Abstract
In search of bioactive metabolites in cultured microalgae, a novel acylated iminopseudotetrasaccharide was isolated from a filamentous cyanobacterium Anabaena sp., and its structure was established by NMR, chemical degradation, and X-ray crystallography. The compound consists of glucose, glucuronic acid, arabinose, and 1,4,6-trideoxy-1,4-imino-D-allitol, which is closely related to potent glucosidase inhibitors such as nojirimycin. The tetrasaccharide itself showed moderate inhibitory activity against beta-D-glucuronidase.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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1-Deoxynojirimycin / analogs & derivatives
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Anabaena / chemistry*
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Australia
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Crystallography, X-Ray
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / isolation & purification*
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Enzyme Inhibitors / pharmacology
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Glucosamine / analogs & derivatives
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Glucosamine / chemistry
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Glucosamine / pharmacology
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Glucuronidase / antagonists & inhibitors*
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Molecular Conformation
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Oligosaccharides / chemistry*
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Oligosaccharides / isolation & purification*
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Oligosaccharides / pharmacology
Substances
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Enzyme Inhibitors
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Oligosaccharides
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1-Deoxynojirimycin
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Glucuronidase
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Glucosamine
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nojirimycin