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

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, H-1 NMR, C-13 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 mu g/mL with low cytotoxicity. (C) 2017 Elsevier Ltd. All rights reserved.