Synthesis and antioxidant activities of Schiff bases and their complexes: a review

Zoubi, Wail Al; Al‐Hamdani, Abbas Ali Salih; Kaseem, Mosab

doi:10.1002/aoc.3506

Cited by 200 publications

(103 citation statements)

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“…[1,2] Azo-Schiff bases, having imine groups (C = N), are formed by the condensation reaction of (NH 2 ) primary amines with (CHO) aldehydes or (CO) ketones. [3][4][5][6][7][8] These compounds had been used for industrial purposes such as pigments, catalysts, liquid-liquid extraction, active transport, intermediates in organic synthesis and as polymer stabilizers. [9][10][11][12][13] Thus, they play an important role in revealing the preferred coordination geometries of metal complexes due to their preparative accessibility, diversity and structural variability.…”

Section: Introductionmentioning

confidence: 99%

A new azo‐Schiff base: Synthesis, characterization, biological activity and theoretical studies of its complexes

Zoubi

Al‐Hamdani

Ahmed

et al. 2017

Applied Organom Chemis

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A new Azo-Schiff base ligand L was prepared by reaction of m-hydroxy benzoic acid with (Schiff base B) of 3-[2-(1H-indol-3-yl)-ethylimino]-1.5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylamine. This synthesized ligand was used for complexation with different metal ions like Ni(II), Co(II), Pd(II) and Pt(IV) by using a molar ratio of ligand: metal as 1:1. Resulted compounds were characterized by NMR ( 1 H and 13 C), UV-vis spectroscopy, TGA, FT-IR, MS, elemental analysis, magnetic moment and molar conductivity studies. The activation thermodynamic parameters, such as ΔE*, ΔH * , ΔS * , ΔG * and K are calculated from the TGA curves using Coats-Redfern method. Hyper Chem-8 program has been used to predict structural geometries of compounds in gas phase. The biological activities of Schiff base and its complexes had been tested in vitro against, two Gram positive bacteria (Bacillus subtillis and Staphylococcus aureus) and two Gram negative bacteria (Escherichia coli and Pseudomonas aeruguinosa).

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Section: Introductionmentioning

confidence: 99%

A new azo‐Schiff base: Synthesis, characterization, biological activity and theoretical studies of its complexes

Zoubi

Al‐Hamdani

Ahmed

et al. 2017

Applied Organom Chemis

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“…. .O1 hydrogen interaction between the first hydrazine hydrogen H3 and the pyrazalone oxygen O1 with interaction lengths of 1.935 (14) for EmppPh, 1.928(16) for Prmpp-Ph, and 1.994(18)Å for Pmpp-Ph. In terms of graph-set analysis [19,26] the descriptor is S 1 1 (6) on the unary level.…”

Section: X-ray Crystallographymentioning

confidence: 99%

“…Schiff bases either in its form or as coordination metal complexes have gained research interest as free radical scavenging agents (antioxidant properties) [14]. Free radicals are highly unstable atoms, molecules, or ions having 2 Journal of Chemistry unpaired electrons which are derived from oxygen, nitrogen, or sulfur, forming reactive oxygen species (ROS), reactive nitrogen species (RNS), and reactive sulfur species (RSS), respectively.…”

Section: Introductionmentioning

confidence: 99%

Substituted 4-Acyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazones with Antioxidant Properties: X-Ray Crystal and Spectroscopic Studies

Idemudia

Okoh

Sadimenko

et al. 2017

Journal of Chemistry

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Phenylhydrazine was reacted with synthesized acylpyrazolone derivatives 4-ethyl-5-methyl-2-phenyl-pyrazol-3-one and 4-propyl-5-methyl-2-phenyl-pyrazol-3-one, to obtain two new azomethine phenylhydrazones, a study in continuation of our probe into the effects of acyl group substitutions on the physicochemical and free radical scavenging properties of acylpyrazolone Schiff bases. The keto imine tautomers of 4-ethyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazone (Empp-Ph) and 4-propyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazone (Prmpp-Ph) according to single X-ray crystallography data which precipitated in good yield are reported. Furthermore they have been characterized by elemental analysis, FTIR, 13 C and 1 H NMR, and mass-spectroscopy techniques. Both phenylhydrazone Schiff bases crystallize in a triclinic crystal system, each with a space group of P-1 (number 2) having short intramolecular N3-H3. . .O1 hydrogen interaction between the first hydrazine hydrogen H3 and the pyrazolone oxygen O1. The antioxidant free radical scavenging activities of titled compounds against 2,2-diphenyl-1-picrylhydrazyl (DPPH) showed a positive response almost as good as that of vitamin c under the same conditions, with the propyl substituted 4-propyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazone (Prmpp-Ph) having a stronger activity (calculated IC 50 value of 175.66 g/ml).

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“…Because of their highly efficient catalytic activity, Schiff bases have been extensively studied, [9][10][11][12][13][14][15] with catalytic degradation of Schiff base complexes gaining popularity in recent years. Because of their highly efficient catalytic activity, Schiff bases have been extensively studied, [9][10][11][12][13][14][15] with catalytic degradation of Schiff base complexes gaining popularity in recent years.…”

Section: Introductionmentioning

confidence: 99%

Phosphorus‐based Schiff bases and their complexes as nontoxic antioxidants: Structure–activity relationship and mechanism of action

Zoubi

Kim

Al‐Hamdani

et al. 2019

Applied Organom Chemis

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Phosphorus-based Schiff base were synthesized by treating bis{3-[2-(4-amino-1.5-dimethyl-2-phenyl-pyrazol-3-ylideneamino)ethyl]-indol-1-ylmethyl}phosphinic acid with paraformaldehyde and characterized as a novel antioxidant. Its corresponding complexes [(VO) 2 L(SO 4 ) 2 ], [Ni 2 LCl 4 ], [Co 2 LCl 4 ], [Cu 2 LCl 4 ], [Zn 2 LCl 4 ], [Cd 2 LCl 4 ], [Hg 2 LCl 4 ], [Pd 2 LCl 4 ], and [PtLCl]Cl 2 were analyzed by Fourier transform-infrared, ( 1 H and 13 C) nuclear magnetic resonance, and mass and UV-Vis spectroscopy. Experimental data showed that the ligand coordinated with the metal ions via donor atoms such as nitrogen to form an octahedral arrangement of the Schiff base around the central transition-metal atom. The nature of these complexes was identified using the molar ratio and Job's methods, with the results agreeing with a metal-toligand (M:L) molar ratio of 2:1, expect for Pt, whose M:L was 1:1. Thermodynamic activation parameters such as ΔE*, ΔH*, ΔS*, ΔG*, and K were determined from the thermogravimetric analysis curve using the Coats-Redfern method. The antioxidant activities of the prepared compounds were assessed by using 1.1-diphenyl-2-picrylhydrazyl as the free radical, and the results show that the complex Schiff bases were found to possess potent antioxidant activity. The structure-activity relationship of the ligand and its complexes indicates that the presence of electron-donating moieties, such as Co(II) and Ni(II), in the chemical structure increases the antioxidant activity, whereas the Pt(IV) and Pd(II) complexes diminished the antioxidant activity, indicating the superior activity of the hydroxyl radical (OH · ) over the superoxide radical.

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Synthesis and antioxidant activities of Schiff bases and their complexes: a review

Cited by 200 publications

References 77 publications

A new azo‐Schiff base: Synthesis, characterization, biological activity and theoretical studies of its complexes

A new azo‐Schiff base: Synthesis, characterization, biological activity and theoretical studies of its complexes

Substituted 4-Acyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazones with Antioxidant Properties: X-Ray Crystal and Spectroscopic Studies

Phosphorus‐based Schiff bases and their complexes as nontoxic antioxidants: Structure–activity relationship and mechanism of action

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