New cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona muricata

J Nat Prod. 2002 Apr;65(4):470-5. doi: 10.1021/np0105578.

Abstract

Three new monotetrahydrofuran annonaceous acetogenins, muricin H (1), muricin I (2), and cis-annomontacin (3), along with five known acetogenins, annonacin, annonacinone, annomontacin, murisolin, and xylomaticin, were isolated from the seeds of Annona muricata. Additionally, two new monotetrahydrofuran annonaceous acetogenins, cis-corossolone (4) and annocatalin (5), together with four known ones, annonacin, annonacinone, solamin, and corossolone, were isolated from the leaves of this species. The structures of all new isolates were elucidated and characterized by spectral and chemical methods. These new acetogenins exhibited significant activity in in vitro cytotoxic assays against two human hepatoma cell lines, Hep G(2) and 2,2,15. Compound 5 showed a high selectivity toward the Hep 2,2,15 cell line.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents
  • Carcinoma, Hepatocellular
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Circular Dichroism
  • Drug Screening Assays, Antitumor
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Furans / chemistry
  • Furans / isolation & purification*
  • Furans / pharmacology
  • Humans
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves
  • Plants, Medicinal / chemistry*
  • Seeds
  • Stereoisomerism
  • Tumor Cells, Cultured / drug effects

Substances

  • Antineoplastic Agents
  • Drugs, Chinese Herbal
  • Furans
  • Lactones
  • annocatalin
  • corossolone
  • muricin H
  • muricin I
  • annomontacin