Isolation of pectenotoxin-2 from Dinophysis acuta and its conversion to pectenotoxin-2 seco acid, and preliminary assessment of their acute toxicities

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DOIResolve DOI: http://doi.org/10.1016/j.toxicon.2003.10.003
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TypeArticle
Journal titleToxicon
Volume43
Issue1
Pages19; # of pages: 9
SubjectPectenotoxin-2; Pectenotoxin-2 seco acid; okadaic acid diol ester; NMR; enzymatic hydrolysis; LC–MS; Dinophysis acuta; toxicity
AbstractWe have developed a simple and effective method for isolating pectenotoxin-2 (PTX-2) from Dinophysis cells collected from a natural bloom. A two-step extraction procedure followed by two column chromatography steps produced PTX-2 in high purity suitable for use as an analytical standard and for toxicological studies. Incubation of purified PTX-2 with the supernatant from ultracentrifuged blue (Mytilus edulis) or Greenshell® (Perna canaliculus) mussel hepatopancreas homogenate caused rapid conversion to pectenotoxin-2 seco acid (PTX-2 SA). Purification of PTX-2 SA was achieved by solvent extraction followed by column chromatography. PTX-2 and PTX-2 SA were fully characterized by LC–MS and NMR, and full 1H and 13C NMR assignments were obtained. Okadaic acid C8-diol ester was isolated during the purification of PTX-2, and its identity confirmed by NMR and LC–MS analyses. Pectenotoxin-2 seco acid methyl ester, identified by LC–MS, was also produced during the hydrolytic procedure due to the presence of methanol. PTX-2 was acutely toxic to mice by i.p. injection (LD50=219 µg/kg) but no effects were seen with PTX-2 SA at 5000 µg/kg. Neither PTX-2 nor PTX-2 SA was overtly toxic to mice by the oral route at doses up to 5000 µg/kg. No diarrhea was observed in mice dosed with either compound, suggesting that pectenotoxins do not belong in the diarrhetic shellfish poison group.
Publication date
PublisherElsevier
Copyright noticeCopyright 2003 Elsevier Ltd. All rights reserved.
LanguageEnglish
AffiliationNRC Institute for Marine Biosciences; National Research Council Canada; Measurement Science and Standards
Peer reviewedYes
NRC number1371
NPARC number3538361
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Record identifier410cc8c2-7ca2-4cf4-955c-d0198d06e085
Record created2009-03-01
Record modified2016-05-09
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