Synthesis, Antimicrobial, Antioxidant and Docking Study of Some Novel 3,5-Disubstituted-4,5-dihydro-1H-pyrazoles Incorporating Imine Moiety

Abstract

A NOVEL series of 3,5-Disubstituted-4,5-Dihydro-1H-pyrazoles (3-9) containing imine moiety were synthesized and characterized using spectral analysis. The synthesized derivatives were In vitro screened against several bacterial species, Staphylococcus aureus, Pseudomonas aeruginosa and Acinetobacterbaumannii as well as Candida albicans and revealed moderate to potent activity. The antioxidant study was confirmed for the synthesized derivatives against 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical qualitatively using TLC technique, and quantitatively by spectrophotometric method. The half maximal inhibitory concentration (IC 50) was calculated for the active compounds (1-5, 8). Docking study for the potent compounds (2 and 4) against glucosamine-6-phosphate synthase, the target enzyme for the antimicrobial agents, was explored to explain the interactions of the discovered hits within the amino acid residues of the enzyme active side. The docking parameters enhanced the activity of new compounds as promising antimicrobial agents.

Spectrophotometric Determination of Amoxicillin Using New Organic Reagent <i>via</i> Different Analytical Methods

“…Chalcone has a unique structure that consists of two aromatic rings connected by a three-carbon unsaturated carbonyl system with a wide range of functional groups [15][16][17]. Chalcone and its derivatives have shown a wide spectrum of biological activities [18] such as anti-fungal, anti-microbial, anti-inflammatory, anti-malarial, antiviral, anti-tumor, antioxidant, anti-leishmanial, and anti-cancer [19][20]. These activities were originated from the presence of a reactive keto-ethylenic moiety (-CO-CH=CH-) in their structure.…”

Synthesis, Characterization and Biological Activity of Mixed Ligand (Imine of Benzidine and 1,10-Phenanthroline) Complexes with Fe(II), Co(II), Ni(II) and Cu(II) Ions

“…As described in our previous study, 39 the pdb file format of the receptor was obtained from the Protein Data Bank (PDB code 1MOQ) and used as a rigid molecule. The missing hydrogens were added to the amino acid residues, and the water molecules were removed.…”

Synthesis, Antimicrobial, Antioxidant and Docking Study of Novel 2H-1,4-Benzoxazin-3(4H)-One Derivatives

“…As described by the X-ray study, the binding pocket of target enzyme including the following subsequent residues, cysteine 300, glycine 301, threonine 302, serine 303, serine 347, glutamine 348, serine 349, threonine 352, valine 399, serine 401, alanine 602 and lysine 603 as shown in Figure 6. The binding energy of active compound inside the known three-dimensional structure of the specific enzyme was explored by using auto dock 4.2 [22]. The binding of the best building conformers for compound 8 inside the binding pocket of L-Glutamine: D-fructose-6-phosphate amido transferase is illustrated in Figure 7.…”