AI Article Synopsis

  • Preparative HPLC was used to purify a side-fraction that led to the discovery of new yessotoxin analogues.
  • Analysis techniques like HPLC-UV, LC-MS3, and NMR spectroscopy identified specific analogues, including 45-hydroxy-46,47-dinoryessotoxin and 44-oxo-45,46,47-trinoryessotoxin.
  • The study highlights the presence of multiple yessotoxin analogues in Protoceratium reticulatum extracts, indicating possible oxidative degradation products, with the discovery of compound-1 being a significant first.

Article Abstract

Preparative HPLC purification of a side-fraction obtained during purification of 44,55-dihydroxyyessotoxin (6) afforded fractions containing previously unidentified yessotoxin analogues. Careful analysis of these fractions by HPLC-UV, LC-MS3, and NMR spectroscopy, revealed the identities of some of these analogues as 45-hydroxy-46,47-dinoryessotoxin (1), 44-oxo-45,46,47-trinoryessotoxin (2) and 9-methyl-42,43,44,45,46,47,55-heptanor-38-en-41-oxoyessotoxin (5). Numerous other analogues were present but could only be characterized by HPLC-UV and LC-MS3 due to their low abundance. The HPLC-UV and LC-MS3 data confirm the presence of large numbers of yessotoxin analogues, some of which may be oxidative degradation products, in extracts of Protoceratium reticulatum. Compound-1 is the first 46,47-dinoryessotoxin to be identified.

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http://dx.doi.org/10.1016/j.toxicon.2005.11.001DOI Listing

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Article Synopsis
  • Preparative HPLC was used to purify a side-fraction that led to the discovery of new yessotoxin analogues.
  • Analysis techniques like HPLC-UV, LC-MS3, and NMR spectroscopy identified specific analogues, including 45-hydroxy-46,47-dinoryessotoxin and 44-oxo-45,46,47-trinoryessotoxin.
  • The study highlights the presence of multiple yessotoxin analogues in Protoceratium reticulatum extracts, indicating possible oxidative degradation products, with the discovery of compound-1 being a significant first.
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Improved high-performance liquid chromatographic method for the determination of domoic acid and analogues in shellfish: effect of pH.

Anal Bioanal Chem

April 2005

Laboratory of Marine Toxins, Faculty of Medicine, Institute of Biomedical Sciences, University of Chile, Independencia 1027, Santiago, Chile.

Domoic acid (DA) is a naturally-occurring amino acid that causes a form of human intoxication called amnesic shellfish poisoning (ASP) following the consumption of shellfish. A rapid and sensitive HPLC-UV method has been developed for analysis of DA and analogues in shellfish without the need for SPE clean-up. Isocratic chromatographic separation of DA and its isomers from shellfish matrix interferences and from the prevalent amino acid, tryptophan, was achieved by careful control of the mobile phase pH.

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