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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Chromatography, High Pressure Liquid
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Dinoflagellida / chemistry*
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Esterification
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Furans / pharmacology
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Hepatopancreas / metabolism
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Hydrolysis / drug effects
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Macrolides
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Magnetic Resonance Spectroscopy
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Marine Toxins / chemistry
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Marine Toxins / isolation & purification*
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Molecular Structure
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Okadaic Acid / analogs & derivatives
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Okadaic Acid / analysis
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Okadaic Acid / isolation & purification*
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Pyrans / chemistry*
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Pyrans / pharmacology
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Spectrometry, Mass, Electrospray Ionization
Substances
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Furans
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Macrolides
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Marine Toxins
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Pyrans
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Okadaic Acid
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dinophysistoxin 1
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pectenotoxin 2