Multicomponent synthesis of new bis(pyranpyrazole) and their antimicrobial-antioxidant evaluations

Abstract

One-pot, three-component reactions were utilized to obtain a series of new symmetrical bis(pyranopyrazoles) built around six rigid linkers in good yields and in the short durations under normal conditions. The structures of the prepared compounds were confirmed using their IR, 1H-NMR, 13C-NMR and ESI-MS spectral parameters. The bis(pyranopyrazoles) 3b and 3f exhibited significant antimicrobial action against Klebsiella pneumoniae, Fusarium oxysporum and Penicillium glabrum at a minimum inhibitory concentration (MIC) value of 3.12 μg mL-1, which is equivalent to the MIC of the standard drug. trans-Butene-linked bis(pyranopyrazole) 3f was also associated with a good radical scavenging activity similar to that of ascorbic acid (a standard antioxidant).

Keywords

• pyrazole
• dibenzaldehydes
• rigid chain linkers
• atom economy
• antimicrobial activity
• antioxidant property