301. Isolation and identification of a cis-C8-diol-ester of okadaic acid from Dinophysis acuta in New Zealand.
- Author
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Miles CO, Wilkins AL, Hawkes AD, Jensen DJ, Cooney JM, Larsen K, Petersen D, Rise F, Beuzenberg V, and Lincoln Mackenzie A
- Subjects
- Animals, Chromatography, High Pressure Liquid, Esterification, Furans pharmacology, Hepatopancreas metabolism, Hydrolysis drug effects, Macrolides, Magnetic Resonance Spectroscopy, Marine Toxins chemistry, Molecular Structure, Okadaic Acid analogs & derivatives, Okadaic Acid analysis, Pyrans pharmacology, Spectrometry, Mass, Electrospray Ionization, Dinoflagellida chemistry, Marine Toxins isolation & purification, Okadaic Acid isolation & purification, Pyrans chemistry
- 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.
- Published
- 2006
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