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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 11
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Articles

Synthesis, antimicrobial evaluation and docking study of triazole containing triaryl-1H-imidazole

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Pages 1427-1435 | Received 17 Sep 2018, Published online: 22 Apr 2019
 

Abstract

An efficient route for the synthesis of triazole containing triaryl-1H-imidazole (3a3r) was achieved involving multicomponent condensation of triazole aldehydes, ammonium acetate and 1,2-dicarbonyl compounds in glacial acetic acid. The structure of newly synthesized imidazoles was established by the FTIR, HRMS and NMR spectra. All the compounds displayed considerable antimicrobial activity against fungal and bacterial strains. The triazolyl imidazole 3p was substantially potent against P. aeruginosa (0.0113 µmol/mL), A. niger (0.0113 µmol/mL) and C. albicans (0.0056 µmol/mL) wherein triazolyl imidazoles 3i was found to be more potent against B. subtilis (0.0122 µmol/mL) & A. niger (0.0121 µmol/mL); and compound 3r was also found to be more potent against S. epidermidis (0.0117 µmol/mL) & C. albicans (0.0058 µmol/mL). As a result of docking studies, the binding affinity of the compound 3o was –9.6 kcal/mol which was even more in comparison to the binding affinity of co-crystallized ligand CBN (–9.4 kcal/mol).

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Funding

Authors are highly thankful to University Grant Commission, New Delhi, for financial assistance.

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