2015•Arabian Journal of ChemistryOpen access

Syntheses, spectral characterization, thermal properties and DNA cleavage studies of a series of Co(II), Ni(II) and Cu(II) polypyridine complexes with some new imidazole derivatives of 1,10-phenanthroline

Shaikh Kabeer Ahmed, Shaikh Khaled

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Abstract

In the present study three new imidazole derivatives of phen, 2-(4-hydroxy-3,5-diiodophenyl) imidazo[4,5- f ][1,10]phenanthroline L 1 , 2-(2-hydroxy-3,5-diiodophenyl)imidazo[4,5- f ][1,10]phenanthroline L 2 , 2-(4-hydroxy-5-iodo-3-methoxyphenyl)imidazo[4,5- f ][1,10]phenanthroline L 3 and their nine new polypyridine complexes[M(N–N) 2 (L 1–3 )](OAc) 2 ·( n H 2 O) where M is Ni(II), Co(II) and Cu(II) and where (N–N) 2 is 2,2′-bipyridine (bpy) 2 or 1,10-phenanthroline (phen) 2 have been synthesized from the reaction of the metal precursor complexes [M(phen) 2 (OAc) 2 ]·( n H 2 O) and [M(bpy) 2 (OAc) 2 ]·( n H 2 O) with the respective ligands in ethanol and water. The structures of the compounds were determined with the aid of elemental analysis and FT-IR, UV–Vis, 1 H NMR, ESR spectroscopic methods, magnetic measurements and conductance measurements, further analyzed by powder XRD and thermal studies. Elemental analysis data suggested that the complexes have a 1:2:1 molar ratio among the metal and phen or bpy and L 1 /L 2 or L 3 ligands. The spectral data show that all the complexes were six coordinated and possess octahedral geometry around the metal ions. The X-band ESR spectrum of the Cu(II) in DMSO solution at room temperature was recorded and observed anisotropic g values indicate the presence of metal ion in an octahedral environment. The powder XRD patterns of complexes recorded in the range (2 θ = 0–80°) and average crystallite size ( d XRD ) was calculated using Scherrer’s formula. Thermal decomposition profiles of complexes show high decompound temperatures indicating a good thermal stability. Binding of the complexes with calf thymus DNA (CT DNA) has been investigated by gel electrophoresis. The experimental results indicate that the complexes bind to DNA by intercalation mode and found to promote cleavage of plasmid pBR 322 DNA from the supercoiled form I to the open circular form II upon irradiation.

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In the present study three new imidazole derivatives of phen, 2-(4-hydroxy-3,5-diiodophenyl) imidazo[4,5- f ][1,10]phenanthroline L 1 , 2-(2-hydroxy-3,5-diiodophenyl)imidazo[4,5- f ][1,10]phenanthroline L 2 , 2-(4-hydroxy-5-iodo-3-methoxyphenyl)imidazo[4,5- f ][1,10]phenanthroline L 3 and their nine new polypyridine complexes[M(N–N) 2 (L 1–3 )](OAc) 2 ·( n H 2 O) where M is Ni(II), Co(II) and Cu(II) and where (N–N) 2 is 2,2′-bipyridine (bpy) 2 or 1,10-phenanthroline (phen) 2 have been synthesized from the reaction of the metal precursor complexes [M(phen) 2 (OAc) 2 ]·( n H 2 O) and [M(bpy) 2 (OAc) 2 ]·( n H 2 O) with the respective ligands in ethanol and water. The structures of the compounds were determined with the aid of elemental analysis and FT-IR, UV–Vis, 1 H NMR, ESR spectroscopic methods, magnetic measurements and conductance measurements, further analyzed by powder XRD and thermal studies. Elemental analysis data suggested that the complexes have a 1:2:1 molar ratio among the metal and phen or bpy and L 1 /L 2 or L 3 ligands. The spectral data show that all the complexes were six coordinated and possess octahedral geometry around the metal ions. The X-band ESR spectrum of the Cu(II) in DMSO solution at room temperature was recorded and observed anisotropic g values indicate the presence of metal ion in an octahedral environment. The powder XRD patterns of complexes recorded in the range (2 θ = 0–80°) and average crystallite size ( d XRD ) was calculated using Scherrer’s formula. Thermal decomposition profiles of complexes show high decompound temperatures indicating a good thermal stability. Binding of the complexes with calf thymus DNA (CT DNA) has been investigated by gel electrophoresis. The experimental results indicate that the complexes bind to DNA by intercalation mode and found to promote cleavage of plasmid pBR 322 DNA from the supercoiled form I to the open circular form II upon irradiation.

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Available abstract

In the present study three new imidazole derivatives of phen, 2-(4-hydroxy-3,5-diiodophenyl) imidazo[4,5- f ][1,10]phenanthroline L 1 , 2-(2-hydroxy-3,5-diiodophenyl)imidazo[4,5- f ][1,10]phenanthroline L 2 , 2-(4-hydroxy-5-iodo-3-methoxyphenyl)imidazo[4,5- f ][1,10]phenanthroline L 3 and their nine new polypyridine complexes[M(N–N) 2 (L 1–3 )](OAc) 2 ·( n H 2 O) where M is Ni(II), Co(II) and Cu(II) and where (N–N) 2 is 2,2′-bipyridine (bpy) 2 or 1,10-phenanthroline (phen) 2 have been synthesized from the reaction of the metal precursor complexes [M(phen) 2 (OAc) 2 ]·( n H 2 O) and [M(bpy) 2 (OAc) 2 ]·( n H 2 O) with the respective ligands in ethanol and water. The structures of the compounds were determined with the aid of elemental analysis and FT-IR, UV–Vis, 1 H NMR, ESR spectroscopic methods, magnetic measurements and conductance measurements, further analyzed by powder XRD and thermal studies. Elemental analysis data suggested that the complexes have a 1:2:1 molar ratio among the metal and phen or bpy and L 1 /L 2 or L 3 ligands. The spectral data show that all the complexes were six coordinated and possess octahedral geometry around the metal ions. The X-band ESR spectrum of the Cu(II) in DMSO solution at room temperature was recorded and observed anisotropic g values indicate the presence of metal ion in an octahedral environment. The powder XRD patterns of complexes recorded in the range (2 θ = 0–80°) and average crystallite size ( d XRD ) was calculated using Scherrer’s formula. Thermal decomposition profiles of complexes show high decompound temperatures indicating a good thermal stability. Binding of the complexes with calf thymus DNA (CT DNA) has been investigated by gel electrophoresis. The experimental results indicate that the complexes bind to DNA by intercalation mode and found to promote cleavage of plasmid pBR 322 DNA from the supercoiled form I to the open circular form II upon irradiation.

Key concepts: Chemistry, Imidazole, Phenanthroline, Metal, Octahedral molecular geometry, Octahedron, Crystallography, Metal ions in aqueous solution

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Syntheses, spectral characterization, thermal properties and DNA cleavage studies of a series of Co(II), Ni(II) and Cu(II) polypyridine complexes with some new imidazole derivatives of 1,10-phenanthroline — Research Paper | ScholarLens