Synthesis, structural, DNA/protein binding and cytotoxic studies of copper(I) ∝-diimine hydrazone complexes

Gayathri, S.; Viswanathamurthi, Periasamy; Thuslim, V.; Sathya, M.; Ranjani, M.; Prabhakaran, R.; Haribabu, Jebiti; Echeverría, César

doi:10.1016/j.ica.2021.120780

Cited by 5 publications

(3 citation statements)

References 53 publications

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“…These photoactivated CO-releasing molecules could be used for cardiovascular applications. In contrast to noncytotoxic Re I -Bian tricarbonyl complexes, various metal complexes with Bian-derived ligands demonstrated moderate-to-high cytotoxicity in a range of cancer cell lines. − In addition, Cu(II) and Ru(II) complexes with Bian-derived ligands were shown to reduce tumor growth in vivo . , …”

Section: Introductionmentioning

confidence: 99%

Effects of Bis(imino)acenaphthene (Bian)-Derived Ligands on the Cytotoxicity, DNA Interactions, and Redox Activity of Palladium(II) Bipyridine Complexes

Komlyagina,

Romashev,

Besprozvannykh

et al. 2023

Inorg. Chem.

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A series of heteroleptic bipyridine Pd(II) complexes based on 1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene (dpp-Bian) or 1,2-bis[(2,4,6-trimethylphenyl)imino]acenaphthene (tmp-Bian) were prepared. All complexes were fully characterized by spectrochemical methods, and their crystal structures were confirmed by X-ray diffraction analysis. The 72 h stability of heteroleptic bipyridine Pd(II) complexes with Bian ligands under physiological conditions was investigated using 1H NMR spectroscopy. The anticancer activity of all complexes was assessed in a panel of cancer cell lines in comparison with uncoordinated ligands and clinically used drugs cisplatin and doxorubicin. The ability of the complexes to bind DNA was investigated using several methods, including EtBr replacement assay, density functional theory calculations, circular dichroism spectroscopy, DNA gel electrophoresis, and TUNEL assay. The electrochemical activity of all complexes and the uncoordinated ligands was studied using cyclic voltammetry, and reactive oxygen species production in cancer cells was investigated using confocal microscopy. Heteroleptic bipyridine PdII-Bian complexes were cytotoxic in a low micromolar concentration range and showed some selectivity toward cancer cells in comparison with noncancerous MRC-5 lung fibroblasts.

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Section: Introductionmentioning

confidence: 99%

Effects of Bis(imino)acenaphthene (Bian)-Derived Ligands on the Cytotoxicity, DNA Interactions, and Redox Activity of Palladium(II) Bipyridine Complexes

Komlyagina,

Romashev,

Besprozvannykh

et al. 2023

Inorg. Chem.

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show abstract

Section: Introductionmentioning

confidence: 99%

“…[6,7] The biological applications are given by hydrazones, and their metal complexes comprise antifungal, anticonvulsant, antibacterial, antioxidant, antimalarial, analgesic, anticancer, anti-inflammatory, antiviral, and antituberculosis activities. [8][9][10][11][12][13][14] The coordinating behavior of the di-carbonyl compound 4,6-diacetylresorcinol (2,4-dihydroxy-5-acetylacetophenone) (DAR) has been studied. [15][16][17][18][19] In addition, some symmetrical and asymmetrical Schiff bases, hydrazones, and other ligands [20][21][22][23][24][25][26][27][28][29][30][31][32][33] have been constructed from DAR.…”

Section: Introductionmentioning

confidence: 99%

Co (II), Ni (II), and Cu (II) complexes of 4,6‐bis(2‐hydroxynaphthalen‐1‐yl)methyl‐ene)hydrazono)ethyl)benzene‐1,3‐diol: Synthesis, spectroscopic, biological, and theoretical studies

Samy

2022

Applied Organom Chemis

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A new hydrazone ligand 4,6‐bis(2‐hydroxynaphthalen‐1‐yl)methyl‐ene)hydrazono)ethyl)benzene‐1,3‐diol (H4L; DHNAPH) was synthesized by the reaction of 4,6‐bis(1‐hydrazonoethyl)benzene‐1,3‐diol (NH2DAR) with 2‐hydroxy 1‐naphthaldehyde. Co (II), Ni (II), and Cu (II) complexes ([M2L(H2O)6].nH2O.mEtOH (M = Co, Ni or Cu; n = 0.5 or 1; and m = 0.5 or 0) of DHNAPH have been successfully synthesized. Characterization of DHNAPH and its complexes was performed by analytical, spectral (infrared [IR], mass, UV–Vis, 1H NMR, and electron spin resonance [ESR]), powder X‐ray diffraction (XRD), magnetic susceptibility, molar conductivity, and thermal gravimetric analysis (TGA) techniques. The analytical data, magnetic moments, and spectral studies recognized octahedral geometries for DHNAPH complexes. DHNAPH acts as a bis (dibasic tridentate) via (C=N azomethine and 2 OH) with metal in complexes. The XRD patterns for DHNAPH and its complexes indicate crystalline nature of DHNAPH and its Cu complex. DHNAPH has triclinic system, while copper‐DHNAPH has a tetragonal system with different unit cell parameters. Theoretical studies showed that there is a good relation between experimental IR data and theoretical calculation. The activity of DHNAPH and its complexes against Hepatocellular carcinoma, fungi, and bacteria has been tested. The new complexes are more active than DHNAPH, and the highest antitumor activity was given by copper (II) complex, which showed lower IC50 than that of Cisplatin. The DNA binding of DHNAPH and Cu‐DHNAPH has been investigated. Molecular docking studies showed that all the tested compounds show good binding scores revealing good fitting in between the DNA strands. There is an agreement between docking data and DNA binding results.

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Nickel chloride complexes with substituted 4′-phenyl-2′,2′:6′,2″-terpyridine ligands: synthesis, characterization, anti-proliferation activity and biomolecule interactions

et al. 2023

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Synthesis, structural, DNA/protein binding and cytotoxic studies of copper(I) ∝-diimine hydrazone complexes

Cited by 5 publications

References 53 publications

Effects of Bis(imino)acenaphthene (Bian)-Derived Ligands on the Cytotoxicity, DNA Interactions, and Redox Activity of Palladium(II) Bipyridine Complexes

Effects of Bis(imino)acenaphthene (Bian)-Derived Ligands on the Cytotoxicity, DNA Interactions, and Redox Activity of Palladium(II) Bipyridine Complexes

Co (II), Ni (II), and Cu (II) complexes of 4,6‐bis(2‐hydroxynaphthalen‐1‐yl)methyl‐ene)hydrazono)ethyl)benzene‐1,3‐diol: Synthesis, spectroscopic, biological, and theoretical studies

Nickel chloride complexes with substituted 4′-phenyl-2′,2′:6′,2″-terpyridine ligands: synthesis, characterization, anti-proliferation activity and biomolecule interactions

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