Self‐Assembly of Novel Thiophene‐Based BODIPY Ru<sup>II</sup> Rectangles: Potential Antiproliferative Agents Selective Against Cancer Cells

Gupta, Gajendra; Das, Abhishek; Panja, Sourav; Ryu, Ji Yeon; Lee, Junseong; Mandal, Nripendranath; Lee, Chang Yeon

doi:10.1002/chem.201704368

Cited by 61 publications

(23 citation statements)

References 41 publications

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“…Up to now, many established pharmacophores have been coupled to BODIPY derivatives in order to study their uptake and intracellular localization (Figure 4). Self-assemblies of metal-based BODIPY derivatives have also been recently reported as potential theranostics [43][44][45]. The neutral analogue of cisplatin 2.1-2 was demonstrated to induce DNA damages in ovarian carcinoma cells, associated with a 100-times reduced activity with respect to cisplatin [46].…”

Section: Labeling Of Reported Metal-based Pharmacophoresmentioning

confidence: 99%

Metal-based BODIPY derivatives as multimodal tools for life sciences

Bertrand

Passador

Goze

et al. 2018

Coordination Chemistry Reviews

110

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International audienceNowadays, 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene – better known as BODIPY – is at the forefront of fluorophores for life sciences. Indeed, its high brightness, its tunable excitation and emission wavelengths along with its high chemical and photochemical stability draw more and more the interest of researchers. In the last decade, chemists have taken advantage of the versatility of the synthesis of BODIPY to design sophisticated objects. This review focuses on the different recent studies dealing with the conception of metal-based-BODIPY derivatives for medical purposes. More precisely, emphasis is put on the use of BODIPY derivatives for the elaboration of BODIPY-based theranostics, multimodal imaging probes, and photodynamic therapy sensitizers

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Section: Labeling Of Reported Metal-based Pharmacophoresmentioning

confidence: 99%

Metal-based BODIPY derivatives as multimodal tools for life sciences

Bertrand

Passador

Goze

et al. 2018

Coordination Chemistry Reviews

110

View full text Add to dashboard Cite

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“…These supramolecules strongly interacted with biomolecules, such as protain and DNA, and were found to be cytotoxic against brain cancer cells. Dipyridyl-appended BODIPYs also coordinate to Ru(II) or Ir(III) ions to produce macrocyclic rectanglar architectures, which exhibit aggregation-induced emission properties and/or a selective citotoxicity (Gupta et al, 2016 , 2017b ).…”

Section: Self-assembly Of Discrete Supramolecular Architectures and Tmentioning

confidence: 99%

Functional Supramolecular Architectures of Dipyrrin Complexes

Matsuoka

Nabeshima

2018

Front. Chem.

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Dynamic formation of self-assemblies from molecular components is a useful and efficient way to produce molecular and supramolecular architectures with sophisticated functions. The labile coordination bond and dynamic covalent bond as a reversible bond have often been used to create a well-organized supramolecular self-assembly. In order to realize sophisticated novel functions of the supramolecular self-assemblies, dipyrrin complexes have recently been employed as a functional unit and incorporated into the supramolecular architectures because of their outstanding properties and functions such as a high photostability and strong light absorption/emission. This review article summarizes recent development in functional supramolecular architectures of the dipyrrin complexes produced by coordination to a metal ion and dynamic covalent bond formation. We first describe the synthesis and unique functions of a series of discrete supramolecular architectures: helicates, macrocycles, and cages. The polymeric supramolecular self-assemblies with 1D, 2D, and 3D structures are then introduced as a functional infinite supramolecular architecture.

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“…Following this initial study, several other arene ruthenium metalla-assemblies were tested as duplex DNA binders (Linares et al, 2010; Paul et al, 2015; Gupta et al, 2016, 2017). However, in the human genome, DNA sequences can fold into other thermodynamically stable structures such as hairpins and quadruplexes.…”

Section: Dna Interactionsmentioning

confidence: 99%

The Role of the Second Coordination Sphere in the Biological Activity of Arene Ruthenium Metalla-Assemblies

Therrien

2018

Front. Chem.

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For nearly 15 years, the biological and biomedical applications of arene ruthenium metalla-assemblies have flourished. Today, the synthetic strategies to generate arene ruthenium assemblies are well-established, and these compounds offer tremendous possibilities in terms of structural diversities and chemical properties. However, the second coordination sphere is often poorly considered, if not ignored, when designing such arene ruthenium metalla-assemblies. These weak interactions (hydrogen bonding, hydrophobic, ionic, electrostatic, van der Waals, π-π stacking) that take place in the solid state or in solution are generally key interactions for the foreseen applications. Therefore, in this review, we want to emphasize this important property of arene ruthenium metalla-assemblies by showing examples dealing with second coordination sphere interactions and how this can be better integrated in the design of these versatile supramolecular metal-based entities.

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Self‐Assembly of Novel Thiophene‐Based BODIPY Ru^II Rectangles: Potential Antiproliferative Agents Selective Against Cancer Cells

Cited by 61 publications

References 41 publications

Metal-based BODIPY derivatives as multimodal tools for life sciences

Metal-based BODIPY derivatives as multimodal tools for life sciences

Functional Supramolecular Architectures of Dipyrrin Complexes

The Role of the Second Coordination Sphere in the Biological Activity of Arene Ruthenium Metalla-Assemblies

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Self‐Assembly of Novel Thiophene‐Based BODIPY RuII Rectangles: Potential Antiproliferative Agents Selective Against Cancer Cells

Cited by 61 publications

References 41 publications

Metal-based BODIPY derivatives as multimodal tools for life sciences

Metal-based BODIPY derivatives as multimodal tools for life sciences

Functional Supramolecular Architectures of Dipyrrin Complexes

The Role of the Second Coordination Sphere in the Biological Activity of Arene Ruthenium Metalla-Assemblies

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Product

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Self‐Assembly of Novel Thiophene‐Based BODIPY Ru^II Rectangles: Potential Antiproliferative Agents Selective Against Cancer Cells