Characterization of a Dispiroketal Spirolide Subclass from Alexandrium ostenfeldii

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DOIResolve DOI: http://doi.org/10.1021/np800795q
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TypeArticle
Journal titleJournal of Natural Products
ISSN0163-3864
1520-6025
Volume72
Issue7
Pages12371240; # of pages: 4
SubjectMarine toxin; spirolide h; spirolide i; unclassified drug; Alexandrium ostenfeldii; Dinophyceae
AbstractA new subclass of spirolide marine toxins, represented by spirolides H (1) and I (2), were isolated from the marine dinoflagellate Alexandrium ostenfeldii. Spirolides H and I are structurally distinct from other spirolides in that they contain a 5:6 dispiroketal ring system rather than the trispiroketal ring system characteristic of previously isolated spirolides. The structures were assigned using a combination of spectrometric and spectroscopic techniques. Previously isolated spirolides containing a cyclic imine moiety showed toxicity in the mouse bioassay. Spirolide H contains this cyclic imine moiety but does not show toxicity in the mouse assay, suggesting that the presence of the cyclic imine moiety is not the only structural requirement for toxicity.
Publication date
PublisherACS Publications
LanguageEnglish
AffiliationNational Research Council Canada; NRC Institute for Marine Biosciences
Peer reviewedYes
NRC number55468
NPARC number21268308
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Record identifier4ecc5f97-20a3-4c44-9102-a97c6b2fb80b
Record created2013-06-19
Record modified2016-05-09
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