Chemistry and reactivity of ruthenium(II) complexes: DNA/protein binding mode and anticancer activity are related to the complex structure

Simović, Ana; Masnikosa, Romana; Bratsos, Ioannis; Alessio, Enzo

doi:10.1016/j.ccr.2019.07.008

Cited by 146 publications

(97 citation statements)

References 135 publications

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“…Aquation of the monodentate ligand (X) is a common behaviour for half-sandwich complexes of the type [(arene/Cp)M( N U N )X] and it is usually considered an activation step, which allows further reactions with the corresponding targets [ 39 , 60 , 61 , 62 ]. To study if aquation of complexes 1 – 4 occurs in MeOD/D 2 O (1:1 v / v ), experiments in the presence of either one molar equivalent of silver nitrate (to force the release of the monodentate Cl - ligand), or NaCl (to block hydrolysis), were performed.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterisation and In Vitro Anticancer Activity of Catalytically Active Indole-Based Half-Sandwich Complexes

et al. 2020

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The synthesis, characterisation and evaluation of the in vitro cytotoxicity of four indole-based half-sandwich metal complexes towards two ovarian cancer cell lines (A2780 and A2780cisR) and one normal prostate cell line (PNT2) are presented herein. Although capable of inducing catalytic oxidation of NADH and able to reduce NAD+ with high turnover frequencies, in cells and in the presence of sodium formate, these complexes also strongly interact with biomolecules such as glutathione. This work highlights that efficient out-of-cells catalytic activity might lead to higher reactivity towards biomolecules, thus inhibiting the in-cells catalytic processes.

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Section: Resultsmentioning

confidence: 99%

Synthesis, Characterisation and In Vitro Anticancer Activity of Catalytically Active Indole-Based Half-Sandwich Complexes

et al. 2020

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“…This proposition was confirmed for one of the most studied ruthenium complexes, the NAMI-A (Figure 1), an efficient anti-metastatic drug. Alessio and co-workers 2 have demonstrated that to be active, in vivo, the NAMI-A acts as prodrugs under physiological conditions. Researchers [15][16][17][18][19] have suggested that the reduction of the Ru III /Ru II is important to produce a more labile complex, which rapidly reacts with specific sites of biomolecules, improving its antitumor activity.…”

Section: Introductionmentioning

confidence: 99%

“Half-Sandwich”/RuII Anticancer Complexes Containing Triphenylphosphine and p-Substituted Benzoic Acids

Honorato¹,

Oliveira²,

Leite³

et al. 2020

J. Braz. Chem. Soc.

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Mononuclear and binuclear Ru II /arene/triphenylphosphine complexes with p-substituted benzoic acid derivatives were prepared and characterized. These monocationic complexes of type [Ru(η 6-p-cymene)(PPh 3)L] (L = benzoic acid (1), p-hydroxybenzoic acid (2), p-nitrobenzoic acid (3) and terephthalic acid (4)) were characterized using various techniques, such as nuclear magnetic resonance (NMR) and matrix-assisted laser desorption/ionization-time of flight (MALDI-TOF) mass spectrometry, and the crystal structure of 1, 3 and 4 were determined by X-ray diffraction analysis. The cytotoxicity of the complexes was evaluated, in vitro, against tumorigenic [MDA-MB-231, MCF-7 (breast), A549 (lung) and DU-145 (prostate)] and non-tumorigenic [MCF-10A (breast), MRC-5 (lung) and PNT-2 (prostate)] cells. The binuclear complex (4) was inactive due to its low solubility. Complexes 1, 2 and 3 showed similar cytotoxicity, however, complex 1 presented better selectivity index against MDA-MB-231 than compounds 2 and 3. Cellular ruthenium absorption was explored by inductively coupled plasma mass spectrometry (ICP-MS) analyzing the whole cells and the culture medium. Complementary studies showed that complex 1 inhibited colony formation, induced morphology changes in cells and promoted cell cycle arrest in the Sub-G1 phase for the MDA-MB-231 cells.

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“…Although cisplatin and second generation platinum-based drugs are efficacious against many types of cancer [1][2][3][4], their use is associated with some restrictions, such as a limited selectivity leading to adverse side-effects and intrinsic or acquired resistance [5][6][7][8][9]. These limitations have fueled the research for the development of anticancer agents based on transition metals other than platinum [10][11][12][13][14][15][16][17][18][19][20][21], and in this respect mono-iron cyclopentadienyl compounds have been investigated, with substituted ferrocenes emerging as highly promising candidates [22][23][24]. Nevertheless, studies on poly-iron organometallic complexes still remain rare [25], and also iron-carbonyl compounds have been scarcely explored in the field so far [26][27][28].…”

Section: Introductionmentioning

confidence: 99%

Mono-, Di- and Tetra-iron Complexes with Selenium or Sulphur Functionalized Vinyliminium Ligands: Synthesis, Structural Characterization and Antiproliferative Activity

Agonigi

Batchelor

Ferretti³

et al. 2020

Molecules

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A series of diiron/tetrairon compounds containing a S- or a Se-function (2a–d, 4a–d, 5a–b, 6), and the monoiron [FeCp(CO){SeC1(NMe2)C2HC3(Me)}] (3) were prepared from the diiron μ-vinyliminium precursors [Fe2Cp2(CO)( μ-CO){μ-η1: η3-C3(R’)C2HC1N(Me)(R)}]CF3SO3 (R = R’ = Me, 1a; R = 2,6-C6H3Me2 = Xyl, R’ = Ph, 1b; R = Xyl, R’ = CH2OH, 1c), via treatment with S8 or gray selenium. The new compounds were characterized by elemental analysis, IR and multinuclear NMR spectroscopy, and structural aspects were further elucidated by DFT calculations. The unprecedented metallacyclic structure of 3 was ascertained by single crystal X-ray diffraction. The air-stable compounds (3, 4a–d, 5a–b, 6) display fair to good stability in aqueous media, and thus were assessed for their cytotoxic activity towards A2780, A2780cisR, and HEK-293 cell lines. Cyclic voltammetry, ROS production and NADH oxidation studies were carried out on selected compounds to give insights into their mode of action.

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Chemistry and reactivity of ruthenium(II) complexes: DNA/protein binding mode and anticancer activity are related to the complex structure

Cited by 146 publications

References 135 publications

Synthesis, Characterisation and In Vitro Anticancer Activity of Catalytically Active Indole-Based Half-Sandwich Complexes

Synthesis, Characterisation and In Vitro Anticancer Activity of Catalytically Active Indole-Based Half-Sandwich Complexes

“Half-Sandwich”/RuII Anticancer Complexes Containing Triphenylphosphine and p-Substituted Benzoic Acids

Mono-, Di- and Tetra-iron Complexes with Selenium or Sulphur Functionalized Vinyliminium Ligands: Synthesis, Structural Characterization and Antiproliferative Activity

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