Cassaine diterpene alkaloids from Erythrophleum fordii and their anti-angiogenic effect

Bioorg Med Chem Lett. 2014 Jan 1;24(1):168-72. doi: 10.1016/j.bmcl.2013.11.048. Epub 2013 Nov 27.

Abstract

Angiogenesis plays a critical role in embryonic development and various physiological processes. However, excessive angiogenesis is associated with several pathological conditions including cancer. Angiogenesis is closely related to tumor growth, invasion and metastasis, and is considered a prime target for anticancer therapy. In this study, two new mono cassaine diterpenoid amides (1, 5) and four known compounds (2-4, 6) were isolated from the bark of Erythrophleum fordii (Leguminosae). Their chemical structures were established mainly by 1D and 2D NMR techniques and mass spectrometry. The effects of isolates on endothelial tube formation on Matrigel were investigated. Among them, compound 3 was found to have the most potent inhibitory effect on the capillary-like structure formation of human umbilical vein endothelial cells (HUVECs).

Keywords: Anti-angiogenesis; Cassaine diterpenoid amide; Erythrophleum fordii; Leguminosae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abietanes
  • Alkaloids / chemistry
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Angiogenesis Inhibitors / chemistry
  • Angiogenesis Inhibitors / isolation & purification
  • Angiogenesis Inhibitors / pharmacology*
  • Cell Proliferation / drug effects
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Dose-Response Relationship, Drug
  • Fabaceae / chemistry*
  • Human Umbilical Vein Endothelial Cells / drug effects*
  • Humans
  • Molecular Conformation
  • Plant Bark / chemistry
  • Structure-Activity Relationship

Substances

  • Abietanes
  • Alkaloids
  • Angiogenesis Inhibitors
  • Diterpenes
  • cassaine