Antioxidant studies of 3-(5-(2,4-dichlorophenoxy)-3-methyl-1-phenyl-1Hpyrazole-4-yl)-1-(furan-2-yl)prop-2-en-1-one

Abstract

Chalcones are flavonoid precursors, abundant in edible plants. The pyrazole moieties in chalcones show various pharmacological activities. Notably, Chalcone-based structures exhibit numerous pharmacological activities like antiinflammatory, antibacterial, antitumor, antioxidant functions because of having α, β-unsaturated ketone moiety. Such broad spectrum biological activities were also observed in several nitrogen containing heterocycles. Among the heterocyclic systems, pyrazole stand unique. All these observations led us to design and synthesize pyrazole fused hybrid thiophenechalcone molecule 3-(5-(2,4-dichlorophenoxy)-3-methyl-1-phenyl-1H-pyrazole-4-yl)-1-(furan-2-yl)prop-2-en-1-one (3a). The synthesis was performed using base catalyzed reaction of pyrazole aldehyde and acetyl furan. Further characterization of the molecule was done by spectroscopy and antioxidant studies. Spectroscopic methods included Fourier transform infrared (FTIR), nuclear magnetic resonance (NMR) and mass spectra (MS). The antioxidant potency of the compound was carried out based on the scavenging activity of 2,2-diphenyl-1-picryl-hydrazyl-hydrate (DPPH). This compound showed moderate free radical scavenging activity of 45.12 %.