(-)-Asarinin from the Roots of Asarum sieboldii Induces Apoptotic Cell Death via Caspase Activation in Human Ovarian Cancer Cells

Molecules. 2018 Jul 25;23(8):1849. doi: 10.3390/molecules23081849.

Abstract

Two tetrahydrofurofurano lignans (1 and 2), four phenylpropanoids (36), and two alkamides (7 and 8) were isolated from the EtOAc-soluble fraction of the roots of Asarum sieboldii. The chemical structures of the isolates were identified by analysis of spectroscopic data measurements, and by a comparison of their data with published values. The isolates (1, 2, 48) were evaluated for their cytotoxicity against human ovarian cancer cells (A2780 and SKOV3) and immortalized ovarian surface epithelial cells (IOSE80PC) using a MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide) assay. Of the isolates, (-)-asarinin (1) exhibited the most potent cytotoxicity to both A2780 and SKOV3 cells. A propidium iodide/annexin V-fluorescein isothiocyanate (V-FITC) double staining assay showed that (-)-asarinin (1) induces apoptotic cell death in ovarian cancer cells. In addition, (-)-asarinin (1) increased the activation of caspase-3, caspase-8, and caspase-9 in ovarian cancer cells. Pretreatment with caspase inhibitors attenuated the cell death induced by (-)-asarinin (1). In conclusion, our findings show that (-)-asarinin (1) from the roots of A. sieboldii may induce caspase-dependent apoptotic cell death in human cancer cells.

Keywords: (−)-asarinin; Asarum sieboldii; apoptosis; caspase; cytotoxicity; ovarian cancer cells.

MeSH terms

  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Asarum / chemistry*
  • Caspase Inhibitors / pharmacology
  • Caspases / metabolism*
  • Cell Line, Tumor
  • Cell Proliferation
  • Cell Survival
  • Dioxoles / isolation & purification
  • Dioxoles / pharmacology*
  • Enzyme Activation
  • Female
  • Humans
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • Molecular Structure
  • Ovarian Neoplasms / drug therapy*
  • Ovarian Neoplasms / enzymology
  • Plant Extracts / pharmacology*
  • Plant Roots / chemistry*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Caspase Inhibitors
  • Dioxoles
  • Lignans
  • Plant Extracts
  • Caspases
  • sesamin