Ruthenium polypyridyl complex-containing bioconjugates

Martı́nez-Alonso, Marta; Gasser, Gilles

doi:10.1016/j.ccr.2020.213736

Cited by 47 publications

(33 citation statements)

References 133 publications

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“…Apart from metalloporphyrins, other types of metal complexes containing heavy metals have gained attention as potential PDT photosensitizers due to their enriched photophysical properties . Among the metal-based photosensitizers, ruthenium(II) complexes and specifically Ru(II)-polypyridyl complexes have been the most studied in PDT applications. ,,− Ruthenium in its complexes shows two stable +2 and +3 oxidation states in biological media and displays an octahedral geometry that is amenable to potential modifications to tune the properties of the complexes. Chemotherapeutic ruthenium-based anticancer agents such as NAMI-A and KP1339 have been investigated for clinical applications .…”

Section: Introductionmentioning

confidence: 99%

BODIPY-Ruthenium(II) Bis-Terpyridine Complexes for Cellular Imaging and Type-I/-II Photodynamic Therapy

et al. 2021

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A series of multichromophoric ruthenium(II) complexes with the formulation [Ru(tpy-BODIPY)(tpy-R)]Cl 2 (1−4), having a heteroleptic Ru(II)-bis-tpy (tpy = 4′-phenyl-2,2′:6′,2″-terpyridine) moiety covalently linked to a boron-dipyrromethene (BODIPY) pendant, have been prepared and characterized and their application as a phototherapeutic and photodetection agent in cancer therapy has been explored. Ligand L 1 with a terpyridine-BODIPY moiety and complex 1 as its PF 6 salt (1a) have been structurally characterized by a single-crystal Xray diffraction study. Complex 1a has a distorted-octahedral RuN 6 core with a Ru(II)-bis-terpyridine unit that is covalently linked to one photoactive BODIPY unit. The complexes exhibit strong absorbance near 502 nm (ε ≈ (3.7−7.8) × 10 4 M −1 cm −1 ) and high singlet oxygen sensitization ability, giving singlet oxygen quantum yield (Φ Δ ) values ranging from 0.57 to 0.75 in DMSO. An emission-based study using complex 4 and Singlet Oxygen Sensor Green (SOSG) displays the formation of singlet oxygen inside the cells and also in the buffer medium upon light irradiation. DNA (pUC19) photocleavage experiments using ROS scavengers/stabilizers reveal photoinduced generation of singlet oxygen by a type-II process and of the superoxide anion radical by a type-I process. Complex 4 having a pendant biotin moiety as a cancer cell targeting group shows high photocytotoxicity with a remarkable phototherapeutic index (PI) value of >1400 in HeLa cancer cells with a low light dose activation (400−700 nm, 2.2 J cm −2 ). The complexes display reduced activity in noncancerous HPL1D cells. The emission property of the complexes is used for cellular imaging, thus making them suitable as next-generation theranostic PDT agents.

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Section: Introductionmentioning

confidence: 99%

BODIPY-Ruthenium(II) Bis-Terpyridine Complexes for Cellular Imaging and Type-I/-II Photodynamic Therapy

et al. 2021

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“…The use of nanocarriers [ 95 – 98 ], liposomes [ 99 ], dendrimers [ 100 ], sugars/carbohydrates [ 101 , 102 ], polyethyleneglycol (PEG) chains [ 81 , 82 ], vitamins [ 103 – 105 ], antibodies [ 106 ], lipophilic moieties such as triphenylphosphonium (TPP) [ 107 ], amino acids [ 108 ] and cell-penetrating peptides (CPPs) [ 81 , 109 – 111 ] has also been shown to increase solubility and improve membrane permeability, facilitating reliable uptake of complexes within cells for a range of applications. Recent reviews describe the preparation and application of ruthenium bioconjugates [ 112 ] and vectorisation strategies of metal complex luminophores [ 3 ].…”

Section: Rationale For Peptide Conjugation To Transition Row Metal Co...mentioning

confidence: 99%

Metal Peptide Conjugates in Cell and Tissue Imaging and Biosensing

2022

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Metal complex luminophores have seen dramatic expansion in application as imaging probes over the past decade. This has been enabled by growing understanding of methods to promote their cell permeation and intracellular targeting. Amongst the successful approaches that have been applied in this regard is peptide-facilitated delivery. Cell-permeating or signal peptides can be readily conjugated to metal complex luminophores and have shown excellent response in carrying such cargo through the cell membrane. In this article, we describe the rationale behind applying metal complexes as probes and sensors in cell imaging and outline the advantages to be gained by applying peptides as the carrier for complex luminophores. We describe some of the progress that has been made in applying peptides in metal complex peptide-driven conjugates as a strategy for cell permeation and targeting of transition metal luminophores. Finally, we provide key examples of their application and outline areas for future progress.

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“…In addition, several RuCp complexes are active against more than one cancer cell line, indicating that these compounds may have some potential as broad‐spectrum antitumor agents. [ 10–12 ]…”

Section: Introductionmentioning

confidence: 99%

“…In addition, several RuCp complexes are active against more than one cancer cell line, indicating that these compounds may have some potential as broad-spectrum antitumor agents. [10][11][12] Cyclic imides are known for their biological activity. Their ring structure includes the imide group CO N (R) CO ; thus, they are hydrophobic and neutral and can cross biological membranes in vivo.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxicity of piano‐stool ruthenium cyclopentadienyl complexes bearing different imidato ligands

Juszczak

Kluska

Kosińska

et al. 2022

Applied Organom Chemis

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In these studies, we investigated a cytotoxic and genotoxic potential of four ruthenium cyclopentadienyl complexes bearing different imidato ligands: (η5‐cyclopentadienyl)Ru (CO)2(η1‐N‐maleimidato) (1), (η5‐cyclopentadienyl)Ru (CO)2‐N‐methoxysuccinimidato (2), (η5‐cyclopentadienyl)Ru (CO)2‐N‐ethoxysuccinimidato (3), and (η5‐cyclopentadienyl)Ru (CO)2‐N‐phthalimidato (4). We used two types of cells—normal peripheral blood mononuclear cells (PBMCs) and leukemic HL‐60 cells. We observed that complex 1 was highly cytotoxic and genotoxic, both for normal and cancer cells at concentrations from 0.5 to 250 μM. Interestingly, complex 1 was 10 times more cytotoxic to HL‐60 cells compared with PBMCs. Complexes 2–4 were cytotoxic only for HL‐60 cells at the highest used concentrations. Furthermore, we observed an increase in the viability of PBMCs after incubation with succinimide complexes 2 and 3. We also showed that complex 1 arrested cell cycle in the sub‐G1 phase and induced apoptosis. We found that different properties of studied ruthenium complexes depend significantly on the type of imide ligand bind to the ruthenium atom. The density functional theory (DFT) calculation of maleimide and succinimide revealed some significant differences of these compounds that would be related to biological activity. Our results indicate that ruthenium complex 1 should be further investigated in detail for its anticancer properties.

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Ruthenium polypyridyl complex-containing bioconjugates

Cited by 47 publications

References 133 publications

BODIPY-Ruthenium(II) Bis-Terpyridine Complexes for Cellular Imaging and Type-I/-II Photodynamic Therapy

BODIPY-Ruthenium(II) Bis-Terpyridine Complexes for Cellular Imaging and Type-I/-II Photodynamic Therapy

Metal Peptide Conjugates in Cell and Tissue Imaging and Biosensing

Cytotoxicity of piano‐stool ruthenium cyclopentadienyl complexes bearing different imidato ligands

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