Cytotoxic aporphine alkaloids from Ocotea acutifolia

Planta Med. 2011 Mar;77(4):383-7. doi: 10.1055/s-0030-1250401. Epub 2010 Oct 4.

Abstract

Two new aporphinoid alkaloids, (+)-6 S-ocoteine N-oxide and (+)-norocoxylonine, were isolated from the leaves and trunk bark of OCOTEA ACUTIFOLIA (Lauraceae) along with thirteen aporphine analogues, one morphinan alkaloid, and one flavonoid. The aporphine alkaloids (+)-thalicsimidine and (+)-neolitsine are reported for the first time for the genus OCOTEA. The structures of all compounds were established on the basis of 1D- and 2D-NMR spectroscopic techniques, optical rotation and/or mass spectrometry data. The cytotoxic potential of eight of the aporphine alkaloids against four human cancer cell lines (Hep-2, MCF-7, B16-F10 and 786-0) was also evaluated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Antineoplastic Agents, Phytogenic / therapeutic use
  • Aporphines / chemistry
  • Aporphines / isolation & purification
  • Aporphines / pharmacology*
  • Cell Line, Tumor
  • Humans
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Ocotea / chemistry*
  • Phytotherapy
  • Plant Bark
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Plant Extracts / therapeutic use
  • Plant Leaves

Substances

  • 6S-ocoteine N-oxide
  • Antineoplastic Agents, Phytogenic
  • Aporphines
  • Plant Extracts
  • norocoxylonine