This thesis deals with the synthesis of four new fibrate derivatives from their starting material, either fenofibrate or fenofibric acid. Following the chemical synthesis of each chiral compound they are purified enantiomers and fully characterized by nuclear magnetic resonance spectroscopy, infra-red spectroscopy, and mass spectrometry. The four chiral compounds that have been newly synthesized have been predicted by the “Rule of 5” and are considered to be potential inhibitors of the enzyme aldose reductase, which plays a delitative effect when overexpressed in diabetes and its complications.
The second part of this project deals with establishing an experimental procedure to assess the lipophilicity of various compounds including the newly synthesized analogs using reverse-phase HPLC.