Ligational, analytical and biological applications on oxalyl bis(3,4-dihydroxybenzylidene) hydrazone

El‐Asmy, Ahmed A.; El‐Gammal, O.A.; Radwan, H.A.; Ghazy, S. E.

doi:10.1016/j.saa.2010.05.026

Cited by 17 publications

(15 citation statements)

References 27 publications

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“…The Hyperchem 7.52 program, semi‐empirical ( PM3 ) level, was used to obtain the optimized structures of the complexes. The structural parameters (E HOMO , E LUMO , dipole moment, and heat of formation) of the ligand and its complexes ( 1 , 2 and 4 ) were calculated in the PM3 level (Table ) . Global hardness ( ɳ , 1.6– 3.7 eV) and softness ( σ , 0.27– 0.59 eV −1 ) values refer to the stability and reactivity of the molecules, where soft complexes are more reactive than hard ones .…”

Section: Resultsmentioning

confidence: 99%

“…The structural parameters (E HOMO , E LUMO , dipole moment, and heat of formation) of the ligand and its complexes (1, 2 and 4) were calculated in the PM3 level (Table 8). [87] Global hardness (ɳ, 1.6-3.7 eV) and softness (σ, 0.27-0.59 eV −1 ) values refer to the stability and reactivity of the molecules, where soft complexes are more reactive than hard ones. [88] The electrophilicity index (χ) has a positive value (2.5-5.7 eV), which shows that electronic charge is accepted from the environment, leading to a decrease in energy.…”

Section: Molecular Orbital Calculationsmentioning

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: 99%

Section: Molecular Orbital Calculationsmentioning

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 thermal analysis showed that all complexes generally decomposed in several steps. The TG thermogram of 13, [Zn 2 (L) (OAc) 2 ](H 2 O) 5 showed the first at 29-85 • C with a weight loss of 11% (calcd. 10 …”

Section: Thermal Analyses Of Some Complexesmentioning

confidence: 99%

“…Dihydrazone ligands are characterized by the presence of two hydrazonic groups (two interlinked nitrogen atoms) which has made it a good polydentate chelating agents that can form different modes of complexes with transition metals leading to biological [4[d1]], analytical, and catalytic applications. For example oxalyl bis(3,4-dihydroxybenzylidene)hydrazone acts as a reagent for the separation and concentration of ZrO 2+ ions[d1] from different water samples using flotation technique while its complexes have a high effect degraded the DNA of eukaryotic completely [5]. The catalytic potential of dinuclear V(IV), Cu(II), Mn(II) and Ti(IV) complexes of dichelating ligands, bis(2-hydroxybenzylidene)oxalo-and bis(2-hydroxybenzylidene) terephthalohydrazide were evaluated for oxidation of hydrocarbons including cycloalkenes, cyclic alkanes and benzyl alcohol using H 2 O 2 as terminal oxidant.…”

Section: Introductionmentioning

confidence: 99%

Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

Saied

Shakdofa

Tabl

et al. 2014

Main Group Chemistry

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Complexes of Cu(II), Ni(II), Co(II), Mn(II), Zn(II) and Fe(III) with N 1 ,N 4 -bis((1,5-dimethyl-3-oxo-2-phenyl-2,3dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide are reported and characterized using various analytical and spectroscopic techniques like 1 H NMR-, mass-, IR-, ESR-, UV-Vis. spectra, magnetic moment and molar conductivity measurements as well as elemental and thermal analyses. The ligand behaves as a dibasic hexadentate N 2 O 4 bonded covalency via the enolic carbonyl oxygen of hydrazide moiety and coordeinated via carbonyl oxygen of antipyrine moiety and azomethine nitrogen atoms. Based on magnetic and electronic spectra data a distorted octahedral geometry around the metal ions has been proposed. The ESR spectrum of copper(II) complexes (3) showed axial symmetry with g >g⊥>g e , indicating a distorted octahedral structure and presence of the unpaired electron in d (x2-y2) orbital. The antimicrobial activities results of the metal complexes 2, 3, 4, 5, 8, 11, 13 and 16 show that, all these complexes exhibit moderate to mild inhibitory effects aganist Bacillus subtilis, Escherichia Coli and Aspergillus niger while the parent ligand is inactive. This enhancement may be attrubied to their structures which possess an additional C=N bond. Moreover, coordination reduces the polarity of the metal ion mainly because of the partial sharing of its positive charge with the donor atom within the chelate ring system, which formed during the coordination. This process, in turn, increases the lipophilic nature of the central metal atom, which favors its permeation more efficiently through the lipid layer of the microorganism thus destroying them more aggressively.

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“…In recent years, much effort has been devoted for developing the hydrazones, due to their biological properties, coordinative capability, and applications in analytical chemistry (El-Asmy et al, 2010;El-Sherif, 2009;Singh et al, 2009;El-Tabl et al, 2007). Recently, a number of hydrazones have been prepared and investigated for their structures (Qiao et al, 2010;Hussain et al, 2010;Han & Zhao, 2010;Ahmad et al, 2010;Lei, 2011).…”

Section: Commentmentioning

confidence: 99%

1-Dibenzylamino-1-deoxy-4,5-O-isopropylidene-β-D-fructopyranose

Huo

Liang

et al. 2011

Acta Cryst E

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The title compound C23H29NO5, synthesized by the Amadori rearrangement of α-d-glucose with dibenzylamine and the ketalization, is shown to be a β-anomer. The fructopyranose ring adopts a chair conformation. The two benzene rings form a dihedral angle of 68.9 (1)°. In the crystal, non–classical intermolecular C—H⋯O hydrogen bonds link the molecules into a three–dimensional network.

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Ligational, analytical and biological applications on oxalyl bis(3,4-dihydroxybenzylidene) hydrazone

Cited by 17 publications

References 27 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

Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

1-Dibenzylamino-1-deoxy-4,5-O-isopropylidene-β-D-fructopyranose

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Ligational, analytical and biological applications on oxalyl bis(3,4-dihydroxybenzylidene) hydrazone

Cited by 17 publications

References 27 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

Coordination behaviour of N′1,N′4-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

1-Dibenzylamino-1-deoxy-4,5-O-isopropylidene-β-D-fructopyranose

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Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities