scholarly journals Spectral, Molecular Modeling, and Biological Activity Studies on New Schiff’s Base of Acenaphthaquinone Transition Metal Complexes

2021 ◽  
Vol 2021 ◽  
pp. 1-17
Author(s):  
Khlood S. Abou Melha ◽  
Gamil A. Al-Hazmi ◽  
Ismail Althagafi ◽  
Arwa Alharbi ◽  
Ali A. Keshk ◽  
...  

The newly synthesized Schiff’s base derivative, N-allyl-2-(2-oxoacenaphthylen-1(2H)-ylidene)hydrazine-1-carbothioamide, has been characterized by different spectral techniques. Its reaction with Co(II), Ni(II), and Zn(II) acetate led to the formation of 1 : 1 (M:L) complexes. The IR and NMR spectral data revealed keto-thione form for the free ligand. On chelation with Co(II) and Ni(II), it behaved as mononegative and neutral tridentate via O, N1, and S donors, respectively, while it showed neutral bidentate mode via O and N1 atoms with Zn(II). The electronic spectra indicated that all the isolated complexes have an octahedral structure. The thermal gravimetric analyses confirmed the suggested formula and the presence of coordinated water molecules. The XRD pattern of the metal complexes showed that both Co(II) and Ni(II) have amorphous nature, while Zn(II) complex has monoclinic crystallinity with an average size of 9.10 nm. DFT modeling of the ligand and complexes supported the proposed structures. The calculated HOMO-LUMO energy gap, ΔEH-L, of the ligand complexes was 1.96–2.49 eV range where HAAT < Zn(II) < Ni(II) < Co(II). The antioxidant activity investigation showed that the ligand and Zn(II) complex have high activity than other complexes, 88.5 and 88.6%, respectively. Accordingly, the antitumor activity of isolated compounds was examined against the hepatocellular carcinoma cell line (HepG2), where both HAAT and Zn(II) complex exhibited very strong activity, IC50 6.45 ± 0.25 and 6.39 ± 0.18 μM, respectively.

2021 ◽  
Vol 23 (09) ◽  
pp. 81-111
Author(s):  
Fazlur Rahaman ◽  
◽  
Priti Gupta ◽  
Prabhat Gautam ◽  
Subrata Monadal ◽  
...  

A series of Cu(II), Co(II), Ni(II), Zn(II) and Cd(II) complexes of (E)-2-(5-chloro-2-hydroxybenzylidene)-N-(4-phenylthiazol-2-yl)hydrazinecarboxamide (HL) with ONO donor ligand was synthesized. The ligand (HL) was prepared by the condensation of N-(4-phenylthiazol-2-yl)hydrazinecarboxamide with 5-chloro-2-hydroxybenzaldehyde. The HL and its metal complexes have been characterized using elemental analysis and various spectral techniques such as, FTIR, 1H and 13C NMR, Mass, UV–Visible, ESR, thermal analysis (TGA), magnetic moment, conductivity and powder-XRD. The Powder XRD pattern indicates hexagonal or tetragonal system for HL and its metal complexes. The fluorescence studies exhibits strong emission in the range of 400-500 nm for HL. Further in comparison the HL, Zn(II) and Cd(II) complexes showed enhanced emission whereas Cu(II), Co(II) and Ni(II) showed poor emission. The antimicrobial activities of the HL and its metal complexes were studied by minimum inhibitory concentration (MIC) method wherein the metal complexes showed better activity as compare to free ligand.


2020 ◽  
Vol 32 (8) ◽  
pp. 1903-1908
Author(s):  
Murugan Selvamariammal ◽  
Maruthappan Malarvizhi

Some novel series of 5-chloro isatin and 4-aminoantipyrine based Schiff bases with transition metal(II) complexes of (Cu, Co, Ni and Zn) have been prepared and characterized by physical, analytical and spectral data. The synthesized ligand behaves as a neutral tridentate is confirmed by spectral techniques. During the complexation, the stoichiometry ratio 1:2 (metal:ligand) is followed and an octahedral arrangement is adopted by all the metal complexes. The calf-thymus DNA interacts with complexes via an intercalative mode is studied by electronic absorption titration. Moreover, all these synthesized metal(II) complexes were tested against a set of bacterial and fungal strains reveals that complexes exhibit better activity than free ligand.


2010 ◽  
Vol 7 (2) ◽  
pp. 67
Author(s):  
Mohd Abdul Fatah Abdul Manan ◽  
Hadariah Bahron ◽  
Karimah Kassim ◽  
Mohd Asrul Hafaz Mohamad ◽  
Syed Nazmi Sayed Mohamad

A novel Schiff base containing nitrogen-oxygen-sulfur (NOS) donor atoms formed from the condensation reaction of S-2,4-dichlorobenzyldithiocarbazate (S-2,4BDTC) with 5-fluroisatin has been synthesized. Complexes of cobalt(II), nickel(II), copper(II), zinc(II) and cadmium(II) with this Schiff base have been prepared and characterized using elemental analysis and various physico-chemical techniques. In the cobalt(II) and nickel(II) complexes the Schiff base behaves as a uninegatively charged tridentate nitrogen-oxygen-sulfur (NOS) chelating ligand, bonding through the azomethine nitrogen, thiolate sulfur and carbonylic oxygen of the isatin moiety. However, in the copper(II), zinc(II) and cadmium(II) complexes the Schiff base behaves as a nitrogen-sulfur (NS) bidentate chelating ligand, bonding through the azomethine nitrogen and thiolate sulfur. The Schiff base and the metal complexes were evaluated with respect to antimicrobial activity, which was performed in relation to two selected pathogenic microbials (Bacillus subtilis and Pseudomonas aeruginosa). It was observed that only the zinc Schiff base complex exhibited strong activity against the Bacillus subtilis bacteria with an inhibition zone of 25 mm. 


2010 ◽  
Vol 7 (2) ◽  
pp. 67
Author(s):  
Mohd Abdul Fatah Abdul Manan ◽  
Hadariah Bahron ◽  
Karimah Kassim ◽  
Mohd Asrul Hafiz Muhamad ◽  
Syed Nazmi Sayed Mohamad

A novel Schiff base containing nitrogen-oxygen-sulfur (NOS) donor atoms formed from the condensation reaction of S-2,4- dichlorobenzyldithiocarbazate (S-2.4BDTC) with 5-fluroisatin has been synthesized. Complexes of cobalt(ll), nickel(ll), copper(ll), zinc(ll) and cadmium(ll) with this Schiff base have been prepared and characterized using elemental analysis and various physico-chemical techniques. In the cobalt(ll) and nickel(II) complexes the SchifJbase behaves as a uninegatively charged tridentate nitrogen-oxygen-sulfur (NOS) chelating ligand, bonding through the azomethine nitrogen, thiolate sulfur and carbonylic oxygen of the isatin moiety. However. in the copper(ll), zinc(II) and cadmium(II) complexes the Schiff base behaves as a nitrogen-sulfur (NS) bidentate chelating ligand, bonding through the azomethine nitrogen and thiolate sulfur. The Schiff base and the metal complexes were evaluated with respect to antimicrobial activity, which was performed in reallion to two selected pathogenic microbials (Bacillus subtilis and Pseudomonas aeruginosa). It was observed that only the zinc Schiffbase complex exhibited strong activity against the Bacillus subtilis bacteria with an inhibition zone of25 mm.


2018 ◽  
Vol 69 (7) ◽  
pp. 1678-1681
Author(s):  
Amina Mumtaz ◽  
Tariq Mahmud ◽  
M. R. J. Elsegood ◽  
G. W. Weaver

New series of copper (II), cobalt (II), zinc (II), nickel (II), manganese (II), iron (II) complexes of a novel Schiff base were prepared by the condensation of sulphadizine and pyridoxal hydrochloride. The ligand and metal complexes were characterized by utilizing different instrumental procedures like microanalysis, thermogravimetric examination and spectroscopy. The integrated ligand and transition metal complexes were screened against various bacteria and fungus. The studies demonstrated the enhanced activity of metal complexes against reported microbes when compared with free ligand.


Author(s):  
Thoria Diab ◽  
Tarek M. Mohamed ◽  
Alaa Hamed ◽  
Mohamed Gaber

Background: Chemotherapy is currently the most utilized treatment for cancer. Therapeutic potential of metal complexes in cancer therapy has attracted a lot of interest. The mechanisms of action of most organometallic complexes are poorly understood. Objective: This study was designed to explore the mechanisms governing the anti-proliferative effect of the free ligand N1,N6‐bis((2‐hydroxynaphthalin‐1‐yl)methinyl)) adipohydrazone (H2L) and its complexes of Mn(II), Co(II), Ni(II) and Cu(II). Methods: Cells were exposed to H2L or its metal complexes where cell viability determined by MTT assay. Cell cycle was analysed by flow cytometry. In addition, qRT-PCR was used to monitor the expression of Bax and Bcl-2. Moreover, molecular docking was carried out to find the potentiality of Cu(II) complex as an inhibitor of Adenosine Deaminase (ADA). ADA, Superoxide Dismutase (SOD) and reduced Glutathione (GSH) levels were measured in the most affected cancer cell line. Results: The obtained results demonstrated that H2L and its Cu(II) complex exhibited a strong cytotoxic activity compared to other complexes against HepG2 cells (IC50 = 4.14±0.036μM/ml and 3.2±0.02μM/ml), respectively. Both H2L and its Cu(II) complex induced G2/M phase cell cycle arrest in HepG2 cells. Additionally, they induced apoptosis in HepG2 cells via upregulation of Bax and downregulation of Bcl-2. Interestingly, the activity of ADA was decreased by 2.8 fold in HepG2 cells treated with Cu(II) complex compared to untreated cells. An increase of SOD activity and GSH level in HepG2 cells compared to control was observed. Conclusion: The results concluded that Cu(II) complex of H2L induced apoptosis in HepG2 cells. Further studies are needed to confirm its anti-cancer effect in vivo.


2019 ◽  
Vol 32 (1) ◽  
pp. 209-214
Author(s):  
Deepak Kumar ◽  
Arun Kumar Singh ◽  
Ajay Kumar ◽  
Dayanand Prasad ◽  
Vijay Kumar ◽  
...  

2,4,5-Trimethoxybenzaldehyde was condensed with S-benzyldithiocarbazate to give Schiff base 2,4,5-trimethoxy benzaldehyde-S-benzyldithiocarbazone (BBTC), which was used for complexation with Mn(II), Fe(II) and Co(II) metal ions. The complexes were formulated as M(BBTC)2X2 where X is Cl−, NO3− and CH3COO−. The FTIR spectra of the metal complexes in comparison to that of free ligand suggested the coordination through azomethine nitrogen and thion sulphur forming six membered chelating with metal ion. The magnetic susceptibility and electronic spectral bands revealed octahedral symmetry (Oh) around Mn(II) but tetragonally distorted octahedral symmetry (D4h) of Fe(II) and Co(II) complexes. The positive value of Dt for Fe(II) (68.42-135.2 cm-1) and Co(II) (263-280 cm-1) clearly indicated elongation along z-axis in these complexes which was also supported by the less value of Dq(z) than Dq(xy) for the metal complexes. The ligand as well as its metal complexes have been found active against the bacteria Escherichia coli and Staphylococcus aureus, and antibacterial activity of the free ligand has been observed to have enhanced in metal complexes.


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