Indole chalcones: Design, synthesis, in vitro and in silico evaluation against Mycobacterium tuberculosis

European Journal of Medicinal Chemistry
2020.0

Abstract

Indole chalcones were designed and synthesized as a promising set of compounds against HRv strain of Mycobacterium tuberculosis. Within this library of compounds, (E)-1-(furan-3-yl)-3-(1H-indol-3-yl)prop-2-en-1-one (18), (E)-3-(1H-indol-3-yl)-1-(thiophen-2-yl)prop-2-en-1-one (20) and (E)-2-((1H-indol-2-yl)methylene)cyclopentan-1-one (24) displayed high anti-tubercular activity at 50 μg/ml with MIC values of 210, 197 and 236 μM respectively. The in-silico studies revealed that compound 18 exhibit binding modes similar to FAS-II inhibitors like INH or Thiolactomycin against KasA protein. Cytotoxicity assay results suggest that the compounds 18, 20 and 24 are non-cytotoxic to human megakaryocytes and murine B cells.

Knowledge Graph

Similar Paper

Indole chalcones: Design, synthesis, in vitro and in silico evaluation against Mycobacterium tuberculosis
European Journal of Medicinal Chemistry 2020.0
Syntheses of lipophilic chalcones and their conformationally restricted analogues as antitubercular agents
Bioorganic & Medicinal Chemistry Letters 2013.0
QSAR-driven design, synthesis and discovery of potent chalcone derivatives with antitubercular activity
European Journal of Medicinal Chemistry 2017.0
Novel aryloxy azolyl chalcones with potent activity against Mycobacterium tuberculosis H37Rv
European Journal of Medicinal Chemistry 2011.0
1-Chloro-2-formyl indenes and tetralenes as antitubercular agents
Bioorganic & Medicinal Chemistry Letters 2011.0
Synthesis, characterization, and SAR studies of new (1H-indol-3-yl)alkyl-3-(1H-indol-3-yl)propanamide derivatives as possible antimicrobial and antitubercular agents
Medicinal Chemistry Research 2013.0
Design and synthesis of new indanol-1,2,3-triazole derivatives as potent antitubercular and antimicrobial agents
Bioorganic & Medicinal Chemistry Letters 2020.0
Synthesis and structure-activity relationship of new chalcone linked 5-phenyl-3-isoxazolecarboxylic acid methyl esters potentially active against drug resistant Mycobacterium tuberculosis
European Journal of Medicinal Chemistry 2021.0
Preliminary Structure–Activity Relationships and Biological Evaluation of Novel Antitubercular Indolecarboxamide Derivatives Against Drug-Susceptible and Drug-Resistant Mycobacterium tuberculosis Strains
Journal of Medicinal Chemistry 2013.0
Synthesis, biological evaluation and molecular docking study of some novel indole and pyridine based 1,3,4-oxadiazole derivatives as potential antitubercular agents
Bioorganic & Medicinal Chemistry Letters 2016.0