Eunicidiol, an anti-inflammatory dilophol diterpene from Eunicea fusca

J Nat Prod. 2012 Jul 27;75(7):1289-93. doi: 10.1021/np300149y. Epub 2012 Jun 26.

Abstract

A new dilophol diterpene, eunicidiol (1), has been isolated from the crude extract of Eunicea fusca, a gorgonian coral collected from Hillsboro Ledge, Florida. This compound was purified, along with fuscol (2) and eunicol (3), using a combination of normal- and reversed-phase chromatography methods. The structure of eunicidiol (1) was elucidated by 1D and 2D NMR spectroscopic analysis, and the absolute configuration was assigned using Mosher's method. The anti-inflammatory activity of 1-3 was evaluated by measuring their ability to reduce phorbol myristate acetate (PMA)-induced edema in a mouse ear model. Topical application of a 100 μg/ear dose of diterpenes 1-3 significantly reduced edema by 44%, 46%, and 54%, respectively. This activity was superior to indomethacin, a known anti-inflammatory used as a control.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology*
  • Edema / chemically induced
  • Edema / drug therapy
  • Indomethacin / pharmacology
  • Mice
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Tetradecanoylphorbol Acetate / pharmacology

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Diterpenes
  • eunicidiol
  • Tetradecanoylphorbol Acetate
  • Indomethacin