Synthesis, characterization, DFT and biological studies of isatinpicolinohydrazone and its Zn(II), Cd(II) and Hg(II) complexes

El‐Gammal, O.A.; Rakha, T. H.; Metwally, Heba M.; El‐Reash, G.M. Abu

doi:10.1016/j.saa.2014.02.008

Cited by 89 publications

(29 citation statements)

References 42 publications

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“…The IR spectrum of H 2 L (Figure S1) exhibits three sharp bands at 1673, 1633 and 1579 cm −1 ,which are attributed to ν(C=O), ν(C=N) azomethine and [ν(C=N) of [thiazole ring + ν(C=N) new azomethine], respectively . The two bands at 3275 and 3098 cm −1 refer to the symmetric and asymmetric stretching vibrations of the NH group . Bands at 3644, 3367 and 1263 cm −1 belong to ν (OH) enolic, ν (OH) vanillin and δ (OH) (enolic + vanillin) vibrations, respectively.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, spectroscopic, DFT, biological studies and molecular docking of oxovanadium (IV), copper (II) and iron (III) complexes of a new hydrazone derived from heterocyclic hydrazide

El‐Gammal

El‐Reash

Bedier

2019

Applied Organom Chemis

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A new Schiff base hydrazone (Z)‐2‐(2‐aminothiazol‐4‐yl)‐N′‐(2‐hydroxy‐3‐methoxybenzylidene) acetohydrazide (H2L) and its chelates [VO (HL)2]·5H2O, [Cu (HL)Cl(H2O)]·2H2O and [Fe(L)Cl(H2O)2]·3H2O have been isolated and characterized using different physico‐chemical methods, for example infrared (IR), electron paramagnetic resonance (EPR), thermogravimetric analysis and DTG in the solid state, and 1H‐NMR, 13C‐NMR and UV in solution. Magnetic and UV–visible measurements proposed that the coordination environments are square pyramidal, tetrahedral and octahedral geometries for oxovanadium (IV), Cu (II) and Fe (III), respectively. The ligand acts as mono‐negative NO towards oxovanadium (IV) and Cu (II) ions, and bi‐negative ONO for Fe (III) ion. The geometries of the ligand and its complexes were performed using Gaussian 9 program with density functional theory. The EPR spectral data of oxovanadium (IV) and Cu (II) chelates confirmed the mentioned geometries. The molecular modeling was done, and illustrated bond lengths, bond angles, molecular electrostatic potential, Mulliken atomic charges and chemical reactivity for the inspected compounds. Theoretical IR and 1H‐NMR of the free ligand were calculated. Furthermore, thermodynamic and kinetic parameters for thermal decomposition steps were studied. Docking study of H2L was applied against the proteins of both bacterial strains Staphylococcus aureus and Escherichia coli, as well as the protein of xanthine oxidase as antioxidant agent by Schrödinger suite program utilizing XP glide protocol. Furthermore, antimicrobial, antioxidant and DNA‐binding activities of the compounds have been carried out.

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Section: Resultsmentioning

confidence: 99%

Synthesis, spectroscopic, DFT, biological studies and molecular docking of oxovanadium (IV), copper (II) and iron (III) complexes of a new hydrazone derived from heterocyclic hydrazide

El‐Gammal

El‐Reash

Bedier

2019

Applied Organom Chemis

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“…The band observed at 1601 cm -1 which is assignable to ν(C=C) phenyl . The medium bands located at 1502, 1330 and 914 cm -1 assigned to thioamide I-IV vibrations have substantial contributions from ν(C-N), δ(C-H) and δ (N-H) and vibrations [24]. The weak band at 3250 cm -1 is due to ν(NH) mode [24].…”

Section: Ir Spectramentioning

confidence: 96%

“…The medium bands located at 1502, 1330 and 914 cm -1 assigned to thioamide I-IV vibrations have substantial contributions from ν(C-N), δ(C-H) and δ (N-H) and vibrations [24]. The weak band at 3250 cm -1 is due to ν(NH) mode [24]. The stretching and bending vibrations (υ/ δ) of C=S group are observed as strong bands at 1277 and 785 cm -1 , respectively [24].…”

Section: Ir Spectramentioning

confidence: 99%

Synthesis, spectral characterization, DFT and in vitro antibacterial activity of Zn(II), Cd(II) and Hg(II) complexes derived from a new thiosemicarbazide

2019

Lett Appl NanoBioSci

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A new series of mono-nuclear complexes, Cd 2+ , Zn 2+ and Hg 2+ derived from 4,4-dimethyl-2,6-dioxo-Nphenylcyclohexanecarbothioamide (HDDPT) have been prepared and characterized. The complexes adopted the molecular formulae; [Hg(DDPT)Cl(H 2 O)], [Cd (HDDPT) 2 Cl 2 ] and [Zn (HDDPT) 2 Cl 2 ], respectively. IR data showed that HDDPT ligand acts as OS bidentate either in neutral form as in Cd 2+ , Zn 2+ complexes or mononegative chelate in Hg 2+ complex. An octahedral environment was suggested for Zn 2+ and Cd 2+ complexes and a tetrahedral arrangement for Hg 2+ complex. DFT method we used to confirm the geometries of title compounds and evaluate other energetic parameters such as HOMO, LUMO, hardness, softness and electronegativity. Also, the thermal stability was examined by TGA and DrTGA and the associated thermodynamic parameters of activation were determined using Coats-Redfern and Horowitz-Metzger methods. Also, all compounds were screened for antibacterial activity using ciprofloxacin and gentamicin drugs by inhibition zone diameter method technique.

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“…The HOMO and LUMO energies provide information about the chemical reactivity, kinetic stability, hard/soft nature, polarizability, electron donor and electron acceptor properties which may influence the biological activity of the molecules . The energies and the pictorial illustration of HOMO, LUMO frontier molecular orbitals with positive and negative phases represented in red and blue color in HOMO and amber and sky blue in LUMO respectively are presented (Figures a,b).…”

Section: Decomposition Kineticsmentioning

confidence: 99%

Synthesis, characterization, thermal, computational and biological activity studies of new potential bioactive diorganotin (IV) nitrosubstitutedhydroxamates‐A comparative study

Choudhary

Bhatt

Dash

et al. 2020

Applied Organom Chemis

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The new diorganotin (IV) complexes of composition [Me2SnCl(3,5‐(NO2)2C6H2(OH)CONHO)] (I) and [n‐Bu2SnCl(3,5‐(NO2)2C6H2(OH)CONHO)] (II) have been synthesized by the reactions of Me2SnCl2 and n‐Bu2SnCl2 with potassium 3,5‐dinitrosalicylhydroxamate [3,5‐(NO2)2C6H2(OH)CONHOK]‐ a ligand of biological significance bearing –NO2 and –OH substituents presumed to yield complexes with efficient bioactivity. The complexes have been characterized by elemental analyses, IR, 1H, 13C and 119Sn NMR and mass spectrometry in order to study the ligational behavior and probale geometry around tin as the ligand might show different bonding modes and geometry in complexes. The geometries of (I) and (II) have been computed using B3LYP/6–31 + G(d,p) set by DFT method and the vibrational frequencies, 1H and 13C NMR spectra compared with the experimental data. A comparison of computed bond lengths (C=O, C‐N, and N‐O) of (I) and (II) with that of free ligand, the Sn‐O bond lengths, bond angles coupled with 119Sn NMR and IR spectral data have suggested coordination through carbonyl and hydroxamic oxygens (O, O coordination) displaying five‐coordinate distorted trigonal‐bipyramidal geometry around tin. The thermal behavior of (I) and (II) has been studied by thermogravimetric techniques (TGA, DTG, DTA) and various kinetic parameters have been calculated. The electrochemical behavior of ligand, (I) and (II) studied by cyclic voltammetric technique has shown ligand centered redection. The HOMO‐LUMO energies and orbitals, global reactivity descriptors, various thermodynamic parameters and dipole moment (μ) have been computed to determin the molecular properties of complexes. The in vitro antimicrobial activity assay against bacteria and fungi by MIC method has indicated higher potency of (I) than (II). The in vitro cytotoxicity on human muscle rhabdomyosarcoma (RD) by MTT method and the antioxidant potential by DPPH free radical scavenging showed higher inhibitory effect of complexes than ligand.

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Synthesis, characterization, DFT and biological studies of isatinpicolinohydrazone and its Zn(II), Cd(II) and Hg(II) complexes

Cited by 89 publications

References 42 publications

Synthesis, spectroscopic, DFT, biological studies and molecular docking of oxovanadium (IV), copper (II) and iron (III) complexes of a new hydrazone derived from heterocyclic hydrazide

Synthesis, spectroscopic, DFT, biological studies and molecular docking of oxovanadium (IV), copper (II) and iron (III) complexes of a new hydrazone derived from heterocyclic hydrazide

Synthesis, spectral characterization, DFT and in vitro antibacterial activity of Zn(II), Cd(II) and Hg(II) complexes derived from a new thiosemicarbazide

Synthesis, characterization, thermal, computational and biological activity studies of new potential bioactive diorganotin (IV) nitrosubstitutedhydroxamates‐A comparative study

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