Synthesis, in silico studies and antibacterial activity of some novel 2-substituted benzimidazole derivatives

Abstract

Background The o-phenylenediamine is a versatile starting material for several compounds. Synthesized o-phenylenediamine and amino acids (glycine, alanine, aspartic acid, and l-proline) undergo condensation via Phillips reaction. The synthesized compound showed the promising antibacterial activity of Bacillus subtilis and Pseudomonas aeruginosa at the concentration of 100, 50, 25, 12.5, 6.25, 3.12, 1.6, 0.8, 0.4, and 0.2 μg/ml. Ciprofloxacin was used as standard drug. Synthesis of benzimidazole derivatives was carried out and purified by recrystallization process using ethanol. Substituted derivatives were characterized by melting point, TLC and spectroscopic methods include FT-IR and 1H-NMR. Results In silico studies were adopted for synthetic derivatives by Molinspiration, ChemDraw, and online software tool. Minimum inhibitory concentration (MIC) values of B. subtilis and P. aeruginosa were reported, and benzimidazole ligands and Molinspiration scores were generated and listed. Conclusion The more negative values indicate a higher binding affinity. The generated ligand observations can be visualized. Physical constants of synthesized derivates such as solubility and melting point were determined. Bioactivity scores were noted for different derivatives and predicted percentage absorption in the gut. The antibacterial activity was performed using the MIC method (aerobic).

Benzimidazole Derivatives as New and Selective Inhibitors of Arginase from Leishmania mexicana with Biological Activity against Promastigotes and Amastigotes

“…These compounds have a common benzimidazole nucleus present in several approved drugs, most of them substituted at position 2 [29] as shown in compounds 1 and 2. Other 2-substituted benzimidazole derivatives have also shown activity as analgesics, anti-inflammatory [30] and antibacterial agents [31]. Furthermore, docking studies showed that 2, 5 (6) substituted benzimidazole derivatives are also molecules with potential as antimicrobial agents [32].…”

Synthesis, Characterization, In Silico and In Vivo Evaluation of Benzimidazole‐Bearing Quinoline Schiff Bases as New Anticonvulsant Agents

“…O ‐phenylenediamine (5 mmol) and various amino acids (7 mmol) reacted together to yield 1‐(1 H ‐ benzimidazol‐2‐yl)‐substituted amine ( 2 ) as per the reported protocol and also the melting point was observed of the reported intermediates [28–30] …”

“…O-phenylenediamine (5 mmol) and various amino acids (7 mmol) reacted together to yield 1-(1H-benzimidazol-2-yl)-substituted amine ( 2) as per the reported protocol and also the melting point was observed of the reported intermediates. [28][29][30] General steps for synthesis of The usual treatments in scPTZ models were carbamazepine and phenytoin sodium. During the scPTZ screening, pentylenetetrazol (PTZ) was delivered to albino mice to induce convulsions.…”

One-Pot Synthesis of N-Fused Benzimidazo-β-carbolines through Sequential Propargylation/aza-Cycloisomerization Approach

“…Benzimidazole is also one of the frequent heterocycles in pharmaceuticals. Therefore, we became interested in exploring the construction of a novel hybrid skeleton, N -fused benzimidazo-β-carboline . To the best of our knowledge, there are only two methods known in the literature toward the synthesis of benzimidazo-β-carbolines with limited examples.…”