Structural variety of mono- and binuclear transition metal complexes of 3-[(2-hydroxy-benzylidene)-hydrazono]-1-(2-hydroxyphenyl)-butan-1-one: Synthesis, spectral, thermal, molecular modeling, antimicrobial and antitumor studies

Shebl, Magdy; Adly, Omima M.I.; El‐Shafiy, Hoda F.; Khalil, Saied M. E.; Taha, A.; Mahdi, Mohammed A.N.

doi:10.1016/j.molstruc.2017.01.012

Cited by 48 publications

(21 citation statements)

References 63 publications

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“…Table summarizes the kinetic parameters of the decomposition of the complexes. On examining the obtained data, we note the following: The rates of decomposition for the first stages of complexes 1 , 3 , and 4 are lower than those of the second stage because the activation energies of second stage are lower than those of first stage The positive values of Δ H * and Δ G * for all complexes indicate that the decomposition processes are endothermic and non‐spontaneous, respectively. The positive values of Δ S * for the first stages of all complexes illustrate that reactants possess more ordered structures than the activated complexes …”

Section: Resultsmentioning

confidence: 92%

“…In complexes 1 , 3 , and 5 , new bands were detected between 1358– 1381 and 802– 824 cm −1 , which may be due to the monodentate nitrate group . The IR spectra of the oxo‐complexes ( 4 and 5 ) showed new bands at 1028 and 928 cm −1 , which may be assigned to the ν(Zr=O) and ν 3 (U=O) bands, respectively . With the aid of the value of ν 3 (O=U=O) and by substitution in the McGlynn and Smith relation, the force constant ( F ) was calculated.…”

Section: Resultsmentioning

confidence: 99%

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Synthesis, spectroscopic, biological, and theoretical studies of new complexes from (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime

Samy

2020

Applied Organom Chemis

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New mononuclear Fe (III), Cu (II), Ag (I), ZrO ( IV) and UO2(VI) complexes were synthesized by the reaction of metal ions with (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime. The structures of the metal complexes were characterized using analytical, spectral (infrared, electronic, 1H NMR, electron spin resonance (ESR), and mass), magnetic moment, molar conductance, thermal gravimetric analysis, and powder X‐ray diffraction (XRD) measurements. All complexes have octahedral geometries except the Cu (II) complex, which has square planar geometry, and the UO2(VI) complex, in which the coordination number is seven. The ligand acts as a (neutral, monoanionic or dianionic) tridentate with N2O coordinating sites: N‐azomethine, N‐triazine, and O‐oxime. Fluorescence spectral studies were carried out in solid state and in dimethylformamide (DMF). The kinetic parameters of the thermal decomposition stages were calculated using Coats–Redfern equations. The morphological structures of the ligand and some complexes were determined using XRD. The molecular orbital calculations were carried out for the ligand and metal complexes using the Hyperchem 7.52 program on the basis of the PM3 level. The antimicrobial activities of the ligand and its complexes were investigated towards the microorganisms S. aureus and B. subtilis as Gram‐positive bacteria, S. typhimurium and E. coli as Gram‐negative bacteria, C. albicans, and A. fumigatus. The ligand and its complexes showed antitumor activity against Hep G‐2 cell lines, where Cu (II) and Ag (I) complexes seem to be promising as they showed IC50 values that are lower than and comparable to that of the antitumor drug doxorubicin.

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Section: Resultsmentioning

confidence: 92%

Section: Resultsmentioning

confidence: 99%

Synthesis, spectroscopic, biological, and theoretical studies of new complexes from (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime

Samy

2020

Applied Organom Chemis

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“…The spectrum of pure Cu II ‐complex exhibits two signals with two g values, g || = 2.1 and g ┴ = 2.07, and the profile of the spectrum indicates an octahedral geometry . On the other hand, the spectrum of Cu II ‐complex/NaY exhibits one broad band with g = 2.09 and the shape of the spectrum indicates square‐planar geometry . The values of g || and g ┴ were utilized to calculate the exchange interaction parameter term G by the relation G = ( g ll − 2)/( g ┴ − 2) .…”

Section: Resultsmentioning

confidence: 99%

New less toxic zeolite‐encapsulated Cu(II) complex nanomaterial for dual applications in biomedical field and wastewater remediation

Khalil

Kishk

EL-Mekkawi

et al. 2019

Applied Organom Chemis

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A new dual‐functional Cu(II) complex and its nanohybrid form encapsulated into NaY zeolite cavities were synthesized. The synthesized compounds were characterized using elemental analyses, X‐ray fluorescence, infrared, 1H NMR, electronic, electron spin resonance and mass spectra, powder X‐ray diffraction, surface area and transmission electron microscopy in addition to conductivity and magnetic susceptibility measurements. The encapsulated Cu(II) complex was catalytically tested for degradation of industrial wastewater. The decolorization and mineralization results indicate that the Cu(II) complex encapsulated into zeolite host is an effective heterogeneous catalyst for real industrial wastewater remediation. In addition, both free and encapsulated Cu(II) complexes were tested as anti‐microbial and anti‐tumour agents. The results show that the Cu(II) complex encapsulated into zeolite has a high activity (IC50 = 14.4 μg ml−1). The results of in vivo toxicity experiments indicate that the Cu(II) complex encapsulated into zeolite is a less toxic biocompatible material (LD50 = 1245 mg kg−1). The catalytic properties, cytotoxicity and toxicity of the new nanohybrid Cu(II) complex encapsulated into zeolite make it a promising eco‐friendly and biocompatible material for water remediation and biomedical applications.

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“…The ν as (UO) band occurs at 908 cm −1 as a very strong singlet, and ν s (UO) is observed at 856 cm −1 . The value of ν s (UO) was used to calculate both the bond length and the bond stretching force constant F (UO) for the UO 2 bond in our complex . The calculated values of the bond length and force constant are 1.732 Å and 708.90 nM −1 , respectively.…”

Section: Resultsmentioning

confidence: 99%

Spectroscopic, thermal analysis, and nematicidal evaluation of new mixed ligand complexes of bidentate Schiff base and 1,10 phenanthroline with some transition metals

El‐Attar

2018

J Chinese Chemical Soc

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Mononuclear Co(II), Cu(II), Y(III), Zr(IV), La(III), and U(VI) complexes of 2‐[(2‐hydroxybenzylidene)‐amino]‐benzoic acid (H2L) ligand in presence of 1,10‐phenanthroline (Phen) were synthesized and characterized by elemental analysis, spectroscopic techniques (IR, UV–vis, and 1H‐NMR), X‐ray powder diffraction and magnetic measurements. The results prove that H2L acts with the mentioned metal salts as a bidentate ON donor ligand and Phen as an NN donor ligand. The calculated bond length and force constant F(UO) in the uranyl complex are 1.732 Å and 708.90 nM−1, respectively. The electronic spectra and the magnetic susceptibility data support the octahedral geometry for the mononuclear Co(II), Y(III), Zr(IV), La(III), and U(VI) complexes and square‐pyramidal geometry for the Cu(II) complex. Thermogravimetric analysis was performed to determine the thermal stability of the synthesized compounds. The kinetic parameters, that is, the activation energy (E*), pre‐exponential factor (A), entropy of activation (ΔS*), enthalpy of activation (ΔH*) and free energy of activation (ΔG*), of the thermal degradation process were evaluated using Coats–Redfern (C–R) and Horowitz–Metzger (H–M) methods for all the complexes, and the best fit results could be obtained. In the present work, all the synthesized complexes showed nematicidal activity against the root knot nematode (Meloidgyne javanica) by inhibiting egg hatching and causing larval mortality of second‐stage juveniles.

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Structural variety of mono- and binuclear transition metal complexes of 3-[(2-hydroxy-benzylidene)-hydrazono]-1-(2-hydroxyphenyl)-butan-1-one: Synthesis, spectral, thermal, molecular modeling, antimicrobial and antitumor studies

Cited by 48 publications

References 63 publications

Synthesis, spectroscopic, biological, and theoretical studies of new complexes from (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime

Synthesis, spectroscopic, biological, and theoretical studies of new complexes from (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime

New less toxic zeolite‐encapsulated Cu(II) complex nanomaterial for dual applications in biomedical field and wastewater remediation

Spectroscopic, thermal analysis, and nematicidal evaluation of new mixed ligand complexes of bidentate Schiff base and 1,10 phenanthroline with some transition metals

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