title: A new polyether ladder compound produced by the dinoflagellate Karenia brevis.
abstract: A new ladder-frame polyether compound containing five fused ether rings was isolated from laboratory cultures of the marine dinoflagellate Karenia brevis. This compound, named brevenal, and its dimethyl acetal derivative both competitively displace brevetoxin from its binding site in rat brain synaptosomes. Significantly, these compounds are also nontoxic to fish and antagonize the toxic effects of brevetoxins in fish. The structure and biological activity of brevenal, as well as the dimethyl acetal derivative, are described in this paper.
authors.affiliation: Wilmington Center for Marine Science, University of North Carolina, 5600 Marvin K. Moss Lane, Wilmington, North Carolina 28409, USA. Bourdelaisa@uncw.edu
authors.forename: Andrea J
authors.initials: AJ
authors.lastname: Bourdelais
authors.forename: Henry M
authors.initials: HM
authors.lastname: Jacocks
authors.forename: Jeffrey L C
authors.initials: JL
authors.lastname: Wright
authors.forename: Paul M
authors.initials: PM
authors.lastname: Bigwarfe
authors.forename: Daniel G
authors.initials: DG
authors.lastname: Baden
mesh_terms: D000818:Animals; D001667:Binding, Competitive / Q000187:drug effects*; D001921:Brain / Q000187:drug effects; D004141:Dinoflagellida / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005399:Fishes / Q000378:metabolism; D008297:Male; D008387:Marine Toxins / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D035964:Oxocins / Q000737:chemistry / Q000494:pharmacology*; D011108:Polymers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051381:Rats; D017207:Rats, Sprague-Dawley; D000095702:Polyether Toxins
chemical_list: D004987:Ethers; D008387:Marine Toxins; D035964:Oxocins; D011108:Polymers; C489035:brevenal (polyether); C053342:brevetoxin; D000095702:Polyether Toxins