Abstract
Three new polyoxygenated briarane diterpenoids, briarenols C–E (1–3), were isolated from the octocoral Briareum excavatum. The structures of briaranes 1–3 were elucidated by interpretation of spectroscopic data, and the methylenecyclohexane ring in 1 was found to exist in a twisted boat conformation. Briarenol D (2) displayed an inhibitory effect on the release of elastase by human neutrophils with an IC50 value of 4.65 μM. Briarenol E (3) was found to inhibit the protein expression of pro-inflammatory inducible nitric oxide synthase (iNOS) in a murine macrophage-like cell line, RAW 264.7, stimulated with lipopolysaccharides (LPS).
Highlights
Introduction600diterpenoids diterpenoidspossessing possessing the thebriarane briaranecarbon carbonskeleton, skeleton, most most of of which which were werefound foundtotocontain containaaγ-lactone γ-lactone moiety moiety in in aabicyclo[8.4.0]
Taiwanesemarine marine invertebrates with promising novel briaranes, the octocoral
The in vitro anti-inflammatory activities of compounds 1–3 were measured by investigating their inhibition effects on LPS-induced pro-inflammatory inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX-2) protein expressions in the macrophage cell line using western blot analysis [16,17,18]
Summary
600diterpenoids diterpenoidspossessing possessing the thebriarane briaranecarbon carbonskeleton, skeleton, most most of of which which were werefound foundtotocontain containaaγ-lactone γ-lactone moiety moiety in in aabicyclo[8.4.0]. Increasing interest interest is is being being paid paid to to these thesebriaranes, briaranes,not notonly onlydue dueto totheir theircomplex complexstructures, structures,but butalso alsoowing owingto totheir theirinteresting interestingdiverse diverse bioactivities, bioactivities, such such as asanti-inflammatory anti-inflammatory activity activity [7,8,9]. Taiwanesemarine marine invertebrates with promising novel briaranes, the octocoral. Briareidae) was invertebrates with promising novel briaranes, the octocoral Briareum excavatum In this we report the isolation, structure determination, and bioactivity of three was investigated. This paper, we report the isolation, structure determination, and bioactivity of new polyoxygenated briaranes, briarenols. Excavatum (Figure three new polyoxygenated briaranes, briarenols C–E (1–3), following further study of B. excavatum and
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