Synthesis, characterization of ruthenium(II), nickel(II), palladium(II), and platinum(II) triphenylphosphine-based complexes bearing an ONS-donor chelating agent: Interaction with biomolecules, antioxidant, in vitro cytotoxic, apoptotic activity and cell cycle analysis

Elsayed, Shadia A.; Badr, Hagar E.; Biase, Armando di; El‐Hendawy, Ahmed M.

doi:10.1016/j.jinorgbio.2021.111549

Cited by 57 publications

(55 citation statements)

References 121 publications

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“…The observed spectral features of the Zn(II) complex observed at 231 and 259 were assigned to π → π* and 303 and 393 to n → π* transitions, and those of the Cu(II) complex at the spectral band of 255 nm was assigned to the n → π* transition. ,− Additionally, the broad band observed at 351 nm for Cu(II) may be assigned to the ligand-to-metal charge transfer (LMCT), in line with our DFT calculations (Figure ), which showed the presence of electron transitions from the highest occupied molecular orbital (HOMO) of the ligand to the lowest unoccupied molecular orbital (LUMO) of the metal center. ,,, There is no d → d transition band for the Cu(II) complex; however, ligand-to-metal charge transfer (LMCT) was observed to be dominant, in agreement with the literature. , This is due to the vacant d-orbital of the Cu(II) complex and the presence of lone-pair electrons on the ligand. , Similar trends were found in the TD-DFT-calculated absorption spectra (Figures and S9).…”

Section: Resultssupporting

confidence: 84%

“… 24 , 71 , 74 , 76 There is no d → d transition band for the Cu(II) complex; however, ligand-to-metal charge transfer (LMCT) was observed to be dominant, in agreement with the literature. 74 , 77 This is due to the vacant d-orbital of the Cu(II) complex and the presence of lone-pair electrons on the ligand. 78 , 79 Similar trends were found in the TD-DFT-calculated absorption spectra ( Figures 1 and S9 ).…”

Section: Resultsmentioning

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: Resultssupporting

confidence: 84%

Section: Resultsmentioning

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 cell suspension was incubated at room temperature in the dark for 15 min after mixing with 4 μL of Annexin V-FITC and 4 μL of PI. Subsequently, the samples were analyzed by a BD Accuri C6 flow cytometer …”

Section: Experimental and Computational Sectionmentioning

confidence: 99%

Mo(VI) Potential Metallodrugs: Explaining the Transport and Cytotoxicity by Chemical Transformations

et al. 2022

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The transport and cytotoxicity of molybdenum-based drugs have been explained with the concept of chemical transformation, a very important idea in inorganic medicinal chemistry that is often overlooked in the interpretation of the biological activity of metal-containing systems. Two monomeric, [MoO2(L1)(MeOH)] (1) and [MoO2(L2)(EtOH)] (2), and two mixed-ligand dimeric MoVIO2 species, [{MoO2(L1–2)}2(μ-4,4′-bipy)] (3–4), were synthesized and characterized. The structures of the solid complexes were solved through SC-XRD, while their transformation in water was clarified by UV–vis, ESI-MS, and DFT. In aqueous solution, 1–4 lead to the penta-coordinated [MoO2(L1–2)] active species after the release of the solvent molecule (1 and 2) or removal of the 4,4′-bipy bridge (3 and 4). [MoO2(L1–2)] are stable in solution and react with neither serum bioligand nor cellular reductants. The binding affinity of 1–4 toward HSA and DNA were evaluated through analytical and computational methods and in both cases a non-covalent interaction is expected. Furthermore, the in vitro cytotoxicity of the complexes was also determined and flow cytometry analysis showed the apoptotic death of the cancer cells. Interestingly, μ-4,4′-bipy bridged complexes 3 and 4 were found to be more active than monomeric 1 and 2, due to the mixture of species generated, that is [MoO2(L1–2)] and the cytotoxic 4,4′-bipy released after their dissociation. Since in the cytosol neither the reduction of MoVI to MoV/IV takes place nor the production of reactive oxygen species (ROS) through Fenton-like reactions of 1–4 with H2O2 occurs, the mechanism of cytotoxicity should be attributable to the direct interaction with DNA that happens with a minor-groove binding which results in cell death through an apoptotic mechanism.

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“…[9][10][11][12] Pt(II) and Pd(II) complexes composed of NNS tridentate pincer ligands were found to have significant biological activities. [13][14][15][16][17][18][19] Both metals have similar chemistry but the later has less side effects and better solubility, which led researchers to focus on Pd(II) complexes as antitumor drugs. [13][14][15][16][17][18][19] Palladium complexes [Pd II (HY)Cl] built from H 2 Y(SNN) pincer ligands were previously prepared in our laboratory.…”

Section: Introductionmentioning

confidence: 99%

“…[13][14][15][16][17][18][19] Both metals have similar chemistry but the later has less side effects and better solubility, which led researchers to focus on Pd(II) complexes as antitumor drugs. [13][14][15][16][17][18][19] Palladium complexes [Pd II (HY)Cl] built from H 2 Y(SNN) pincer ligands were previously prepared in our laboratory. 20 The ligand H 2 Y (Scheme 1, left) was bound in anionic form to Pd(II) to form neutral cis and trans isomers.…”

Section: Introductionmentioning

confidence: 99%

Effect of chalcogen bonding interactions on molecular structures; theoretical and crystallographic studies on two palladium(ii) acetate complexes

et al. 2022

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Synthesis, characterization of ruthenium(II), nickel(II), palladium(II), and platinum(II) triphenylphosphine-based complexes bearing an ONS-donor chelating agent: Interaction with biomolecules, antioxidant, in vitro cytotoxic, apoptotic activity and cell cycle analysis

Cited by 57 publications

References 121 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

Mo(VI) Potential Metallodrugs: Explaining the Transport and Cytotoxicity by Chemical Transformations

Effect of chalcogen bonding interactions on molecular structures; theoretical and crystallographic studies on two palladium(ii) acetate complexes

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