Synthesis, Characterization, Cytotoxic Activity, and Metabolic Studies of Ruthenium(II) Polypyridyl Complexes Containing Flavonoid Ligands

Arbănași, Eliza Mihaela; Notaro, Anna; Jakubaszek, Marta; Cowell, Joseph; Tharaud, Mickaël; Goud, Bruno; Uivaroşi, Valentina; Gasser, Gilles

doi:10.1021/acs.inorgchem.9b03562

Cited by 42 publications

(35 citation statements)

References 69 publications

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“…The biological activity of cisplatin comes from the fact that its covalent binding with DNA leads to cell death or apoptosis. However, there are also serious side effects such as nephrotoxicity, neurotoxicity, gastrointestinal toxicity, bone marrow suppression and drug resistance [ 8 , 9 , 10 ], among others. These side effects limit the application of platinum drugs and promote the development of alternative therapeutics [ 11 , 12 , 13 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Photoluminescence, Molecular Docking and Bioactivity of Zinc (II) Compounds Based on Different Substituents

et al. 2020

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Six new zinc(II) complexes were prepared by the reaction of ZnBr2 or ZnI2 with 4′-(substituted-phenyl)-2,2′:6′,2′′-terpyridine compounds, bearing p-methylsulfonyl (L1), p-methoxy (L2) and p-methyl (L3), which were characterized by elemental analysis, FT-IR, NMR and single crystal X-ray diffraction. The antiproliferative properties against Eca-109, A549 and Bel-7402 cell lines and the cytotoxicity test on RAW-264.7 of these compounds were monitored using a CCK-8 assay, and the studies indicate that the complexes show higher antiproliferative activities than cisplatin. The interactions of these complexes with CT-DNA and proteins (BSA) were studied by UV-Vis, circular dichroism (CD) and fluorescent spectroscopy, respectively. The results indicate that the interaction of these zinc(II) complexes with CT-DNA is achieved through intercalative binding, and their strong binding affinity to BSA is fulfilled through a static quenching mechanism. The simulation of the complexes with the CT-DNA fragment and BSA was studied by using molecular docking software. It further validates that the complexes interact with DNA through intercalative binding mode and that they have a strong interaction with BSA.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Photoluminescence, Molecular Docking and Bioactivity of Zinc (II) Compounds Based on Different Substituents

et al. 2020

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“…However, the IC 50 values obtained for Ln(5‐HOF)( o ‐phen) are lower than the ones reported for other complexes of 5‐HOF on the same breast cell line. [ 22,25,38 ]…”

Section: Resultsmentioning

confidence: 99%

“…However, the IC 50 values obtained for Ln(5-HOF)(o-phen) are lower than the ones reported for other complexes of 5-HOF on the same breast cell line. [22,25,38] In HeLa cells, however, free 5-HOF displayed better activity than all of the four complexes, among which Sm (5-HOF)(o-phen) was the only lanthanide complex more potent than Cis-Pt. For this reason and for comparison purposes, HeLa cells have been chosen for further experiments.…”

Section: Cytotoxicity Studiesmentioning

confidence: 99%

New heteroleptic lanthanide complexes as multimodal drugs: Cytotoxicity studies, apoptosis, cell cycle analysis, DNA interactions, and protein binding

Arbănași

Musat

Mihăilă³

et al. 2020

Applied Organom Chemis

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We report herein the synthesis and characterization of four new heteroleptic complexes of Sm(III), Eu(III), Gd(III), and Tb(III) with the natural flavonoid 5-hydroxyflavone (primuletin) and 1,10-phenanthroline. According to the physicochemical characterization, the mononuclear complexes correspond to the general formula [Ln(OH) 2 L 1 L 2 ]ÁnH 2 O, where L 1 = C 15 H 9 O 3 (deprotonated 5-hydroxyflavone) and L 2 = C 12 H 8 N 2 (1,10-phenanthroline), Ln is the lanthanide cation, and n = 4 for Sm(III), 3.5 for Eu(III), 2 for Gd(III), and 3 for Tb(III). A six-coordinated distorted octahedron geometry was proposed for the complexes, and density functional theory (DFT) studies were used to calculate their optimized geometry. Cytotoxicity was studied using MTS assay on cervical, colorectal, colon, breast, and ovarian adenocarcinoma cell lines. Flow cytometry data were consistent with apoptotic cell death and disruption of the cell cycle in cervical and colon cancer cells. As a means to investigate the mechanism underlying the cytotoxic effects, the abilities of the complexes to interact with calf thymus DNA, human serum albumin, and transferrin have also been assessed. According to experimental and computational studies, the four lanthanide complexes act as DNA intercalators and bind strongly to serum proteins.

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“…A second family of cationic ruthenium polypyridyl complexes with flavonoids was recently developed and tested regarding the antiproliferative action on a collection of cancer cell lines [ 32 ]. The complexes had the general formula [Ru(bphen) 2 (flv)] + , where bphen is 4,7-diphenyl-1,10-phenanthroline (bathophenanthroline) and flv is 5-hydroxyflavone, genistein, chrysin, or morin.…”

Section: Ruthenium Flavonoid Complexes With Cytotoxic Activity In Vitromentioning

confidence: 99%

“…The biological activity of the complexes was tested on four tumour cell lines, namely two breast cancer lines, MDA-MB-435S and MCF-7, one pharynx carcinoma FaDU cell line, and one glioblastoma U87 cell line, and on two immortalised cell lines: retinal pigmented epithelium RPE-1 cell line, and embryonic kidney HEK 293 line. In tandem, two known antitumor drugs (cisplatin and doxorubicin) were used as positive controls [ 32 ]. Results, compiled in Table 2 , show that three of the pure flavonoids, 5-hydroxyflavone (5OHFlv), genistein (gen) and morin (mor) were inactive against all the tested tumour cell lines, while chrysin had some cytotoxic activity, which was more expressive against the immortalised kidney HEK 293 cell line and the MCF-7 breast cancer cell line.…”

Section: Ruthenium Flavonoid Complexes With Cytotoxic Activity In Vitromentioning

confidence: 99%

Redesigning Nature: Ruthenium Flavonoid Complexes with Antitumour, Antimicrobial and Cardioprotective Activities

Santos

Braga

2021

Molecules

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Flavonoids are a class of natural polyphenolic compounds sharing a common 2-phenyl-3,4-dihydro-2H-1-benzopyran (flavan) backbone. Typically known for their antioxidant activity, flavonoids are also being investigated regarding antitumour and antimicrobial properties. In this review, we report on the complexation of both natural and synthetic flavonoids with ruthenium as a strategy to modulate the biological activity. The ruthenoflavonoid complexes are divided into three subclasses, according to their most prominent bioactivity: antitumour, antimicrobial, and protection of the cardiovascular system. Whenever possible the activity of the ruthenoflavonoids is compared with that of commercial drugs for a critical assessment of the feasibility of using them in future clinical applications.

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Synthesis, Characterization, Cytotoxic Activity, and Metabolic Studies of Ruthenium(II) Polypyridyl Complexes Containing Flavonoid Ligands

Cited by 42 publications

References 69 publications

Synthesis, Characterization, Photoluminescence, Molecular Docking and Bioactivity of Zinc (II) Compounds Based on Different Substituents

Synthesis, Characterization, Photoluminescence, Molecular Docking and Bioactivity of Zinc (II) Compounds Based on Different Substituents

New heteroleptic lanthanide complexes as multimodal drugs: Cytotoxicity studies, apoptosis, cell cycle analysis, DNA interactions, and protein binding

Redesigning Nature: Ruthenium Flavonoid Complexes with Antitumour, Antimicrobial and Cardioprotective Activities

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