Abstract
The 3'-epi diastereomer of K-252a was synthesized with the goal of evaluating the stereochemical requirements of the 3'-sugar alcohol on kinase inhibitory activity. Inverting the 3'-alcohol resulted in a 20 nM inhibitor of VEGFR2 and a 1 nM inhibitor of TrkA tyrosine kinase.
MeSH terms
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Alcohols / chemical synthesis
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Alcohols / chemistry
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Alcohols / pharmacology
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Carbazoles / chemical synthesis*
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Carbazoles / pharmacology*
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Chromatography, High Pressure Liquid
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Enzyme Inhibitors / chemical synthesis*
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Enzyme Inhibitors / pharmacology*
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Indole Alkaloids
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Magnetic Resonance Spectroscopy
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Models, Molecular
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Phosphotransferases / antagonists & inhibitors*
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Receptor, trkA / antagonists & inhibitors
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Stereoisomerism
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Vascular Endothelial Growth Factor Receptor-2 / antagonists & inhibitors
Substances
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Alcohols
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Carbazoles
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Enzyme Inhibitors
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Indole Alkaloids
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staurosporine aglycone
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Phosphotransferases
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Receptor, trkA
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Vascular Endothelial Growth Factor Receptor-2