title: Synthesis, molecular docking and anti-mycobacterial evaluation of new imidazo[1,2-a]pyridine-2-carboxamide derivatives.
abstract: New anti-tubercular agents, imidazo[1,2-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, (1)H NMR, (13)C 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.
authors.affiliation: Postgraduate Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore, Karnataka 560024, India.
authors.forename: Gilish
authors.initials: G
authors.lastname: Jose
authors.affiliation: Postgraduate Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore, Karnataka 560024, India; Department of Chemistry, University B.D.T. College of Engineering, Davangere, Karnataka 577004, India. Electronic address: suresha.kumara@gmail.com.
authors.forename: T H
authors.initials: TH
authors.lastname: Suresha Kumara
authors.affiliation: Postgraduate Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore, Karnataka 560024, India.
authors.forename: Gopalpur
authors.initials: G
authors.lastname: Nagendrappa
authors.affiliation: Postgraduate Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore, Karnataka 560024, India.
authors.forename: H B V
authors.initials: HB
authors.lastname: Sowmya
authors.affiliation: Department of Pharmacy, Birla Institute of Technology and Science-Pilani, Hyderabad 500078, India.
authors.forename: Dharmarajan
authors.initials: D
authors.lastname: Sriram
authors.affiliation: Department of Pharmacy, Birla Institute of Technology and Science-Pilani, Hyderabad 500078, India.
authors.forename: Perumal
authors.initials: P
authors.lastname: Yogeeswari
authors.affiliation: Department of Pharmacy, Birla Institute of Technology and Science-Pilani, Hyderabad 500078, India.
authors.forename: Jonnalagadda Padma
authors.initials: JP
authors.lastname: Sridevi
authors.affiliation: Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore, Karnataka 560012, India.
authors.forename: Tayur N
authors.initials: TN
authors.lastname: Guru Row
authors.affiliation: Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore, Karnataka 560012, India.
authors.forename: Amar A
authors.initials: AA
authors.lastname: Hosamani
authors.affiliation: Centre for Advanced Studies in Biosciences, Jain University, 52 Bellary Road, Hebbal, Bangalore, Karnataka 560024, India.
authors.forename: P S
authors.initials: PS
authors.lastname: Sujan Ganapathy
authors.affiliation: Postgraduate Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore, Karnataka 560024, India.
authors.forename: N
authors.initials: N
authors.lastname: Chandrika
authors.affiliation: Postgraduate Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore, Karnataka 560024, India.
authors.forename: L V
authors.initials: LV
authors.lastname: Narendra
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D057809:HEK293 Cells; D006801:Humans; D007093:Imidazoles / Q000737:chemistry* / Q000494:pharmacology; D008958:Models, Molecular; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D011725:Pyridines / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000995:Antitubercular Agents; D007093:Imidazoles; D011725:Pyridines
keywords: Anti-mycobacterial activity; Imidazopyridine amide; InhA; Tuberculosis; X-ray crystallography