Fuscoside E: A strong anti-inflammatory diterpene from Caribbean octocoral Eunicea fusca

• Published in: Bioorganic & medicinal chemistry letters 2011-10, Vol.21 (19), p.5888-5891
• Main Authors: Reina, Eduardo, Puentes, Carlos, Rojas, Juan, García, Josué, Ramos, Freddy A., Castellanos, Leonardo, Aragón, Marcela, Ospina, Luis F.
• Format: Article
• Language: English
• Subjects: Animals; Anthozoa; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Anti-inflammatory; Anti-Inflammatory Agents, Non-Steroidal - chemistry; Anti-Inflammatory Agents, Non-Steroidal - isolation & purification; Anti-Inflammatory Agents, Non-Steroidal - pharmacology; Antifouling; Bacillus - drug effects; bioassays; Biological and medical sciences; Biological Assay; Biological Products - chemistry; Biological Products - isolation & purification; Biological Products - pharmacology; Caribbean Region; Caribbean Sea soft corals; corals; Disease Models, Animal; Diterpenes - chemistry; Diterpenes - isolation & purification; Diterpenes - pharmacology; Drug Discovery; Drug Evaluation, Preclinical; Ear; ears; edema; Edema - chemically induced; Edema - drug therapy; Eunicea; Eunicea fusca; Fuscosides; General pharmacology; Glycosides - chemistry; Glycosides - isolation & purification; Glycosides - pharmacology; Medical sciences; Mice; Microbial Sensitivity Tests; Molecular Conformation; Molecular Structure; nuclear magnetic resonance spectroscopy; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; stereochemistry; Stereoisomerism; sterols; Vibrio - drug effects
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2011.07.092

The screen of 10 soft coral extracts collected from the Colombian Caribbean Sea in the TPA-induced ear edema model allowed us to identify Eunicea fusca extract among others as an interesting source of active compounds. The new diterpene, fuscoside E ( 1), along with the known fuscoside B ( 2), fuscol ( 3), (+)-germacrene D ( 4) and a mixture of six sterols ( 5– 10), were isolated from this soft coral. Their structures were elucidated by 1D and 2D NMR spectroscopy techniques. Fuscoside E ( 1) absolute stereochemistry was determined by chiroptical methods. Fuscoside E ( 1) and B ( 2) showed strong anti-inflammatory in the above mentioned bioassay. Additionally, fuscoside E ( 1) and the sterol mixture ( 5– 10) presented antifouling activity against bacterial strains involved in surface colonization.