Synthesis of Biphenyl-Biphenyl Derivatives as Insulin Mimetics

Abstract

This thesis describes the synthesis of some biphenyl-biphenyl analogues for the treatment of diabetes. Researchers at Curtin University of Technology have reported the discovery of small molecule insulin mimetics. One of the reported compounds (IM140) is active in an animal model of diabetes. The structure of IM140 comprises of a biphenyl left hand side, a linker and a xanthone right hand ring fragment (right hand side). The key features of IM140 are believed to be the biphenyl moiety on the left hand side and the two carboxylic acids from the right hand side. The primary goal of this thesis is to synthesize different analogues to optimize orally-available small molecule insulin mimetics for the treatment of diabetes. In this work we focus on analogues in which the xanthone portion is replaced with synthetically more amenable frameworks.