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Stereospecific Synthesis of Spirohydantoins of β-Glucopyranose: Inhibitors of Glycogen Phosphorylase
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1997
Year
Medicinal ChemistryBiosynthesisBioorganic ChemistrySpirohydantoin AnaloguesBiochemistryPharmaceutical ChemistryBicyclic Lactone 2BiocatalysisNatural SciencesGlycobiologyMedicineGlycogen PhosphorylasePharmacologyEnzymatic ModificationGlucopyranose 1βCarbohydrate-protein InteractionDrug DiscoveryGlycosylation
A stereospecific synthesis of the spirohydantoin of glucopyranose 1β [a potent and specific inhibitor of glycogen phosphorylase (GP)] and of a number of spirohydantoin analogues thereof relies on the rigidity of a bicyclic lactone 2. The effects of these analogues on GP are reported.