A novel synthesis of 2-arylbenzimidazoles in molecular sieves-MeOH system and their antitubercular activity
| Autor: | Shashi Bhushan Tripathi, Balagani Sathish Kumar, Ashok Sharma, Karuna Shanker, Arvind S. Negi, Sadiya Khwaja, Naresh Kumar Sachan, Jay Prakash Thakur, Dharmendra Saikia, Debabrata Chanda, Sudeep Roy, Amit Kumar Verma, Amit K. Chaturvedi |
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| Rok vydání: | 2018 |
| Předmět: |
Benzimidazole
Antimycobacterial Agents Clinical Biochemistry Antitubercular Agents Pharmaceutical Science Administration Oral Microbial Sensitivity Tests 010402 general chemistry Molecular sieve 01 natural sciences Biochemistry chemistry.chemical_compound Mice Structure-Activity Relationship Bacterial Proteins Drug Discovery Animals Oral toxicity Chemoselectivity Molecular Biology Binding Sites 010405 organic chemistry Organic Chemistry Body Weight Imidazoles Mycobacterium tuberculosis Combinatorial chemistry 0104 chemical sciences Protein Structure Tertiary Molecular Docking Simulation chemistry DNA Gyrase Molecular Medicine |
| Zdroj: | Bioorganicmedicinal chemistry. 26(15) |
| ISSN: | 1464-3391 |
| Popis: | Arylbenzimidazoles have been synthesized as antimycobacterial agents. An efficient synthesis has been developed for 2-arylbenzimidazoles from o-phenylenediamines and aromatic aldehydes in molecular sieves-methanol system. The methodology is straightforward to get 2-arylbenzimidazoles (3a–3z) in excellent yields with high chemoselectivity over 2-aryl-1-benzylbenzimidazoles (4a–4z). All these benzimidazole analogues were evaluated against M. tuberculosis in BACTEC radiometric assay. The compounds 4y and 4z exhibited potential antitubercular activity against M. tuberculosis H37RV, MIC at 16 µM and 24 µM respectively. The best compound of the series i.e. compound 4y was well tolerated by Swiss-albino mice in acute oral toxicity. Compound 4y possessing a diarylbenzimidazole core, can further be optimized for better activity. |
| Databáze: | OpenAIRE |
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