High resolution LC-MS(n) fragmentation pattern of palytoxin as template to gain new insights into ovatoxin-a structure. The key role of calcium in MS behavior of palytoxins.

Journal of the American Society for Mass Spectrometry
P CiminielloLuciana Tartaglione

Abstract

Palytoxin is a potent marine toxin and one of the most complex natural compounds ever described. A number of compounds identified as palytoxin congeners (e.g., ovatoxins, mascarenotoxins, ostreocins, etc.) have not been yet structurally elucidated due to lack of pure material in quantities sufficient to an NMR-based structural investigation. In this study, the complex fragmentation pattern of palytoxin in its positive high resolution liquid chromatography tandem mass spectra (HR LC-MS(n)) was interpreted. Under the used conditions, the molecule underwent fragmentation at many sites of its backbone, and a large number of diagnostic fragment ions were identified. The natural product itself was used with no need for derivatization. Interestingly, most of the fragments contained calcium in their elemental formula. Evidence for palytoxin tendency to form adduct ions with calcium and other divalent cations in its mass spectra was obtained. Fragmentation pattern of palytoxin was used as template to gain detailed structural information on ovatoxin-a, the main toxin produced by Ostreopsis ovata, (observe correct font) a benthic dinoflagellate that currently represents the major harmful algal bloom threat in the Mediterranean area. Eithe...Continue Reading

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Jan 13, 2012·Journal of the American Chemical Society·Patrizia CiminielloSilvana Vanucci

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Citations

Apr 26, 2012·Environmental Science & Technology·Martin PfannkuchenMargareta Godrijan
May 27, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Chun-Sheng ZhuMing-Liang Xiao
Jun 5, 2012·Toxicon : Official Journal of the International Society on Toxinology·Andrew I SelwoodPatrick T Holland
Dec 10, 2014·Analytical and Bioanalytical Chemistry·Patrizia CiminielloLuciana Tartaglione
Aug 23, 2016·Toxicon : Official Journal of the International Society on Toxinology·Luciana TartaglioneAurelia Tubaro
Dec 18, 2013·The Journal of Organic Chemistry·Patrizia CiminielloLuciana Tartaglione
Oct 31, 2012·Chemistry : a European Journal·Patrizia CiminielloLuciana Tartaglione
May 13, 2021·Chemical Reviews·Ricardo M BorgesRyan S Renslow
Feb 26, 2014·Environmental Science & Technology·Patrizia CiminielloAntonella Penna
Nov 14, 2017·Environmental Science & Technology·Luciana TartaglioneCarmela Dell'Aversano

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