Synthesis, characterization, crystal structure and DNA, HSA-binding studies of four Schiff base complexes derived from salicylaldehyde and isopropylamine

Dehkhodaei, Monireh; Khorshidifard, Mahsa; Rudbari, Hadi Amiri; Sahihi, Mehdi; Azimi, Gholamhassan; Habibi, Neda; Taheri, Salman; Brunò, Giuseppe; Azadbakht, Reza

doi:10.1016/j.ica.2017.05.035

Cited by 35 publications

(17 citation statements)

References 79 publications

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“…In the case of the 1:2 complexes the metal ion coordinates with N15, O22 of ligand 1 to form a six‐membered ring, namely MO22C4C3N14N15, and with N26 and O46 of ligand 2 to form another six‐membered ring, namely MN26N23C34C33O46, and with two water molecules via O24 and O25 to form octahedral structures. There is good agreement between the experimental X‐ray bond lengths obtained for some related coumarin complexes and our computed bond lengths at the B3LYP/6‐311G** level of theory (Tables and ). In the case of the 1:1 complexes, most M─N and M─O bonds show elongation upon complexation.…”

Section: Resultssupporting

confidence: 79%

Synthesis, spectroscopic properties, density functional theory calculations and nonlinear optical properties of novel complexes of 5‐hydroxy‐4,7‐dimethyl‐6‐(phenylazo)coumarin with Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) metal ions

Abdel‐Latif

Moustafa

2018

Applied Organom Chemis

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5-Hydroxy-4,7-dimethyl-6-(phenylazo)coumarin (L) has been synthesized and its novel complexes with Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) metal ions have also been prepared and identified using various analytical tools. The complexes are octahedral binding via one/two oxygen, nitrogen atoms for 1:1 and 1:2 complexes and two/three coordinated water molecules. All the prepared solid complexes behave as neutral in dimethylformamide. The optimized structures of the studied complexes were theoretically investigated at the B3LYP/6-311G** level. Molecular stability and bond strengths were investigated by applying natural bond orbital analysis. The geometries of the studied complexes are non-planar as indicated from the values of dihedral angles. The global properties of hardness, global softness and electronegativity were computed. The calculated small energy gap between highest occupied and lowest unoccupied molecular orbital energies shows that charge transfer occurs within the complexes. The obtained total static dipole moment, mean polarizability, anisotropy of polarizability and mean first-order hyperpolarizability (<β>) were compared with those of urea as a reference material. The results for <β> showed that the complexes are excellent candidates as nonlinear optical materials. The three-dimensional plots of the molecular electrostatic potential for some selected complexes were investigated.

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Section: Resultssupporting

confidence: 79%

Synthesis, spectroscopic properties, density functional theory calculations and nonlinear optical properties of novel complexes of 5‐hydroxy‐4,7‐dimethyl‐6‐(phenylazo)coumarin with Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) metal ions

Abdel‐Latif

Moustafa

2018

Applied Organom Chemis

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“…In the 1 H‐NMR spectrum of the free ligand, the NH 2 protons signal was observed as a singlet signal at 5.02 ppm . Also, the spectrum showed the protons of methyl group at 1.20 ppm . The mass spectrum of the synthesized Schiff base ligand (L) was recorded and the obtained molecular ion (m/z) peak at 365 amu confirmed the proposed formula in which the ligand moiety was C 18 H 17 FeN 3 O 2 with atomic mass 363 g/mol.…”

Section: Resultsmentioning

confidence: 63%

Metal complexes of novel Schiff base derived from iron sandwiched organometallic and 4‐nitro‐1,2‐phenylenediamine: Synthesis, characterization, DFT studies, antimicrobial activities and molecular docking

Mahmoud

Deghadi

2018

Applied Organom Chemis

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The condensation of 2-acetylferrocene with 4-nitro-1,2-phenylenediamine in a 1:1 molar ratio, resulting in formation of a novel bi-dentate organometallic Schiff base ligand (L), (2-(1-((2-amino-5-nitrophenyl)imino)ethyl)cyclopenta-2,4-dien-1-yl)(cyclopenta-2,4-dien-1-yl)iron. Also, its Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes have been synthesized. The stoichiometric ratios of the prepared compounds were estimated using elemental analysis (C, H, N, M), molar conductivity, FT-IR, UV-Vis, 1 H-NMR, SEM and mass spectral analysis. Furthermore, their TG and DTG properties were studied. The geometrical structure of the complexes was found to be octahedral. From spectral analysis, the Schiff base coordinated to metal ions through the azomethine and amine groups. DFT-based molecular orbital energy calculations of the synthesized ligand have been studied, in which the ligand was theoretically optimized.The Schiff base and its metal complexes have been screened for their antimicrobial activities against different bacterial and fungal species by using disc diffusion method. The anticancer activities of the ligand and its metal complexes have also been studied towards breast cancer (MCF-7) and human normal melanocytes (HFB-4) cell lines. Molecular docking was also used to identify the interaction between the Schiff base ligand and its Cd(II) complex with the active site of the receptors of breast cancer mutant oxidoreductase (PDB ID: 3HB5), crystal structure of Staphylococcus aureus (PDB ID: 3Q8U) and yeast-specific serine/threonine protein phosphatase (PPZ1) of Candida albicans (PDB ID:5JPE).

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“…In the spectra of complexes, the former band disappeared and the latter was shifted to lower frequencies in the spectra of complexes (1594-1615 cm -1 ), suggesting the coordination of the imine nitrogen and the deprotonated phenolic oxygen atoms to the metal atom [26]. The C-O stretching vibration to showed that 1177-1118 cm -1 for Fe(II), Pd(II), Ru(II) and Zn(II) metals were bound to the oxygen atom in the phenolate group [27]. In addition, these complexes showed new bands near 569-503 and 499-459 cm -1 , which indicates the presence of υ(M-O) and υ(M-N) respectively.…”

Section: Resultsmentioning

confidence: 99%

Schiff Base and Its Fe(II), Zn(II), Ru(II), Pd(II) Complexes Containing ONS Donor Atoms: Synthesis, characterization and Catalytic Studies

Buldurun¹,

Çolak²,

Özdemır³

et al. 2019

deufmd

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The work include the synthesis, spectroscopic characterization and as well as catalytic activities of Fe(II), Zn(II), Ru(II), and Pd(II) complexes with a novel Schiff base ligand derived from methyl 2amino-5,5,7,7-tetramethyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate and salicylaldehyde. Spectroscopic techniques including IR, UV-Vis, NMR, and mass analysis as well as elemental analysis and magnetic susceptibility measurement were used to identify the compounds. Based on elemental and spectral studies octahedral geometry was proposed to Fe(II), Zn(II) and Ru(II) complexes and square planar geometry was proposed to Pd(II) complex. To improve more efficient and stable catalysts, we wanted to study if there is any influence the catalytic activity of ruthenium complex for the transfer hydrogenation of ketones and we wanted to examine the catalytic activities of palladium complex in Suzuki C-C cross coupling reactions under various conditions.

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Synthesis, characterization, crystal structure and DNA, HSA-binding studies of four Schiff base complexes derived from salicylaldehyde and isopropylamine

Cited by 35 publications

References 79 publications

Synthesis, spectroscopic properties, density functional theory calculations and nonlinear optical properties of novel complexes of 5‐hydroxy‐4,7‐dimethyl‐6‐(phenylazo)coumarin with Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) metal ions

Synthesis, spectroscopic properties, density functional theory calculations and nonlinear optical properties of novel complexes of 5‐hydroxy‐4,7‐dimethyl‐6‐(phenylazo)coumarin with Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) metal ions

Metal complexes of novel Schiff base derived from iron sandwiched organometallic and 4‐nitro‐1,2‐phenylenediamine: Synthesis, characterization, DFT studies, antimicrobial activities and molecular docking

Schiff Base and Its Fe(II), Zn(II), Ru(II), Pd(II) Complexes Containing ONS Donor Atoms: Synthesis, characterization and Catalytic Studies

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