Abstract
Bioassay-guided fractionation of organic extracts from two Lyngbya majuscula collections led to the isolation of a new secondary metabolite, antillatoxin B, an unusual N-methyl homophenylalanine analogue of the potent neurotoxin antillatoxin. Its structure was deduced from 2D NMR and data comparisons with antillatoxin. Antillatoxin B exhibited significant sodium channel-activating (EC(50) = 1.77 microM) and ichthyotoxic (LC(50) = 1 microM) properties.
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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Cyanobacteria / chemistry*
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Goldfish
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Lipopeptides
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Lipoproteins / chemistry
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Lipoproteins / isolation & purification*
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Lipoproteins / pharmacology
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Lyngbya Toxins / chemistry
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Lyngbya Toxins / isolation & purification*
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Lyngbya Toxins / pharmacology
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Magnetic Resonance Spectroscopy
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Mice
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Molecular Structure
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Neuroblastoma
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Peptides, Cyclic*
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Sodium Channels / drug effects
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
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Stereoisomerism
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Structure-Activity Relationship
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Tumor Cells, Cultured
Substances
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Lipopeptides
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Lipoproteins
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Lyngbya Toxins
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Peptides, Cyclic
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Sodium Channels
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antillatoxin
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antillatoxin B