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Isolation and identification of a cis-C8-diol-ester of okadaic acid from Dinophysis acuta in New Zealand.
Authors:Christopher O Miles  Alistair L Wilkins  Allan D Hawkes  Dwayne J Jensen  Janine M Cooney  Kristofer Larsen  Dirk Petersen  Frode Rise  Veronica Beuzenberg  A Lincoln Mackenzie
Affiliation:AgResearch Ltd., Ruakura Research Centre, Private Bag 3123, Hamilton, New Zealand. chris.miles@agresearch.co.nz
Abstract:
A cis-isomer of a C(8)-diol ester of okadaic acid (1) was isolated during large-scale purification of pectenotoxins (PTXs) from extracts of Dinophysis acuta collected from the west coast of South Island, New Zealand. The compound was identified by NMR spectroscopic and liquid chromatography-mass spectrometry (LC-MS) studies, and is the first reported cis-isomer of an okadaic acid C(8)-diol-ester identified in Dinophysis. The more abundant trans-C(8)-diol ester of okadaic acid (2) isolated from the same Dinophysis extract was rapidly hydrolyzed to okadaic acid in vitro by the supernatant from green-lipped mussel hepatopancreas.
Keywords:Okadaic acid   Diol ester   Dinophysis   Hydrolysis   Metabolism   NMR   LC-MS
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