We describe here the in silico design, synthesis and biological evaluation of four novel effective 1-(3,6-dimethyl-4-phenyl-1H-indazol-5-yl)ethan-1-one derivatives synthesized from the treatment of hydrazine hydrates in MeOH/H+ with 1,1'-(3-hydroxy-4'-methoxy-5-methyl- [1,1'-biphenyl]-2,6-diyl) bis(ethan-1-one). The structures of all new compounds were confirmed by IR, 1H NMR, 13C NMR, and mass spectral analysis. The synthesized compounds are screened for their antimicrobial, antioxidant activity, the compounds 1-(3,6-dimethyl-4-phenyl-1H-indazol-5-yl)ethan-1-one (5a), 1-(4-(3,4-dimethoxyphenyl)-3,6-dimethyl-1H-indazol-5-yl)ethan-1-one (5b), and 1-(3,6-dimethyl-4-(2,3,4-trimethoxyphenyl)-1H-indazol-5-yl)ethan-1-one 5d display prominent antimicrobial, antioxidant activity. Finally, a molecular docking analysis was performed to investigate the binding mode and interactions of the most active compounds to the active site of DNA gyrase enzyme 1KZN.
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Synthesis of a novel series of substituted1- (3,6-dimethyl-4-phenyl-1 H-indazol-5-yl) ethan-1-one derivatives and evaluations of their antimicrobial, antioxidant activity with Insilco docking study
Published: 14 November 2021 by MDPI in The 25th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic, Medicinal and Natural Products Chemistry
https://doi.org/10.3390/ecsoc-25-11793 (registering DOI)
Keywords: MultisubtitutedIndazole, NH2-NH2-H2O, Molecular docking, antimicrobial, antioxidant activity