seco-Briarellinone and Briarellin S, Two New Eunicellin-Based Diterpenoids from the Panamanian Octocoral Briareum asbestinum
نویسندگان
چکیده
Two new eunicellin-based diterpenes, seco-briarellinone (1) and briarellin S (2), and a known seco-asbestinin (3) have been isolated from the methanolic extract of the common octocoral Briareum asbestinum collected in Bocas del Toro, Caribbean of Panama. The structures and relative stereochemistry of the compounds were defined using extensive spectroscopic analysis including 1D, 2D-nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS). Compounds 1 and 2 displayed anti-inflammatory properties inhibiting nitric oxide (NO) production induced by lipopolisacharide (LPS) in macrophages with an Inhibitory concentration 50% (IC₅₀) of 4.7 μM and 20.3 μM, respectively. This is the first report of briarellin diterpenes containing a ketone group at C-12.
منابع مشابه
Briareolate Esters from the Gorgonian Briareum asbestinum
Two new briarane diterpenoids briareolate esters J (1) and K (2) were isolated from the methanolic extract of the octocoral Briareum asbestinum collected off the coast of Boca Raton, Florida. The structures of briaranes 1 and 2 were elucidated by interpretation of spectroscopic data. Briareolate ester K (2) showed weak growth inhibition activity against human embryonic stem cells (BG02).
متن کاملCladieunicellins K and L, New Eunicellin-Based Diterpenoids from an Octocoral Cladiella sp
Two new eunicellin-based diterpenoids, cladieunicellins K (1) and L (2), were isolated from an octocoral Cladiella sp. The structures of 1 and 2 were elucidated by spectroscopic methods and 2 exhibited moderate cytotoxicity towards the MOLT-4 human leukemia.
متن کاملBriarenolides F and G, New Briarane Diterpenoids from a Briareum sp. Octocoral
Two new briarane diterpenoids, briarenolides, F (1) and G (2), were isolated from an octocoral identified as Briareum sp. The structures of briaranes 1 and 2 were established by spectroscopic methods and by comparison of the spectroscopic data with those of known briarane analogues. Briarenolide F was proven to be the first 6-hydroperoxybriarane derivative and this compound displayed a signific...
متن کاملDiscovery of New Eunicellins from an Indonesian Octocoral Cladiella sp.
Two new 11-hydroxyeunicellin diterpenoids, cladieunicellin F (1) and (-)-solenopodin C (2), were isolated from an Indonesian octocoral Cladiella sp. The structures of eunicellins 1 and 2 were established by spectroscopic methods, and eunicellin 2 was found to be an enantiomer of the known eunicellin solenopodin C (3). Eunicellin 2 displayed inhibitory effects on the generation of superoxide ani...
متن کاملExcavatoids E and F: Discovery of Two New Briaranes from the Cultured Octocoral Briareum excavatum
Two new briarane-related diterpenoids, designated as excavatoids E (1) and F (2), were isolated from the cultured octocoral Briareum excavatum. The structures of compounds 1 and 2 were established on the basis of extensive spectral data analysis. Briaranes 1 and 2 were found to exhibit moderate inhibitory effects on elastase release by human neutrophils.
متن کامل