Synthesis, spectral characterization and biological activity studies of transition metal complexes of Schiff base ligand containing indole moiety

Rahaman, Fazlur; Mruthyunjayaswamy, B. H. M.

doi:10.1080/2164232x.2014.889580

Cited by 35 publications

(9 citation statements)

References 25 publications

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“…In order to satisfy the primary valency of the metal ion during the complexation, the ligands sacrifice the enolate proton to coordinate through enolate oxygen anion . The sharp azomethine >C=N‐ bands at about 1630 cm −1 in both the ligands shifted to lower frequencies by about 25–30 cm −1 in all the complexes, confirming the formation of azine group and coordination through one of its nitrogens .…”

Section: Resultsmentioning

confidence: 75%

“…In order to satisfy the primary valency of the metal ion during the complexation, the ligands sacrifice the enolate proton to coordinate through enolate oxygen anion. [33] The sharp azomethine >C=N-bands at about 1630 cm −1 in both the ligands shifted to lower frequencies by about 25-30 cm −1 [34] in all the complexes, confirming the formation of azine group and coordination through one of its nitrogens. [35] The bands at 1588 and 1591 cm −1 assigned to aromatic pyridine C=N absorptions in both the ligands shift to a lower frequency by 10-15 cm −1 in all the complexes, suggesting complexation through this nitrogen.…”

Section: Infrared Spectral Studiesmentioning

confidence: 87%

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Copper (II) complexes of 3,5‐di‐tert‐butyl‐2‐hydroxybenzoylhydrazones of 2‐formylpyridine and 2‐acetylpyridine, with tautomeric azine‐scaffold‐based architecture: Synthesis, crystal structures, the effect of counteranions on complexation, and their anti‐microbial and anti‐tuberculosis evaluation

Hegde

Netalkar

Revankar

2019

Applied Organom Chemis

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A series of air‐ and moisture‐stable copper (II) complexes of 3,5‐di‐tert‐butyl‐2‐hydroxy‐N′‐(pyridin‐2‐ylmethylene)benzohydrazide (L1H) and 3,5‐di‐tert‐butyl‐2‐hydroxy‐N′‐(1‐(pyridin‐2‐yl)ethylidene)benzohydrazide (L2H) were synthesized. The two newly designed hydrazone Schiff base ligands with the tautomeric azine‐scaffold involving N, N and O ligating architecture were derived from the condensation of 3,5‐di‐tert‐butyl‐2‐hydroxybenzoylhydrazide with 2‐formylpyridine and 2‐acetylpyridine, respectively. The resultant ligands and their copper complexes were characterized using various spectro‐analytical techniques, like infrared (IR), 1H‐NMR, 13C‐NMR, electron paramagnetic resonance, electronic spectroscopy, thermogravimetric analysis and conductance measurements. The interesting inter‐convertible E/Z geometrical isomeric forms of the ligand L1H was established by NMR and IR spectra. In addition, the molecular structures of L2H, C3 and C4 were unambiguously established using the single‐crystal X‐ray diffraction technique. The dichlorido‐bridged dinuclear square pyramidal complexes, with the [Cu2(μ‐Cl)2L2] type of core units, were resulted for the complexes C1 and C3, whereas z‐in compressed mononuclear 1:2 (M:L) octahedral complex geometries resulted for C2, C4 and the rest of the complexes even when various copper (II) precursor salts with different counteranions were used. The ligands and their complexes were investigated for the anti‐microbial activities against gram‐positive and gram‐negative bacteria. The ligand L2H and its complexes C3 and C4 exhibited better anti‐tuberculosis activity than the controls.

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Section: Resultsmentioning

confidence: 75%

Section: Infrared Spectral Studiesmentioning

confidence: 87%

Copper (II) complexes of 3,5‐di‐tert‐butyl‐2‐hydroxybenzoylhydrazones of 2‐formylpyridine and 2‐acetylpyridine, with tautomeric azine‐scaffold‐based architecture: Synthesis, crystal structures, the effect of counteranions on complexation, and their anti‐microbial and anti‐tuberculosis evaluation

Hegde

Netalkar

Revankar

2019

Applied Organom Chemis

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“…A weak but sharp band observed at 1612.99 cm -1 assignable for ν(C=O) lactam is restored in the metal complexes [25]. Moreover, change in IR absorption bands from 3355.52 to 3296.31 cm -1 for N-H stretch of AMXTC2 and metal complexes provides good conformity for the coordination of metal ions with the deprotonated nitrogen of (NH) group of substituted amide [26].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Thermal Characterization and in vitro Antibacterial Assessment of Co(II) and Cd(II) Complexes of Schiff Base Derived from Amoxicillin and Thiophene-2-carbaldehyde

Chaudhary

Guragain

2019

Asian J. Chem.

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A novel AMXTC2 ligand was prepared by simultaneous stirring and refluxing of an equimolar mixture of amoxicillin and thiophene-2-carbaldehyde in methanol and was further used to synthesize metal complexes by metalation with cobalt and cadmium salts, taking ligand metal ratio 2:1. They were characterized by elemental microanalysis, FT-IR, mass, UV-visible, 1H NMR, thermal analysis, magnetic moment and molar conductance measurements. The coordination sites in the ligand were verified by their comparative and extensive spectral studies. The detailed exploration of the data suggested octahedral geometry for Co-AMXTC2 and tetrahedral geometry for Cd-AMXTC2 complexes. The thermodynamic and kinetic parameters such as E*, ΔH*, ΔS* and ΔG* of various decomposition steps were calculated from TGA curves using the Coats-Redfern method. The molar conductivity data suggested non-electrolytic nature of the complexes. SEM analysis was done to observe their surface morphology. The geometry optimization of the proposed molecular structure of the complexes was achieved by running MM2 calculation in Gaussian supported Cs-ChemOffice Ultra-11 program software. The biological activities had been evaluated in vitro against E. coli, K. pneumonia, P. vulgaris and S. aureus pathogens in order to assess their antibacterial potency. The biological data revealed better growth inhibitory action of the ligand and metal complexes with bacterial pathogens.

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“…This indicates no involvement of carboxylate group for the coordination with metal ions. The negative band shift from 3485.12 cm −1 assignable for N-H stretch in ligand provides good conformity for the coordination of metal ions with deprotonated nitrogen (NH) group of substituted amide [24]. M-N coordination mode is further ensured by the appearance of bands at 3423.36 and 3432.69 cm −1 for Cu II and Ni II complexes, respectively.…”

Section: Ft-ir Analysismentioning

confidence: 94%

Spectral Investigation andIn VitroAntibacterial Evaluation of Ni^IIand Cu^IIComplexes of Schiff Base Derived from Amoxicillin andα-Formylthiophene (αft)

Chaudhary

Mishra

2015

Journal of Chemistry

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Two new metal complexes of general formula M(Haαft)2[M =NiIIandCuII] of asymmetrical Schiff base ligand (HL = Haαft) derived from amoxicillin andα-formylthiophene have been prepared and characterized by various physicochemical and spectral techniques. Molar conductance measurement indicates nonelectrolytic nature of the metal complexes. FT-IR spectral study reveals the ligation of metal ions at two different nitrogen [NN] donor sites of Haαft. FT-IR and electronic absorption spectral evidences suggest distorted tetrahedral and square planar geometry forCuIIandNiIIcomplexes, respectively. The structure optimization by molecular mechanics (MM) force field calculation through ArgusLab 4.0.1 version software also supports the concerned geometry of the complexes. The cell dimensions as suggested by XRPD study,a(6.753 Å),b(13.904 Å),c(20.122 Å),α(142.76°),β(106.580°), andγ(72.4343°) forCuIIanda(24.2547 Å),b(6.6371 Å),c(5.5047 Å) (α=β=γ= 90°) forNiIIcomplexes, are in good agreement with their triclinic and orthorhombic crystal systems. Particle size calculation by Scherrer’s formula indicates nanocrystalline nature of the complexes. The antibacterial sensitivity study suggests promising activities of Haαft (Ligand) and M(Haαft)2complexes against four clinical pathogenic bacteria, namely,E. coli,P. vulgaris,P. aeruginosa, andS. aureus, though being less active than the standard drug amikacin.

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Synthesis, spectral characterization and biological activity studies of transition metal complexes of Schiff base ligand containing indole moiety

Cited by 35 publications

References 25 publications

Synthesis, Thermal Characterization and in vitro Antibacterial Assessment of Co(II) and Cd(II) Complexes of Schiff Base Derived from Amoxicillin and Thiophene-2-carbaldehyde

Spectral Investigation andIn VitroAntibacterial Evaluation of Ni^IIand Cu^IIComplexes of Schiff Base Derived from Amoxicillin andα-Formylthiophene (αft)

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Synthesis, spectral characterization and biological activity studies of transition metal complexes of Schiff base ligand containing indole moiety

Cited by 35 publications

References 25 publications

Synthesis, Thermal Characterization and in vitro Antibacterial Assessment of Co(II) and Cd(II) Complexes of Schiff Base Derived from Amoxicillin and Thiophene-2-carbaldehyde

Spectral Investigation andIn VitroAntibacterial Evaluation of NiIIand CuIIComplexes of Schiff Base Derived from Amoxicillin andα-Formylthiophene (αft)

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Spectral Investigation andIn VitroAntibacterial Evaluation of Ni^IIand Cu^IIComplexes of Schiff Base Derived from Amoxicillin andα-Formylthiophene (αft)