Topiramate heterocyclic analogues: Synthesis and spectroscopic characterization

Abstract

Herein we describe the synthesis of a set of heterocyclic analogues of topiramate as possible therapeutic agents for epileptic seizure treatment. The new compounds and their precursors were characterized by physical, as well as spectroscopic techniques. We verified that the preferential conformation in solution of the carbohydrate ring is twist-boat. The stereochemistry of the new asymmetric centre, generated during the heterocyclizations, was proposed using NOESY experiment. These novel compounds could help to elucidate the mechanism of action of the commercial drug used for this disease. © ARKAT-USA, Inc.