Design, synthesis and structure-activity relationships of some novel, highly potent anti-invasive (E)- and (Z)-stilbenes

Bioorg Med Chem. 2013 Sep 1;21(17):5054-63. doi: 10.1016/j.bmc.2013.06.048. Epub 2013 Jun 27.

Abstract

In our ongoing exploration of the structure-activity landscape of anti-invasive chalcones, we have prepared and evaluated a number of structurally related (E)- and (Z)-stilbenes. These molecules exhibited an extraordinary high in vitro potency in the chick heart invasion assay, being active up to 10nmolL(-1), a concentration level a 100-fold lower than the lowest effective doses that have been reported for natural analogues. Furthermore, they possess an interesting pharmacological profile in silico.

Keywords: Cancer; Chalcone; Invasion; SAR; Stilbene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Cell Movement / drug effects
  • Chalcones / chemical synthesis
  • Chalcones / chemistry
  • Chalcones / pharmacology
  • Chickens
  • Drug Design*
  • Female
  • Heart / drug effects
  • Humans
  • MCF-7 Cells
  • Organ Culture Techniques
  • Stereoisomerism
  • Stilbenes / chemical synthesis
  • Stilbenes / chemistry*
  • Stilbenes / pharmacology
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Chalcones
  • Stilbenes