Synthesis and antimicrobial activity of some amino acids and sulfamoyl and pyrrole derivatives attached to 4-benzoimidazol-2-yl moiety

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Abstract

Background and objectives
Benzoimidazole moiety is one of the heterocyclic compounds that plays a vital role in biological fields such as antioxidant, antidepressant, anticonvulsant, antimicrobial and anticancer. The aim of this study was to construct new compounds containing 4-(5-benzoyl-benzoimidazol-2) oiety incorporated into different amino acids and sulfamoyl and/or pyrrole analogues and to evaluate their antimicrobial activities.
Materials and methods
The starting material 4-(5-benzoyl-1H-benzoimidazol-2-yl)-benzonitrile () was prepared through the reaction of (3,4-diamino-phenyl)-phenyl-methanone () with 4-cyanobenzaldehyde in absolute ethanol. Stirring compound with 70% sulfuric acid gave benzoic acid derivative followed by esterification and refluxing with hydrazine hydrate to form the corresponding 4-(5-benzoyl-1H-benzoimidazol-2-yl)-benzoic acid hydrazide (). A series of derivatives were prepared by coupling of benzoic acid derivative with different amino acids ethyl ester. Reacting ester compound with different amines and sulfa drugs led to the formation of the amides derivatives and , whereas on reacting the hydrazide compound with different acid anhydrides, cyclohexane-1,4-dione and 5-nitroisatin compounds , and were obtained.
Results and conclusion
Most of the test compounds were found to be significantly effective against and (gram-positive bacteria), and (gram-negative bacteria) and and (fungi).

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