An unusual bidentate methionine ruthenium(II) complex: photo-uncaging and antimicrobial activity

Sousa, Alan Bernard Oliveira de; Gondim, Ana C. S.; Sousa, Eduardo Henrique Silva; Vasconcelos, Mayron Alves de; Teixeira, Edson Holanda; Bezerra, Beatriz Pinheiro; Ayala, A. P.; Martins, Patrícia H. R.; Lopes, Luiz Gonzaga de França; Holanda, Alda K.M.

doi:10.1007/s00775-020-01772-5

Cited by 27 publications

(15 citation statements)

References 43 publications

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“…Light-mediated metal-based antibacterials are not limited to PDT mechanisms. In other studies, light has been used to trigger the release of ligands from metal complexes [241][242][243][244] . In this case, the free ligand acts as the antimicrobial agent and/or the unsaturated metal complex interacts and binds with cellular biomolecules, such as proteins and DNA.…”

Section: Photoactivated Metal Complexesmentioning

confidence: 99%

Metals to combat antimicrobial resistance

et al. 2023

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Bacteria, similar to most organisms, have a love–hate relationship with metals: a specific metal may be essential for survival yet toxic in certain forms and concentrations. Metal ions have a long history of antimicrobial activity and have received increasing attention in recent years owing to the rise of antimicrobial resistance. The search for antibacterial agents now encompasses metal ions, nanoparticles and metal complexes with antimicrobial activity (‘metalloantibiotics’). Although yet to be advanced to the clinic, metalloantibiotics are a vast and underexplored group of compounds that could lead to a much-needed new class of antibiotics. This Review summarizes recent developments in this growing field, focusing on advances in the development of metalloantibiotics, in particular, those for which the mechanism of action has been investigated. We also provide an overview of alternative uses of metal complexes to combat bacterial infections, including antimicrobial photodynamic therapy and radionuclide diagnosis of bacterial infections.

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Section: Photoactivated Metal Complexesmentioning

confidence: 99%

Metals to combat antimicrobial resistance

et al. 2023

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“…For comparison, the MIC values of the ruthenium compounds cis -α-[Ru(phen)bb 12 ] 2+ and cis-β- [Ru(phen)bb 12 ] 2+ against the S. aureus MSSA ATCC 25,923 strain were 0.5 μM, and against the E. coli ATCC 25922 strain they were 8.3 and 16 μM, respectively (24). On the other hand, the MIC values of the ruthenium compound [Ru(bpy) 2 (methionine)] 2+ against the S. aureus MSSA ATCC 25,923 strain and against the E. coli ATCC 11303 strain were of 73.3 and 586.4 μM, respectively (21).…”

Section: Discussionmentioning

confidence: 99%

“…However, the use of metal-based compounds as antibiotics is not widespread and only a limited number of compounds have undergone clinical trials (13). Examples of metal complexes active against Gram-negative and Gram-positive bacteria (E. coli and S. aureus) are provided in Table S1 (13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)(27)(28)(29)(30)(31)(32). Ruthenium is one of the metals considered for the development of metalbased antibiotics being generally associated to reduced toxicity (10).…”

Section: Introductionmentioning

confidence: 99%

In VitroAntibacterial Activity of Dinuclear Thiolato-Bridged Ruthenium(II)-Arene Compounds

Bugnon

Meléndez

Desiatkina

et al. 2023

Preprint

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The antibacterial activity of 22 thiolato-bridged dinuclear ruthenium(II)-arene compounds was assessed in vitro against Escherichia coli, Streptococcus pneumoniae and Staphylococcus aureus. None of the compounds efficiently inhibited the growth of the three E. coli strains tested and only compound 5 exhibited a medium activity against this bacterium (MIC (minimum inhibitory concentration) of 25 μM). However, a significant antibacterial activity was observed against S. pneumoniae, with MIC values ranging from 1.3 to 2.6 μM for compounds 1-3, 5 and 6. Similarly, compounds 2, 5-7 and 20-22 had MIC values ranging from 2.5 to 5 μM against S. aureus. The tested diruthenium compounds have a bactericidal effect significantly faster than that of penicillin. Fluorescence microscopy assays performed on S. aureus using the BODIPY-tagged diruthenium complex 15 showed that this type of metal compound enter the bacteria and do not accumulate in the cell wall of gram-positive bacteria. Cellular internalization was further confirmed by inductively coupled plasma mass spectrometry (ICP-MS) experiments. The nature of the substituents anchored on the bridging thiols and the compounds molecular weight appear to significantly influence the antibacterial activity. Thus, if overall a decrease of the bactericidal effect with the increase of compounds' molecular weight is observed, however the complexes bearing larger benzo-fused lactam substituents had low MIC values. This first antibacterial activity screening demonstrated that the thiolato-diruthenium compounds exhibit promising activity against S. aureus and S. pneumoniae and deserve to be considered for further studies.

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“…The complexes with two and three fluorine ligands photoinactivate (470 nm, 22.5 mW cm −2 ) MRSA and VRE, two resistant bacteria responsible for high infection rate and fatality rates. The formation of singlet oxygen and generation of Ru(II) aqua complex upon photoinduced ligand dissociation was reported to cause the bactericidal effect (81). The complex, [Ru(bpy )2 (Met)](PF 6 ) 2 , (Met = methionine) (Fig.…”

Section: Kinetically Labile Photoactive Antimicrobial Ruthenium Complexesmentioning

confidence: 99%

“…The complex, [Ru(bpy )2 (Met)](PF 6 ) 2 , (Met = methionine) (Fig. 4a) undergoes photoinduced ligand exchange when irradiated with blue and green light (453 and 505 nm, respectively) to produce [Ru(bpy) 2 (H 2 O) 2 ](PF 6 ) 2 (81). The photoproduct, Ru(II) aqua complex, binds with DNA and causes antibacterial effects against Gram (+) bacteria, S .…”

Section: Kinetically Labile Photoactive Antimicrobial Ruthenium Complexesmentioning

confidence: 99%

Ruthenium‐based Photoactive Metalloantibiotics^†

Jain

Garrett

Malone

2021

Photochem & Photobiology

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Antibiotic resistance is one of the world's most urgent public health problems. Antimicrobial photodynamic therapy (aPDT) is a promising therapy to combat the growing threat of antibiotic resistance. The aPDT combines a photosensitizer and light to generate reactive oxygen species to induce bacterial inactivation. Ruthenium polypyridyl complexes are significant because they possess unique photophysical properties that allow them to produce reactive oxygen species upon photoirradiation, which leads to cytotoxicity. These antimicrobial agents cause bacterial cell death by DNA and cytoplasmic membrane damage. This article presents a comprehensive review of photoactive antimicrobial properties of kinetically inert and labile ruthenium complexes, nanoparticles coupled photoactive ruthenium complexes, and photoactive ruthenium nanoparticles. Additionally, limitations of current ruthenium‐based photoactive antimicrobial agents and future directions for the development of antibiotic‐resistant photoactive antimicrobial agents are discussed. It is important to raise awareness for the ruthenium‐based aPDT agents in order to develop a new class of photoactive metalloantibiotics capable of combating antibiotic resistance.

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An unusual bidentate methionine ruthenium(II) complex: photo-uncaging and antimicrobial activity

Cited by 27 publications

References 43 publications

Metals to combat antimicrobial resistance

Metals to combat antimicrobial resistance

In VitroAntibacterial Activity of Dinuclear Thiolato-Bridged Ruthenium(II)-Arene Compounds

Ruthenium‐based Photoactive Metalloantibiotics^†

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An unusual bidentate methionine ruthenium(II) complex: photo-uncaging and antimicrobial activity

Cited by 27 publications

References 43 publications

Metals to combat antimicrobial resistance

Metals to combat antimicrobial resistance

In VitroAntibacterial Activity of Dinuclear Thiolato-Bridged Ruthenium(II)-Arene Compounds

Ruthenium‐based Photoactive Metalloantibiotics†

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Product

Resources

About

Ruthenium‐based Photoactive Metalloantibiotics^†