Abstract
Chemical investigation of the octocoral Sarcophyton ehrenbergi led to the isolation of six new cembranoids, (+)-12-carboxy-11Z-sarcophytoxide (1), (+)-12-methoxycarbonyl-11Z-sarcophine (3), ehrenberoxides A-C (4-6), and lobophynin C (2), along with two known compounds, (+)-sarcophytoxide (7) and (+)-sarcophine (8). The structures of these isolated metabolites were elucidated through extensive spectroscopic analyses, while the relative configuration of 1 was confirmed by X-ray diffraction analyses. The chemical evidence combined with spectroscopic and physical data suggested that the locations of the epoxide and the methyl carboxylate for lobophynin C should be exchanged. Moreover, metabolites 1-6 were evaluated in vitro for their cytotoxicity against selected cancer and normal cells lines, antiviral activity against human cytomegalovirus, and antibacterial activity against Salmonella enteritidis.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anthozoa / chemistry*
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / isolation & purification
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Anti-Bacterial Agents / pharmacology
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology
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Antiviral Agents / chemistry
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Antiviral Agents / isolation & purification
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Antiviral Agents / pharmacology
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Crystallography, X-Ray
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Cytomegalovirus / drug effects
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Diterpenes / chemistry
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Diterpenes / isolation & purification*
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Diterpenes / pharmacology
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Drug Screening Assays, Antitumor
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HT29 Cells
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Humans
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Leukemia P388
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Mice
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Microbial Sensitivity Tests
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Molecular Conformation
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Salmonella enteritidis / drug effects
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Stereoisomerism
Substances
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Anti-Bacterial Agents
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Antineoplastic Agents
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Antiviral Agents
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Diterpenes
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sarcophytoxide