Metal Complexes for Cell and Organism Imaging

Zhang, Kenneth Yin; Lo, Kenneth Kam‐Wing

doi:10.1002/9781118682975.ch4

Cited by 7 publications

(5 citation statements)

References 105 publications

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“…11 B NMR (128 MHz,[D 6 ]DMSO): δ [ ppm] = −1.07. 19 9, 153.6, 151.3, 143.6, 143.4, 142.6, 133.8, 132.8, 130.6, 128.8, 127.5, 126.6, 126.3, 126.2, 125.6, 123.9, 123.2, 121.5, 93.1, 84.6. 11…”

Section: General Procedures For the Synthesis Of Cagesmentioning

confidence: 99%

“…In fact, an increasing number of reports on anticancer metal compounds bearing fluorescent moieties for both therapeutic and imaging applications have appeared. 19 The reported metal-based compounds include fluorescent Ru polypyridine complexes, 20 as well as several organometallic compounds among others. 21 Therefore, in this work, in order to obtain cytotoxic metallocages with improved fluorescence properties, we designed a new series of self-assembled exo-functionalized Pd 2 L 4 cages coupled to fluorescent groups.…”

Section: Introductionmentioning

confidence: 99%

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Supramolecular exo-functionalized palladium cages: fluorescent properties and biological activity

et al. 2016

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Metallosupramolecular systems are promising new tools for pharmaceutical applications. Thus, novel self-assembled Pd(ii) coordination cages were synthesized which were exo-functionalized with naphthalene or anthracene groups with the aim to image their fate in cells. The cages were also investigated for their anticancer properties in human lung and ovarian cancer cell lines in vitro. While the observed cytotoxic effects hold promise and the cages resulted to be more effective than cisplatin in both cell lines, fluorescence emission properties were scarce. Therefore, using TD-DFT calculations, fluorescence quenching observed in the naphthalene-based system could be ascribed to a lower probability of a HOMO-LUMO excitation and an emission wavelength outside the visible region. Overall, the reported Pd2L4 cages provide new insights into the chemical-physical properties of this family of supramolecular coordination complexes whose understanding is necessary to achieve their applications in various fields.

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Section: General Procedures For the Synthesis Of Cagesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Supramolecular exo-functionalized palladium cages: fluorescent properties and biological activity

et al. 2016

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“…Among the various strategies to achieve metal compounds imaging in biological environments, fluorescence microscopy is certainly one of the most explored, and an increasing number of publications reporting on bifunctional metal compounds bearing fluorescent moieties for both therapeutic and imaging applications (so-called theranostic agents) have appeared. − Thus, several examples of such fluorescent metal complexes are present in the literature, including Pt(II) complexes tagged with fluorescent rhodamine-type moieties, gold, zinc and copper complexes bearing both fluorescent and cytotoxic ligands, cobalt complexes with coumarin ligands, as well as organometallic ruthenium compounds . Within this frame, we recently developed series of cytotoxic metal compounds featuring a porphyrin , or the dipyrromethene fluorophore (BODIPY, boron-dipyrromethene) , as highly fluorescent coordinating ligands (Figure ).…”

Section: Introductionmentioning

confidence: 99%

New Luminescent Polynuclear Metal Complexes with Anticancer Properties: Toward Structure–Activity Relationships

et al. 2016

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A series of new heterodinuclear luminescent complexes with two different organic ligands have been synthesized and characterized. A luminescent Ru(II)(polypyridine) moiety and a metal-based anticancer fragment (AuCl, (p-cymene)RuCl2, (p-cymene)OsCl2, (Cp*)RhCl2, or Au-thioglucose) are the two general features of these complexes. All of the bimetallic compounds have been evaluated for their antiproliferative properties in vitro in human cancer cell lines. Only the complexes containing an Au(I) fragment exhibit antiproliferative activity in the range of cisplatin or higher. The photophysical and electrochemical properties of the bimetallic species have been investigated, and fluorescence microscopy experiments have been performed successfully. The most promising bimetallic cytotoxic complexes (i.e., with the Au-thioglucose scaffold) have shown to be easily taken up by cancer cells at 37 °C in the cytoplasm or in specific organelles. Interestingly, experiments repeated at 4 °C showed no uptake of the bimetallic species inside cells, which confirms involvement of active transport processes. To evaluate the role of glucose transporters in the cell uptake of the gold complexes, inhibition of the GluT-1 (glucose transporter isoform with high level of expression in cancer cells) was achieved, showing only scarce influence on the compounds' uptake. Finally, the observed absence of interactions with nucleic acid model structures suggests that the gold compounds may have different intracellular targets with respect to cisplatin.

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“…Iridium(III) complexes display sensitive phosphorescence towards ligands and surrounding microenvironment and thus have been widely used in the development of sensors [7][8][9][10]. Hypoxia refers to a state in which oxygen supply is insufficient.…”

Section: Sensors For Gas Moleculesmentioning

confidence: 99%

“…In contrast, the HOMO of many iridium(III) complexes also involves π orbitals of their coordinating ligands, which leads to much more complicated emissive states, and results in tunable emission across the visible spectrum from blue to red, rendering the complexes promising candidates for bioimaging. Importantly, the emission parameters, including wavelengths, quantum yields, and lifetimes, of iridium(III) complexes are highly sensitive toward microenvironment of the complexes, which enables the development of iridium(III)-based intracellular sensors [7][8][9][10].…”

mentioning

confidence: 99%

Phosphorescent Iridium(III) Complexes for Bioimaging

Zhang

Liu

Zhao

et al. 2014

Luminescent and Photoactive Transition Metal Complexes as Biomolecular Probes and Cellular Reagents

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Phosphorescent iridium(III) complexes have received increasing attention in bioimaging applications owing to their advantageous photophysical properties and efficient internalization into live cells. In this chapter, we summarize the recent design of bioimaging reagents based on phosphorescent iridium(III) complexes. The utilizations of cationic, neutral, and zwitterionic phosphorescent iridium(III) complexes in bioimaging applications have been described first.Complexes showing aggregation-induced phosphorescence have also been included considering the absence of the commonly observed aggregation-caused quenching. Then we discuss the functionalization of iridium(III) complexes with biological substrates and reactive groups, which allows non-covalent and covalent interaction, respectively, with intracellular biomolecules. As the photophysical properties of iridium(III) complexes are very sensitive toward their surrounding ligands and microenvironment, the use of these complexes as intracellular sensors for gas molecules, ions, and amino acids has been summarized. Additionally, the incorporation of iridium(III) complexes into dendrimer, polymer, and nanoparticle systems providing attractive functionalities has been discussed. Furthermore, various strategies, including the use of near-infrared-emitting and two-photon excitable complexes, upconversion nanoparticles, and lifetime-based microscopy techniques, to enhance signal-to-noise ratios in bioimaging have been discussed. At last, the design of reagents for multi-mode imaging techniques involving phosphorescence and magnetic resonance imaging has been described.

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Metal Complexes for Cell and Organism Imaging

Cited by 7 publications

References 105 publications

Supramolecular exo-functionalized palladium cages: fluorescent properties and biological activity

Supramolecular exo-functionalized palladium cages: fluorescent properties and biological activity

New Luminescent Polynuclear Metal Complexes with Anticancer Properties: Toward Structure–Activity Relationships

Phosphorescent Iridium(III) Complexes for Bioimaging

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