Synthesis, admetSAR predictions, DPPH radical scavenging activity and potent anti-mycobacterial studies of hydrazones of substituted 4-(anilinomethyl)benzohydrazides (Part 2).

Synthesis, admetSAR predictions, DPPH radical scavenging activity and potent anti-mycobacterial studies of hydrazones of substituted 4-(anilinomethyl)benzohydrazides (Part 2).

Desale, Vijay J;Mali, Suraj N;Thorat, Bapu R;Yamgar, Ramesh S;
current computer-aided drug design 2020
429
desale2020synthesiscurrent

Abstract

For the past several decades, we are remarking presence of the tuberculosis (TB) as the most common infectious disease leading mortality.Hydrazone containing azometine group (-NHN=CH-) compounds has been reported for broad range of bioactivities such as antiplatelet, analgesic, antiinflammatory, anticonvulsant, antidepressant, antimalarial, vasodilator , antiviral and antimicrobial, etc. Method: For synthesis of our compounds (4a-4d) and (6a-6e), we have treated aromatic amines with methyl terephthalaldehydate in methanol giving us Schiff's bases followed by reductive amination and further treatment with hydrazine hydrate to give acid hydrazides (4a-4d). These acid hydrazides were then treated with different aromatic aldehydes to yield hydrazones (6a-6d). All our synthesized compounds were subjected to FT-IR, NMR, and UV spectroscopic characterization.Compounds (4a-4d) and (6a-6e) were found to have highly potent activity against Mycobacteria tuberculosis (Vaccine strain, H37 RV strains): ATCC No- 27294 (MIC:1.6-6.25 μg/mL) than standard anti-TB drugs. Our compounds exhibited good radical scavenging potentials(0-69.2%) as checked from DPPH protocol. All compounds also demonstrated good in-silico ADMET results.Our current study revealed promising in-vitro antituberculosis and antioxidant profiles of hydrazidehydrazone analogues.

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ID: 108588
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10.2174/1573409916666200615141047
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