Abstract
A series of six novel heterocyclic chalcone analogues 4(a–f) has been synthesized by condensing 2-acetyl-5-chlorothiophene with benzaldehyde derivatives in methanol at room temperature using a catalytic amount of sodium hydroxide. The newly synthesized compounds are characterized by IR, mass spectra, elemental analysis and melting point. Subsequently; the structures of these compounds were determined using single crystal X-ray diffraction. All the synthesized compounds were screened for their antioxidant potential by employing various in vitro models such as DPPH free radical scavenging assay, ABTS radical scavenging assay, ferric reducing antioxidant power and cupric ion reducing antioxidant capacity. Results reflect the structural impact on the antioxidant ability of the compounds. The IC50 values illustrate the mild to good antioxidant activities of the reported compounds. Among them, 4f with a p-methoxy substituent was found to be more potent as antioxidant agent.
Highlights
Chalcones are important constituents of natural products
There is a growing interest in the pharmacological potential of chalcones, which constitute an important group of natural and synthetic products that have been screened for their wide range of pharmacological activities as antibacterial [1,2], anti-tumor [3,4,5], anti-inflammatory [6,7,8,9], antifungal [10] and antioxidant agents [11,12,13,14,15]
Based on the above observations, we report the synthesis of some novel heterocyclic chalcone analogues using a conventional base-catalyzed Claisen-Schmidt condensation reaction
Summary
Chalcones are important constituents of natural products. They are abundant in edible plants where they are considered to be the precursors of flavonoids and isoflavonoids. There is a growing interest in the pharmacological potential of chalcones, which constitute an important group of natural and synthetic products that have been screened for their wide range of pharmacological activities as antibacterial [1,2], anti-tumor [3,4,5], anti-inflammatory [6,7,8,9], antifungal [10] and antioxidant agents [11,12,13,14,15].
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