The 1,3-diaryltriazenido(p-cymene)ruthenium(II) complexes with a high in vitro anticancer activity

Vajs, Jure; Steiner, Ivana; Brozović, Anamaria; Pevec, Andrej; Ambriović-Ristov, Andreja; Matković, Marija; Piantanida, Ivo; Urankar, Damijana; Osmak, Maja; Košmrlj, Janez

doi:10.1016/j.jinorgbio.2015.09.005

Cited by 22 publications

(6 citation statements)

References 55 publications

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“…Additionally, in the cases of studies using arene-ruthenium(II) acylpyrazolonato complexes, PARP degradation was observed with the participation of caspases activated by the tested derivatives [43]. The inhibition or degradation of key DNA repair enzymes such as PARP-1 is often associated with genotoxicity [25,46,47]. Our findings confirm that p-cymene-ruthenium(II) complexes have genotoxic properties.…”

Section: Discussionsupporting

confidence: 77%

“…Several previous studies on arene-ruthenium (II) complexes incorporated with different ligands have shown very good biological activity towards various cancer cell lines [23][24][25][26]. However, the cytotoxic properties of the analyzed ruthenium derivatives do not provide any clear indication of whether arene-ruthenium(II) complexes containing [Cl] − (2a-d) show better anticancer properties than those containing [PF 6 ] − (3a-d).…”

Section: Discussionmentioning

confidence: 95%

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Mechanistic Studies of Arene–Ruthenium(II) Complexes with Carbothioamidopyrazoles as Alternative Cancer Drugs

et al. 2023

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Arene–ruthenium(II) complexes with carbothioamidopyrazoles at the C-2 and C-5 positions have been recognized as chemotherapeutic agent alternatives to cisplatin and its oxaliplatin analogs. The aim of this study was to continue research on the biological aspect of arene–ruthenium(II) complexes and their anticancer activity. The present paper includes an additional 12 new tumor cells, analyzed by MTT, and employs a series of extended bioassays to better understand their potential mechanism of antitumor activity. The following tests were conducted: membrane permeability studies, intramolecular reactive oxygen and nitrogen species (ROS/RNS) assays, mitochondrial potential changes, DNA analysis by comet assay using the electrophoresis method, measurement of cleaved PARP protein levels, and determination of apoptotic and necrotic cell fractions by fluorescence microscopy. Additionally, the article presents lipophilicity studies based on RP-TLC and molecular docking studies. We hope that the presented data will prove useful in practical treatment, especially for patients with cancer.

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Section: Discussionsupporting

confidence: 77%

Section: Discussionmentioning

confidence: 95%

Mechanistic Studies of Arene–Ruthenium(II) Complexes with Carbothioamidopyrazoles as Alternative Cancer Drugs

et al. 2023

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“…Table 4 shows the structure-activity on several tumor cell lines of different ruthenium complexes. [114][115][116][117][118][119][120][121][122][123][124][125][126][127].…”

Section: Rapta Compoundsmentioning

confidence: 99%

Vanadium, Ruthenium and Copper Compounds: A New Class of Nonplatinum Metallodrugs with Anticancer Activity

León

Cadavid-Vargas²,

Virgilio³

et al. 2017

CMC

123

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Cancer is a group of diseases involving abnormal cell growth. The cells grow uncontrollably with the potential to invade and spread to other parts of the body. This disease is one of the principal death causes in the world, thus becoming a significant topic of scientific research. On the other hand, transition metals play a fundamental role in different living systems. In particular, Metallodrugs represent new and powerful tools for diverse therapeutic applications. To date, various metallodrugs display interesting biological activities for chemotherapy. In this field, cisplatin was the first inorganic compound with high relevance in cancer treatment. This compound was a leader agent in clinical use. Toxicity and resistance problems trigger the development of other platinum drugs with better clinical perspective and also raise the scientific interest for the putative antitumor properties of V, Ru and Cu compounds. Several scientific articles show that complexes of these metals are the new metal-based drugs used in the treatment of several cancers, such us, lung, colon, breast, bladder, etc. In this review we recapitulate current information and new advances on antitumor in vitro effects of several organic and inorganic compounds derived from copper, ruthenium and vanadium. These metal derived compounds targeting DNA or cell proteins involved in cell signaling pathways related to cancer. The mechanisms of cell death of these metallodrugs have also been comprehensibly reviewed. The knowledge of these mechanisms of death and the relationship between chemical structure and biological activity may be useful for the design of new metal-based drugs with promising pharmacologic applications as anticancer agents.

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“…It is a common ligand for ruthenium (Bennett et al, 2007), a metal belonging to the iron group, that has shown to possess effective biological properties as antimicrobial when complexed to other molecules (Pavan et al, 2010). The antitumoral activity of the ruthenium α-Phellandrene complex [Ru 2 Cl 4 (p-cymene) 2 ] (RcP) has also been described (Clarke et al, 1999;Habtemariam et al, 2006;Dougan and Sadler, 2007;Dyson, 2007;Vajs et al, 2015;Savić et al, 2020), however, to the best of our knowledge, the antiviral properties of the RcP have not been assessed yet.…”

Section: Introductionmentioning

confidence: 99%

Organometallic Complex Strongly Impairs Chikungunya Virus Entry to the Host Cells

et al. 2020

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Chikungunya fever is a disease caused by the Chikungunya virus (CHIKV) that is transmitted by the bite of the female of Aedes sp. mosquito. The symptoms include fever, muscle aches, skin rash, and severe joint pains. The disease may develop into a chronic condition and joint pain for months or years. Currently, there is no effective antiviral treatment against CHIKV infection. Treatments based on natural compounds have been widely studied, as many drugs were produced by using natural molecules and their derivatives. Alpha-phellandrene (α-Phe) is a naturally occurring organic compound that is a ligand for ruthenium, forming the organometallic complex [Ru2Cl4(p-cymene)2] (RcP). Organometallic complexes have shown promising as candidate molecules to a new generation of compounds that presented relevant biological properties, however, there is a lack of knowledge concerning the anti-CHIKV activity of these complexes. The present work evaluated the effects of the RcP and its precursors, the hydrate ruthenium(III) chloride salt (RuCl3⋅xH2O) (Ru) and α-Phe, on CHIKV infection in vitro. To this, BHK-21 cells were infected with CHIKV-nanoluciferase (CHIKV-nanoluc), a viral construct harboring the nanoluciferase reporter gene, at the presence or absence of the compounds for 16 h. Cytotoxicity and impact on infectivity were analyzed. The results demonstrated that RcP exhibited a strong therapeutic potential judged by the selective index > 40. Antiviral effects of RcP on different stages of the CHIKV replicative cycle were investigated; the results showed that it affected early stages of virus infection reducing virus replication by 77% at non-cytotoxic concentrations. Further assays demonstrated the virucidal activity of the compound that completely blocked virus infectivity. In silico molecular docking calculations suggested different binding interactions between aromatic rings of RcP and the loop of amino acids of the E2 envelope CHIKV glycoprotein mainly through hydrophobic interactions. Additionally, infrared spectroscopy spectral analysis indicated interactions of RcP with CHIKV glycoproteins. These data suggest that RcP may act on CHIKV particles, disrupting virus entry to the host cells. Therefore, RcP may represent a strong candidate for the development of anti-CHIKV drugs.

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The 1,3-diaryltriazenido(p-cymene)ruthenium(II) complexes with a high in vitro anticancer activity

Cited by 22 publications

References 55 publications

Mechanistic Studies of Arene–Ruthenium(II) Complexes with Carbothioamidopyrazoles as Alternative Cancer Drugs

Mechanistic Studies of Arene–Ruthenium(II) Complexes with Carbothioamidopyrazoles as Alternative Cancer Drugs

Vanadium, Ruthenium and Copper Compounds: A New Class of Nonplatinum Metallodrugs with Anticancer Activity

Organometallic Complex Strongly Impairs Chikungunya Virus Entry to the Host Cells

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