Synthesis, crystal structure, DNA binding and antitumor studies of ß-diketonate complexes of divalent copper, zinc and palladium

Synthesis, crystal structure, DNA binding and antitumor studies of ß-diketonate complexes of divalent copper, zinc and palladium

This paper reports a simple approach for the synthesis of three pairs of novel mononuclear β-diketonate complexes of copper(II), zinc(II) and palladium(II) from monobasic O^O donor ligands 3-phenyl-4-fluorobenzolyl-5-isoxazolone (HL1) and 3-phenyl-4-toluyl-5-isxoazolone (HL2). The synthesized compou...

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Bibliographic Details
Published in:Inorganica Chimica Acta Vol. 469; p. 76
Main Authors: Lavanya, M, Jagadeesh, M, Haribabu, J, Karvembu, R, Rashmi, HK, Maheswari Devi, P Uma, Reddy, A Varada
Format: Journal Article
Language:English
Published: Amsterdam Elsevier Science Ltd 01-01-2018
Subjects:
Anticancer properties
Apoptosis
Chemical synthesis
Coordination compounds
Copper
Copper compounds
Crystal structure
Deoxyribonucleic acid
Diffraction
DNA
Fluorescence
Iridium
Ligands
Molecular chains
NMR
Nuclear magnetic resonance
Palladium
Parameters
Single crystals
Substitutes
Thermogravimetric analysis
Unit cell
X-ray diffraction
Zinc
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Summary:This paper reports a simple approach for the synthesis of three pairs of novel mononuclear β-diketonate complexes of copper(II), zinc(II) and palladium(II) from monobasic O^O donor ligands 3-phenyl-4-fluorobenzolyl-5-isoxazolone (HL1) and 3-phenyl-4-toluyl-5-isxoazolone (HL2). The synthesized compounds are characterized by FT-IR, ESI/FAB mass, 1H NMR, UV–visible and thermogravimetric analyses. The free ligand HL1 and the copper(II) complex, [Cu(L2)2(CH3OH)2] are unambiguously characterized by single crystal X-ray diffraction studies. The free ligand HL1 has adopted orthorhombic crystal system with P2(1) space group and the unit cell parameters are a = 8.1552(3), b = 10.1169(4), c = 17.0819(6) Å, and α = β = γ = 90°. The crystal structure of the complex, [Cu(L2)2(CH3OH)2] is monoclinic with P2(1)/c space group and the unit cell parameters are a = 10.2571(2), b = 16.2640(3), c = 20.1717(3) Å, and α = 90, β = 99.56 and γ = 90°. The copper(II) complex has adopted distorted octahedral geometry where the z-axis is occupied by two solvent methanol molecules according to the crystal data. While the EPR spectra of both the Cu(II) complexes display a strong axial signal with g|| ≈ 2.2 and g⊥ ≈ 2.0, which obviously suggests the square planar geometry around the copper(II) ion. The interaction of the complexes with calf thymus DNA (CT-DNA) was investigated using UV–visible and fluorescence spectroscopic techniques. Anticancer activity of the complexes revealed their potential towards inhibiting the growth of human breast cancer cell lines, MDA-MB-231. The palladium complexes of both the ligands are found to be good in exhibiting apoptosis. Moreover, the complexes of fluoro-substituted ligand are better antimicrobial agents when compared with those of methyl substituted ligand.
ISSN:0020-1693
1873-3255