Template synthesis and physico-chemical characterization of 14-membered tetraimine macrocyclic complexes, [MLX2] [M=Co(II), Ni(II), Cu(II) and Zn(II)]. DNA binding study on [CoLCl2] complex

Firdaus, Farha; Fatma, Kaneez; Azam, Mohammad; Khan, Shahper N.; Khan, Asad; Shakir, Mohammad

doi:10.1016/j.saa.2008.10.054

Cited by 38 publications

(9 citation statements)

References 24 publications

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“…The 13 C NMR spectra of Schiff bases displayed characteristic signals near δ 173.3–161.1 ppm due to azomethine carbon atoms which undergo shifting, suggesting coordination through nitrogen atom due to shifting of electronic density towards the Zn(II) ion from nitrogen atom . Sharp signals due to carbon atoms containing hydroxyl group displayed signals near δ 158–157 ppm also get shifted in the spectra of complexes suggesting bonding through deprotonated oxygen atom.…”

Section: Resultsmentioning

confidence: 99%

Some divalent metal(II) complexes of salicylaldehyde‐derived Schiff bases: Synthesis, spectroscopic characterization, antimicrobial and in vitro anticancer studies

Devi

Yadav

Kumar

et al. 2018

Applied Organom Chemis

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Mononuclear transition metal(II) complexes of the type M(L)2⋅2H2O (where M = Co, Ni, Cu, Zn) have been synthesized from uninegative Schiff base ligands (HL1–HL4) designed by condensation of 4‐fluorobenzylamine with 2‐hydroxy‐1‐naphthaldehyde/3,5‐dichlorosalicylaldehyde/3,5‐dibromosalicylaldehyde/3‐bromo‐5‐chlorosalicylaldehyde. The compounds were successfully characterized using spectroscopic and physiochemical methods together with elemental analysis. Spectroscopic elucidation indicates a monobasic bidentate nature of ligands coordinated via deprotonated phenolic oxygen and azomethine nitrogen atom which suggests an octahedral geometry around the central metal ions. The complexes and ligands were screened for their in vitro antimicrobial activity against bacterial and fungal strains, the zinc(II) complexes being more active against the tested microbial strains. Further, the metal complexes were found to be more active than the uncomplexed ligands due to chelation process and, moreover, the complexes were more active against fungal strains than bacterial strains. Cytotoxic activities of all compounds were evaluated towards human alveolar adenocarcinoma epithelial cell line (A549), human breast adenocarcinoma cell line (MCF7), human prostate cancer cell line (DU145) and one normal human lung cell line (MRC‐5) using MTT colorimetric assay with doxorubicin as a standard. The zinc complexes were most active against the cancer cell lines and also found to be less toxic against MRC‐5 normal cell line than standard doxorubicin.

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Section: Resultsmentioning

confidence: 99%

Some divalent metal(II) complexes of salicylaldehyde‐derived Schiff bases: Synthesis, spectroscopic characterization, antimicrobial and in vitro anticancer studies

Devi

Yadav

Kumar

et al. 2018

Applied Organom Chemis

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“…MTX exhibited an emission maximum at 610 nm ( Figure 2A, curve a). The fluorescence quenching constant (K SV ) was evaluated using the Stern-Volmer equation [17]: Since the highest change in the drug fluorescence spectra on addition of DNA occurred at a wavelength of 675 nm, the fluorescence measurements at this wavelength yielded an accurate determination of the bound fraction.…”

Section: Binding Of Mtx With Dnamentioning

confidence: 99%

“…When ligand molecules bind independently to a set of equivalent sites on a macromolecule, the equilibrium between free and bound molecules is given by the equation [17]:…”

Section: Binding Equilibriummentioning

confidence: 99%

Inhibition of transcription factor assembly and structural stability on mitoxantrone binding with DNA

2010

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MTX (mitoxantrone) is perhaps the most promising drug used in the treatment of various malignancies. Comprehensive literature on the therapeutics has indicated it to be the least toxic in its class, although its mechanism of action is still not well defined. In the present study, we have evaluated the associated binding interactions of MTX with naked DNA. The mechanism of MTX binding with DNA was elucidated by steady-state fluorescence and a static-type quenching mechanism is suggested for this interaction. Thermodynamic parameters from van 't Hoff plots showed that the interaction of these drugs with DNA is an entropically driven phenomenon. The binding mode was expounded by attenuance measurements and competitive binding of a known intercalator. Sequence specificity of these drug-DNA complexes was analysed by FTIR (Fourier-transform infrared) spectroscopy and molecular modelling studies. CD spectroscopy and the plasmid nicking assay showed that the binding of this drug with DNA results in structural and conformational perturbations. EMSA (electrophoretic mobility-shift assay) results showed that these drug-DNA complexes prevent the binding of octamer TF (transcription factor) to DNA. In summary, the study implicates MTX-induced conformational instability and transcription inhibition on DNA binding.

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“…[1][2][3][4][5] Macrocyclic compounds and their derivatives have been proven to be excellent host system for a guest metal ion. [6,7] These compounds have shown remarkable bacterial inhibiting potential either by penetrating through bacterial cell walls to inactivate their enzymes or by generating H 2 O 2 to kill the bacteria.…”

Section: Introductionmentioning

confidence: 99%

Untitled

Jain

2016

AJP

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Aim: To synthesize a new series of metal based therapeutic agents with good antimicrobial and antioxidant properties and their structural characterization. Methodology: Synthesis of a series of transition metal complexes of type [M(C 16 derived from template condensation of 1,3-dicarbonyl-phenyl-dihydrazide and 1H-indole-2,3-dione(isatin) and their characterization by ultraviolet-visible, Fourier-transformed infrared spectroscopy, electron paramagnetic resonance, mass spectral studies. Antimicrobial activity was determined using agar well diffusion method against four bacterial strains and two fungal strains. Antioxidant potential of compounds was screened by 2, 2-diphenyl-1-picrylhydrazyl scavenging activity method. Result: All the synthesized complexes were found to have six coordinated octahedral geometry. All test compounds possess varied but significant antimicrobial activity against four bacterial and two yeast strains. Minimum inhibitory concentrations lie between 32-128 μg/ml for the bacterial strains. Some of the test compounds have shown significant % radical scavenging activity. Conclusion: Tetradentate ligand derived from template condensation coordinates readily with all divalent metal salts and affords the synthesis of octahedral complexes. Detailed structural and biological investigation of this series of complexes would throw more light on the influence of metal coordination on the reactivity of macrocyclic molecules which may be further explored and used as alternative therapeutic agents.

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Template synthesis and physico-chemical characterization of 14-membered tetraimine macrocyclic complexes, [MLX2] [M=Co(II), Ni(II), Cu(II) and Zn(II)]. DNA binding study on [CoLCl2] complex

Cited by 38 publications

References 24 publications

Some divalent metal(II) complexes of salicylaldehyde‐derived Schiff bases: Synthesis, spectroscopic characterization, antimicrobial and in vitro anticancer studies

Some divalent metal(II) complexes of salicylaldehyde‐derived Schiff bases: Synthesis, spectroscopic characterization, antimicrobial and in vitro anticancer studies

Inhibition of transcription factor assembly and structural stability on mitoxantrone binding with DNA

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