The isolation of secondary metabolites and in vitro potent anti-cancer activity of clerodermic acid from Enicosanthum membranifolium

Bioorg Med Chem. 2007 Jun 1;15(11):3667-71. doi: 10.1016/j.bmc.2007.03.051. Epub 2007 Mar 18.

Abstract

Four compounds were isolated from Enicosanthum membranifolium. The structures of the compounds were confirmed by spectroscopic data. Their structures were determined as N-trans-feruloyltyramine, R-(-)-mellein, clerodermic acid, and salicifoline chloride as a quaternary alkaloid compound. The structures of R-(-)-mellein and salicifoline chloride were confirmed by using X-ray diffraction. Clerodermic acid was shown to induce potent apoptosis against human leukemia HL60 cells.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Annonaceae / metabolism*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Cell Proliferation / drug effects
  • Coumaric Acids / chemistry
  • Coumaric Acids / isolation & purification
  • Coumaric Acids / pharmacology
  • Humans
  • Isocoumarins / chemistry
  • Isocoumarins / isolation & purification
  • Isocoumarins / pharmacology
  • Lactones / chemistry
  • Lactones / isolation & purification
  • Lactones / pharmacology*
  • Naphthalenes / chemistry
  • Naphthalenes / isolation & purification
  • Naphthalenes / pharmacology*
  • Ochratoxins / chemistry
  • Ochratoxins / isolation & purification
  • Ochratoxins / pharmacology
  • Tumor Cells, Cultured
  • Tyramine / analogs & derivatives
  • Tyramine / chemistry
  • Tyramine / isolation & purification
  • Tyramine / pharmacology

Substances

  • Alkaloids
  • Antineoplastic Agents
  • Coumaric Acids
  • Isocoumarins
  • Lactones
  • Naphthalenes
  • Ochratoxins
  • clerodermic acid
  • feruloyltyramine
  • salicifoline
  • Tyramine
  • ochracin