Anticancer activity studies of novel metal complexes of ligands derived from polycyclic aromatic compound via greener route

Daravath

Ramesh

et al. 2021

Applied Organom Chemis

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: Resultsmentioning

confidence: 99%

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

Daravath

Ramesh

et al. 2021

Applied Organom Chemis

“…The toxicity of the Schiff base (FMIMBCP) and its metal complexes ( 1 – 3 ) against the malignant tumor cell lines MCF‐7 (breast cancer) and KB3 (oral carcinoma) was determined using the MTT test with Etoposide as a reference agent, as described in the literature. [ 36 ] In this experiment, both MCF‐7 and KB3 cells were treated with various concentrations (20, 40, 60, and 80 μM) of the compounds and the cell viability was measured by this assay. [ 37 ] The cytotoxicity of the compounds was assessed using IC 50 values, and the results are summarized in Table 7 and illustrated in Figures 10 and 11.…”

Section: Resultsmentioning

confidence: 99%

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

Lakshmi

Shivaraj

2021

Applied Organom Chemis

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.

“…Due to the increased chelation of the ligand with the metal, complex 3 showed a higher scavenging activity compared to other complexes. [16,27] Biological Studies…”

Section: Antioxidant Activitymentioning

confidence: 99%

A Treatise on Furan Cored Schiff Base Cu(II), Ni(II) and Co(III) Complexes Accentuating Their Biological Efficacy: Synthesis, Thermal and Spectroscopic Characterization, DNA Interactions, Antioxidant and Antibacterial Activity Studies

Chemistry & Biodiversity

Rambabu²,

Shankar

et al. 2022

Three metal complexes [Cu(FMIMDIP) 2 ] (1), [Ni(FMIMDIP) 2 ] (2) and [Co(FMIMDIP) 3 ] (3) where, FMIMDIP = (((furan-2-yl)methylimino)methyl)-4,6-diiodophenol, were synthesized and characterized by various spectroscopy. The analytical data revealed a square planar geometry for 1 and 2 and an octahedral geometry for 3. The kinetic and thermodynamic parameters of the thermal decomposition steps were calculated from the thermograms. The quantum chemical parameters have been calculated using HOMO-LUMO energies and reveal the stability of the complexes. The DNA interaction of 1 -3 towards calf-thymus DNA was investigated by absorption titration, fluorescence spectroscopy and gel electrophoresis. All the complexes bind to DNA via intercalation mode with binding constant (K b ) values of 4.17 × 10 3 M À 1 to 5.9 × 10 4 M À 1 and also effectively cleave pBR322 DNA by oxidative and photolytic techniques. The synergistic action of metal chelates with ascorbic acid induced the generation of free radicals. The antibacterial activity of 1 -3 was tested against B. thuringiensis, S. pneumoniae, E. coli, and P. putida. Complex 3 has the best activity among all the complexes.