title: Brevisamide: an unprecedented monocyclic ether alkaloid from the dinoflagellate Karenia brevis that provides a potential model for ladder-frame initiation.
abstract: The dinoflagellate Karenia brevis is known for the production of brevetoxins, a family of polycyclic ether toxins, as well as their antagonist brevenal. Further examination of organic extracts of K. brevis has uncovered yet another unprecedented cyclic ether alkaloid named brevisamide. This report describes the structure elucidation of brevisamide based on detailed MS and NMR spectral analysis, and the importance of this new compound in shedding light on the biogenesis of fused polyethers is discussed.
authors.affiliation: Center for Marine Science, University of North Carolina, Wilmington, 5600 Marvin K. Moss Lane, Wilmington, North Carolina 28409, USA.
authors.forename: Masayuki
authors.initials: M
authors.lastname: Satake
authors.forename: Andrea J
authors.initials: AJ
authors.lastname: Bourdelais
authors.forename: Ryan M
authors.initials: RM
authors.lastname: Van Wagoner
authors.forename: Daniel G
authors.initials: DG
authors.lastname: Baden
authors.forename: Jeffrey L C
authors.initials: JL
authors.lastname: Wright
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D000818:Animals; D004141:Dinoflagellida / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry*; D005231:Fatty Acids, Unsaturated / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D013058:Mass Spectrometry / Q000379:methods; D008968:Molecular Conformation; D011714:Pyrans; D012015:Reference Standards; D013874:Thiopental / Q000031:analogs & derivatives / Q000737:chemistry; D000095702:Polyether Toxins
chemical_list: D000470:Alkaloids; D004987:Ethers; D005231:Fatty Acids, Unsaturated; D011714:Pyrans; D013874:Thiopental; C532303:brevisamide; D000095702:Polyether Toxins; C004316:thiobutabarbital