Potent inhibition of glycogen phosphorylase by a spirohydantoin of glucopyranose: First pyranose analogues of hydantocidin

Bichard CJF, Mitchell EP, Wormald MR, Watson KA, Johnson LN, Zographos SE, Koutra DD, Oikonomakos NG, Fleet GWJ

The synthesis of two epimeric spirohydantoins of glucopyranose provides the first examples of pyranose analogues of hydantocidin: molecular modelling correctly predicted that one of the epimers would be a potent inhibitor of glycogen phosphorylase. This is the first example of specific enzyme inhibition by a spirohydantoin at the anomeric position of a sugar. © 1995.