Oxidative transformation of a naturally occurring okadaic acid diol ester by the diatom Thalassiosira weissflogii

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DOIResolve DOI: http://doi.org/10.1016/S0040-4039(99)00516-X
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TypeArticle
Journal titleTetrahedron Letters
ISSN0040-4039
Volume40
Issue21
Pages39813984
Subjectdiarrhetic shellfish poison; DSP; okadaic acid; dinoflagellate; Prorocentrum lima; diatom; Thalassiosira weissflogii
AbstractThe diarrhetic shellfish poisoning (DSP) toxin okadaic acid (1) is found in extracts of the dinoflagellate Prorocentrum lima together with a suite of diol esters such as 2. When 2 was added to the culture medium of the centric diatom Thalassiosira weissflogii, it was transformed into a range of products within three days. Three of these products, 3, 4 and 5, were isolated from the medium and identified as oxidation products 2, suggesting that the diatom produces DSP metabolites of greater polarity as a means of detoxification. In addition, another diol ester product 6 was identified as a minor impurity of 2.
Publication date
LanguageEnglish
AffiliationNRC Institute for Marine Biosciences; National Research Council Canada
Peer reviewedYes
IdentifierS004040399900516X
NPARC number23001072
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Record identifierd1c1d463-1c30-4b95-a8f1-d63a90bb4950
Record created2016-12-08
Record modified2016-12-08
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