Synthesis, molecular docking and anti-mycobacterial evaluation of new imidazo1,2-a]pyridine-2-carboxamide derivatives

Jose, Gilish and Kumara, Suresha TH and Nagendrappa, Gopalpur and Sowmya, HBV. and Sriram, Dharmarajan and Yogeeswari, Perumal and Sridevi, Jonnalagadda Padma and Row, Tayur Guru N and Hosamani, Amar A and Ganapathy, Sujan PS and Chandrika, N and Narendra, LV (2015) Synthesis, molecular docking and anti-mycobacterial evaluation of new imidazo1,2-a]pyridine-2-carboxamide derivatives. In: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 89 . pp. 616-627.

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Abstract

New anti-tubercular agents, imidazo1,2-a]pyridine-2-carboxamide derivatives (5a-q) have been designed and synthesized. The structural considerations of the designed molecules were further supported by the docking study with a long-chain enoyl-acyl carrier protein reductase (InhA). The chemical structures of the new compounds were characterized by IR, H-1 NMR, C-13 NMR, HRMS and elemental analysis. In addition, single crystal X-ray diffraction has also been recorded for compound 5f. Compounds were evaluated in vitro against Mycobacterium tuberculosis H37Rv, and cytotoxicity against HEK-293T cell line. Amongst the tested compounds 5j, 5l and 5q were emerged as good anti-tubercular agents with low cytotoxicity. The structure-anti TB activity relationship of these derivatives was explained by molecular docking. (C) 2014 Elsevier Masson SAS. All rights reserved.

Item Type:	Journal Article
Publication:	EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Publisher:	ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
Additional Information:	Copy right for this article belongs to the ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER, 23 RUE LINOIS, 75724 PARIS, FRANCE
Keywords:	Anti-mycobacterial activity; Imidazopyridine amide; InhA; Tuberculosis; X-ray crystallography
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	04 Mar 2015 12:08
Last Modified:	04 Mar 2015 12:08
URI:	http://eprints.iisc.ac.in/id/eprint/50950

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