A concise synthesis of an indenopyrrolidine-based dual αvβ3/αvβ5 integrin antagonist

A new class of dual α v β 3 /α v β 5 integrin antagonists containing a central cis-fused cyclopentane ring was identified. Because of its increased structural rigidity, the indenopyrrolidine ring system provides insight intothe active conformation of other α v β 3 ligands. A concise synthesis of the indenopyrrolidine ring system was accomplished by 1,3-dipolar cycloaddition. Individual isomers of the most active compound were separated by chiral HPLC and their biological activities were compared.