P1, P2'-linked macrocyclic amine derivatives as matrix metalloproteinase inhibitors

Article abstract of DOI:10.1016/S0960-894X(99)00215-2

A novel series of 13- and 14-membered macrocyclic amines was developed by linking the P₁ and P₂' groups. The synthesis entails stereoselective Frater alkylation to install the anti-succinate configuration and macrocyclic amination via nucleophilic displacement. This strategy resulted in a new class of conformationally constrained inhibitors that are potent and selective for MMP-8 and 9 over MMP-1 and 3.