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

Abstract

Background: For the past several decades, we are remarking presence of the tuberculosis (TB) as the most common infectious disease leading mortality.and antimicrobial, etc. Objective: 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. 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. Our compounds exhibited good radical scavenging potentials(0-69.2%) as checked from DPPH protocol. All compounds also demonstrated good in-silico ADMET results. Conclusion: Our current study revealed promising in-vitro antituberculosis and antioxidant profiles of hydrazidehydrazone analogues.

Synthesis, Characterization and Biological Evaluation of Novel Benzamidine Derivatives: Newer Antibiotics for Periodontitis Treatment

“…However, antibiotics offers several disadvantages due to increasing evidence showing that bacteria are becoming more resistant to antibiotics [ 6 ]. Recently, imino analogues and benzamidines have become a subject of interest for many researchers due to their antimicrobial and antifungal activities [ 7 , 8 , 9 , 10 ]. Imines are reported to exhibit a broad range of biological activities, including antibacterial activity [ 11 ].…”

A Chitosan Hydrochloride Mediated, Simple and Efficient Approach for the Synthesis of Hydrazones, their in vitro Antimycobacterial Evaluations, and Molecular Modeling Studies (Part III)

“…39 In our previous report, we described the use of chitosan hydrochloride to synthesize a new set of hydrazones. 40 Moreover, from our previous medicinal chemistry knowledge [41][42][43][44][45][46][47][48][49] on hydrazones as antitubercular agents (anti-TB) agents, we noticed that these moieties presented particularly strong anti-TB activities, with typical minimum inhibitory concentrations (MICs) ranging from 1.25 to 100 g/mL. In a continuation of this study, we further extended our work to synthesize a set of hydrazones with chitosan hydrochloride as a catalyst.…”

Subtractive genomics and molecular docking approach to identify drug targets against Stenotrophomonas maltophilia

“…Those compounds were then tested for penetration of the blood-brain barrier (BBB), Human intestinal absorption (HIA) as well as AMES monitoring. Predicting the ADMET properties is a significant indicator of the behavior, toxicity level and fate of the drug candidate in the human body [ 41 ]. It provides a likelihood of the candidate’s ability to enter the intestinal absorption, metabolism, blood-brain barrier, subcellular localization and most significantly the level of harm that it can cause to the body [ 42 ].…”