Crystal structure, DNA binding, cleavage, antioxidant and antibacterial studies of Cu(II), Ni(II) and Co(III) complexes with 2-((furan-2-yl)methylimino)methyl)-6-ethoxyphenol Schiff base

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Novel binary metal complexes, 1 [Cu(FMIMBMOP)2], 2 [Ni(FMIMBMOP)2] and 3 [Co(FMIMBMOP)3], where FMIMBMOP (2‐((E)‐((furan‐2‐yl)methylimino)methyl)‐4‐bromo‐6‐methoxyphenol), were synthesized and characterized using different analytical techniques. Result of spectral studies reveals that square planar geometry is assigned for Cu (II) and Ni (II) complexes, whereas octahedral geometry is assigned for Co (III) complex. The thermodynamic and kinetic parameters for the degradation of the complexes were ascertained by Coats–Redfern method for thermogravimetric data attained from thermogravimetric analysis (TGA). The stability of the complexes has been calculated from quantum chemical parameters using highest occupied molecular orbital (HOMO)–lowest unoccupied molecular orbital (LUMO) energies. The DNA binding of complexes was studied by using ultraviolet–visible (UV–Vis) spectroscopic technique; screening their ability to bind to calf thymus DNA (CT‐DNA) showed that the complexes can interact with CT‐DNA through intercalation mood, where the Kb values are 2.59 ± 0.01 × 104, 7.43 ± 0.03 × 103, and 6.73 ± 0.02 × 104 M−1 for 1, 2, and 3, respectively. Stern–Volmer quenching constant (Ksv) values ranged from 2.32 ± 0.03 × 103 to 1.66 ± 0.02 × 104 M−1 were calculated for complexes from fluorescence studies. The oxidative and photolytic cleavage of supercoiled pBR322 DNA was studied and found that the complexes have cleaved this DNA effectively. The novel metal complexes have shown significant antioxidant activity against DPPH radical. The antibacterial activity of Schiff base and its metal complexes screened against Bacillus thuringiensis, Streptococcus pneumoniae, Escherichia coli, and Pseudomonas putida was investigated, and the results indicated that the metal complexes have better results than Schiff base ligand. The catalytic ability of metal complexes 1, 2, and 3 was found to be 3 > 1 > 2.

Section: Introductionmentioning

confidence: 89%

Section: Methodsmentioning

confidence: 99%

“…[ 22,23 ]

([], DNA) / ((), italicεa - italicεf) = ([], DNA) / ((), italicεb - italicεf) + 1 / italicKb ((), italicεb - italicεf)

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Investigation of DNA binding and bioactivities of furan cored Schiff base Cu (II), Ni (II), and Co (III) complexes: Synthesis, characterization and spectroscopic properties

Venkateswarlu

Daravath

Ramesh

et al. 2021

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“…Recently, Venkateswarlu et al . stated DNA binding, DNA cleavage, In addition to many other biological studies of Co 2+ Ni 2+ and Cu 2+ complexes with “2‐((furan‐2‐yl) methylimino)methyl)‐6‐ethoxyphenol Schiff Base, were also carried out. Ghorai et al .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of VO²⁺, Co²⁺, Ni²⁺, Cu²⁺ and Zn²⁺ Complexes of a Schiff base ligand derived from ethyl 2‐amino‐6‐ethyl‐4,5,6,7‐tetrahydrothieno[2,3‐c]pyridine‐3‐carboxylate and their Investigation as fungicide Agents

Shakdofa

Labib

Abdel‐Hafez³

et al. 2018

Complexes of VO 2+ , Co 2+ , Ni 2+ , Cu 2+ , and Zn 2+ ethyl-6-ethyl-2-((2hydroxybenzylidene)amino)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate were synthesized and characterized via different spectroscopic techniques.The whole results declared that the complexes assembled in 1:1 mole ratio furthermore, the spectroscopic data analysis proved the present ligand adhered to the different metal ions in neutral or monobasic tridentate ligand via azomethine nitrogen, carbonyl oxygen atoms and protonated/deprotonated phenolic hydroxyl group. The UV-Vis. and ESR spectroscopic data analysis proposed a distorted octahedral or octahedral structure for all complexes. The ESR spectra for Cu 2+ complexes (5-6) revealed an axial symmetry with g‖ > g ┴ > g e , denoting to distorted octahedral Cu 2+ complex and the free electrons in the M shell exist in a d (x2-y2) orbital with a remarkable covalent bond aspect. The synthesized complexes showed moderate to superb fungicide activity. All complexes are more active than both standard drug and ligand against C. albicans where complexes (5-7) are more active against A. flavus and compounds (1), (4-5), (7) against S. cerevisiae whereas only complex (6) is more active against A niger.

Synthesis, spectroscopic and thermal studies of Cu⁺², Ni⁺²and Co⁺³complexes of Schiff base containing furan moiety. Antitumor, antioxidant, antibacterial and DNA interaction studies

Venkateswarlu

Lakshmi

Shivaraj

2021

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Three mononuclear bioefficient imine‐based coordination complexes [Cu(FMIMBCP)2] (1), [Ni(FMIMBCP)2] (2), and [Co(FMIMBCP)3] (3) were synthesized using ligand [FMIMBCP = (((furan‐2‐yl)methylimino)methyl)‐6‐bromo‐4‐chlorophenol]. The formation of the complexes was ascertained by elemental analysis, Fourier transform infrared, UV–Visible, electrospray‐mass spectrometry, electron paramagnetic resonance, and thermogravimetric analysis. From the thermogravimetric curves, the kinetic and thermodynamic parameters of the thermal degradation steps were computed. The stability of the complexes has been calculated from quantum chemical parameters using HOMO‐LUMO energies. The comparative binding propensity profiles of above synthesized complexes with the calf thymus‐DNA were investigated via UV absorption and fluorescence studies. On the basis of extended conjugation and increased chromophores, complex 3 exhibited superior bioactivity with greater calculated DNA binding constant values, (Kb) 5.73 × 104 M−1 (3) as compared to complexes 1 (2.96 × 104 M−1) and 2 (8.38 × 103 M−1). The competitive binding titration with ethidium bromide (EB) revealed that metal complexes efficiently displace EB from the EB‐DNA system. The complexes were found to have pronounced cleavage efficiency as evaluated from agarose gel electrophoresis. The anticancer activity of the ligand and metal complexes against MCF‐7 and KB3 cells revealed that the complexes were more efficacious than the corresponding ligand. Further, in vitro antioxidant activity against DPPH proclaimed the remarkable bioefficiency of compounds, which makes them promising as an active chemotherapeutic agent. The complexes have strong antibacterial activity against Bacillus thuringiensis, Streptococcus pneumoniae, Escherichia coli, and Pseudomonas putida.