Anthoteibinenes A–E from the Irish Deep-Sea Coral Anthothela grandiflora: An Amination Puzzle

• DOI: 10.1021/acs.orglett.4c02549
• Publication Date: 2024-09-03T14:28:20Z
• Authors: Stine S. H. Olsen; Sam Afoullouss; Ryan M. Young; Mark Johnson; A. Louise Allcock; Michael N. Teng; Kim C. Tran; Bill J. Baker

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 experiments, gauge invariant atomic orbital (GIAO) calculations coupled with DP4+ probabilities measures, ECD comparisons were incorporated to propose their relative absolute configurations. Anthoteibinene B (2) exhibited 49% inhibition respiratory syncytial virus (RSV) at 3.1 μM no cytotoxicity.