Synthesis, Characterization and Biological Activity of Nitrogen­ Oxygen-Sulfur (NOS) Transition Metal Complexes Derived from Novel S-2,4-dichlorobenzyldithiocarbazate with 5-fluoroisatin

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.


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.


2012 ◽  
Vol 9 (3) ◽  
pp. 1543-1549
Author(s):  
Eman Turky Shamkhy ◽  
Isam Hussain T. Al-Karkhi

A novel Schiff base 2-{(E)-[(2,4-dichlorophenyl)imino]methyl}phenol (LB) was synthesized from the condensation reaction of 2,4-dichloroaniline with salicyladehyde in [1:1] ratio in the presence of glacial acetic acid as catalyst. Complexation reaction of this Schiff base with copper (II), cobalt (II) as nitrate salts and with Rhodium (III) as chloride salt to produce three coordinate metal complexes, with a Schiff base: Metal ion ratio of 2:1. These compounds have been characterized by a variety of physico-chemical and spectroscopic techniques. The ligand and its metal complexes were expected to show an interesting bioactivity and cytotoxicity.


Author(s):  
E. Vijaya Sekhar ◽  
Subhas S. Karki ◽  
Javarappa Rangaswamy ◽  
Mahesh Bhat ◽  
Sujeet Kumar

Abstract Background Sulfonamides (sulfa drugs) and the metals like mercury, copper, and silver bear antimicrobial properties. The discovery of broad-spectrum antibiotics such as penicillins, cephalosporins, and fluoroquinolones has reduced their use. However, in some instances these drugs are the first-line treatment. The metal-based sulfonamide (e.g., silver sulfadiazine) is considered as first choice treatment in post-burn therapy while the use of silver nanoparticle-cephalexin conjugate to cure Escherichia coli infection explains the synergistic effect of sulfa drugs and their metal conjugates. With growing interest in metal-based sulfonamides and the Schiff base chemistry, it was decided to synthesize sulfonamide Schiff base metal complexes as antioxidant and antimicrobial agent. Results The Fe (III), Ru (III), Co (II), Ni (II), Cu (II), Pd (II), Zn (II), Cd (II), and Hg (II) metal complexes of 4-((thiophen-2-ylmethylene)-amino)-benzenesulfonamide (TMABS) were prepared and studied for thermal stability, geometry, and other electronic properties. The ligand TMABS (Schiff base) and its metal complexes were screened in-vitro for 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging and antimicrobial properties against Gram-positive (+ve) Bacillus subtilis (MTCC-441), Staphylococcus aureus (MTCC 7443), Gram-negative (-ve) Escherichia coli (MTCC 40), Salmonella typhi (MTCC 3231), and fungal strains Aspergillus niger (MTCC-1344) and Penicillium rubrum by agar well diffusion method. Results summarized in Tables 3, 4, and 5 represent the inhibitory concentration (IC50) in micromole (μM). The zone of inhibition (ZI) in millimeter (mm) represents antimicrobial properties of TMABS and its metal complexes. Conclusions The synthesized sulfanilamide Schiff base (TMABS) behaved as a neutral and bidentate ligand coordinating with metal ions through its azomethine nitrogen and thiophene sulfur to give complexes with coordination number of 4 and 6 (Fig. 3). The nucleophilic addition of sulfanilamide amino group (–NH2) group to carbonyl carbon (>C=O) of benzaldehyde gave sulfanilamide Schiff base (imine) (Fig. 2). All the metal complexes were colored and stable at room temperature. With IC50 of 9.5 ± 0.1 and 10.0 ± 0.7 μM, the Co, Cu, and Pd complexes appeared better antioxidant than the ligand TMABS (155.3±0.1 μM). The zone of inhibition (ZI) of Hg (28 mm) and Ru complexes (20 mm) were similar to the ligand TMABS (20 mm) against Aspergillus niger (MTCC-1344) as in Figs. 4, 5, and 6. None of the synthesized derivatives had shown better antimicrobial properties than the standard streptomycin sulfate and fluconazole.


2020 ◽  
Vol 32 (7) ◽  
pp. 1768-1772
Author(s):  
Anita Rani ◽  
Manoj Kumar ◽  
Hardeep Singh Tuli ◽  
Zahoor Abbas ◽  
Vinit Prakash

The study describes the synthesis, characterization and biological activity of a novel Schiff base ligand and its transition metal complexes. The Schiff base ligand was obtained by a condensation reaction between 4-hydroxy-3-methoxybenzaldehyde (p-vanillin) and hydrazine hydrate using ethanol as solvent. A new series of Ni(II) and Fe(III) complexes were also derived by reaction of prepared Schiff base ligand with NiCl2 and FeCl3. Both the ligand and its metal complexes were characterized by solubility, melting point and elemental analysis. These compounds were further identified by analytical techniques, FTIR, NMR and mass spectrometry. The ligand and its transition metal complexes were also subjected to in vitro biological activities i.e. antimicrobial, antiangiogenic and DNA photo cleavage. For antimicrobial activity compounds were tested against two strains of bacteria and two strains of fungi. Different concentrations of prepared compounds were treated with fertilized chicken eggs and plasmid DNA to find out antiangiogenic and DNA photocleavage activity, respectively.


2020 ◽  
Vol 13 (1) ◽  
pp. 217-221
Author(s):  
P.M. Jadhav

Schiff bases and their metal complexes are wide range of biological applications and are synthesized from the condensation reaction of amino compounds with carbonyl compounds. Schiff base and their metal complexes have a wide variety of applications in food and dye industry, agrochemical, polymer, catalysis, analytical chemistry, antifertility, antiinflammatory activity, antiradical activity, and biological system as enzymatic agents. Several have reviewed them of their antimicrobial, antibacterial, antifungal, antitumor, and cytotoxic activities. This review summarized the most promising biological activities of Schiff bases and their metal complexes


2021 ◽  
Vol 2021 ◽  
pp. 1-9
Author(s):  
Zahra Moodi ◽  
Ghodsieh Bagherzade ◽  
Janny Peters

Quercetin (3,3′,4′,5,7-pentahydroxyflavone) is one of the dietary flavonoids, distributed in medicinal plants, vegetables, and fruits. Quercetin has the ability to bind with several metal ions to increase its biological activities. In the last two decades, quercetin has attracted considerable attention due to the biological and pharmaceutical activities such as antioxidant, antibacterial, and anticancer. In the present study, quercetin and ethanolamine were used for the synthesis Schiff base complex, which was characterized by IR, 1H NMR, and 13C NMR spectroscopy. The Schiff base has been employed as a ligand for the synthesis of novel nanoscale Cu (II) complex. The product was characterized by FT-IR spectroscopy, FESEM, and XRD. Significantly, the product showed remarkable catalytic activity towards the oxidation of primary and secondary alcohols. The antibacterial activity of the final product was assessed against Staphylococcus aureus (Gram‐positive) and Escherichia coli (Gram‐negative) bacteria using an inhibition zone test. The synthesized nanoscale Cu (II) complex exhibited a strong antibacterial activity against both Gram-positive and Gram-negative bacteria.


2020 ◽  
Vol 13 (2) ◽  
pp. 1-8
Author(s):  
R.K. Sree Devi ◽  
S. SudhaKumari

Transition metal complexes of Cu(II), Ni(II), Co(II) with a Schiff base Ligand (R,Z)-2-(2-hydroxy-3-methoxybenzylideneamino)-5-guanidinopentanoic acid (HMA-GPA) was synthesized by the condensation of 2-hydroxy-3-methoxybenzaldehyde and L- Arginine. These were characterized by elemental analysis IR, UV, magnetic susceptibility and molar conductivity measurements. The IR spectra of the Ligand HMA-GPA and the metal complexes suggest that the Ligand coordinates the metal ion through azomethine nitrogen, carboxylate Oxygen and Oxygen of the phenolic -OH group. The electronic absorption spectra and magnetic data indicate the Cu(II), Ni(II)complexes to be square planar and Co(II) complex to be octahedral. The metal complexes and the ligand were subjected to antimicrobial studies by Kirby Bayer Disc-diffusion method and found to have significant activity against the selected bacterial and fungal strains under study.


2019 ◽  
Vol 48 (37) ◽  
pp. 14164-14177 ◽  
Author(s):  
Abani Sarkar ◽  
Aratrika Chakraborty ◽  
Amit Adhikary ◽  
Suvendu Maity ◽  
Arnab Mandal ◽  
...  

Oxidation state dependent catecholase activity has been explored with Mn-Schiff-base complex which transform oxidation state from +ii to +iii in solution with time by combined experimental and theoretical investigations.


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