Design in silico, synthesis and binding evaluation of a carbohydrate-based scaffold for structurally novel inhibitors of matrix metalloproteinases

Bicyclic α-O-glycodipeptide mimetic scaffolds have been designed, synthesized and tested as new inhibitors of matrix metalloproteinases (MMPs). These compounds exhibit a wide synthetic versatility, suitable water solubility and peculiar bioavailability properties. The interaction with MMP-12, predicted by molecular docking (model shown), was assessed by NMR and fluorimetric assay.