Daucane sesquiterpenes from Ferula hermonis

J Nat Prod. 2005 Mar;68(3):468-71. doi: 10.1021/np049652h.

Abstract

The dried roots of Ferula hermonis yielded three new daucanes, (1R,4R)-4-hydroxydauca-7-ene-6-one (1), (1R,4R)-4-hydroxydauca-7-ene-6,9-dione (2), and (1R,3S,8S)-3-ethoxy-8-angeloyloxydauca-4-en-9-one (3), together with the three known sesquiterpenes, ferutinin, teferidin, and (+)-alpha-bisabolol. The structures of compounds 1-3 were elucidated on the basis of spectroscopic evidence. The effect of these compounds on the proliferation of estrogen-dependent MCF-7 cells was evaluated, and it was found that compounds 1 and 3 exhibited proliferative activity, whereas 2 showed an antiproliferative effect.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Benzoates / chemistry
  • Benzoates / isolation & purification
  • Bridged Bicyclo Compounds
  • Cycloheptanes
  • Drug Screening Assays, Antitumor
  • Estrogens / chemistry
  • Estrogens / isolation & purification*
  • Estrogens / pharmacology
  • Ferula / chemistry*
  • Lebanon
  • Molecular Structure
  • Monocyclic Sesquiterpenes
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Plants, Medicinal / chemistry*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Benzoates
  • Bridged Bicyclo Compounds
  • Cycloheptanes
  • Estrogens
  • Monocyclic Sesquiterpenes
  • Sesquiterpenes
  • bisabolol
  • 4-oxy-6-(4-oxybezoyloxy)dauc-8,9-en