Antioxidant potential and antimicrobial screening of some novel imidazole derivatives: greenway efficient one pot synthesis

Abstract

A series of substituted imidazoles have been synthesized under solvent-free condition by grinding 1,2-diketone, aromatic aldehyde, and ammonium acetate in the presence of molecular iodine as the catalyst. The short reaction time and easy workup make this protocol practically and economically attractive and are characterized by NMR spectra, X-ray, mass, and CHN analysis. Their antioxidant potential were evaluated using different in vitro antioxidant models namely, DPPH (1,1-diphenyl-2-picrylhydrazyl) radical, superoxide anion, and hydroxyl radical scavenging activities. Their antibacterial screening against Staphylococcus aureus, Escherichia coli, and Klbesiella pneumoniae and antifungal activity against Aspergillus niger, Aspergillus flavus, and Candida-6 were also evaluated. Among all, dimethoxyphenyl substituent at N3 of the imidazole derivatives exhibited the highest hydroxy and superoxide anion radical scavenging activities, whereas dimethoxyphenyl substituent at N3 and fluorophenyl at C2 of the imidazole derivatives exhibited the highest DPPH radical scavenging activity.

Synthesis, Characterization and Antioxidant Activity of Novel 3-(2,5-dioxo-imidazolidin-1-yl)-1,1-diethylurea Derivatives

“…Radical scavenging potency of the synthesized compounds 3a-d was assessed in vitro by the DPPH 9 , hydroxyl 10 and nitric oxide radical scavenging 11 methods in comparison with the standards, namely ascorbic acid and BHA. The results are presented in Table 1.…”

2-(4-Methoxyphenyl)-1-phenyl-1H-benzimidazole

“…For their biological activities such as antimicrobial & anticancer, antidiabetic, antifungal, anti HIV and antiviral, see: Demirayak et al (2002); Minoura et al (2004); Pawar et al (2004); Rao et al (2003); Tomei et al (2003). For their action as polymerase and transcriptase inhibitors, see: Beaulieu et al (2004;Morningstar et al (2007); Roth et al (1997); For other related studies, see: Jayabharathi et al (2012) Experimental Table 1 Hydrogen-bond geometry (Å , ).…”