New technology has opened opportunities for research and exploration of deep-water ecosystems, highlighting deep-sea coral reefs as a rich source of novel bioactive natural products. During our ongoing investigation of the chemodiversity of the Irish deep sea and the soft coral Anthothela grandiflora, we report 12 unreported cadinene-like functionalized sesquiterpenes, anthoteibinenes F–Q. The metabolites were isolated using both bioassay- and 1H NMR-guided approaches. One-/two-dimensional NMR spectroscopy and high-resolution mass spectrometry were used for structure elucidation, while a combination of NOESY NMR experiments, GIAO NMR calculations coupled with DP4+ probabilities measures, and ECD comparisons were incorporated to propose relative and absolute configurations of the anthoteibinenes. The metabolites were screened against the Respiratory Syncytial Virus (RSV), ESKAPE pathogens, five Candida albicans strains, and one strain of C. auris.
In this study, three Antarctic sponges of the genus Latrunculia were investigated, leading to the isolation of five unreported pyrroloiminoquinone alkaloids along with the known metabolite (+)-debromodiscorhabdin A (3). Three of the new metabolites were brominated, while the other two were found to have a C-5/C-8 sulfur bridge and a C-2/N-18 bridge. Three of the metabolites were shown to have a phenyl ketone substituent on C-14, not previously reported for discorhabdin derivatives. The cytotoxicity against the A549 cell lines was studied and compounds 1–4 showed activity of 4.3, 1.8, 1.0, and 23.9 µM, respectively, while no inhibition was found for 5 and 6.
New technology has opened opportunities for research and exploration of deep-water ecosystems, highlighting deep-sea coral reefs as a rich source of novel bioactive natural products. During our ongoing investigation of the chemodiversity of the Irish deep-sea and the soft coral Anthothela grandiflora, we report 12 unreported cadinene-like functionalized sesquiterpenes, anthoteibinenes F-Q. The metabolites were isolated using both bioassay- and 1H NMR-guided approaches. 1D/2D NMR spectroscopy and high-resolution mass spectrometry were used for structure elucidation, while a combination of NOESY NMR experiments, GIAO NMR calculations coupled with DP4+ probabilities measures, and ECD comparisons were incorporated to propose relative and absolute configurations of the anthoteibinenes. The metabolites were screened against the Respiratory Syncytial Virus (RSV), ESKAPE pathogens, five Candida albicans strains and one strain of C. auris.