Isolation of 41a-Homoyessotoxin and the Identification of 9-Methyl-41a-homoyessotoxin and Nor-ring A-yessotoxin from Protoceratium reticulatum

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DOIResolve DOI: http://doi.org/10.1021/tx049832r
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TypeArticle
Journal titleChemical Research in Toxicology
Volume17
Issue11
Pages14141422; # of pages: 9
Subjecttoxins; Protoceratium reticulatum; NMR; mass spectrometry
Abstract41a-Homoyessotoxin (1), a new analogue of yessotoxin (7), was isolated from extracts of Protoceratium reticulatum grown in culture. In addition, 9-methyl-41a-homoyessotoxin (2) and a nor-ring A-yessotoxin (3) were identified as the major components of a mixed fraction. The structural information was initially obtained from LC-UV and LC-MS3 chromatograms, with subsequent definitive structure determination by NMR, LC-MS/MS, and high-resolution MS. Full 1H and indirectly detected 13C NMR assignments for all but two carbon atoms were obtained from ca. 100 μg of 1. Full 1H NMR assignments for 2 and 3 and identification of three new heptanor-41-oxo-analogues of 3 (4−6) during LC-MS3 analysis of a fraction containing 1−3 and 7 are also reported.
Publication date
PublisherACS Publications
Copyright notice© 2004 American Chemical Society
LanguageEnglish
AffiliationNRC Institute for Marine Biosciences; National Research Council Canada; Measurement Science and Standards
Peer reviewedYes
NRC number1694
NPARC number3538185
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Record identifierc2dfbec9-56c8-4cf8-b631-caeb70160392
Record created2009-03-01
Record modified2016-05-09
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