Geometrical structure, potentiometric, molecular docking and thermodynamic studies of azo dye ligand and its metal complexes

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

doi:10.1016/j.molliq.2016.02.021

Cited by 36 publications

(25 citation statements)

References 21 publications

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“…Molecular docking aims to achieve an optimized conformation for both the protein and drug with relative orientation between them such that the free energy of the overall system is minimized . In this context, we used molecular docking between the forms (A‐C) of HL with the receptors of the prostate cancer (PDB code: 2Q7L Hormone) and the breast cancer (PDB code: 1JNX Gene regulation).…”

Section: Resultsmentioning

confidence: 99%

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Polymer complexes. LXXI. Spectroscopic studies, thermal properties, DNA binding and antimicrobial activity of polymer complexes

Diab

El‐Sonbati

Morgan³

et al. 2018

Applied Organom Chemis

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Polymer complexes of Co(II), Ni(II), Mn(II), Cr(III) and Cd(II) were prepared by the reaction of 3‐allyl‐5‐[(4‐nitrophenylazo)]‐2‐thioxothiazolidine‐4‐one (HL) with metal ions. The structure of polymer complexes was characterized by elemental analysis, IR, UV–Vis spectra, X‐ray diffraction analysis, magnetic susceptibility, conductivity measurements and thermal analysis. Reaction of HL with Co(II), Ni(II), Mn(II), Cr(III) and Cd(II) ions (acetate or chloride) give polymer complexes (1–5) with general stoichiometric [M(L)(O2CCH3)(H2O)2]n (where L = anionic of HL and M = Co(II) (1) or Ni(II) (2)), [Mn(HL)2(OCOCH3)2]n (3), [Cr(L)2(Cl)(H2O)]n (4) and [Cd(HL)(O2CCH3)2]n (5). The value of HOMO–LUMO energy gap (ΔE) for forms (A‐C) of monomer (HL) is 2.529, 2.296 and 2.235 eV, respectively. According to ΔE value, compound has minimum ΔE is the more stable, so keto hydrazone form (C) is more stable than the other forms (azo keto form (A), azo enol form (B)). The interaction between HL, polymer complexes of Co(II), Ni(II), Mn(II), Cr(III) and Cd(II) with Calf thymus DNA showed hypochromism effect. The HL and its polymer complexes were tested against some bacterial and fungal species. The results showed that the Cr(III) polymer complex (4) has more antibacterial activity than HL and polymer complexes (1–3 and 5) against Bacillus subtilis, Staphylococcus aureus and Salmonella typhimurium.

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Section: Resultsmentioning

confidence: 99%

“…Docking calculations were carried out on receptors of the androgen receptor prostate cancer mutant H874Y ligand binding domain bound with testosterone and a TIF2 box3 coactivator peptide 740–753 (PDB code: 2Q7L Hormone) and crystal structure of the BRCT repeat region from the breast cancer associated protein, BRCA1 (1JNX Gene regulation) …”

Section: Methodsmentioning

confidence: 99%

Polymer complexes. LXXI. Spectroscopic studies, thermal properties, DNA binding and antimicrobial activity of polymer complexes

Diab

El‐Sonbati

Morgan³

et al. 2018

Applied Organom Chemis

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“…It was well known that the vibrational frequencies computed using quantum chemical methods such as at the DFT level contain well‐known systematic errors. A scaling factor of 0.96 for Lan12DZ level was used to correct the effects of anharmonicity and neglected part of electron correlation . The FT‐IR spectra and the corresponding theoretical spectra for HL are shown in Figure .…”

Section: Resultsmentioning

confidence: 99%

Physicochemical characterization of nanobidentate ferrocene‐based Schiff base ligand and its coordination complexes: Antimicrobial, anticancer, density functional theory, and molecular operating environment studies

Mahmoud

2019

J Chinese Chemical Soc

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A novel bidentate Schiff base ligand (HL, Nanobidentate Ferrocene based Schiff base ligand L (has one replaceable proton H)) was prepared via the condensation of 2‐amino phenol with 2‐acetyl ferrocene. The ligand was characterized using elemental analysis, mass spectrometry, infrared (IR) spectroscopy, 1proton nuclear magnetic resonance (H‐NMR) spectroscopy, scanning electron microscopy (SEM), and thermal analysis. The corresponding 1:1 metal complexes with some transition‐metal ions were additionally characterized by their elemental analysis, molar conductance, SEM, and thermogravimetric ana1ysis (TGA). The complexes had the general formula [M(L)(Cl)(H2O)3]xCl·nH2O (M = Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II)), (x = 0 for Mn(II), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II), x = 1 for Cr(III) and Fe(III)), (n = 1 for Cr(III), n = 3 for Mn(II) and Co(II), n = 4 for Fe(III), Ni(II), Cu(II), Zn(II), and Cd(II)). Density functional theory calculations on the HL ligand were also carried out in order to clarify molecular structures by the B31YP exchange‐correlation function. The results were subjected to molecular orbital diagram, highest occupied mo1ecu1ar orbital–lowest occupied molecular orbital, and molecular electrostatic potential calculations. The parent Schiff base and its eight metal complexes were assayed against four bacterial species (two Gram‐negative and two‐Gram positive) and four different antifungal species. The HL ligand was docked using molecular operating environment 2008 with crystal structures of oxidoreductase (1CX2), protein phosphatase of the fungus Candida albicans (5JPE), Gram(−) bacteria Escherichia coli (3T88), Gram(+) bacteria Staphylococcus aureus (3Q8U), and an androgen‐independent receptor of prostate cancer (1GS4). In order to assess cytotoxic nature of the prepared HL ligand and its complexes, the compounds were screened against the Michigan cancer foundation (MCF)‐7 breast cancer cell line, and the IC50 values of compounds were calculated.

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“…It was well known that the vibrational frequencies computed at quantum chemical methods such as DFT levels contain well‐known systematic errors. The scaling factor of 0.96 for LanL2DZ level was used to correct the effects of anharmonicity and neglected part of electron correlation . The FT‐IR and its theoretical corresponding spectra for HL were shown in Figure .…”

Section: Resultsmentioning

confidence: 99%

“…The ligand and its metal complexes have high melting points, and they are found to be air stable. The Ligand is soluble in common organic solvents, and all the complexes are freely soluble in DMF and DMSO but insoluble in methanol, ethanol and water …”

Section: Resultsmentioning

confidence: 99%

Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

Mahmoud

2017

Applied Organom Chemis

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Physicochemical studies were performed to study new ferrocene based Schiff base ligand (HL), (Z)-(4-(1-((2-carboxycyclohexa-2,4-dien-1-yl)imino)ethyl) [bis(η 5 cyclopenta-1,3-dien-1 yl)]iron with some transition metal ions to form a series of ferrocenyl derivatives bearing transition metal complexes of the type [M(L)Cl(H 2 O) 3 ] (M = Ni(II), Cu(II)), [M(L)Cl(H 2 O) 3 ]nH 2 O (M = Mn(II) (n = 1), Co(II) (n = 1), Zn(II) (n = 2) and Cd(II) (n = 3)) and [M(L)Cl(H 2 O) 3 ]Cl.nH 2 O(M = Cr(III) (n = 2) and Fe(III) (n = 1)). The new ligand and metal ion complexes have been prepared and characterized by IR, UV-Vis, 1 H-NMR, TG/DTA, elemental analysis and mass spectrometry. The TGA/DTG analysis revealed that the ferrocene precursors decompose spontaneously to form iron(II) oxide. The molecular and electronic structure of the ligand (HL) was optimized theoretically and the quantum chemical parameters were calculated. The molecular structure with a variety of functionalities can be used to investigate the coordination sites and the total charge density around each atom. DFT-based molecular orbital energy calculations of the new ligand have been also studied. All of the complexes were screened against a panel of Gram (+) bacteria: Streptococcus pneumoniae and Bacillis subtilis, Gram (−) bacteria: Pseudomonas aeruginosa and Escherichia coli and panel of fungi: Aspergillus fumigatu, Syncephalastrum racemosum, Geotricum candidum and Candida albicans. Anticancer activity screening for the tested compounds using 4 different concentrations of HL ligand against human tumor cells of breast cancer cell line MCF-7 were obtained. Molecular docking was used to predict the binding between HL ligand and human-DNA-Topo I complex (PDB ID: 1SC7), the receptors of breast cancer mutant oxidoreductase (PDB ID: 3HB5), crystal structure of Escherichia coli (PDB ID: 3T88), to identify the binding mode and the crucial functional groups interacting with the three proteins.

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Geometrical structure, potentiometric, molecular docking and thermodynamic studies of azo dye ligand and its metal complexes

Cited by 36 publications

References 21 publications

Polymer complexes. LXXI. Spectroscopic studies, thermal properties, DNA binding and antimicrobial activity of polymer complexes

Polymer complexes. LXXI. Spectroscopic studies, thermal properties, DNA binding and antimicrobial activity of polymer complexes

Physicochemical characterization of nanobidentate ferrocene‐based Schiff base ligand and its coordination complexes: Antimicrobial, anticancer, density functional theory, and molecular operating environment studies

Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

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