Isolation and Structure of Prorocentrolide B, a Fast-Acting Toxin from Prorocentrum maculosum
| Autor: | Jonathan M. Curtis, Anthony S. W. deFreitas, Yasukatsu Oshima, John A. Walter, Tingmo Hu, Jeffrey L. C. Wright |
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| Rok vydání: | 1996 |
| Předmět: |
Magnetic Resonance Spectroscopy
Stereochemistry Chemical structure Molecular Sequence Data Pharmaceutical Science Ether medicine.disease_cause Mass Spectrometry Analytical Chemistry Mice chemistry.chemical_compound Drug Discovery medicine Animals Pyrans Pharmacology chemistry.chemical_classification Strain (chemistry) biology Toxin Organic Chemistry Dinoflagellate Nuclear magnetic resonance spectroscopy biology.organism_classification Carbohydrate Sequence Complementary and alternative medicine chemistry Dinoflagellida Molecular Medicine Female Marine Toxins Diarrhetic shellfish poisoning Lactone |
| Zdroj: | Journal of Natural Products. 59:1010-1014 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/np960439y |
| Popis: | A new toxin, prorocentrolide B (1), has been isolated following bioassay-guided fractionation of a BuOH extract of the tropical dinoflagellate, Prorocentrum maculosum Faust. This compound produces a rapid toxic response in the mouse bioassay, a type of activity not accounted for by other diarrhetic shellfish poisoning toxins produced by P. maculosum. The structure 1 was established by NMR and MS and is similar to prorocentrolide (2), a toxin from a strain of Prorocentrum lima. NMR data and the modeling program ConGen have been used to establish the relative stereochemistry of some individual ether ring systems and the hexahydroisoquinoline ring. |
| Databáze: | OpenAIRE |
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