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dc.contributor.authorSelwood, Andrew I.
dc.contributor.authorMiles, Christopher O.
dc.contributor.authorWilkins, Alistair L.
dc.contributor.authorvan Ginkel, Roel
dc.contributor.authorMunday, Rex
dc.contributor.authorRise, Frode
dc.contributor.authorMcNabb, Paul
dc.date.accessioned2010-06-24T22:34:20Z
dc.date.available2010-06-24T22:34:20Z
dc.date.issued2010
dc.identifier.citationSelwood, A.I., Miles, C.O., Wilkins, A.L., van Ginkel, R., Munday, R., Rise, F. & McNabb, P. (2010). Isolation, Structural Determination and Acute Toxicity of Pinnatoxins E, F and G. Journal of Agricultural and Food Chemistry, 58(10), 6532-6542.en_NZ
dc.identifier.urihttps://hdl.handle.net/10289/4039
dc.description.abstractPinnatoxins and pteriatoxins are a group of cyclic imine toxins that have hitherto only been isolated from Japanese shellfish. As with other cyclic imine shellfish toxins, pinnatoxins cause rapid death in the mouse bioassay for lipophilic shellfish toxins, but there is no evidence directly linking these compounds to human illness. We have identified the known pinnatoxins A (1) and D (6), and the novel pinnatoxins E (7), F (8) and G (5), in a range of shellfish and environmental samples from Australia and New Zealand using LC−MS. After isolation from the digestive glands of Pacific oysters, the structures of the novel pinnatoxins were determined by mass spectrometry and NMR spectroscopy, and their LD50 values were evaluated by ip administration to mice. Examination of the toxin structures, together with analysis of environmental samples, suggests that pinnatoxins F and G are produced separately in different dinoflagellates. Furthermore, it appears probable that pinnatoxin F (8) is the progenitor of pinnatoxins D (6) and E (7), and that pinnatoxin G (6) is the progenitor of both pinnatoxins A−C (1 and 2) and pteriatoxins A−C (3 and 4), via metabolic and hydrolytic transformations in shellfish.en_NZ
dc.language.isoen
dc.publisherAmerican Chemical Societyen_NZ
dc.subjectPinnatoxinen_NZ
dc.subjectpteriatoxinen_NZ
dc.subjectcyclic imineen_NZ
dc.subjectoysteren_NZ
dc.subjectrazor fishen_NZ
dc.subjectshellfish toxinen_NZ
dc.subjecttoxicityen_NZ
dc.subjectLD₅₀en_NZ
dc.subjectCrassostrea gigasen_NZ
dc.subjectPinna bicoloren_NZ
dc.titleIsolation, Structural Determination and Acute Toxicity of Pinnatoxins E, F and Gen_NZ
dc.typeJournal Articleen_NZ
dc.identifier.doi10.1021/jf100267aen_NZ
dc.relation.isPartOfJournal of Agricultural and Food Chemistryen_NZ
pubs.begin-page6532en_NZ
pubs.elements-id35004
pubs.end-page6542en_NZ
pubs.issue10en_NZ
pubs.volume58en_NZ


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