Synthesis and biological activity of (+)-hedychilactone A and its analogs from (+)-sclareolide

Bioorg Med Chem Lett. 2006 Mar 15;16(6):1656-9. doi: 10.1016/j.bmcl.2005.12.009. Epub 2005 Dec 27.

Abstract

Natural product hedychilactone A (3) has been synthesized from (+)-sclareolide by an efficient route. Two of the synthetic intermediates, 10 and 12, have shown strong growth inhibition effects against five cancer cell lines, human umbilical vein endothelial cell (HUVEC) and nitric oxide (NO) production. In particular, compound 15 showed selective inhibition activity against HUVEC growth without any cytotoxicity among tested cancer cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Angiogenesis Inhibitors* / chemical synthesis
  • Angiogenesis Inhibitors* / chemistry
  • Angiogenesis Inhibitors* / pharmacology
  • Cells, Cultured
  • Diterpenes / chemical synthesis
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology
  • Endothelium, Vascular / cytology
  • Endothelium, Vascular / drug effects*
  • Endothelium, Vascular / metabolism
  • Humans
  • Neoplasms / drug therapy*
  • Neoplasms / metabolism
  • Neovascularization, Physiologic
  • Nitric Oxide / metabolism
  • Umbilical Veins / cytology
  • Umbilical Veins / drug effects

Substances

  • Angiogenesis Inhibitors
  • Diterpenes
  • pacovatinin A
  • Nitric Oxide
  • sclareolide