scholarly journals Synthesis, Spectroscopic Characterization, and Biological Activities of New Binuclear Co(II), Ni(II), Cu(II), and Zn(II) Diimine Complexes

Crystals ◽  
2021 ◽  
Vol 11 (3) ◽  
pp. 300
Author(s):  
Ahmed Gaber ◽  
Arafa A. M. Belal ◽  
Ibrahim M. El-Deen ◽  
Nader Hassan ◽  
Rozan Zakaria ◽  
...  

Metal-ligand complexes have attracted major interest due to their potential medical applications as anticancer agents. The work described in the current article aimed to synthesize, spectroscopic, thermal, and biological studies of some metal-diimine complexes. A diimine ligand, namely 2-{[2-(4-chlorophenyl)-2-hydroxyvinyl]-hydrazonomethyl}phenol (diim) was prepared via the reaction of p-chlorophenacyl bromide with hydrazine hydrate in ethanol, then condensation was completed with 2-hydroxybenzaldehyde in acetic acid. The Co(II), Ni(II), Cu(II), and Zn(II) complexes were prepared with a metal:ligand stoichiometric ratio of (2:1). 1H-NMR, UV-Vis, FTIR spectroscopic data, molar conductivity measurements, and microanalytical data (carbon, hydrogen, nitrogen, and halogen) were used for characterization of the formed ligand and its metal complexes. It was found that the diimine ligand act as tetradentate fashion. The non-electrolytic character for all the complexes was proved by molar conductivity. The first metal atom of the synthesized binuclear diimine complexes coordinates with the nitrogen of hydrazine group and oxygen of OH group. While, the second metal atom coordinates with the other nitrogen atom of the hydrazine group and oxygen of phenolic group. All the synthesized metal complexes have a six-coordinated except for Zn(II) has four-coordinated. Thermogravimetric analysis and its differential analysis were done to discuss the thermal degradation of the free ligand and its metal complexes. Molecular docking calculation showed that the diimine ligand is a good inhibitor for breast cancer 3hb5 and 4o1v kidney cancer proteins. Additionally, these compounds were evaluated as antibacterial and antifungal agents.

2020 ◽  
Vol 2020 ◽  
pp. 1-19
Author(s):  
Gehad G. Mohamed ◽  
Walaa H. Mahmoud ◽  
Ahmed M. Refaat

Metal complexes of the 2,2'-(1,3-phenylenebis(diazene-2,1-diyl))bis(4-aminobenzoic acid) diazo ligand (H2L) derived from m-phenylenediamine and p-aminobenzoic acid were synthesized and characterized by different spectral, thermal, and analytical tools. The H2L ligand reacted with the metal ions Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II) as 1 : 1 stoichiometry. All complexes displayed an octahedral geometry according to the electronic and magnetic moment measurements. The IR spectra revealed the binding of the azo ligand to the metal ions via two azo nitrogen atoms and protonated carboxylate O in a neutral tetradentate manner. Both IR and 1H NMR spectra documented the involvement of the carboxylate group without proton displacement. The thermal studies pointed out that the complexes had higher thermal stability comparable with that of the free ligand. SEM images revealed the presence of the diazo ligand and its Cd(II) complex in a nanostructure form. The contact angle measurements proved that the Cd(II) complex can be considered as a superhydrophobic material. The molecular and electronic structure of H2L and [Cd(H2L)Cl2].H2O were optimized theoretically, and the quantum chemical parameters were calculated. The biological activities of the ligand, as well as its metal complexes, have been tested in vitro against some bacteria and fungi species. The results showed that all the tested compounds have significant biological activities with different sensitivity levels. The binding between H2L and its Cd(II) complex with receptors of the crystal structure of S. aureus (PDB ID: 3Q8U), crystal structure of protein phosphatase (PPZ1) of Candida albicans (PDB ID: 5JPE), receptors of breast cancer mutant oxidoreductase (PDB ID: 3HB5), and crystal structure of Escherichia coli (PDB ID: 3T88) was predicted and given in detail using molecular docking.


2012 ◽  
Vol 77 (5) ◽  
pp. 627-637 ◽  
Author(s):  
Pal Singh ◽  
Nanda Srivastava

Mononuclear metal complexes of the type [ML1]Cl2 (where, M = = Cu(II), Co(II) or Ni(II) and L1 = ligand) were synthesized by the reaction of a new N4 coordinating ligand, derived from diacetylbisethylenediamine with benzoic acid, and the corresponding hydrated metal chloride salts. The metal complexes were characterized by elemental analysis, melting point determination, molar conductance and magnetic moment measurements, IR, UV-Vis, 1H- and 13C-NMR, and ESR spectroscopy. The ligand and all the metal complexes were stable in the solid state at room temperature. From the analytical and spectroscopic investigations, the stoichiometry of the complexes was found to be 1:1 (metal:ligand). Based on the electronic spectra and magnetic moment data, the metal complexes had a square planar geometry. The molar conductance values show the 1:2 electrolytic nature of the metal complexes. A cyclic voltammetric study of the Cu(II) metal complex has also performed, which showed one electron quasi-reversible reduction around -0.92 to -1.10 V. In vitro biological activities of the ligand and metal complexes was checked against two bacteria Bacillus subtilis and Escherichia coli and two fungi Aspirgillus niger and A. flavus which showed the antibacterial and antifungal properties of the ligand and its metal complexes.


2019 ◽  
Vol 1 ◽  
pp. 202-208
Author(s):  
S A Agbese ◽  
G A Shallangwa ◽  
S O Idris

The Schiff base was synthesized by condensing 4-aminopyridine with 4-hydroxypropiophenone. The synthesized ligand was characterized by proton and carbon-13 NMR spectroscopy, electronic spectroscopy and FTIR.The result of the FTIR showed the presence of a band at 1643.41cm-1 assigned to the azomethine bond, also the result of the 1HNMR and 13CNMR gave credence to the successful synthesis of the Schiff base. The Mn(II) and Zn(II) complexes were characterized by UV-visible analysis, FTIR, molar conductivity measurement and magnetic susceptibility test. The results of the FTIR suggest that the metal complexes possess coordinated water molecules and the shift in the wavenumber of the azomethine linkage in the spectra of the complexes shows that the nitrogen of the imine bond participated in the coordination to the metal centre. The magnetic susceptibility measurement shows that the metal complexes possess octahedral geometry. The molar conductivity test shows that the complexes are nonelectrolytic in nature and the metal to ligand ratio is 1:2. The synthesized ligand and the metal complexes were evaluated for biological activities against some organisms. The Zn(II) complex showed significant activity against the test organisms.


2020 ◽  
Vol 32 (12) ◽  
pp. 3157-3164
Author(s):  
Kiran Singh ◽  
Preeti Siwach ◽  
Amit Sharma

A series of metal-complexes of Co2+, Ni2+, Cu2+, Zn2+ and Pd2+ with new Schiff base named 5-methyl-4-((3-fluoro-4-methoxybenzylidiene)-amino)-3-thiol-s-triazole have been synthesized and characterized. Schiff base is formed by the condensation of 3-fluoro-4-methoxy-benzaldehyde and 4-amino-3-mercapto-5-methyl-1,2,4-triazoles (AMMT). After synthesis, Schiff base is characterized by IR and NMR techniques. Metal complexes are characterized by different techniques as IR, NMR, ESR, electronic and fluorescence. Elemental analysis and magnetic measurements of metal complexes have also been carried out. Using different techniques, tentative geometry for newly synthesized complexes have been proposed i.e. square planar for copper and palladium complexes and octahedral for rest of the metal complexes. The biological activities of all the metal complexes of this series are also examined.


2019 ◽  
Vol 2019 ◽  
pp. 1-10
Author(s):  
Radiet Anbessie Tirkeso ◽  
Tilahun Wubalem Tsega ◽  
Gebru G/Tsadik Amdemichael

As multidrug resistant pathogens are emerging, the search for novel potent drug candidates is ever going. Heterocycles are known by their broad spectrum of biological activities, so a search for a new drug from heterocycles can elevate the chance of success. The aim of this study was to obtain novel potent antimicrobial compounds. In line with this, 1H-imidazo [5, 6-f] [1,10] phenanthroline-2(3H)-thione and its complexes (Ni(II) and Cu(II)) were synthesized, characterized, and evaluated against bacterial strains. The compounds were characterized by elemental analyses (C, H, N, and S), FT-IR, 1H-NMR, 13C-NMR, AAS, UV-Vis spectra, and molar conductivity measurement. The results showed that the ligand is bidentate, and the molar conductivity measurement indicates that complexes are electrolytic. Electronic spectral study showed octahedral and distorted octahedral geometry for the Ni(II) and Cu(II) complex, respectively. The ligand and its complexes were screened against four bacterial strains using disk diffusion method. The result revealed that the Ni(II) complex showed more bioactivity than gentamicin against Staphylococcus aureus and Escherichia coli, while the Cu(II) complex is more active than the Ni(II) complex against Bacillus subtilis. Both Cu(II) and Ni(II) complexes exhibit higher antibacterial activities than the free ligand.


2009 ◽  
Vol 6 (s1) ◽  
pp. S311-S323 ◽  
Author(s):  
Adedibu C. Tella ◽  
Joshua A. Obaleye

Five complexes of copper(II) 4,4-diaminodiphenylsulphone have been synthesized. Copper salts of counter ion (sulphate, nitrate, chloride) and different reaction media (solvents) were used for the synthesis. The complexes varied in colour and composition. The compounds were characterized by conductivity, IR, UV, NMR and mass spectroscopies. The ligand coordinated to metal ion in a monodentate and bidentate manner. All the five complexes have tetrahedral configuration. The biological activities data showed that the complexes are more active againstEsherichia coli, Klebbsiella pneumoniaeandStaphylococcus aureusthan the free ligand (4,4- diaminodiphenyl sulphone). Antimalaria activities of the complexes and the ligand were investigated using mice infected withPlasmodium berghei. All the complexes exhibited lower activity than the ligand and chloroquine. The effect of administration of the complexes on alkaline phosphatase activities of kidney, liver and serum of Albino rats were investigated. The serum ALP activity showed no significant change (P> 0.05), suggesting non-damaging effect on the plasma membrane of liver and kidney cells.


2020 ◽  
Vol 32 (8) ◽  
pp. 2021-2027
Author(s):  
A.S. Aswar ◽  
K.A. Thakare

The metal complexes of Ti(III), Cr(III), Fe(III), VO(IV), MoO2(VI), WO2(VI), Th(IV) have been synthesized with hydrazone ligand. The mononucleating hydrazone ligand has been synthesized via condensation reaction between pyrazine-2-carbohydrazide and 2,4-dihydroxy benzophenone in 1:1 ratio. The ligand and its complexes were studied on the basis of elemental analysis, magnetic susceptibility measurements, IR and electronic spectra, TGA, XRD, 1H NMR, mass spectroscopy and SEM analysis. Spectroscopic and magnetic studies suggest coordination of most of the metal complexes in a regular octahedral around the central metal ions except vanadium which is square pyramidal. Free ligand as well as its metal complexes were screened against the growth of pathogenic bacteria. The inhibition data revealed that metal complexes exhibit higher inhibition potential against growth of bacteria and fungi than free ligand.


2019 ◽  
Vol 31 (10) ◽  
pp. 2331-2336 ◽  
Author(s):  
Manoj Kumar ◽  
Anita Rani ◽  
Hardeep Singh Tuli ◽  
Rajshree Khare ◽  
Vinit Parkash

This report describes the synthesis and exploration of novel Schiff base ligand in the form of a polymer (heptamer) which was prepared by reaction between 3,4-diacetyl-2,5-hexanedione and hydrazine hydrate in ethanol. On further reaction of Schiff base with transition metals ions (Co and Cu) leads to formation of its transition metal complexes. The structural identification of Schiff base ligand and its transition metal complexes were characterized by classical structural techniques like FT-IR, NMR and mass spectra. The free ligand and its transition metal complexes have been screened for in vitro biological activities against various strains of bacteria and fungi. The prepared Schiff base and its metal complexes were also screened for antiangiogenic activity. The results have shown the remarkable antimicrobial and antiangiogenic activities of the Schiff base and its metal complexes.


2020 ◽  
Vol 15 (2) ◽  
pp. 61-72

New pyrazine carbohydra zone ligand N'-(1-(5-chloro-2-hydroxyphenyl) ethylidene) pyrazine-2-carbohydrazide (H2L), prepared by the condensation of equimolar amounts of pyrazine-2-carbohydrazide with 2-hydroxy-5-chloroacetophenone in methanol, reacts with suitable metal salt precursors to give complexes of two general formulae: [M(HL)(Cl)(H2O)2] {M = Mn(II), Co(II), Ni(II) and Cu(II)} and [M(L)(H2O)] {M = Zn(II) and Cd(II)}. Structure of ligand was confirmed by elemental analysis, IR, 1H and 13C NMR and mass spectroscopy, while synthesized complexes were additionally characterized by magnetic susceptibility measurements, molar conductivity measurements, XRD, ESR (for Cu(II)), SEM and thermogravimetric analysis. Spectroscopic studies confirmed a tridentate ONO donor behavior of the ligand towards the central metal ion. The molar conductance (12–17 W–1 cm2 mol–1) measurements in DMSO indicated non-electrolytic nature. Thermal behavior of the complexes suggests their extended stability and the thermal decomposition generally proceeds via partial loss of the organic moiety and ends with the formation of respective metal oxide as a final product. Various kinetic and thermodynamic parameters were evaluated using the Coats-Redfern method. The solid-state electrical conductivity of the complexes measured in the temperature range 303-463 K suggested their semiconducting behavior. The ligand and its metal complexes were screened in vitro for their antibacterial activity against the Gram-positive bacteria S. aureus and B. subtilis, the Gram-negative bacteria E. coli and S. typhi and the fungi C. albicans and A. niger. The obtained results indicated improved activity of the complexes compared to the free ligand against all studied bacterial and fungal species.


2021 ◽  
Vol 7 (1) ◽  
Author(s):  
Vinay Kumar Srivastava

Abstract Background Metal complexes Cu[C13H8O4N]22, Ni[Cl3H8O4N]23, and Co[C13H8O4N]24 of bioinorganic relevance have been synthesized with the Schiff base ligand 2-furylglyoxal–anthranilic acid (FGAA) [C13H9O4N] 1. All the complexes are well characterized by various spectral and physical methods. The antimicrobial activity of the complexes has been studied against some of the pathogenic bacteria and fungi. Results Results indicate that complexes have higher antimicrobial activity than the free ligand. This would suggest that chelation reduces considerably the polarity of the metal ions in the complexes which in turn increases the hydrophobic character of the chelate and thus enables permeation, through the lipid layer of microorganisms. All the complexes were assessed for their anticancer studies against a panel of selected cancer cells HOP62 and BT474 respectively. Results showed that the complexes are promising chemotherapeutic alternatives in the search of anticancer agents. The fluorescence quenching phenomenon is observed in the Schiff base metal complexes. Conclusion The octahedral transition metal complexes 2, 3, and 4 have been obtained by treatment of ligand 2-furylglyoxal-anthranilic acid (FGAA) 1 with metal acetate. Complexes under investigations have shown antimicrobial, potential anticancer, and the DNA binding studies. Graphical abstract


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