Isolation of three new annonaceous acetogenins from Graviola fruit (Annona muricata) and their anti-proliferation on human prostate cancer cell PC-3

Bioorg Med Chem Lett. 2016 Sep 1;26(17):4382-5. doi: 10.1016/j.bmcl.2015.06.038. Epub 2015 Jun 25.


Bioassay-guided fractionation of the fruit powder of Graviola (Annona muricata) was continued to be conducted and yielded three more novel bioactive compounds: C-35 annonaceous acetogenins, muricins M and N, and C-37 annonaceous acetogenins, muricenin. They all contain a mono-tetrahydrofuran ring and four hydroxyl groups. The structures were elucidated by spectral methods and chemical modification after isolation via open column chromatographic separation and HPLC purification. Especially, murices M and N demonstrated more potent anti-proliferative activities against human prostate cancer PC-3 cells.

Keywords: Acetogenin; Annona muricata; Human prostate cancer PC-3 cells; Muricin.

MeSH terms

  • Acetogenins / chemistry*
  • Acetogenins / pharmacology*
  • Annona / chemistry*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Chromatography, High Pressure Liquid
  • Humans
  • Magnetic Resonance Spectroscopy
  • Male
  • Molecular Structure
  • Prostatic Neoplasms / drug therapy


  • Acetogenins
  • Antineoplastic Agents, Phytogenic
  • muricenin
  • muricin M
  • muricin N