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Design and Synthesis of Novel Scaffolds for Drug Discovery: Hybrids of β- d -Glucose with 1,2,3,4-Tetrahydrobenzo[ e ][1,4]diazepin-5-one, the Corresponding 1-Oxazepine, and 2- and 4-Pyridyldiazepines

2001; American Chemical Society; Volume: 3; Issue: 7 Linguagem: Inglês

10.1021/ol015698f

1523-7060

Leïla Abrous, John Hynes, Sarah R. Friedrich, Amos B. Smith, Ralph Hirschmann,

Cancer therapeutics and mechanisms

We describe the syntheses of novel tricyclic scaffolds that incorporate a fusion of a substituted pyranose ring with the seven-membered rings of 1,2,3,4-tetrahydrobenzo[e][1,4]diazepin-5-one and the corresponding oxazepine and pyridyldiazepine to generate the benzodiazepines, and the related heterocycles. In each instance, the pyranose rings contain three protected hydroxyls, suitable for selective derivatization.