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Synthesis and Anticandidosic Activities of Imidazo[1,2-a]pyridinehydrazone Derivatives

Souleymane Coulibaly

The synthesis and antifungal activity study of new hydrazide hydrazones derivatives (5a-r) containing the imidazo[1,2-a]pyridine backbone are presented in this paper. They were obtained by condensation reaction between 2-hydrazino-3-nitroimidazo[1,2-a]pyridine 3 and various aromatic aldehydes (4a-r) in the presence of acetic acid under reflux of methanol. Synthesized compounds were characterized by 1H, 13C Nuclear Magnetic Resonance (NMR), and High-Resolution Mass Spectrometry (HRMS) analyses. Among these compounds, twelve (12) were evaluated for their potential antifungal activity on Candida albicans n°396 from the CeDReS collection. The results demonstrate that antifungal activity varies according to the substituent present on the phenyl ring of each derivative. The weakly electron-donating or electron-withdrawing compounds seem to be the most active. Thus, methylated (5b) and brominated (5e) derivatives were the most efficient with respectively minimum inhibition concentrations (MICs) of 4.06 and 8.61 µmol/L.