Three novel hydroxybenzoate saxitoxin analogues isolated from the dinoflagellate Gymnodinium catenatum

被引：99

作者：

Negri, A

Stirling, D

Quilliam, M

Blackburn, S

Bolch, C

Burton, I

Eaglesham, G

Thomas, K

Walter, J

Willis, R

机构：

[1] Australian Inst Marine Sci, Townsville, Qld 4810, Australia

[2] Natl Res Council Canada, Inst Marine Biosci, Halifax, NS B3H 3Z1, Canada

[3] Inst Environm Sci & Res Ltd, Porirua, New Zealand

[4] CSIRO, Marine Res, Hobart, Tas 7001, Australia

[5] Univ Tasmania, Sch Aquaculture, Launceston 7250, Australia

[6] Queensland Hlth Sci Serv, Coopers Plains 4108, Australia

来源：

CHEMICAL RESEARCH IN TOXICOLOGY | 2003年 / 16卷 / 08期

关键词：

D O I：

10.1021/tx034037j

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

In a recent survey of paralytic shellfish poisoning (PSP) toxins in Gymnodinium catenatum Graham extracts, using LC with postcolumn oxidation and fluorescence detection, three novel saxitoxin analogues were revealed in isolates from several locations, including Australian waters. We have named them as G. catenatum toxins, GC1 (1), GC2 (2), and GC3 (3). The compounds were isolated from a culture of the Australian strain by LC-MS-guided fractionation employing a C18-silica column and hydrophilic interaction chromatography. The unusual structures of these novel compounds were characterized by low- and high-resolution MS, MS/MS, and NMR spectroscopy. GC3 (3) was found to be the 4-hydroxybenzoate ester derivative of decarbamoylsaxitoxin, while GC1 (1) and GC2 (2) are the epimeric 11-hydroxysulfate derivatives of GC3 (3).

引用

页码：1029 / 1033

页数：5

共 5 条

[1] Reproductive compatibility among four global populations of the toxic dinoflagellate Gymnodinium catenatum (Dinophyceae) [J].