Synthesis and Evaluation of New 2‐Mercaptomethyl Benzimidazole Scaffolds as Potential Antibacterial, Antioxidant and Cytotoxic Agents

Abstract

Novel series of benzimidazole derivatives are developed based on the key compound 2‐mercaptomethyl benzimidazole 1. The reactivity of the precursor compound 1 towards nucleophilic reagents enabled us to produce new series with expected bioactivity. The synthesized benzimidazole scaffolds are structurally authenticated and fully characterized by their spectral properties. They exhibit antimicrobial efficiency against selected pathogenic bacteria strains (Gram +ve & ‐ve bacteria) using disc diffusion method, the inhibition clear zones (mm) and MIC are recorded as well. The compounds are also assessed for their cytotoxicity, antioxidant and antitumor activity against HEP−G2 human hepatoma cell line, showing gradient efficiencies related to the chemical structure.

An Experimental and Theoretical Study of the Conformational Stability of Triazinone Fleximers: Quantitative Analysis for Intermolecular Interactions

“…[17] Benzimidazole derivatives have been reported for anticancer efficacy, [18] potential antitumor activity, [19] antiinflammatory activity, [20] anticonvulsant activity. [21] The phthalimide derivatives have been reported for anticancer activity, [22] anti-inflammatory, [23] antiproliferative, [24] in vitro anti antibacterial activity. [25]…”

Crystal Structure, Thermodynamic Properties and DFT Studies of 5,6-dimethyl-1H-benzo[d]imidazol-3-ium 3-((2,4-dioxo-1,5-dioxaspiro[5.5]undecan-3-ylidene)methyl) -2,4-dioxo-1,5-dioxaspiro[5.5]undecane Hydrate

“…Heterocyclic compounds play an important role in biochemistry, medicinal chemistry, organic chemistry and agrochemical industries. In recent years, attention has been given to the benzimidazole class of compounds due to their diverse biological activities, such as anticancer [1,2], antifungal [3], antioxidant [4], cytotoxic [5], antiprotozoal [6], anti-T. cruzi (Trypanosoma cruzi) [7], antiproliferative [8], antihistaminic [9], anti-inflammatory [10], analgesics [11], antibacterial [12], anticonvulsant [13] and acetylcholinesterase [14]. In addition, benzimidazole has been used as corrosion inhibition for mild steel [15], catalytic activity [16], fluorescence chemosensors [17] and chiroptical sensors [18].…”

Synthesis and comparative solvatochromic studies of novel Mono azo ureido/thioureido benzimidazole dyes

“…Benzimidazoles are the corner stones as intermediates in many organic reactions (Bai et al , 2001; Hasegawa et al , 1999), important synthons for modeling many biological systems (Erhardt, 1987; Gravatt et al ,1994; Jayabharathi et al , 2013; Khalifa, 2020; Khalifa et al , 2019; Roth et al , 1997) and in supramolecular host-guest systems for Nanomedicine (Praveen and Babu, 2019; Wu et al , 2015). Their characteristic optical linear (Praveen et al , 2015) and second-order non-linear properties (Batista et al , 2007) have been studied and could to be boosted by planting hydroxyl and/or alkoxy substituents (Krawczyk, 2020).…”