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Synthesis, Spectroscopic Characterization, and Biological Evaluation Studies of 5-Bromo-3-(((hydroxy-2-methylquinolin-7-yl)methylene)hydrazono)indolin-2-one and Its Metal (II) Complexes.

Siddappa K, Mayana NS - Bioinorg Chem Appl (2014)

Bottom Line: By these spectral studies it is found that Co(II), Ni(II), and Cu(II) complexes have exhibited octahedral geometry whereas the Zn(II), Cd(II), and Hg(II) complexes have exhibited tetrahedral geometry.The Schiff base (BHMQMHI) and its metal complexes have been screened for their in vitro antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method.In addition, the free ligand along with its complexes has been studied for their antioxidant activity.

View Article: PubMed Central - PubMed

Affiliation: Department of Studies and Research in Chemistry, Gulbarga University, Gulbarga, Karnataka 585106, India.

ABSTRACT
The Schiff base ligand 5-bromo-3-(((8-hydroxy-2-methylquinolin-7-yl)methylene)hydrazono)indolin-2-one (BHMQMHI) was prepared via condensation of 5-bromo-3-hydrazonoindolin-2-one and 7-formyl-8-hydroxy-2-methylquinoline and its Co(II), Ni(II), Cu(II), Zn(II), Cd(II), and Hg(II) complexes have been synthesized and characterized by elemental analysis, conductance data, magnetic susceptibility measurements, IR, UV-Vis, mass spectrometry, (1)H NMR, ESR, XRD, and thermal studies. By these spectral studies it is found that Co(II), Ni(II), and Cu(II) complexes have exhibited octahedral geometry whereas the Zn(II), Cd(II), and Hg(II) complexes have exhibited tetrahedral geometry. Potentiometric studies have been carried out on complexes of Schiff base (BHMQMHI) with Cu(II), Co(II), and Ni(II). Calvin-Bjerrum pH-titration technique as used by Irving and Rossotti has been applied to determine stability constants in mixed solvents at 25 ± 1°C. The present study reports the protonation constants of this ligand and stability constants of its metal complexes in dioxane-water (50%, v/v) mixtures. Metal-ligand stability constants fall in the order of Cu(II) > Co(II) > Ni(II) which is in agreement with those reported by Irving stability order. The Schiff base (BHMQMHI) and its metal complexes have been screened for their in vitro antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method. The DNA cleavage activities of all the complexes were studied by agarose gel electrophoresis method. In addition, the free ligand along with its complexes has been studied for their antioxidant activity.

No MeSH data available.


Related in: MedlinePlus

Plot of pH versus volume of NaOH added.
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fig3: Plot of pH versus volume of NaOH added.

Mentions: The ionization constants of the ionizable group in Schiff base under investigation are determined by a method similar to that described by Calvin-Bjerrum [32]. The average of protons associated with the ligand at different pH values is calculated utilizing acid and ligand titration curves (Figures 3(a) and 3(b)). The pKa values can be calculated from the curves obtained by plotting versus pH. The formation curves are found between 0 and 1. This indicates that the ligands have one dissociable proton. Ligand exhibits only one pKa value in the range of 10.0 in 0.1 M ionic strength and 9.4 in 0.2 M ionic strengths, respectively, in 50% dioxane-water, this can be attributed to the ionization of phenolic –OH of the Schiff base (BHMQMHI).


Synthesis, Spectroscopic Characterization, and Biological Evaluation Studies of 5-Bromo-3-(((hydroxy-2-methylquinolin-7-yl)methylene)hydrazono)indolin-2-one and Its Metal (II) Complexes.

Siddappa K, Mayana NS - Bioinorg Chem Appl (2014)

Plot of pH versus volume of NaOH added.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4209756&req=5

fig3: Plot of pH versus volume of NaOH added.
Mentions: The ionization constants of the ionizable group in Schiff base under investigation are determined by a method similar to that described by Calvin-Bjerrum [32]. The average of protons associated with the ligand at different pH values is calculated utilizing acid and ligand titration curves (Figures 3(a) and 3(b)). The pKa values can be calculated from the curves obtained by plotting versus pH. The formation curves are found between 0 and 1. This indicates that the ligands have one dissociable proton. Ligand exhibits only one pKa value in the range of 10.0 in 0.1 M ionic strength and 9.4 in 0.2 M ionic strengths, respectively, in 50% dioxane-water, this can be attributed to the ionization of phenolic –OH of the Schiff base (BHMQMHI).

Bottom Line: By these spectral studies it is found that Co(II), Ni(II), and Cu(II) complexes have exhibited octahedral geometry whereas the Zn(II), Cd(II), and Hg(II) complexes have exhibited tetrahedral geometry.The Schiff base (BHMQMHI) and its metal complexes have been screened for their in vitro antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method.In addition, the free ligand along with its complexes has been studied for their antioxidant activity.

View Article: PubMed Central - PubMed

Affiliation: Department of Studies and Research in Chemistry, Gulbarga University, Gulbarga, Karnataka 585106, India.

ABSTRACT
The Schiff base ligand 5-bromo-3-(((8-hydroxy-2-methylquinolin-7-yl)methylene)hydrazono)indolin-2-one (BHMQMHI) was prepared via condensation of 5-bromo-3-hydrazonoindolin-2-one and 7-formyl-8-hydroxy-2-methylquinoline and its Co(II), Ni(II), Cu(II), Zn(II), Cd(II), and Hg(II) complexes have been synthesized and characterized by elemental analysis, conductance data, magnetic susceptibility measurements, IR, UV-Vis, mass spectrometry, (1)H NMR, ESR, XRD, and thermal studies. By these spectral studies it is found that Co(II), Ni(II), and Cu(II) complexes have exhibited octahedral geometry whereas the Zn(II), Cd(II), and Hg(II) complexes have exhibited tetrahedral geometry. Potentiometric studies have been carried out on complexes of Schiff base (BHMQMHI) with Cu(II), Co(II), and Ni(II). Calvin-Bjerrum pH-titration technique as used by Irving and Rossotti has been applied to determine stability constants in mixed solvents at 25 ± 1°C. The present study reports the protonation constants of this ligand and stability constants of its metal complexes in dioxane-water (50%, v/v) mixtures. Metal-ligand stability constants fall in the order of Cu(II) > Co(II) > Ni(II) which is in agreement with those reported by Irving stability order. The Schiff base (BHMQMHI) and its metal complexes have been screened for their in vitro antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method. The DNA cleavage activities of all the complexes were studied by agarose gel electrophoresis method. In addition, the free ligand along with its complexes has been studied for their antioxidant activity.

No MeSH data available.


Related in: MedlinePlus