Eunicidiol, an anti-inflammatory dilophol diterpene from Eunicea fusca.

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.

• Authors: Douglas H Marchbank, Fabrice Berrue, Russell G Kerr
• Journal: Journal of natural products (J Nat Prod) Vol. 75 Issue 7 Pg. 1289-93 (Jul 27 2012) ISSN: 1520-6025 [Electronic] United States
• PMID: 22734800 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

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

Topics

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