Spectroscopic, density functional theory, nonlinear optical properties and in vitro biological studies of Co(II), Ni(II), and Cu(II) complexes of hydrazide Schiff base derivatives

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.

“…The interaction between the DNA and small metal complexes can be measured by indirect methods such as electronic absorption and fluorescence spectroscopy. [ 16,17 ]…”

Section: Introductionmentioning

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

Venkateswarlu

Daravath

Ramesh

et al. 2021

“…Furthermore, these orbitals are responsible for producing of the various charge transfer systems. [ 2,43 ] The global properties of the reported compounds, E HOMO and E LUMO , energy gap ( E g ), chemical hardness ( η ), electronegativity ( χ ), chemical potential ( V ), ionization potential ( I ), electron affinity ( A ), chemical softness ( S ), and electrophilicity index ( ω ) were calculated and given in Table 6. The E HOMO values represent the donating properties of the compounds and follow the order HL > [Pd(HL)Cl 2 ] > [Co(HL) 2 ] 2+ > [Mn(HL) 2 ] 2+ > [Ni(HL) 2 ] 2+ > [Cu(HL) 2 ] 2+ > [Zn(HL) 2 ] 2+ .…”

Section: Resultsmentioning

confidence: 99%

“…They form enormous stable complexes with most of transition metal ions. [1][2][3][4][5][6] The presence of the azomethine group (ÀC=NÀ) of the Schiff base along with its lone pair of electrons on the nitrogen atom is of significant chemical reactivity and biological interests. [7,8] The Schiff base may contain besides the nitrogen atom donor of the azomethine moiety, other nitrogen, and oxygen donor atoms.…”

Section: Introductionmentioning

confidence: 99%

“…Therefore, due to its wide range of pharmaceutical applications, it is urgent to design new compounds containing quinoline moiety to act as potential drugs for the treatment of many diseases like cancer, dengue fever, malaria, tuberculosis, fungal infections, AIDS, Alzheimer's disease, and diabetes. [24] To continue our investigations to develop novel Schiff base derivatives that can act as potential drugs to cure various diseases, [1][2][3]5] here we report the synthesis of a new Schiff base with a quinoline part, 1-phenyl-2-((quinolin-2-ylmethylene)amino)ethanol (HL; Scheme 1) along with its coordination derivatives of some transition metal ions. The study included the synthesis and analytical and spectroscopic characterization of the Schiff base ligand and its complexes.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

New transition metal complexes of 1‐phenyl‐2‐((quinolin‐2‐ylmethylene)amino)ethan‐1‐ol Schiff base: Spectroscopic, X‐ray, DFT, Hirshfeld surface analysis, biological, and molecular docking studies

Elantabli

El‐Medani

Kozakiewicz‐Piekarz

et al. 2022

Self Cite

A novel Schiff base ligand (HL), derived from the condensation of phenylethanolamine and quinoline‐2‐carboxaldehyde, and its coordination complexes with some transition metal ions, Mn(II), Co(II), Ni(II), Cu(II), Zn(II), and Pd(II), were synthesized. The reported new compounds were characterized using different analytical and spectroscopic techniques. The structure of HL and its cobalt complex was also solved by conventional X‐ray diffraction technique. Hirshfeld surface analysis of the ligand and cobalt complexes was investigated. Interesting structural features with unique hydrogen bonding formation were observed. Molecular geometries of HL and the reported complexes were investigated using the DFT‐B3LYP level of theory. The quantum global reactivity descriptors were also calculated. Biological screening and molecular docking studies of the ligand and complexes are reported to explore their potential application as therapeutic drugs. The biological studies and molecular docking were correlated to each other and with the quantum reactivity descriptors. The studies supported that the complexes could bind to DNA via intercalative mode and showed various DNA binding potency.

“…Due to the flexibility and variability of Schiff bases in terms of structure and physical and chemical properties, it has become an attractive research object. [ 1,2 ] Schiff bases form metal complexes with various structures under certain conditions, [ 3–5 ] and these complexes have distinguished roles in photovoltaic materials, [ 6 ] magnetism, [ 7 ] nanomaterial catalysts, [ 8,9 ] capture performance, [ 10 ] nonlinear optical properties, [ 11 ] chemical sensors, [ 12,13 ] fluorescent materials, [ 14 ] and antiviral activity and other fields. [ 15,16 ] Quinazoline has the skeleton of a variety of alkaloids, its derivatives have multiple biological activities and show unusual high affinity for metal ions, also form all kinds of coordination compounds with many transition metals.…”

Section: Introductionmentioning

confidence: 99%

Two mono‐ and dinuclear Cu (II) complexes derived from 3‐ethoxy salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial activities, Hirshfeld surfaces analyses, and time‐dependent density functional theory studies

Chai

et al. 2021

The quinazoline-type ligand 2-(3-ethoxy-2-hydroxyphenyl)-4-methyl-1,-2-dihydroquinazolin 3-oxide (HL 1 , H is the deprotonatable hydrogen) was synthesized. Two mono-and dinuclear Cu (II) complexes, [Cu(L 2 ) 2 ]Á2CH 3 OH (1),amino}phenyl)ethanone oxime), were obtained via complexation of HL 1 with Cu (II) acetate monohydrate or Cu (II) nitrate trihydrate in methanol. HL 1 and both complexes were characterized by elemental analyses and spectroscopic methods. The structures of complexes were confirmed by single-crystal X-ray crystallography and the ratio of ligand to metal in 1 was 2:1 whereas 2 was 1:1. In the crystal structures, hexa-coordinated Cu (II) complex 1 was assembled into an infinite 1-D, 2-D network and 3-D supramolecular framework. Complex 2 included four deprotonated (L 2 ) À units, four coordinated Cu (II) and two coordinated nitrate anions, forming an infinite 2-D layer and interesting butterfly-shaped 3-D supramolecular skeleton. Specifically, the Cu1 and Cu4 centers were four-coordinated, while the Cu2 and Cu3 centers were penta-coordinated in 2. Furthermore, electrochemical properties and antibacterial activities of both complexes were also investigated. In addition, the electron paramagnetic resonance (EPR) spectra of 1 and 2 were also studied. The optimal geometries, HOMO-LUMO energies and molecular electrostatic potential diagrams of two complexes were calculated using density functional theory (DFT)/B3LYP, and specific electronic transitions in the UVvis spectra of 1 and 2 were recorded by time-dependent DFT (TD-DFT) calculations. Additionally, the noncovalent interactions between both complexes were also confirmed by Hirshfeld surfaces.