Synthesis, experimental and computational characterizations of a new quinoline derived Schiff base and its Mn(II), Ni(II) and Cu(II) complexes

Beyramabadi, S. Ali; Saadat-Far, Maryam; Faraji-Shovey, Amirmohammad; Javan-Khoshkholgh, Malihe; Morsali, Ali

doi:10.1016/j.molstruc.2020.127898

Cited by 25 publications

(3 citation statements)

References 59 publications

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“…In addition to these, understanding the mode of drug action and the efficiency of therapeutic agents with the aid of DFT calculations and molecular docking studies is also a hot topic of research. 11 , 21 , 30 − 32 These observations aroused our interest in the synthesis of new transition-metal compounds from a single ligand that possesses antimicrobial and antioxidant activities. 5 , 6 In relation to this, we recently investigated and reported the coordinating ability of quinoline derivative ligand complexed with Zn(II), Cu(II), Co(II), Ni(II), and V(IV) metal ions and evaluated their biological activities.…”

Section: Introductionmentioning

confidence: 99%

“…The synthesis of transition-metal complexes with a detailed study of biological activities remains to be an open area of research. In addition to these, understanding the mode of drug action and the efficiency of therapeutic agents with the aid of DFT calculations and molecular docking studies is also a hot topic of research. ,,− These observations aroused our interest in the synthesis of new transition-metal compounds from a single ligand that possesses antimicrobial and antioxidant activities. , In relation to this, we recently investigated and reported the coordinating ability of quinoline derivative ligand complexed with Zn(II), Cu(II), Co(II), Ni(II), and V(IV) metal ions and evaluated their biological activities . This work introduces new Zn(II) and Cu(II) metal complexes with new quinoline derivative ligand 2-((2-hydroxyethyl)amino)quinoline-3-carbaldehyde.…”

Section: Introductionmentioning

confidence: 99%

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Novel Zinc(II) and Copper(II) Complexes of 2-((2-Hydroxyethyl)amino)quinoline-3-carbaldehyde for Antibacterial and Antioxidant Activities: A Combined Experimental, DFT, and Docking Studies

Damena

Alem

Zeleke³

et al. 2022

ACS Omega

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In the present work, two novel complexes of zinc(II) and copper(II) were synthesized from the ligand 2-((2-hydroxyethyl)amino)quinoline-3-carbaldehyde ( H 2 L ) in a 1:2 metal-to-ligand ratio in methanol. The complexes were characterized by UV–visible spectroscopy, fluorescence spectroscopy, Fourier transform infrared (FT-IR) spectroscopy, powder X-ray diffraction (XRD), scanning electron microscopy-energy-dispersive X-ray spectroscopy (SEM-EDX), mass spectrometry (MS), nuclear magnetic resonance (NMR) spectroscopy, and thermogravimetric analysis (TGA) experimental techniques and density functional theory (DFT) calculations. The spectral data revealed that the mono-deprotonated ( HL ) ligand acted as a bidentate ligand, which bound to both Zn(II) and Cu(II) ions via the nitrogen atom of the amine (N–H) and the hydroxyl (O–H) groups through the deprotonated oxygen atom. Formation constants and thermal analysis indicated that both metal complexes are stable up to 100 °C with thermodynamically favored chemical reactions. The Cu(II) complex showed antibacterial activities with the zones of inhibition of 20.90 ± 2.00 mm against Pseudomonas aeruginosa , 19.69 ± 0.71 mm against Staphylococcus aureus , and 18.58 ± 1.04 mm against Streptococcus pyogenes . These results are relatively higher compared with the Zn(II) complex at the same concentration. The minimum inhibitory concentration (MIC) results for the complexes also showed similar trends against the three bacteria. On the other hand, radical scavenging activities of both Cu(II) and Zn(II) complexes showed half-maximal inhibitory concentrations (IC 50 ) of 4.72 and 8.2 μg/mL, respectively, while ascorbic acid (a positive control) has a value of 4.28 μg/mL. The Cu(II) complex exhibited better communication with the positive control, indicating its potential use for biological activities. The calculated and in silico molecular docking results also strongly support the experimental results.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Novel Zinc(II) and Copper(II) Complexes of 2-((2-Hydroxyethyl)amino)quinoline-3-carbaldehyde for Antibacterial and Antioxidant Activities: A Combined Experimental, DFT, and Docking Studies

Damena

Alem

Zeleke³

et al. 2022

ACS Omega

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“…The single‐electron excitation from HOMO to LUMO could be detected in wave function when the electron was excited from ground state to the first excitation level. [ 57 ] As shown in Table S6, the calculated energies of α / β ‐LUMO and α / β ‐HOMO for complex 1 were −4.639/−4.647 and −5.353/−5.316 eV, while the energy level of LUMO and HOMO for complex 2 were −5.843 and −8.632 eV, respectively. The energy gap (Δ E = E LUMO − E HOMO ) was intended to be the energy difference of frontier molecular orbitals and was very significant in the photochemical reaction, absorption, and luminescence property of the compound.…”

Section: Resultsmentioning

confidence: 99%

Antimicrobial activities of two 1‐D, 2‐D, and 3‐D mononuclear Mn (II) and dinuclear Bi (III) complexes: X‐ray structures, spectroscopic, electrostatic potential, Hirshfeld surface analysis, and time‐dependent/density functional theory studies

Chai

Zhang

et al. 2022

Applied Organom Chemis

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Two mononuclear and dinuclear octahedral complexes, [Mn(L1)2Cl2] (1) and [Bi2(L2)2Cl8] (2) (L1 = 2‐(2‐pyridyl)‐4‐methyl‐1,2‐dihydroquinazoline‐N3‐oxide, L2 = 2‐(3‐pyridyl)‐4‐methyl‐1,2‐dihydroquinazoline‐N3‐oxide) were prepared by natural volatilization method. The ligands and both complexes were compared with spectroscopic methods, as well as characterized by elemental analysis. The photoluminescence behaviors of both complexes in different solvents were also investigated. The coordination possibility of ligands toward Mn (II)/Bi (III) was verified using X‐ray crystallography, and it revealed that the ratio of ligand to metal was 2:1 in 1, whereas 1:1 in 2. The adjacent molecules of six‐coordinated complex 1 constituted an infinite 1‐D chain, 2‐D network, and ladder‐like 3‐D supramolecular frameworks. Most strikingly, hexa‐coordinated complex 2 with dinuclear structure formed an infinite 1‐D chain, 2‐D layered and meter‐shaped 3‐D supramolecular skeleton. Density functional theory (DFT) calculation was used to optimize the geometry of complexes, compute the electrostatic potential diagrams, and evaluate the HOMO‐LUMO energy gap. The electronic transition simulated through time‐dependent (TD)‐DFT level of calculation rationalized the experimental data. The antibacterial properties of all compounds were evaluated against Gram‐positive and Gram‐negative bacterial strains. In addition, the Hirshfeld surface was utilized to quantify some hydrogen bonding interactions and their contributions.

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Electronic, Chemical, Thermodynamics Properties Screening of [M(SDPH)(VDPH)(X)a(Y)b)]n (M = Cr, Mn, Fe, Co, Ni; X = NH3; Y: H2O; a = 0 or 1; b = 1 or 2; n = 0 or 1) Metal Complexes with an Extended Tight Binding Quantum Chemical Method

Pratiwi

Mulyani

Ivansyah

2022

Computational Science and Its Applications – ICCSA 2022

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Synthesis, experimental and computational characterizations of a new quinoline derived Schiff base and its Mn(II), Ni(II) and Cu(II) complexes

Cited by 25 publications

References 59 publications

Novel Zinc(II) and Copper(II) Complexes of 2-((2-Hydroxyethyl)amino)quinoline-3-carbaldehyde for Antibacterial and Antioxidant Activities: A Combined Experimental, DFT, and Docking Studies

Novel Zinc(II) and Copper(II) Complexes of 2-((2-Hydroxyethyl)amino)quinoline-3-carbaldehyde for Antibacterial and Antioxidant Activities: A Combined Experimental, DFT, and Docking Studies

Antimicrobial activities of two 1‐D, 2‐D, and 3‐D mononuclear Mn (II) and dinuclear Bi (III) complexes: X‐ray structures, spectroscopic, electrostatic potential, Hirshfeld surface analysis, and time‐dependent/density functional theory studies

Electronic, Chemical, Thermodynamics Properties Screening of [M(SDPH)(VDPH)(X)a(Y)b)]n (M = Cr, Mn, Fe, Co, Ni; X = NH3; Y: H2O; a = 0 or 1; b = 1 or 2; n = 0 or 1) Metal Complexes with an Extended Tight Binding Quantum Chemical Method

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