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Synthesis of Two Mononuclear Schiff Base Metal (M = Fe, Cu) Complexes: MOF Structure, Dye Degradation, H2O2 Sensing, and DNA Binding Property.

ABSTRACT: O-Vanillin and ethylenediamine were used for the synthesis of N,N'-bis(O-vanillinidene)ethylenediamine (O-VEDH2) Schiff base ligand, which was characterized by UV-visible and 1H NMR spectroscopy. The Schiff base ligand O-VEDH2 has been employed to synthesize novel [C18H22FeN2O6]NO3 (1) and C18H16CuN2O5 (2) complexes by the simple slow evaporation method. The single crystals were characterized by X-ray crystallography, as well as Fourier-transform infrared and UV-visible spectroscopy techniques. Complexes 1 and 2 crystallize in monoclinic and orthorhombic space groups with P121/n1 (14) and Pnma (62) point groups, respectively, and both show metal-organic frameworks like structures. Complexes 1 and 2 have optical band gaps of 4.1 and 2.9 eV, respectively, indicating their semiconducting properties. The dye degradation activity and H2O2 sensing of the complexes 1 and 2 were determined in different conditions. The photocatalytic test was performed in the presence of sunlight, methylene blue (MB), and complexes 1 and 2. An interesting result was obtained that complex 2 has degradation ability against MB and the rate constant (K) is 5.46 × 10-5 s-1, whereas complex 1 has H2O2 sensing properties. Both complexes are bound to Calf-thymus DNA by intercalation binding mode, and binding constants (K b) of complexes 1 and 2 are 3.77 × 103 and 1.49 × 104 M-1, respectively.

SUBMITTER: Ghosh MK

PROVIDER: S-EPMC6777120 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Synthesis of Two Mononuclear Schiff Base Metal (M = Fe, Cu) Complexes: MOF Structure, Dye Degradation, H2O2 Sensing, and DNA Binding Property.

Ghosh Mithun Kumar MK Pathak Sayantan S Ghorai Tanmay Kumar TK

ACS omega 20190917 14

O-Vanillin and ethylenediamine were used for the synthesis of N,N'-bis(O-vanillinidene)ethylenediamine (O-VEDH2) Schiff base ligand, which was characterized by UV-visible and 1H NMR spectroscopy. The Schiff base ligand O-VEDH2 has been employed to synthesize novel [C18H22FeN2O6]NO3 (1) and C18H16CuN2O5 (2) complexes by the simple slow eva ...[more]

PMID: 31592474

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Project description:A mononuclear Cu(II) complex [Cu(HL)(o-phen)]·H2O (1) [H3L =, o-phen = 1,10-phenanthroline] was isolated from methanol, and its X-ray single-crystal structure was determined. Frozen glass X-band EPR of 1 in dimethylformamide (DMF) at LNT showed a spectrum that is characteristic of a monomeric tetragonal character with g ∥ = 2.164, g ⊥ = 2.087, A ∥ = 19.08 mT, and A ⊥ ≤ 4 mT. Electronic spectroscopic studies using calf thymus DNA (CT-DNA) showed strong binding affinity of 1 as reflected from its intrinsic binding constant (K b) value of 2.85 × 105 M-1. Competitive behavior of 1 with ethidium bromide (EB) displayed intercalative binding of DNA (K app = 1.3 × 106 M-1). The compound displayed significant oxidative cleavage of pUC19 DNA. The interaction between HSA and complex 1 was examined by employing fluorescence and electronic absorption spectroscopic experiments. The secondary and tertiary structures of HSA were found to be altered as suggested by three-dimensional (3D) fluorescence experiments. The affinity of 1 to bind to HSA was found to be strong as indicated from its value of the binding constant (K a = 2.89 × 105 M-1). Intrinsic fluorescence of the protein was found to be reduced through a mechanism of static quenching as suggested from the k q (2.01 × 1013 M-1 s-1) value, the bimolecular quenching constant. The Förster resonance energy transfer (FRET) process may also be accounted for such a high k q value. The r value (2.85 nm) calculated from FRET theory suggested that the distance between complex 1 (acceptor) and HSA (donor) is quite close. Complex 1 primarily bound to HSA in subdomain IIA as suggested by molecular docking studies. IC50 values (0.80 and 0.43 μM, respectively) obtained from the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with HeLa and MCF7 cells suggested remarkable in vitro anticancer activity of 1. Nuclear dual staining assays revealed that cell death occurred via apoptosis in HeLa cells and reactive oxygen species (ROS) accumulation caused apoptosis induction. On treatment with a 5 μM dose of 1 in HeLa cells, the cell population significantly increased in the G2/M phase, while it was decreased in G0/G1 and S phases as compared to the control, clearly indicating G2/M phase arrest.

Dataset Information

Synthesis of Two Mononuclear Schiff Base Metal (M = Fe, Cu) Complexes: MOF Structure, Dye Degradation, H2O2 Sensing, and DNA Binding Property.

Publications

Synthesis of Two Mononuclear Schiff Base Metal (M = Fe, Cu) Complexes: MOF Structure, Dye Degradation, H<sub>2</sub>O<sub>2</sub> Sensing, and DNA Binding Property.

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