Isolation and structure of a new brevetoxin analog, brevetoxin B2, from greenshell mussels from New Zealand

被引:64
作者
Murata, K
Satake, M
Naoki, H
Kaspar, HF
Yasumoto, T [1 ]
机构
[1] Tohoku Univ, Fac Agr, Aoba Ku, Sendai, Miyagi 981, Japan
[2] Suntory Inst Bioorgan Res, Osaka 618, Japan
[3] Cawthron Inst, Nelson, New Zealand
关键词
D O I
10.1016/S0040-4020(97)10336-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new brevetoxin analog, brevetoxin B2 (BTXB2), was isolated from greenshell mussels, Perna canaliculus, collected at the time of the neurotoxic shellfish poisoning incident in New Zealand. The structure was elucidated based on NMR, CAD FAB MS/MS, and chemical degradation experiments. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:735 / 742
页数:8
相关论文
共 18 条
[1]   BREVETOXINS - UNIQUE POLYETHER DINOFLAGELLATE TOXINS [J].
BADEN, DG .
FASEB JOURNAL, 1989, 3 (07) :1807-1817
[2]   STEREOSELECTIVE SYNTHESES OF CIS-2-SUBSTITUTED AND TRANS-2-SUBSTITUTED 1,3-DITHIANE 1-OXIDES [J].
CAREY, FA ;
DAILEY, OD ;
HERNANDEZ, O ;
TUCKER, JR .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (25) :3975-3978
[3]   BREVETOXIN-B-1, A NEW POLYETHER MARINE TOXIN FROM THE NEW-ZEALAND SHELLFISH, AUSTROVENUS-STUTCHBURYI [J].
ISHIDA, H ;
NOZAWA, A ;
TOTORIBE, K ;
MURAMATSU, N ;
NUKAYA, H ;
TSUJI, K ;
YAMAGUCHI, K ;
YASUMOTO, T ;
KASPAR, H ;
BERKETT, N ;
KOSUGE, T .
TETRAHEDRON LETTERS, 1995, 36 (05) :725-728
[4]   Simultaneous analysis of enantiomeric amino acids based on derivatization with (S)-(+)-2-t-butyl-2-methyl-1,3-benzodioxole-4-carboxylic acid and high-performance liquid chromatography [J].
Itoh, E ;
Nishida, Y ;
Togashi, Y ;
Ohrui, H ;
Meguro, H .
ANALYTICAL SCIENCES, 1996, 12 (04) :551-556
[5]   ISOLATION AND STRUCTURE OF BREVETOXIN-B FROM THE RED TIDE DINOFLAGELLATE PTYCHODISCUS-BREVIS (GYMNODINIUM, BREVE) [J].
LIN, YY ;
RISK, M ;
RAY, SM ;
VANENGEN, D ;
CLARDY, J ;
GOLIK, J ;
JAMES, JC ;
NAKANISHI, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (22) :6773-6775
[6]  
Mackenzie Lincoln, 1995, P795
[7]  
McFARREN E. F., 1965, TOXICON, V3, P111, DOI 10.1016/0041-0101(65)90005-X
[8]   BREVETOXIN B3, A NEW BREVETOXIN ANALOG ISOLATED FROM THE GREENSHELL MUSSEL PERNA-CANALICULUS INVOLVED IN NEUROTOXIC SHELLFISH POISONING IN NEW-ZEALAND [J].
MOROHASHI, A ;
SATAKE, M ;
MURATA, K ;
NAOKI, H ;
KASPAR, HF ;
YASUMOTO, T .
TETRAHEDRON LETTERS, 1995, 36 (49) :8995-8998
[9]   CLINICAL AND EPIDEMIOLOGIC FEATURES OF NEUROTOXIC SHELLFISH POISONING IN NORTH-CAROLINA [J].
MORRIS, PD ;
CAMPBELL, DS ;
TAYLOR, TJ ;
FREEMAN, JI .
AMERICAN JOURNAL OF PUBLIC HEALTH, 1991, 81 (04) :471-474
[10]   STRUCTURE AND PARTIAL STEREOCHEMICAL ASSIGNMENTS FOR MAITOTOXIN, THE MOST TOXIC AND LARGEST NATURAL NON-BIOPOLYMER [J].
MURATA, M ;
NAOKI, H ;
MATSUNAGA, S ;
SATAKE, M ;
YASUMOTO, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (16) :7098-7107