Bicyclo[3.2.1]octanes: Synthesis and inhibition of binding at the dopamine and serotonin transporters

Article abstract of DOI:10.1016/S0960-894X(99)00098-0

Herein we report the synthesis of a series of bicyclo[3.2.1]octanes and their binding characteristics at the dopamine and serotonin transporters. The data confirm that a heteroatom at position 8 of the tropane nucleus is not a prerequisite for binding since the bicyclo[3.2.1]octanes prove potent inhibitors of both transporters. Therefore the three-dimensional topology of the ligand may be more important than specific functionality with respect to stereospecific binding at the acceptor site.