Isolation of yessotoxin 32-O-[beta-L-arabinofuranosyl-(5'-->1'')-beta-L-arabinofuranoside] from Protoceratium reticulatum

Toxicon : Official Journal of the International Society on Toxinology
Christopher O MilesA Lincoln MacKenzie

Abstract

Yessotoxin 32-O-[beta-L-arabinofuranosyl-(5'-->1'')-beta-L-arabinofuranoside] (3) was isolated from extracts of Protoceratium reticulatum during a large scale isolation of yessotoxin (1). The structure was characterized by mass spectrometry and NMR spectroscopy. Di-glycoside-3, along with the corresponding mono-glycoside (2) were detected in cultures of P. reticulatum originating from Europe and New Zealand, suggesting that production of arabinosides of 1 is a normal feature of this alga. Formation of multiply charged anions and fragmentation of 3 occurred much more readily than for 1 and 2 under the LC-MS conditions used in this study.

References

Jul 10, 1999·Toxicon : Official Journal of the International Society on Toxinology·R DraisciM Pompei
Aug 2, 2003·Toxicon : Official Journal of the International Society on Toxinology·Patrizia CiminielloLaurita Boni
Jul 1, 2004·Toxicon : Official Journal of the International Society on Toxinology·I A SamdalC O Miles
Aug 24, 2004·Toxicon : Official Journal of the International Society on Toxinology·Christopher O MilesA Lincoln MacKenzie
Dec 8, 2004·Toxicon : Official Journal of the International Society on Toxinology·Christopher O MilesVeronica Beuzenberg
Mar 25, 2005·Journal of Natural Products·María L SoutoManuel Norte

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Citations

Aug 30, 2008·Marine Drugs·Beatriz PazJosé J Fernández
Feb 6, 2008·Natural Product Reports·John W BluntMichèle R Prinsep
Nov 21, 2009·Toxicon : Official Journal of the International Society on Toxinology·Humberto J DominguezJosé J Fernández
Mar 31, 2007·Toxicon : Official Journal of the International Society on Toxinology·Beatriz PazJosé M Franco
Dec 7, 2007·Journal of Agricultural and Food Chemistry·Jared I LoaderChristopher O Miles

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