Synthesis, admetSAR Predictions, DPPH Radical Scavenging Activity, and Potent Anti-mycobacterial Studies of Hydrazones of Substituted 4-(anilino methyl) benzohydrazides (Part 2)

Author(s): Vijay J. Desale, Suraj N. Mali, Bapu R. Thorat*, Ramesh S. Yamgar

Journal Name: Current Computer-Aided Drug Design

Volume 17 , Issue 4 , 2021

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Graphical Abstract:


Background: For the past several decades, the presence of tuberculosis (TB) is being remarked as the most common infectious disease leading to mortality.

Objective: Hydrazone containing azometine group (-NHN=CH-) compounds have been reported for a broad range of bioactivities such as antiplatelet, analgesic, anti-inflammatory, anticonvulsant, antidepressant, antimalarial, vasodilator, antiviral, and antimicrobial, etc.

Methods: For the synthesis of compounds (4a-4d) and (6a-6e), aromatic amines were treated with methyl terephthalaldehydate in methanol, giving Schiff’s bases, followed by reductive amination and further treatment with hydrazine hydrate gave acid hydrazides (4a-4d). These acid hydrazides were then treated with different aromatic aldehydes to yield hydrazones (6a-6d). All the synthesized compounds were subjected to FT-IR, NMR, and UV spectroscopic characterization.

Results: 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. The compounds exhibited good radical scavenging potentials(0- 69.2%), as checked from DPPH protocol. All compounds also demonstrated good in-silico ADMET results.

Conclusion: The current study revealed promising in vitro anti-tuberculosis and anti-oxidant profiles of hydrazide-hydrazone analogues.

Keywords: Hydrazide-hydrazones, anti-oxidant activity, anti-tuberculosis activity, in silico analysis, tuberculosis, synthesis.

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Article Details

Year: 2021
Published on: 15 June, 2020
Page: [493 - 503]
Pages: 11
DOI: 10.2174/1573409916666200615141047
Price: $65

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