Abstract
The readily prepared and vinylated β-carboline 11 has been converted over one or two steps into compounds 1-5, the structures assigned to the recently reported marine natural products orthoscuticellines A-E. The spectral data recorded on the synthetically derived compounds are fully consistent with the assigned structures and, on making allowances for variations in the pH of the medium in which the spectra of the natural products were recorded, it is concluded that the structures assigned to orthoscuticellines A-E are most likely correct. Certainly, the calculated 13C NMR spectra of the α-, γ-, and δ-carboline isomers of compounds 1-5 suggest that orthoscuticellines A-E do incorporate the assigned β-carboline core.
Original language | English |
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Pages (from-to) | 12287–12296 |
Number of pages | 10 |
Journal | Journal of Organic Chemistry |
Volume | 87 |
Issue number | 18 |
Early online date | 29 Aug 2022 |
DOIs | |
Publication status | Published - 16 Sept 2022 |
Keywords
- Chemical structure
- Hydrocarbons
- Molecular structure
- Nuclear magnetic resonance spectroscopy
- Pharmaceuticals