Synthesis, Characterization and Anti Mycobacterial Activity of Novel Hydrazones

Abstract

The hydrazone Schiff base analogues namely benzoic acid (4-allyloxy-benzylidene)-hydrazide and its series were designed and synthesized. The structures of newly synthesized compounds were characterized by analytical methods and spectral analysis and subjected to antibacterial and docking studies. The synthesized molecules were subjected to molecular docking studies using enoyl-acyl-carrier protein reductase (NADH) from mycobacterium tuberculosis as the receptor. The docking results confirm the binding affinity of the synthesized compounds with the selected receptor. Preliminary in-vitro anti bacterial studies were carried out with Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. Benzoic acid (4-allyloxy-benzylidene)-hydrazide was found to be most potent anti tuberculosis agent at 200 and 100µg per ml, the percentage of inhibition was 98.7% and 97.9%. The designed synthesized molecules were considered for evaluation for the molecular docking studies of their binding pattern with enoyl-acyl-carrier protein reductase from Mycobacterium tuberculosis. The antimycobacterial screening was performed against MTB H37Rv an isoniazid-resistant clinical isolate of MTB was used for the study.

New pyrimidine-5-carbonitrile derivatives as EGFR inhibitors with anticancer and apoptotic activities: design, molecular modeling and synthesis

“…2-Mercapto-4-(4-methoxyphenyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 7 , 2-(allyl-thio)-4-(4-methoxyphenyl)-6-oxo-1,6-dihydropyrimidin-5-carbonitrile 8 , methyl substituted-benzoate 11a–11c , and substituted benzohydrazide 12a–12c were obtained according to the reported procedures. 49,50,53–56…”

“…Treatment of the obtained chloro-derivative 9 with the appropriate acid hydrazides 12a-12c (obtained according to the reported procedures), 49,50 in isopropanol in the presence of TEA yielded the target derivatives 13a-13c. The formation of compounds 13a-13c was confirmed by spectral data.…”

“…The 1 H NMR spectra were recorded at 4-methoxyphenyl)-6oxo-1,6-dihydropyrimidin-5-carbonitrile 8, methyl substitutedbenzoate 11a-11c, and substituted benzohydrazide 12a-12c were obtained according to the reported procedures. 49,50,[53][54][55][56] 4.1.1. General procedure for the synthesis of compound 9.…”

Design, Synthesis, and Biological Evaluation of New Potential Unusual Modified Anticancer Immunomodulators for Possible Non-Teratogenic Quinazoline-Based Thalidomide Analogs

“…Ester derivatives IVa-d were prepared by refluxing the appropriate benzoic acid de rivatives, namely benzoic acid, 2-hydroxybenzoic acid, 2-chlorobenzoic acid, and 4-chlo robenzoic, in pure methanol containing sulfuric acid as a catalyst. Refluxing the obtained ester derivatives IVa-d with hydrazine hydrate afforded the corresponding acid hydra zides Va-d [49,50], as shown in Scheme 1. The reaction of hydrazine hydrate with 2,4 dichloroquinazoline III in ethanol and in the presence of TEA at 0-5 °C afforded the targe compound 2-chloro-4-hydrazinyl3,4-dihydroquinazoline VI [51,52].…”

Studies on New Schiff bases of Benzoxazole: Synthesis, Anticonvulsant and Neurotoxicity Evaluation

“…The recent statistics shown that hydrazones are the new, promising molecules for clinical therapy of epilepsy [14][15][16][17] . Not only do hydrazones have anticonvulsant potency, but have reported anti-inflammatory and analgesic 18 , antimicrobial 19 and antitubercular [20][21] . In this study, novel hydrazone compounds with pharmacophore will be tested by the standard protocols at different dosage and see whether they reflect high efficacy and even more acceptable health complications.…”