1218921-99-3Relevant academic research and scientific papers
Towards the elaboration of new gold-based optical theranostics
Doulain, Pierre-Emmanuel,Decréau, Richard,Racoeur, Cindy,Goncalves, Victor,Dubrez, Laurence,Bettaieb, Ali,Le Gendre, Pierre,Denat, Franck,Paul, Catherine,Goze, Christine,Bodio, Ewen
, p. 4874 - 4883 (2015)
Four new red BODIPY-gold(I) theranostic compounds were synthesized. Some of them were vectorized by tethering a biovector (glucose or bombesin derivatives) to the metallic center. Their photophysical properties were studied. Additionally, their cytotoxicity was examined on different cancer cell lines and on a normal cell line, they were tracked in vitro by fluorescence detection, and their uptake was evaluated by ICP-MS measurements.
New AMD3100 derivatives for CXCR4 chemokine receptor targeted molecular imaging studies: Synthesis, anti-HIV-1 evaluation and binding affinities
Poty, Sophie,Désogère, Pauline,Goze, Christine,Boschetti, Frédéric,D'huys, Thomas,Schols, Dominique,Cawthorne, Christopher,Archibald, Stephen J.,Ma?cke, Helmut R.,Denat, Franck
, p. 5004 - 5016 (2015)
CXCR4 is a target of growing interest for the development of new therapeutic drugs and imaging agents as its role in multiple disease states has been demonstrated. AMD3100, a CXCR4 chemokine receptor antagonist that is in current clinical use as a haematopoietic stem cell mobilising drug, has been widely studied for its anti-HIV properties, potential to inhibit metastatic spread of certain cancers and, more recently, its ability to chelate radiometals for nuclear imaging. In this study, AMD3100 is functionalised on the phenyl moiety to investigate the influence of the structural modification on the anti-HIV-1 properties and receptor affinity in competition with anti-CXCR4 monoclonal antibodies and the natural ligand for CXCR4, CXCL12. The effect of complexation of nickel(ii) in the cyclam cavities has been investigated. Two amino derivatives were obtained and are suitable intermediates for conjugation reactions to obtain CXCR4 molecular imaging agents. A fluorescent probe (BODIPY) and a precursor for 18F (positron emitting isotope) radiolabelling were conjugated to validate this route to new CXCR4 imaging agents.
Supramolecular strategies to construct biocompatible and photoswitchable fluorescent assemblies
Yildiz, Ibrahim,Impellizzeri, Stefania,Deniz, Erhan,McCaughan, Bridgeen,Callan, John F.,Raymo, Franc-Isco M.
, p. 871 - 879 (2011)
We designed and synthesized an amphiphilic copolymer with pendant hydrophobic decyl and hydrophilic poly(ethylene glycol) chains along a common poly(methacrylate) backbone. This macromolecular construct captures hydrophobic boron dipyrromethene fluorophores and hydrophobic spiropyran photochromes and transfers mixtures of both components in aqueous environments. Within the resulting hydrophilic supramolecular assemblies, the spiropyran components retain their photochemical properties and switch reversibly to the corresponding merocyanine isomers upon ultraviolet illumination. Their photoinduced transformations activate intermolecular electron and energy transfer pathways, which culminate in the quenching of the boron dipyrromethene fluorescence. As a result, the emission intensity of these supramolecular constructs can be modulated in aqueous environments under optical control. Furthermore, the macromolecular envelope around the fluorescent and photochromic components can cross the membrane of Chinese hamster ovarian cells and transport its cargo unaffected into the cytosol. Indeed, the fluorescence of these supramolecular constructs can be modulated also intracellularly by operating the photochromic component with optical inputs. In addition, cytotoxicity tests demonstrate that these supramolecular assemblies and the illumination conditions required for their operation have essentially no influence on cell viability. Thus, supramolecular events can be invoked to construct fluorescent and photoswitchable systems from separate components, while imposing aqueous solubility and biocompatibility on the resulting assemblies. In principle, this simple protocol can evolve into a general strategy to deliver and operate intracellularly functional molecular components under optical control.
Polyfunctionalised Nanoparticles Bearing Robust Gadolinium Surface Units for High Relaxivity Performance in MRI
Chabloz, Nicolas G.,Wenzel, Margot N.,Perry, Hannah L.,Yoon, Il-Chul,Molisso, Susannah,Stasiuk, Graeme J.,Elson, Daniel S.,Cass, Anthony E. G.,Wilton-Ely, James D. E. T.
, p. 10895 - 10906 (2019/07/31)
The first example of an octadentate gadolinium unit based on DO3A (hydration number q=1) with a dithiocarbamate tether has been designed and attached to the surface of gold nanoparticles (around 4.4 nm in diameter). In addition to the superior robustness
BODIPY-phosphane as a versatile tool for easy access to new metal-based theranostics
Tasan, Semra,Zava, Olivier,Bertrand, Beno?t,Bernhard, Claire,Goze, Christine,Picquet, Michel,Le Gendre, Pierre,Harvey, Pierre,Denat, Franck,Casini, Angela,Bodio, Ewen
supporting information, p. 6102 - 6109 (2013/06/26)
A new BODIPY-phosphane was synthesized and proved to be a versatile tool for imaging organometallic complexes. It also led to easy access to a new family of theranostics, featuring gold, ruthenium and osmium complexes. The compounds' cytotoxicity was test
Photocatalytic conversion of CO2 to CO using rhenium bipyridine platforms containing ancillary phenyl or BODIPY moieties
Andrade, Gabriel A.,Pistner, Allen J.,Yap, Glenn P. A.,Lutterman, Daniel A.,Rosenthal, Joel
, p. 1685 - 1692 (2013/09/02)
Harnessing of solar energy to drive the reduction of carbon dioxide to fuels requires the development of efficient catalysts that absorb sunlight. In this work, we detail the synthesis, electrochemistry, and photophysical properties of a set of homologous fac-ReI(CO)3 complexes containing either an ancillary phenyl (8) or BODIPY (12) substituent. These studies demonstrate that both the electronic properties of the rhenium center and BODIPY chromophore are maintained for these complexes. Photolysis studies demonstrate that both assemblies 8 and 12 are competent catalysts for the photochemical reduction of CO2 to CO in dimethylformamide (DMF) using triethanolamine (TEOA) as a sacrificial reductant. Both compounds 8 and 12 display turnover frequencies (TOFs) for photocatalytic CO production upon irradiation with light (λex ≥ 400 nm) of ～5 h -1 with turnover number (TON) values of approximately 20. Although structural and photophysical measurements demonstrate that electronic coupling between the BODIPY and fac-ReI(CO)3 units is limited for complex 12, this work clearly shows that the photoactive BODIPY moiety is tolerated during catalysis and does not interfere with the observed photochemistry. When taken together, these results provide a clear roadmap for the development of advanced rhenium bipyridine complexes bearing ancillary BODIPY groups for the efficient photocatalytic reduction of CO2 using visible light.
First bodipy-DOTA derivatives as probes for bimodal imaging
Bernhard, Claire,Goze, Christine,Rousselin, Yoann,Denat, Franck
supporting information; experimental part, p. 8267 - 8269 (2010/12/20)
The synthesis and the photophysical studies of the first bodipy-DOTA and its In(iii), Ga(iii) and Cu(ii) complexes are reported. The introduction of an isothiocyanate handle generates a new bimodal imaging agent capable of both optical and nuclear imaging
Water-soluble BODIPY derivatives
Niu, Song Lin,Ulrich, Gilles,Ziessel, Raymond,Kiss, Agneta,Renard, Pierre-Yves,Romieu, Anthony
supporting information; experimental part, p. 2049 - 2052 (2009/10/10)
New, water-soluble BODIPY dyes have been readily obtained from various BODIPY cores by reactions involving the introduction of novel sulfonated peptide chains by either coupling or substitution to give dimethylpropargylamine derivatives subsequently quate
