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Three novel hydroxybenzoate saxitoxin analogues isolated from the dinoflagellate Gymnodinium catenatum

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dc.contributor Marine Res
dc.contributor Inst Environm Sci & Res Ltd
dc.contributor National Research Council Canada
dc.contributor Natl Res Council Canada
dc.contributor Sch Aquaculture
dc.contributor Commonwealth Scientific & Industrial Research Organisation (csiro)
dc.contributor Queensland Health
dc.contributor Australian Institute Of Marine Science
dc.contributor Institute Of Environmental Science & Research (esr) - New Zealand
dc.contributor Australian Inst Marine Sci
dc.contributor Csiro
dc.contributor Univ Tasmania
dc.contributor Inst Marine Biosci
dc.contributor International Business Machines (ibm)
dc.contributor Queensland Hlth Sci Serv
dc.contributor University Of Tasmania
dc.contributor Australian Institute Of Marine Science (aims) en WILLIS, R NEGRI, A STIRLING, D QUILLIAM, M BLACKBURN, S BOLCH, C BURTON, I EAGLESHAM, G THOMAS, K WALTER, J 2017-03-21T01:11:32Z 2013-02-28T06:46:56Z 2013-02-28T06:46:56Z 2019-05-09T01:04:29Z 2013-02-28T06:46:56Z 2017-03-21T01:11:32Z 2017-03-21T01:11:32Z 2019-05-09T01:04:29Z 2003-08-01
dc.identifier 6492 en
dc.identifier.citation Negri AP, Stirling D, Quilliam M, Blackburn S, Bolch C, Burton I, Eaglesham G, Thomas K, Willis RH and Walter J (2003) Three Novel Hydroxybenzoate saxitoxin analogues isolated from the dinoflagellate Gymnodinium catenatum. Chemical Research in Toxicology. 16: 1029-1033. en
dc.identifier.issn 0893-228X
dc.description Link to abstract/full text - en
dc.description.abstract 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).
dc.description.uri en
dc.language English
dc.language en en
dc.relation.ispartof Chemical Research in Toxicology - pages: 16: 1029-1033 en
dc.relation.ispartof Null
dc.subject Toxicology
dc.subject Chemistry
dc.subject Chemistry, Medicinal
dc.subject Chemistry, Multidisciplinary
dc.subject Pharmacology & Pharmacy
dc.title Three novel hydroxybenzoate saxitoxin analogues isolated from the dinoflagellate Gymnodinium catenatum
dc.type journal article en
dc.identifier.doi 10.1021/tx034037j
dc.identifier.wos WOS:000184894100011

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