Coordination compounds of biogenic metals as cytotoxic agents in cancer therapy

Guk, Dmitry A.; Krasnovskaya, Olga O.; Белоглазкина, Е. К.

doi:10.1070/rcr5016

Cited by 19 publications

(5 citation statements)

References 168 publications

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“…[86] However, the degree of cytotoxicity that is induced by the metal complex is highly dependent upon the ligand infrastructure surrounding the metal centre, as well as the oxidation state and redox potential of the metal ion itself. [87] Therefore, it is difficult to predict the degree of cytotoxicity that will be observed for any given transition metal catalyst or metallocage. In order to circumvent toxicity problems, the IC50 value of all metalcontaining compounds involved in the reaction should first be determined, and then all cell experiments conducted at metal concentrations below this value.…”

Section: Physical Protection Of the Catalystmentioning

confidence: 99%

“…This is exemplified by the investigation of ruthenium, gold, platinum, palladium, silver, rhodium, copper, molybdenum, osmium, and iridium complexes as anticancer agents [86] . However, the degree of cytotoxicity that is induced by the metal complex is highly dependent upon the ligand infrastructure surrounding the metal centre, as well as the oxidation state and redox potential of the metal ion itself [87] . Therefore, it is difficult to predict the degree of cytotoxicity that will be observed for any given transition metal catalyst or metallocage.…”

Section: Compatibility Challenges and Potential Future Strategiesmentioning

confidence: 99%

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Transition Metal Catalysis in Living Cells: Progress, Challenges, and Novel Supramolecular Solutions

James

Bruin

Reek³

2023

Angew Chem Int Ed

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The importance of transition metal catalysis is exemplified by its wide range of applications, for example in the synthesis of chemicals, natural products, and pharmaceuticals. However, one relatively new application is for carrying out new‐to‐nature reactions inside living cells. The complex environment of a living cell is not welcoming to transition metal catalysts, as a diverse range of biological components have the potential to inhibit or deactivate the catalyst. Here we review the current progress in the field of transition metal catalysis, and evaluation of catalysis efficiency in living cells and under biological (relevant) conditions. Catalyst poisoning is a ubiquitous problem in this field, and we propose that future research into the development of physical and kinetic protection strategies may provide a route to improve the reactivity of catalysts in cells.

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Section: Physical Protection Of the Catalystmentioning

confidence: 99%

Section: Compatibility Challenges and Potential Future Strategiesmentioning

confidence: 99%

Transition Metal Catalysis in Living Cells: Progress, Challenges, and Novel Supramolecular Solutions

James

Bruin

Reek³

2023

Angew Chem Int Ed

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“…Coordination compounds based on biogenic metals with a lower general toxicity than abiogenic platinum derivatives have attracted considerable attention. 10 In particular, titanocene dichloride has been tested in the treatment of metastatic breast and colon tumors. 11,12 Titanocene dichloride demonstrated pronounced cytotoxicity against various cell lines, including lung, breast, and gastrointestinal tract adenocarcinoma and others.…”

Section: Introductionmentioning

confidence: 99%

Conjugates of titanocene with non-steroidal anti-inflammatory drugs: synthesis, unusual NMR characteristics, stability and cytotoxicity

Guk,

Gibadullina,

Moiseeva

et al. 2024

New J. Chem.

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“…Cytotoxic coordination compounds based on biogenic metals, which have a lower overall toxicity than abiogenic platinum derivatives, have attracted considerable attention [ 7 ]. In particular, titanocene dichloride was tested as an agent for the treatment of metastatic breast and colon tumors and pre-clinical trials were successfully completed in 1993–2000 [ 8 , 9 ].…”

Section: Introductionmentioning

confidence: 99%

New Titanocene (IV) Dicarboxylates with Potential Cytotoxicity: Synthesis, Structure, Stability and Electrochemistry

Guk

Gibadullina

Burlutskiy

et al. 2023

IJMS

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The search for new anticancer drugs based on biogenic metals, which have weaker side effects compared to platinum-based drugs, remains an urgent task in medicinal chemistry. Titanocene dichloride, a coordination compound of fully biocompatible titanium, has failed in pre-clinical trials but continues to attract the attention of researchers as a structural framework for the development of new cytotoxic compounds. In this study, a series of titanocene (IV) carboxylate complexes, both new and those known from the literature, was synthesized, and their structures were confirmed by a complex of physicochemical methods and X-ray diffraction analysis (including one previously unknown structure based on perfluorinated benzoic acid). The comprehensive comparison of three approaches for the synthesis of titanocene derivatives known from the literature (the nucleophilic substitution of chloride anions of titanocene dichloride with sodium and silver salts of carboxylic acids as well as the reaction of dimethyltitanocene with carboxylic acids themselves) made it possible to optimize these methods to obtain higher yields of individual target compounds, generalize the advantages and disadvantages of these techniques, and determine the substrate frames of each method. The redox potentials of all obtained titanocene derivatives were determined by cyclic voltammetry. The relationship between the structure of ligands, the reduction potentials of titanocene (IV), and their relative stability in redox processes, as obtained in this work, can be used for the design and synthesis of new effective cytotoxic titanocene complexes. The study of the stability of the carboxylate-containing derivatives of titanocene obtained in the work in aqueous media showed that they were more resistant to hydrolysis than titanocene dichloride. Preliminary tests of the cytotoxicity of the synthesised titanocene dicarboxilates on MCF7 and MCF7-10A cell lines demonstrated an IC50 ≥ 100 μM for all the obtained compounds.

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Coordination compounds of biogenic metals as cytotoxic agents in cancer therapy

Cited by 19 publications

References 168 publications

Transition Metal Catalysis in Living Cells: Progress, Challenges, and Novel Supramolecular Solutions

Transition Metal Catalysis in Living Cells: Progress, Challenges, and Novel Supramolecular Solutions

Conjugates of titanocene with non-steroidal anti-inflammatory drugs: synthesis, unusual NMR characteristics, stability and cytotoxicity

New Titanocene (IV) Dicarboxylates with Potential Cytotoxicity: Synthesis, Structure, Stability and Electrochemistry

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