Isolation of a new okadaic acid analogue from phytoplankton implicated in diarrhetic shellfish poisoning

Journal of Chromatography. a
R DraisciS S Kelly

Abstract

A new analogue of okadaic acid (OA), the toxin mainly responsible for diarrhetic shellfish-poisoning (DSP) phenomena in Europe, has been isolated from toxic phytoplankton (Dinophysis acuta) collected in Irish waters. Fluorimetric LC analyses of the extracts of bulk phytoplankton samples using derivatisation with 9-anthryldiazomethane (ADAM) showed a complex toxin profile, with peaks corresponding to OA and dinophysistoxin-2 (DTX-2) as well as a third unidentified compound. This minor unidentified component was isolated by chromatographic techniques such as normal-phase chromatography, gel permeation on Sephadex, solid-phase extraction and reversed-phase separations. Ionspray mass spectrometry (MS) was used for structural investigation on this compound due to the very small amount of isolated material. Flow injection analysis (FIA)-MS of the isolated compound gave positive-ion mass spectrum dominated by the protonated molecule, [M + H]+, at signal m/z 805, whereas the deprotonated molecule [M - H]- was observed in the negative-ion spectrum at signal m/z 803, thus indicating the molecular weight of 804 for the new toxin, the same as OA and its known isomers, DTX-2 and DTX-2B. Collision-induced dissociation (CID) as obtained by po...Continue Reading

References

Dec 1, 1992·Toxicon : Official Journal of the International Society on Toxinology·J C MarrJ L Wright
Jun 1, 1991·Rapid Communications in Mass Spectrometry : RCM·F A Bencsath, R W Dickey
Jan 1, 1990·Toxicon : Official Journal of the International Society on Toxinology·R W DickeyD Andrzejewski
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Dec 1, 1995·Toxicon : Official Journal of the International Society on Toxinology·R DraisciA Stacchini
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Jun 1, 1997·Toxicon : Official Journal of the International Society on Toxinology·K J JamesL Giannetti

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Citations

Jan 4, 2001·Toxicon : Official Journal of the International Society on Toxinology·M Pavela-VrancicK K James
Nov 7, 2002·Toxicon : Official Journal of the International Society on Toxinology·M Pavela-VrancicK J James
Mar 17, 1999·Toxicon : Official Journal of the International Society on Toxinology·K J JamesL Lucentini
Jul 10, 1999·Toxicon : Official Journal of the International Society on Toxinology·R DraisciM Pompei
Aug 30, 2008·Marine Drugs·Roberto PerezKathleen S Rein
Sep 9, 2009·Toxicon : Official Journal of the International Society on Toxinology·Tianying AnKathleen S Rein
Sep 11, 2007·Toxicon : Official Journal of the International Society on Toxinology·Thomas RundbergetChristopher O Miles

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