In vitro evaluations of biomolecular interactions, antioxidant and anticancer activities of Nickel(II) and Copper(II) complexes with 1:2 coordination of anthracenyl hydrazone ligands

Neethu, K.S.; Sivaselvam, S.; Theetharappan, M.; Ranjitha, J.; Bhuvanesh, Nattamai; Ponpandian, N.; Neelakantan, M.A.; Kaveri, M.V.

doi:10.1016/j.ica.2021.120419

Cited by 37 publications

(39 citation statements)

References 58 publications

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“… 29 , 73 − 75 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 2 ), 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. 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.…”

Section: Resultssupporting

confidence: 88%

“… 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: Resultssupporting

confidence: 88%

“…From IC 50 values, both the complexes have good communication with a positive control, and these results are in good agreement with previously reported studies. 74 , 75 …”

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: 88%

Section: Resultssupporting

confidence: 88%

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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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“…Bu da (C=O) grubunun da kompleksleşmeye katıldığını göstermektedir. 3238-3199 cm -1 aralığında gözlemlenen bandlar N-H gerilme bandları olarak yorumlanmıştır [37]. BM ve L-Co 1.03 BM olarak kaydedilmiştir.…”

Section: Materyalunclassified

Hidrazon Türevi Yeni Fe(II), Co(II), Ni(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu

Soğukömeroğulları

Başaran

2022

Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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N-((2-hydroxynaphthalen-1-yl)methylene)nicotinohydrazide ligand derived from the condensation reaction of 2-hydroxynaphthaldehyde and nicotinic hydrazide was obtained. New hydrazone metal complexes L2Fe, L2Co, L2Ni and L2Cu2 were synthesized from the reaction of N-((2-hydroxynaphthalen-1-yl)methylene)nicotinohydrazide ligand and Fe(II), Co(II), Ni(II) and Cu(II) acetate salts in a 2:1 stoichiometric ratio, respectively. The synthesized compounds were characterized by techniques such as FT-IR, NMR (ligand only), UV-Vis, elemental analysis, molar conductivity measurement, magnetic susceptibility. Magnetic susceptibility measurements were recorded as 5.96 BM, 1.03 BM, 1.08 BM and 1.61 BM for the L2Fe, L2Co L2Ni and L2Cu2 complexes, respectively. It has been determined that the L2Cu2, L2Ni and L2Co complexes have antiferromagnetic properties. The L2Fe, L2Co and L2Ni complexes have octahedral geometry, while the L2Cu2 complex has a square plane geometry. The molar conductivity values of the complexes are between 1.31-2.61 μS/cm and do not have conductivity properties.

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“…In the field of medicinal chemistry, hydrazide-hydrazones are still in continuous interest due to their diverse and wide spectrum of biological properties [1][2][3][4]. Additionally, hydrazide-hydrazones are versatile compounds for the synthesis of heterocyclic systems [1,3,5,6], preparing metal complexes and are used as ligands in coordination chemistry [7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Updated Information on Antimicrobial Activity of Hydrazide–Hydrazones

Popiołek

2021

IJMS

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Hydrazide–hydrazones possess a wide spectrum of bioactivity, including antibacterial, antitubercular, antifungal, anticancer, anti-inflammatory, anticonvulsant, antidepressant, antiviral, and antiprotozoal properties. This review is focused on the latest scientific reports regarding antibacterial, antimycobacterial, and antifungal activities of hydrazide–hydrazones published between 2017 and 2021. The molecules and their chemical structures presented in this article are the most active derivatives, with discussed activities having a hydrazide–hydrazone moiety as the main scaffold or as a side chain. Presented information constitute a concise summary, which may be used as a practical guide for further design of new molecules with antimicrobial activity.

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In vitro evaluations of biomolecular interactions, antioxidant and anticancer activities of Nickel(II) and Copper(II) complexes with 1:2 coordination of anthracenyl hydrazone ligands

Cited by 37 publications

References 58 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

Hidrazon Türevi Yeni Fe(II), Co(II), Ni(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu

Updated Information on Antimicrobial Activity of Hydrazide–Hydrazones

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