Three novel hydroxybenzoate saxitoxin analogues isolated from the Dinoflagellate Gymnodinium catenatum

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DOIResolve DOI: http://doi.org/10.1021/tx034037j
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TypeArticle
Journal titleChemical Research in Toxicology
Volume16
Issue8
Pages10291033; # of pages: 5
AbstractIn 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).
Publication date
PublisherACS Publications
LanguageEnglish
AffiliationNRC Institute for Marine Biosciences; National Research Council Canada
Peer reviewedYes
NPARC number21268142
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Record identifier46c71b1c-d35d-4560-9fb9-6cc4dc073c7f
Record created2013-05-09
Record modified2016-05-09
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