenzyls
  • Macrocyclic Compounds
  • Stilbenes
  • Tubulin
  • Tubulin Modulators
  • combretastatin