A new polyether ladder compound produced by the dinoflagellate Karenia brevis

被引:126
作者
Bourdelais, AJ
Jacocks, HM
Wright, JLC
Bigwarfe, PM
Baden, DG
机构
[1] Univ N Carolina, Wilmington Ctr Marine Sci, Wilmington, NC 28409 USA
[2] AaiPharma Inc, Discovery Sci, Wilmington, NC 28412 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2005年 / 68卷 / 01期
关键词
D O I
10.1021/np049797o
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
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.
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页码:2 / 6
页数:5
相关论文
共 25 条
[1]  
ABRAHAM WM, 2002, AM J RESP CRIT CARE, V165, pA20
[2]   Recreational exposure to aerosolized brevetoxins during Florida red tide events [J].
Backer, LC ;
Fleming, LE ;
Rowan, A ;
Cheng, YS ;
Benson, J ;
Pierce, RH ;
Zaias, J ;
Bean, J ;
Bossart, GD ;
Johnson, D ;
Quimbo, R ;
Baden, DG .
HARMFUL ALGAE, 2003, 2 (01) :19-28
[3]  
Baden Daniel G., 1998, P487
[4]   BREVETOXINS - UNIQUE POLYETHER DINOFLAGELLATE TOXINS [J].
BADEN, DG .
FASEB JOURNAL, 1989, 3 (07) :1807-1817
[5]   CRYSTALLIZATION AND TOXICOLOGY OF T34 - A MAJOR TOXIN FROM FLORIDA RED TIDE ORGANISM (PTYCHODISCUS-BREVIS) [J].
BADEN, DG ;
MENDE, TJ ;
LICHTER, W ;
WELLHAM, L .
TOXICON, 1981, 19 (04) :455-&
[6]   Brevenal is a natural inhibitor of brevetoxin action in sodium channel receptor binding assays [J].
Bourdelais, AJ ;
Campbell, S ;
Jacocks, H ;
Naar, J ;
Wright, JLC ;
Carsi, J ;
Baden, DG .
CELLULAR AND MOLECULAR NEUROBIOLOGY, 2004, 24 (04) :553-563
[7]  
CAMPBELL SK, 2004, IN PRESS P 10 INT C
[8]  
CATTERALL WA, 1992, PHYSIOL REV, V72, P15
[9]   ISOLATION AND STRUCTURES OF 2 NEW POLYCYCLIC ETHERS FROM GYMNODINIUM-BREVE DAVIS (=PTYCHODISCUS-BREVIS) [J].
CHOU, HN ;
SHIMIZU, Y ;
VANDUYNE, G ;
CLARDY, J .
TETRAHEDRON LETTERS, 1985, 26 (24) :2865-2868
[10]   A NEW POLYETHER TOXIN FROM GYMNODINIUM-BREVE DAVIS [J].
CHOU, HN ;
SHIMIZU, Y .
TETRAHEDRON LETTERS, 1982, 23 (52) :5521-5524