Abstract
Seven phenolic lichen metabolites (1-7) have been isolated from a methanol extract of the Antarctic lichen Stereocaulon alpinum by various chromatographic methods. The structures of these compounds were determined mainly by analysis of NMR spectroscopic data. A depsidone-type compound, lobaric acid (1) and two pseudodepsidone-type compounds, 2 and 3, exhibited potent inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) with IC(50) values of 0.87microM, 6.86microM, and 2.48microM, respectively. Kinetic analyses of PTP1B inhibition by compounds 1 and 2 suggested that these compounds inhibited PTP1B activity in a non-competitive manner.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Depsides / chemistry
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Depsides / isolation & purification
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Depsides / metabolism*
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Depsides / pharmacology
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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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Kinetics
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Lactones / chemistry*
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Lactones / isolation & purification
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Lactones / metabolism*
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Lactones / pharmacology
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Lichens / chemistry*
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Lichens / metabolism
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Plant Extracts / chemistry
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Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*
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Protein Tyrosine Phosphatase, Non-Receptor Type 1 / metabolism
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Salicylates / chemistry*
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Salicylates / isolation & purification
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Salicylates / pharmacology
Substances
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Depsides
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Enzyme Inhibitors
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Lactones
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Plant Extracts
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Salicylates
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depsidone
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lobaric acid
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Protein Tyrosine Phosphatase, Non-Receptor Type 1