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Abstract

A series of structurally diverse 4-aminoquinoline derivatives were synthesized and characterized by IR, 1H NMR, 13C NMR and mass spectral study. All the newly synthesized compounds were inspected for their in vitro antitubercular activity against Mycobacterium tuberculosis (Mtb) H37Ra and BCG using an established XTT Reduction Menadione (XRMA) and nitrate reductase assay, respectively. The newly synthesized compounds exhibited minimum inhibitory concentration (IC50) ranging from 1.881 to >30 (μg/mL) against MtbH37Ra as Compounds 9p (IC50: 8.971 μg/mL), 9r (IC50: 1.881 μg/mL), 9t (IC50: 2.192 μg/mL) and 9u (IC50: 2.505 μg/mL). All the compounds further evaluated for their cytotoxic activity against HeLa, MCF-7 and THP-1 cell lines. The antibacterial screening study of these compounds was conducted against four different bacteria to asses there selectivity towards M. tuberculosis. Furthermore, molecular docking studies revealed the binding modes of the compounds in the binding site of the ATP-synthase of M. tuberculosis. These findings open the possibility for potential lead for antituberculosis chemotherapy.

Keywords

Quinoline analogues Antimycobacterium Cytotoxicity Molecular docking ATP synthase

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S. Gholap, S., S. Tambe, M., Chakraborty, S., Borkute, R., Choudhri, A., Sarkar, D., … B. Patil, R. (2018). Synthesis and Biological Screening of Fluorinated Analogues of 4-aminoquinoline Derivatives as Antitubercular Agents. Asian Journal of Organic & Medicinal Chemistry, 3(4), 190–203. https://doi.org/10.14233/ajomc.2018.AJOMC-P158
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