Brevisamide: an unprecedented monocyclic ether alkaloid from the dinoflagellate Karenia brevis that provides a potential model for ladder-frame initiation.
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.
Satake
Masayuki
M
Center for Marine Science, University of North Carolina, Wilmington, 5600 Marvin K. Moss Lane, Wilmington, North Carolina 28409, USA.
Bourdelais
Andrea J
AJ
Van Wagoner
Ryan M
RM
Baden
Daniel G
DG
Wright
Jeffrey L C
JL
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
D000470:Alkaloids; D004987:Ethers; D005231:Fatty Acids, Unsaturated; D011714:Pyrans; D013874:Thiopental; C532303:brevisamide; D000095702:Polyether Toxins; C004316:thiobutabarbital