Design, synthesis and in vitro anti-tuberculosis activity of benzo[6,7]cyclohepta[1,2-b]pyridine-1,2,3-triazole derivatives
| Autor: | Dharmarajan Sriram, Hanmanth Reddy Vulupala, Rajashaker Bantu, Yasodakrishna Sajja, Sowmya Vanguru, Perumal Yogeswari, Lingaiah Nagarapu |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Sodium ascorbate
1 2 3-Triazole Stereochemistry Cell Survival Pyridines Clinical Biochemistry Triazole Antitubercular Agents Pharmaceutical Science Microbial Sensitivity Tests 01 natural sciences Biochemistry Mycobacterium tuberculosis chemistry.chemical_compound Structure-Activity Relationship Drug Discovery Pyridine Humans Molecular Biology biology 010405 organic chemistry Chemistry Organic Chemistry Carbon-13 NMR Triazoles biology.organism_classification 0104 chemical sciences 010404 medicinal & biomolecular chemistry HEK293 Cells Drug Design Proton NMR Click chemistry Molecular Medicine |
| Zdroj: | Bioorganicmedicinal chemistry letters. 27(23) |
| ISSN: | 1464-3405 |
| Popis: | A series of novel benzo[6,7]cyclohepta[1,2-b]pyridine-1,2,3-triazole hybrids (7a–j & 8a–j) have been designed and synthesized in excellent yields by Huisgen’s [3+2] cyclo addition reaction of 3-(azidomethyl)-2-methyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-b]pyridine (5) with various alkynes 6 in presence of copper sulphate and sodium ascorbate and their structures were confirmed by IR, 1H NMR, 13C NMR and HRMS. The newly synthesized compounds 7a–j & 8a–j were evaluated for their in vitro anti-mycobacterial activity against Mycobacterium tuberculosis H37Rv (ATCC 27294). Among the compounds tested, the compounds 7i and 8g displayed most potent activity with MIC value of 1.56 µg/mL with low cytotoxicity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect