Anthoteibinenes A-E from the Irish Deep-Sea Coral Anthothela grandiflora : An Amination Puzzle.
Stine S H OlsenSam AfoulloussRyan M YoungMark JohnsonA Louise AllcockMichael N TengKim C TranBill J BakerPublished in: Organic letters (2024)
Chemical investigation of extracts from the Irish deep-sea soft coral Anthothela grandiflora revealed cadinene-like sesquiterpenes, anthoteibinenes A-E, bearing unusual dimethylamine substitution. Structure elucidation was accomplished using 1D/2D NMR spectroscopy and high-resolution mass spectrometry, while NOESY NMR experiments, gauge invariant atomic orbital (GIAO) NMR calculations coupled with DP4+ probabilities measures, and ECD comparisons were incorporated to propose their relative and absolute configurations. Anthoteibinene B ( 2 ) exhibited 49% inhibition of respiratory syncytial virus (RSV) at 3.1 μM with no cytotoxicity.
Keyphrases
- respiratory syncytial virus
- high resolution mass spectrometry
- liquid chromatography
- magnetic resonance
- solid state
- high resolution
- general practice
- ultra high performance liquid chromatography
- gas chromatography
- mass spectrometry
- density functional theory
- tandem mass spectrometry
- molecular dynamics
- single cell
- ultrasound guided
- molecular dynamics simulations
- simultaneous determination
- ms ms