Literature DB >> 29113761

Design, synthesis and in vitro anti-tuberculosis activity of benzo[6,7]cyclohepta[1,2-b]pyridine-1,2,3-triazole derivatives.

Yasodakrishna Sajja1, Sowmya Vanguru1, Hanmanth Reddy Vulupala1, Rajashaker Bantu1, Perumal Yogeswari2, Dharmarajan Sriram2, Lingaiah Nagarapu3.   

Abstract

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.
Copyright © 2017 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Benzo[6,7]cyclohepta[1,2-b]pyridine; Click reaction; Mycobacterium tuberculosis; Triazole

Mesh:

Substances:

Year:  2017        PMID: 29113761     DOI: 10.1016/j.bmcl.2017.10.071

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  3 in total

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Journal:  Molecules       Date:  2020-12-19       Impact factor: 4.411

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Journal:  J Mol Struct       Date:  2022-03-23       Impact factor: 3.841

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Journal:  RSC Adv       Date:  2022-03-21       Impact factor: 3.361

  3 in total

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