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A novel synthesis of 2-arylbenzimidazoles in molecular sieves-MeOH system and their antitubercular activity
AK. Chaturvedi, AK. Verma, JP. Thakur, S. Roy, S. Bhushan Tripathi, BS. Kumar, S. Khwaja, NK. Sachan, A. Sharma, D. Chanda, K. Shanker, D. Saikia, AS. Negi,
Bioorganic & medicinal chemistry.
2018 ;
26 (15) :
4551-4559.
[pub] 20180801
Language English Country England, Great Britain
Document type Journal Article, Research Support, Non-U.S. Gov't
Persistent link
https://www.medvik.cz/link/bmc19012474
- MeSH
- Antitubercular Agents chemical synthesis pharmacology MeSH
- Administration, Oral MeSH
- Bacterial Proteins antagonists & inhibitors metabolism MeSH
- DNA Gyrase chemistry metabolism MeSH
- Imidazoles chemistry pharmacology MeSH
- Microbial Sensitivity Tests MeSH
- Mycobacterium tuberculosis drug effects MeSH
- Mice MeSH
- Molecular Docking Simulation MeSH
- Body Weight drug effects MeSH
- Protein Structure, Tertiary MeSH
- Binding Sites MeSH
- Structure-Activity Relationship MeSH
- Animals MeSH
- Check Tag
- Mice MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
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.
References provided by Crossref.org
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