scholarly journals Metal-Based Scaffolds of Schiff Bases Derived from Naproxen: Synthesis, Antibacterial Activities, and Molecular Docking Studies

Molecules ◽  
2019 ◽  
Vol 24 (7) ◽  
pp. 1237 ◽  
Author(s):  
Muhammad Shaheen ◽  
Shanshan Feng ◽  
Mehwish Anthony ◽  
Muhammad Tahir ◽  
Mubashir Hassan ◽  
...  

We report here the synthesis, characterization, and antibacterial evaluation of transition metal complexes of Ni, Cu, Co, Mn, Zn, and Cd (6a–f), using a Schiff base ligand (5) derived from naproxen (an anti-inflammatory drug) and 5-bromosalicylaldehyde by a series of reactions. The ligand and the synthesized complexes were characterized by elemental analysis, UV-Visible, FTIR, and XRD techniques. The ligand 5 behaves as a bidentate donor and coordinates with metals in square planar or tetrahedral fashion. In order to evaluate its bioactivity profile, we screened the Schiff base ligand and its metal complexes (6a–f) against different species of bacteria and the complexes were found to exhibit significant antibacterial activity. The complexes showed more potency against Bacillus subtilis as compared to the other species. Moreover, we modeled these complexes’ binding affinity against COX1 protein using computational docking.

2019 ◽  
Vol 31 (8) ◽  
pp. 1733-1736
Author(s):  
K.N. Gita ◽  
V. Chandrasekaran ◽  
P. Akilan

The Cu(II) and Zn(II) complexes were synthesized using Schiff base ligand by refluxing with CuCl2 and ZnCl2. A Schiff base ligand (L) was synthesized by condensing o-vanillin and 4-aminoantipyrine. The synthesized ligand and metal complexes were characterized by IR and mass spectrometry. The synthesized Cu(II) and Zn(II) metal complexes were especially docked with human DNA (PDB I.D: 1BNA) and dengue protein virus (PDB ID: 2VBC) using auto dock software tools version 1.5.6 and pymol. The binding of the ligand and biomolecule in grid point value of x × y × z directions of 90 × 90 × 90 and a grid space group value of 0.380 Å. The binding energy values of Cu(II) and Zn(II) complexes were respectively -7.1 and -7.4 kcal mol–1 towards NS3 protease-helicase, while the binding energy values of Cu(II) and Zn(II) complexes were found to be -8.5 and -8.2 kcal mol–1, respectively towards B-DNA.


2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Riyadh M. Ahmed ◽  
Enaam I. Yousif ◽  
Hasan A. Hasan ◽  
Mohamad J. Al-Jeboori

A new macrocyclic multidentate Schiff-base ligand Na4L consisting of two submacrocyclic units (10,21-bis-iminomethyl-3,6,14,17-tricyclo[17.3.1.18,12]tetracosa-1(23),2,6,8,10,12(24),13,17,19,21,-decaene-23,24-disodium) and its tetranuclear metal complexes with Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) are reported. Na4L was prepared via a template approach, which is based on the condensation reaction of sodium 2,4,6-triformyl phenolate with ethylenediamine in mole ratios of 2 : 3. The tetranuclear macrocyclic-based complexes were prepared from the reaction of the corresponding metal chloride with the ligand. The mode of bonding and overall geometry of the compounds were determined through physicochemical and spectroscopic methods. These studies revealed tetrahedral geometries about Mn, Co, and Zn atoms. However, square planar geometries have been suggested for NiIIand CuIIcomplexes. Biological activity of the ligand and its metal complexes against Gram positive bacterial strainStaphylococcus aureusand Gram negative bacteriaEscherichia colirevealed that the metal complexes become more potentially resistive to the microbial activities as compared to the free ligand. However, these metal complexes do not exhibit any effects on the activity ofPseudomonas aeruginosabacteria. There is therefore no inhibition zone.


2018 ◽  
Vol 7 (4.37) ◽  
pp. 198
Author(s):  
Ahmed Razzaq Ibrahim Al-Faris ◽  
Wafaa Mahdi Sachit Alkoofee ◽  
. .

Metal complexes of the Schiff base ligand, synthesized via condensation p-dimethylamino benzaldehyde with Bis (4-aminoantipyrine) benzene 1, 4-diamine which has synthesized from condensation 1, 4-phenylene diamine and 4-aminoantipyrine, are synthesized from chloride salts of Co (II) and Ni(II) with ligand in ethanol. The metal complexes and ligand are characterized on the basis of elemental analyses, melting point, molar conductance, UV –Visible, FTIR and thermogravimetric analysis. The molar conductance data reveal that the metal chelates of the ligand with Co (II) and Ni (II) are electrolytes. The present results suggested that the Schiff base ligand as tetradentate is coordinated with metal ions through the four nitrogen atoms. 


2021 ◽  
Vol 10 (3) ◽  
pp. 2546-2556

The present study deals with the synthesis of a new Schiff base ligand, 4-(((4-chlorobenzo[d]thiazol-2-yl)imino)methyl)-2-methoxyphenol (HL) derived from the condensation of 2-Amino-4-chlorobenzothiazole and 4-Hydroxy-3-methoxybenzaldehyde, and its Co(II), Zn(II) and Ni(II) complexes in 2:1 molar ratio (2HL:M). The Schiff base ligand and its metal complexes were characterized using FT-IR, UV-Visible absorption, mass spectra, and TGA techniques. The spectral analysis results confirmed the molecular structures of the Schiff base ligand and its metal complexes. Further, the metallic Schiff base complexes showed significant growth inhibition in the adenocarcinoma human alveolar basal epithelial cells, A549, with the Co(II), Zn(II), and Ni(II) complexes having IC50 values of 40.78, 42.04, and 44.69 M, respectively.


2011 ◽  
Vol 8 (3) ◽  
pp. 1408-1416 ◽  
Author(s):  
M. S. Suresh ◽  
V. Prakash

A new series of transition metal complexes of Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) were synthesized from the Schiff base ligand derived from 4-aminoantipyrine, furfural ando-phenylenediamine. The structural features were derived from their elemental analyses, infrared, UV-visible spectroscopy, NMR spectroscopy, thermal gravimetric analyses, ESR spectral analyses and conductivity measurements. The data of the complexes suggested square planar geometry for the metals with primary valency two. Antimicrobial screening tests were performed against bacteria. The comparative study of the MIC values of the Schiff base and its metal complexes indicate that the metal complexes exhibit greater antibacterial activity than the free ligand.


2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
J. R. Anacona ◽  
Johan Calvo ◽  
Ovidio A. Almanza

Metal complexes of a Schiff base ligand derived from cefotaxime and salicylaldehyde were prepared. The salicilydene-cefotaxime ligand (H2L) and mononuclear [M(L)] (M(II) = Co, Ni and Cu), dinuclear [Ag2(L)(OAc)2], and tetranuclear metal complexes [M4(L)(OH)6] (M(II) = Ni, Cu) were characterized on the basis of analytical, thermal, magnetic, and spectral studies (IR, UV-visible, 1H NMR, 13C NMR, and EPR). The electronic spectra of the complexes and their magnetic moments suggesttetrahedral geometry for the isolated complexes. The complexes are nonelectrolytes and insoluble in water and common organic solvents but soluble in DMSO.


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