Synthesis and antidiabetic activity of β-acetamido ketones

Abstract

This paper reports the use of trifluoroacetic acid as a catalyst in the Dakin–West reaction for the synthesis of β-acetamido ketones. The method has several advantages such as requiring only mild conditions and a low concentration of catalyst. Screening of 19 β-acetamido ketones for antidiabetic activity in vitro showed that their activity as peroxisome proliferator-activated receptor (PPAR) agonists and as dipeptidyl peptidase 4 (DPP-IV) inhibitors was fairly weak.

Keywords

• Diabetes mellitus
• Dakin–West reaction
• Trifluoroacetic acid
• β-Acetamido ketone
• 4-Chloroacetophenone