Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffold

Abstract

Half- and full-skeletal of curcumin analogues containing mono- and bis-triazole scaffold have been successfully synthesized from simple aromatic aldehydes. The route is including aldol condensation, propargylation, and then continued with azide-alkyne [3 + 2] cycloaddition to afford the triazoled curcumin analogues 3a-3e. The structures of the synthesized compounds have been established on the basis of FTIR, 1H and 13C NMR, and HRMS. The antioxidant activity of all final compounds has been screened. All compounds were found to be moderate against DPPH radical, and 3b was denoted as the most active product with inhibition of 32.04 ± 0.30% at 100 ppm.

Keywords

• Monocarbonyl analogues of curcumin
• Azide-alkyne cycloaddition
• 1,2,3-Triazole
• Hybrid compounds
• Antioxidant