Abstract
Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins.
Highlights
Since briarein A, a 3,8-cyclized cembranoid, was first reported from a Caribbean octocoral Briareum asbestinum (Pallas, 1766) in 1977 [1], hundreds of marine origin briarane diterpenoids with novel structures and extensive bioactivities have been obtained from various octocorals [2,3], of which octocorals belonging to the genus Briareum have been recognized as the most important source of briarane-type natural products [3]
A series of interesting briarane-type diterpenoids, including briarenols A–T [4,5,6,7,8,9,10,11,12], were isolated from various octocorals belonging to the genera Briareum, Junceella, and Ellisella, collected off the waters of Taiwan, and an anti-inflammatory assay was employed to evaluate the activities of these compounds in reducing the release of inducible oxide synthase and cyclooxygenase-2 (COX-2) in an in vitro pro-inflammatory macrophage culture model
The results identified sults identified eight chlorine-containing briaranes, including foureight new chlorinecontainingcompounds, briaranes, including four new compounds, briarenols
Summary
T [4,5,6,7,8,9,10,11,12], were isolated from various octocorals belonging to the genera Briareum, Junceella, and Ellisella, collected off the waters of Taiwan, and an anti-inflammatory assay was employed to evaluate the activities of these compounds in reducing the release of inducible 4.0/). A series of interesting briarane-type diterpenoids, including briarenols A–T [4,5,6,7,8,9,10,11,12], were isolated from various octocorals belonging to the genera Briareum, Junceella, and Ellisella, collected off the waters of Taiwan, and an anti-inflammatory assay was employed to evaluate the activities of these compounds in reducing the release of inducible oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) in an in vitro pro-inflammatory macrophage culture model
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