Cytotoxic Furanoditerpenes from the Sponge Spongia tubulifera Collected in the Mexican Caribbean.
Dawrin Pech-PuchJaime RodríguezBastien CautainCarlos Alfredo Sandoval-CastroCarlos JiménezPublished in: Marine drugs (2019)
Two new spongian furanoditerpenes, 3β-hydroxyspongia-13(16),14-dien-2-one (1) and 19-dehydroxy-spongian diterpene 17 (2), along with five known terpenes, the spongian furanoditerpenes 9-nor-3-hydroxyspongia-3,13(16),14-trien-2-one (3), 3β,19 dihydroxyspongia-13(16),14-dien-2-one (epispongiadiol) (4) and spongian diterpene 17 (5), the furanoditerpene ambliol C (6), and the sesterterpene scalarin (7), were isolated from the methanolic extract of the sponge Spongia tubulifera, collected in the Mexican Caribbean. The planar structures of the new compounds were elucidated by 1D/2D NMR and IR spectroscopic analysis, high resolution electrospray mass spectrometry (HRESIMS), and comparison of their spectral data with those reported in the literature. Absolute configurations were determined by comparison of the experimental electronic circular dichroism (ECD) spectrum with those calculated by time-dependent density functional theory (TDDFT). Compounds 1, 4, and 6 displayed weak cytotoxic activity against different human tumour cell lines.
Keyphrases
- high resolution
- mass spectrometry
- density functional theory
- liquid chromatography
- molecular dynamics
- endothelial cells
- systematic review
- magnetic resonance
- molecular docking
- gas chromatography
- high performance liquid chromatography
- high speed
- electronic health record
- tandem mass spectrometry
- optical coherence tomography
- capillary electrophoresis
- oxidative stress
- computed tomography
- molecular dynamics simulations
- magnetic resonance imaging
- dual energy
- data analysis