Synthesis of mononuclear copper(II) complexes of acyclic Schiff’s base ligands: Spectral, structural, electrochemical, antibacterial, DNA binding and cleavage activity

Jayamani, Arumugam; Thamilarasan, Vijayan; Sengottuvelan, Nallathambi; Manisankar, P.; Kang, Sung Kwon; Kim, Young-Inn; Ganesan, V

doi:10.1016/j.saa.2013.11.079

Cited by 39 publications

(14 citation statements)

References 50 publications

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“…In the case of C. albicans , among the complexes, CdLCl 2 and CdL(NCS) 2 showed the maximum and minimum activity, respectively. The general trend of the inhibition from growth against C. albicans is CdLCl 2 > CdL(NO 3 ) 2 > CdLBr 2 > CdLI 2 > CdL(N 3 ) 2 > CdL(NCS) 2 > L and against A. niger is CdLBr 2 > CdLCl 2 > CdL(NO 3 ) 2 ~ CdLI 2 > CdL(N 3 ) 2 > CdL(NCS) 2 > L. In this work and many previous reports, [ 59 ] increased biological activity of the coordination complexes with respect to the free ligand can be explained on the basis of Ross and Tweedy's chelation theory. [ 60,61 ] It is suggested that the chelation reduces the polarity of the central metal because the positive charge of the metal ion is partially shared with the donor atoms of the Schiff base ligands and consequently π‐electron delocalization over the whole chelate ring occurs.…”

Section: Resultssupporting

confidence: 78%

Synthesis, crystal structure, Hirshfeld surface analyses, antimicrobial activity, and thermal behavior of some novel nanostructure hexa‐coordinated Cd(II) complexes: Precursors for CdO nanostructure

Akbari

Montazerozohori

Hoseini

et al. 2021

Applied Organom Chemis

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A new tetradentate Schiff base ligand entitled as (L = (N2E, N2′E)‐N1, N1′‐(ethane‐1,2‐diyl)bis(N2‐((E)‐3‐(2‐nitrophenyl)allylidene)ethane‐1,2‐diamine) and its six cadmium(II) complexes formulated as CdLX2 in which X is Cl, Br, I, NO3, NCS, or N3 were synthesized under ultrasound irradiation and characterized by various physical and spectral techniques. Moreover, some complexes were also prepared in nanostructured dimensions confirmed by scanning electron microscopy (SEM), energy dispersive X‐ray analysis (EDXA), and X‐ray powder diffraction (XRPD) techniques and then were used as precursor for preparation of CdO nanoparticles via direct calcination at 600°C. As typical, the crystal structure of cadmium(II) nitrate complex was determined using single crystal X‐ray diffraction. Accordingly, it was found that [Cd(L)(NO3)2] complex crystallizes in the monoclinic space group P21/n with two independent molecules in the asymmetric unit with two coordination modes of nitrate anions. This complex has zero‐dimensional (0D) coordination supramolecular structure. Hirshfeld surface analyses suggested that H … O (49.5%), H … H (30.3%), and H … C (11.8%) intermolecular interactions are most considerable in the crystal packing. Computational studies of ligand structure leading to electrostatic potentials of the solid state geometry and some occupied molecular orbitals (HOMO, HOMO‐1, HOMO‐2, and HOMO‐5) prevailing the contribution of nitrogen lone pairs are also reported. Thermal behavior studies of the compounds under nitrogen atmosphere from room temperature to 900°C revealed that the ligand is completely decomposed without any residual whereas the complexes are decomposed via two to four thermal steps with trace amount of metallic cadmium as residue. Moreover, antibacterial and antifungal screening well showed that the complexes inhibit from the growth of the various bacteria and fungi more efficient than free ligand especially against Gram‐positive bacteria. DNA cleavage potentials of the compounds may be one of the reasons for their antimicrobial activity.

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Section: Resultssupporting

confidence: 78%

Synthesis, crystal structure, Hirshfeld surface analyses, antimicrobial activity, and thermal behavior of some novel nanostructure hexa‐coordinated Cd(II) complexes: Precursors for CdO nanostructure

Akbari

Montazerozohori

Hoseini

et al. 2021

Applied Organom Chemis

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“…The K b values of the complexes are found to be in the range 1.27 × 10 5 –3.13 × 10 5 M −1 and are higher than those of free fluoroquinolones (supporting information). They are lower than K b of classical intercalator EtBr (7.16 × 10 5 M −1 ), [Cu(flmq) 2 (py) 2 ] (8.12 × 10 5 M −1 ), [CuL(phen) 2 ] (6.6 × 10 5 M −1 ) and [Cu(L 1 )](ClO 4 ) 2 (4.89 × 10 5 M −1 ) but higher than those of [Cu(SPF)(phendione)Cl]⋅5H 2 O (3.7 × 10 4 M −1 ), [Cu(SPF)(nitrophen)Cl]⋅5H 2 O (5.19 × 10 4 M −1 ), [Cu(SPF)(dpa)Cl]⋅5H 2 O (7.25 × 10 4 M −1 ), [Cu(SPF)(pyc)Cl]⋅5H 2 O (7.93 × 10 4 M −1 ), [Cu(CFL)(A 1 )Cl]⋅2H 2 O (1.78 × 10 4 M −1 ), [Cu(H 2 L) 2 (H 2 O) 2 ]⋅2NO 3 ⋅2H 2 O (4.25 × 10 4 M −1 ) and [CuL 1 (bpy)](ClO 4 ) 2 (2.97 × 10 4 M −1 ) . From the K b value and red shift, it is clear that the complexes bind to DNA by intercalation mode and complex I has a higher binding ability (Fig.…”

Section: Resultsmentioning

confidence: 85%

Synthesis, spectral investigation and development of tetrahedral copper(II) complexes as artificial metallonucleases and antimalarial agents

Mehta

Gajera

Patel

et al. 2015

Applied Organom Chemis

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*Seven new copper(II) complexes of type [Cu(A)(L)]ÁH 2 O (A = sparfloxacin, ciprofloxacin, levofloxacin, gatifloxacin, pefloxacin, ofloxacin, norfloxacin; L = 5-[(3-chlorophenyl)diazenyl]-4-hydroxy-1,3-thiazole-2(3H)-thione) were synthesized and characterized using elemental and thermogravimetric analyses, and electronic, electron paramagnetic resonance (EPR), Fourier transform infrared and liquid chromatography-mass spectroscopies. Tetrahedral geometry around copper is assigned in all complexes using EPR and electronic spectral analyses. All complexes were investigated for their interaction with herring sperm DNA utilizing absorption titration (K b = 1.27-3.13 × 10 5 M À1) and hydrodynamic volume measurement studies. The studies suggest the classical intercalative mode of DNA binding. The cleavage reaction on pUC19 DNA was monitored by agarose gel electrophoresis. The results indicate that the Cu(II) complexes can more effectively promote the cleavage of plasmid DNA. The superoxide dismutase mimic activity of the complexes was evaluated by nitroblue tetrazolium assay, and the complexes catalysed the dismutation of superoxide at pH = 7.8 with IC 50 values in the range 0.597-0.900 μM. The complexes were screened for their in vitro antibacterial activity against five pathogenic bacteria. All the complexes are good cytotoxic agents and show LC 50 values ranging from 5.559 to 11.912 μg ml À1. All newly synthesized Cu(II) complexes were also evaluated for their in vitro antimalarial activity against Plasmodium falciparum strain (IC 50 = 0.62-2.0 μg ml À1).

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“…In order to further investigate the intensity of the interaction between EFZ and CT‐DNA, the intrinsic binding constant, K b , was calculated from a plot of [DNA]/(ε a – ε f ) versus [DNA] using eqn , (Fig. a):

([], D N A) true/ ((), ε_{a} - ε_{f}) = ([], D N A) true/ ((), ε_{b} - ε_{f}) prefix+ 1 true/ K_{b} ((), ε_{b} - ε_{f})

where [DNA] is the concentration of DNA, the molar absorption coefficients ε a , ε b and ε f represent the apparent absorption coefficient for the EFZ, the extinction coefficient for the EFZ in the fully bound form and the extinction coefficient for the free EFZ, respectively.…”

Section: Resultsmentioning

confidence: 99%

Binding studies of the anti‐retroviral drug, efavirenz to calf thymus DNA using spectroscopic and voltammetric techniques

et al. 2015

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Interactions between efavirenz (EFZ) with calf thymus DNA (CT-DNA) were investigated in vitro under stimulated physiological conditions using multispectroscopic techniques, cyclic voltammetry viscosity measurement, and gel electrophoresis. Methylene blue and acridine orange dyes were used as spectral probes by fluorescence spectroscopy. Hypochromicity was observed in ultra-violet (UV) absorption band of EFZ. Considerable fluorescence enhancement of EFZ was observed in the presence of increasing amounts of DNA solution and the binding constants (Kf ) and corresponding numbers of binding sites (n) were calculated at different temperatures. Thermodynamic parameters including enthalpy change (ΔH) and entropy change (ΔS) were calculated to be -304.78 kJ mol(-1) and -924.52 J mol(-1) K(-1) according to the van 't Hoff equation, which indicated that reaction is predominantly enthalpically driven. In addition, UV/vis absorption titration of DNA bases confirmed that EFZ interacted with guanine and cytosine preferentially. Gel electrophoresis of DNA with EFZ demonstrated that EFZ also has the ability to cleave supercoiled plasmid DNA. Circular dichroism study showed stabilization of the right-handed B form of CT-DNA. All results suggest that EFZ interacts with CT-DNA via an intercalative mode of binding.

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Synthesis of mononuclear copper(II) complexes of acyclic Schiff’s base ligands: Spectral, structural, electrochemical, antibacterial, DNA binding and cleavage activity

Cited by 39 publications

References 50 publications

Synthesis, crystal structure, Hirshfeld surface analyses, antimicrobial activity, and thermal behavior of some novel nanostructure hexa‐coordinated Cd(II) complexes: Precursors for CdO nanostructure

Synthesis, crystal structure, Hirshfeld surface analyses, antimicrobial activity, and thermal behavior of some novel nanostructure hexa‐coordinated Cd(II) complexes: Precursors for CdO nanostructure

Synthesis, spectral investigation and development of tetrahedral copper(II) complexes as artificial metallonucleases and antimalarial agents

Binding studies of the anti‐retroviral drug, efavirenz to calf thymus DNA using spectroscopic and voltammetric techniques

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