Metal-catalyzed uncaging of DNA-binding agents in living cells

Sánchez, Mateo I.; Penas, Cristina; Vázquez, M. Eugenio; Mascareñas, José L.

doi:10.1039/c3sc53317d

Cited by 107 publications

(83 citation statements)

References 46 publications

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“…328 The undeniable advantage of signal amplification through catalytic turnover has been successfully exploited in the area of enzyme-based bio-imaging and sensing. 329 …”

Section: Ru(ii) Complexes For Bioorthogonal Catalysismentioning

confidence: 99%

The development of anticancer ruthenium(ii) complexes: from single molecule compounds to nanomaterials

et al. 2017

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Cancer is rapidly becoming the top killer in the world. Most of the FDA approved anticancer drugs are organic molecules, while metallodrugs are very scarce. The advent of first metal based therapeutic agent, cisplatin, launched a new era in the application of transition metal complexes for therapeutic design. Due to their unique and versatile biochemical properties, ruthenium-based compounds have emerged as promising anti-cancer agents that serve as alternatives to cisplatin and its derivertives. The ruthenium(III) complexes have successfully been used in clinical research and their mechanisms of anticancer action have been reported in large volumes over the past few decades. Ruthenium(II) complexes have also attracted significant attention as anticancer candidates; however, only few of them have been reported comprehensively. In this review, we discuss the development of ruthenium(II) complexes as anticancer candidates and biocatalysts, including arene ruthenium complexes, polypyridyl ruthenium complexes, and ruthenium nanomaterial complexes. This review focuses on the likely mechanisms of action of ruthenium(II)-based anticancer drugs and the relationship between their chemical structures and biological properties. This review also highlights the catalytic activity and the photoinduced activation of ruthenium(II) complexes, their targeted delivery, and their activity in nanomaterial systems.

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“…328 The undeniable advantage of signal amplification through catalytic turnover has been successfully exploited in the area of enzyme-based bio-imaging and sensing. 329 …”

Section: Ru(ii) Complexes For Bioorthogonal Catalysismentioning

confidence: 99%

The development of anticancer ruthenium(ii) complexes: from single molecule compounds to nanomaterials

et al. 2017

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“…The latest advances in bioorthogonal chemistry1 demonstrate how organometallic compounds and inorganic materials are capable of catalyzing the activation of profluorescent substrates and prodrugs with remarkable efficiency in biological environments 2, 3, 4, 5, 6, 7, 8, 9, 10. These selective catalysts carry out non‐natural reactions dodging the interference of biological molecules, in some cases with endogenous cellular components as co‐reactants 3, 9…”

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confidence: 99%

Bioorthogonal Catalytic Activation of Platinum and Ruthenium Anticancer Complexes by FAD and Flavoproteins

et al. 2018

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Recent advances in bioorthogonal catalysis promise to deliver new chemical tools for performing chemoselective transformations in complex biological environments. Herein, we report how FAD (flavin adenine dinucleotide), FMN (flavin mononucleotide), and four flavoproteins act as unconventional photocatalysts capable of converting PtIV and RuII complexes into potentially toxic PtII or RuII−OH2 species. In the presence of electron donors and low doses of visible light, the flavoproteins mini singlet oxygen generator (miniSOG) and NADH oxidase (NOX) catalytically activate PtIV prodrugs with bioorthogonal selectivity. In the presence of NADH, NOX catalyzes PtIV activation in the dark as well, indicating for the first time that flavoenzymes may contribute to initiating the activity of PtIV chemotherapeutic agents.

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“…Further investigations are needed to evaluate whether deprotection occurred intracellularly or extracellularly. In 2014, Vázquez/Mascareñas and co‐workers developed a strategy to uncage DNA intercalators by exploiting selective allylcarbamate cleavage reactions . Using fluorescence microscopy, they showed that allylcarbamoyl protected DNA binding agents could be activated inside mammalian cells by treating them with Ru1 and thiophenol.…”

Section: Metal Catalysts For the Life Sciencesmentioning

confidence: 99%

Intracellular Chemistry: Integrating Molecular Inorganic Catalysts with Living Systems

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2018

Chemistry A European J

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This concept article focuses on the rapid growth of intracellular chemistry dedicated to the integration of small-molecule metal catalysts with living cells and organisms. Although biological systems contain a plethora of biomolecules that can deactivate inorganic species, researchers have shown that small-molecule metal catalysts could be engineered to operate in heterogeneous aqueous environments. Synthetic intracellular reactions have recently been reported for olefin hydrogenation, hydrolysis/oxidative cleavage, azide-alkyne cycloaddition, allylcarbamate cleavage, C-C bond cross coupling, and transfer hydrogenation. Other promising targets for new biocompatible reaction discovery will also be discussed, with a special emphasis on how such innovations could lead to the development of novel technologies and chemical tools.

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Metal-catalyzed uncaging of DNA-binding agents in living cells

Abstract: Ruthenium-catalyzed activation of DNA-binding compounds in aqueous buffers and in cellular environments.

Cited by 107 publications

References 46 publications

The development of anticancer ruthenium(ii) complexes: from single molecule compounds to nanomaterials

The development of anticancer ruthenium(ii) complexes: from single molecule compounds to nanomaterials

Bioorthogonal Catalytic Activation of Platinum and Ruthenium Anticancer Complexes by FAD and Flavoproteins

Intracellular Chemistry: Integrating Molecular Inorganic Catalysts with Living Systems

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