Geometrical structure, molecular docking, potentiometric and thermodynamic studies of 3-aminophenol azodye and its metal complexes

El‐Sonbati, A.Z.; El-Bindary, A.A.; Hassan, Walid M.I.; Elkholy, A.K.

doi:10.1016/j.molliq.2015.06.010

Cited by 31 publications

(12 citation statements)

References 28 publications

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“…The observed magnetic moment of Fe(III) complex was 5.61 B.M. Thus, the complexes formed have the octahedral geometry . The spectrum showed also a band at 26,595 cm −1 which may attributed to ligand‐ metal charge transfer.…”

Section: Resultsmentioning

confidence: 87%

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Coordination compounds of some transition metal ions with new Schiff base ligand derived from dibenzoyl methane. Structural characterization, thermal behavior, molecular structure, antimicrobial, anticancer activity and molecular docking studies

Mahmoud

El-Sayed

2017

Applied Organom Chemis

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Series of Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes were prepared with tetradentate Schiff base ligand derived by condensation of 2‐aminophenol with dibenzoylmethane. The novel Schiff base H2L (2–2′‐((1Z,1Z’)‐(1,3‐diphenyl propane‐1,3 diylidene) bis (azanylylidene) diphenol) and its binary metal complexes were characterized by physicochemical procedures i.e. elemental analysis, FT‐IR, UV–Vis, thermal analyses (TGA/DTG), mass spectrometry, magnetic susceptibility and conductometric measurements. On the basis of these studies, an octahedral geometry for all these complexes was proposed expect Ni(II) complex which had tetrahedral geometry. Molar conductivity values revealed that the complexes were electrolytes except Mn(II), Zn(II) and Cd(II) complexes were non electrolytes. The ligand bound to the metal ions via two azomethine N and two phenolic OH as indicated from the IR and 1H NMR spectral study. The molecular and electronic structures of H2L and its zinc complex were optimized theoretically and the quantum chemical parameters were calculated. The antimicrobial activity against a number of bacterial organisms as Streptococcus pneumonia, Bacillus Subtilis, Pseudomonas aeruginosa and Escherichia coli and fungi as Aspergillus fumigates, Syncephalastrum racemosum, Geotricum candidum and Candida albicans by disk diffusion method were screened for the Schiff base and its complexes. The Cd(II) complex has potent antimicrobial activity. Anticancer activity of the Schiff base ligand and its metal complexes were evaluated in human cancer (MCF‐7 cells viability). The Cr(III) complex exhibited higher activity than other complexes and ligand. Molecular docking was used to predict the binding between Schiff base ligand (H2L) and its Zn(II) complex and the receptors of RNA of amikacin antibiotic (4P20) and human‐DNA‐Topo I complex (1SC7). The docking study provided useful structural information for inhibition studies.

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Section: Resultsmentioning

confidence: 87%

“…Chromium(III) complex showed magnetic moment value corresponding to three unpaired electrons, i.e. 3.81 B.M., expected for high‐spin octahedral chromium(III) complexes . Three bands at 16.949 ( υ 1 ), 25,575 ( υ 2 ) and 37,735 ( υ 3 ) cm −1 were found in the diffused reflectance spectrum of the complex.…”

Section: Resultsmentioning

confidence: 87%

Coordination compounds of some transition metal ions with new Schiff base ligand derived from dibenzoyl methane. Structural characterization, thermal behavior, molecular structure, antimicrobial, anticancer activity and molecular docking studies

Mahmoud

El-Sayed

2017

Applied Organom Chemis

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“…In addition, the parameters such as ∆Egap (LUMO-HOMO energy), electron affinity (A), ionization energy (Ip), total dipole moment (μ), Mulliken electronegativity (x), hardness (η), absolute softness (σ), chemical potential (Pi), global softness (S), and electrophilicity index (ω) were defined using HOMO and LUMO energy values. These parameters are related to each other and calculated according to the equations previously reported [52]. HOMO orbital tends to donate electrons, but LUMO orbital tends to accept electrons, so their energies are directly related to the ionization energy (Ip) and electron affinity (A), respectively.…”

Section: Dft Calculations 331 Geometry Optimizationmentioning

confidence: 99%

Antiureolytic activity of new water-soluble thiadiazole derivatives: Spectroscopic, DFT, and molecular docking studies

Al-Qaisi

Al‐Garawi

Al-Karawi

et al. 2022

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…The measured magnetic moment of 3.6 BM supported the octahedral shape of the Cr(III) complex. 41 An octahedral form was also suggested by the significant the electronic spectral bands for the 4 A 2g (F) ! 4 T 2g (F), 4 A 2g (F) !…”

Section: Measurements Of Magnetic Moment and Electronic Spectramentioning

confidence: 92%

“…It is frequently used to create mono-azo dyes, which are marketed as coloring agents. [4][5][6][7][8] The kind…”

mentioning

confidence: 99%

Analyzing the structure of the metal complexes of biologically active azo dye ligand

Saleh,

El‐Sayed,

Zayed

et al. 2024

Applied Organom Chemis

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A novel azo dye ligand was created by diazotizing 4‐aminoantipyrine and then coupling it with 2‐aminophenol as part of a methodical investigation of physiologically active compounds, 4‐aminoantipyrine. The novel complexes containing Cr(III), Fe(III), Mn(II), Co(II), Ni(II), Zn(II), Cu(II), and Cd(II) were created from the target ligand (L). The structures of the ligand and metal complexes were verified by elemental analyses, thermogravimetric analysis–difference thermogravimetry (TGA‐DTG), conductivity measurements, infrared (IR), UV–Vis, 1H‐nuclear magnetic resonance (NMR), X‐ray diffraction (XRD), and mass spectrometry. Using the Gaussian 09 tool, the density functional theory (DFT)/B3LYP method was utilized to compute the energy gaps and other important theoretical features. Also, the newly synthesized azo dye ligand, in comparison with metal complexes, was screened for its antimicrobial activity. The crystal structures of Staphylococcus aureus and Bacillus subtilis as gram‐positive bacteria, Salmonella sp. and Escherichia coli as gram‐negative bacteria, and fungal (Aspergillus fumigatus and Candida albicans) species were compared with the produced azo dye and its metal complexes via molecular docking. Most of the complexes exhibited greater antimicrobial activities against these organisms than did the original azo dye ligand.

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Geometrical structure, molecular docking, potentiometric and thermodynamic studies of 3-aminophenol azodye and its metal complexes

Cited by 31 publications

References 28 publications

Coordination compounds of some transition metal ions with new Schiff base ligand derived from dibenzoyl methane. Structural characterization, thermal behavior, molecular structure, antimicrobial, anticancer activity and molecular docking studies

Coordination compounds of some transition metal ions with new Schiff base ligand derived from dibenzoyl methane. Structural characterization, thermal behavior, molecular structure, antimicrobial, anticancer activity and molecular docking studies

Antiureolytic activity of new water-soluble thiadiazole derivatives: Spectroscopic, DFT, and molecular docking studies

Analyzing the structure of the metal complexes of biologically active azo dye ligand

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