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Eunicidiol, an Anti-inflammatory Dilophol Diterpene from <i>Eunicea fusca</i>

By Douglas H. Marchbank (2060155), Fabrice Berrue (594899) and Russell G. Kerr (594910)


A new dilophol diterpene, eunicidiol (<b>1</b>), has been isolated from the crude extract of <i>Eunicea fusca</i>, a gorgonian coral collected from Hillsboro Ledge, Florida. This compound was purified, along with fuscol (<b>2</b>) and eunicol (<b>3</b>), using a combination of normal- and reversed-phase chromatography methods. The structure of eunicidiol (<b>1</b>) was elucidated by 1D and 2D NMR spectroscopic analysis, and the absolute configuration was assigned using Mosher’s method. The anti-inflammatory activity of <b>1</b>–<b>3</b> 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 <b>1</b>–<b>3</b> significantly reduced edema by 44%, 46%, and 54%, respectively. This activity was superior to indomethacin, a known anti-inflammatory used as a control

Topics: Biophysics, Biochemistry, Microbiology, Pharmacology, Immunology, Environmental Sciences not elsewhere classified, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, Physical Sciences not elsewhere classified, Information Systems not elsewhere classified, Hillsboro Ledge, ability, Mosher, dilophol diterpene, edema, Dilophol, mouse ear model, indomethacin, gorgonian, eunicidiol, chromatography, 1 D, crude, method, PMA, Diterpene, combination, Topical application, compound, Florida, phorbol myristate acetate, configuration, 2 D NMR spectroscopic analysis, Eunicea fuscaA, dose, Eunicea fusca, eunicol, Eunicidiol, fuscol
Year: 2012
DOI identifier: 10.1021/np300149y.s001
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Provided by: FigShare
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