186365-71-9Relevant academic research and scientific papers
Dendrimeric Nanoparticles for Two-Photon Photodynamic Therapy and Imaging: Synthesis, Photophysical Properties, Innocuousness in Daylight and Cytotoxicity under Two-Photon Irradiation in the NIR
Sourdon, Aude,Gary-Bobo, Magali,Maynadier, Marie,Garcia, Marcel,Majoral, Jean-Pierre,Caminade, Anne-Marie,Mongin, Olivier,Blanchard-Desce, Mireille
, p. 3637 - 3649 (2019)
The synthesis and the photophysical properties of a new class of fully organic monodisperse nanoparticles for combined two-photon imaging and photodynamic therapy are described. The design of such nanoparticles is based on the covalent immobilization of a dedicated quadrupolar dye that combines excellent two-photon absorbing (2PA) properties, fluorescence and singlet oxygen generation ability, in a phosphorous-based dendrimeric architecture. First, a bifunctional quadrupolar dye bearing two different grafting moieties, a phenol function and an aldehyde function, was synthesized. It was then covalently grafted through its phenol function to a phosphorus-based dendrimer scaffold of generation 1. The remaining aldehyde functions were then used to continue the dendrimer synthesis up to generation 2, introducing finally 24 water-solubilizing triethyleneglycol chains at its periphery. A dendrimer confining 12 photoactive quadrupolar units in its inner scaffold and showing water solubility was thus obtained. Interestingly, the G1 and G2 dendrimers retain some fluorescence as well as significant singlet oxygen production efficiencies while they were found to show very high 2PA cross-sections in a broad range of the NIR biological spectral window. Hydrophilic dendrimer G2 was tested in vitro on breast cancer cells, first in one- and two-photon microscopy, which allowed for visualization of their cell internalization, then in two-photon photodynamic therapy. While being nontoxic in the dark and, more importantly, under exposure to daylight, dendrimer G2 proved to be a very efficient cell-death inducer only under two-photon irradiation in the NIR.
PEGPHOT: A new well-defined molecular weight polyether-substituted triphenylphosphite and its application in biphasic hydroformylation
Gregorio, Jose Ribeiro,Da Rosa, Ricardo Gomes,Mendes, Ana Nery Furlan,Bayon, Joan Carles
experimental part, p. 977 - 981 (2012/06/16)
This work describes the synthesis and characterization of PEGPHOT (tri-(4-triethylenoglycol-monomethyletherphenyl)phosphite) and its use in the rhodium-catalyzed hydroformylation of different olefins. In the hydroformylation of 1-hexene, it was possible t
Mesogen-jacketed liquid crystalline polymers substituted with oligo(oxyethylene) as peripheral chain
Liang, Xiaochao,Chen, Xiaofang,Li, Christopher Y.,Shen, Zhihao,Fan, Xinghe,Zhou, Qifeng
experimental part, p. 3693 - 3705 (2011/11/01)
Mesogen-jacketed liquid crystalline polymer (MJLCP) is a typical rod-shaped macromolecule. Its unique molecular architecture allows one to tune the geometric parameters of the macromolecular rod. Moreover, the rod surface chemistry can be controlled by de
Synthesis, photophysical properties and in vitro photodynamic activity of axially substituted subphthalocyanines
Xu, Hu,Jiang, Xiong-Jie,Chan, Elaine Y. M.,Fong, Wing-Ping,Ng, Dennis K. P.
, p. 3987 - 3992 (2008/10/09)
A new series of subphthalocyanines substituted axially with an oligoethylene glycol chain [SPcB(OCH2CH2)nOH, n = 3 (2) or 4 (3)] or a p-phenoxy oligoethylene glycol methyl ether chain [SPcBOC6H4(OCH2CH2) nOCH3, n = 2 (4) or 3 (5)] have been synthesised by substitution reactions of boron subphthalocyanine chloride SPcBCl (1) with the corresponding oligoethylene glycols, and characterised with various spectroscopic methods and elemental analysis. The molecular structure of one of these compounds (subphthalocyanine 4) has also been determined. As revealed by absorption spectroscopy, these compounds are essentially non-aggregated in DMF. The low aggregation tendency of these compounds results in a strong fluorescence emission and high efficiency to generate singlet oxygen. All these subphthalocyanines, being formulated with Cremophor EL, function as efficient photosensitisers and exhibit a high photocytotoxicity against HepG2 human hepatocarcinoma and HT29 human colon adenocarcinoma cells. The phenoxy analogues 4 and 5 show a relatively high photostability and are particularly potent towards these cell lines, with IC50 values down to 0.02 μM. This journal is The Royal Society of Chemistry.
Enhancing the aqueous solubility of d4T-based phosphoramidate prodrugs
Siddiqui, Adam,McGuigan, Christopher,Ballatore, Carlo,Srinivasan, Sheila,De Clercq, Erik,Balzarini, Jan
, p. 381 - 384 (2007/10/03)
A range of polyether para-substituted phosphoramidates were synthesised and found to have substantially elevated aqueous solubilities compared to the underivatised parent prodrug. A 30-fold increase in aqueous solubility could be achieved without a substantial decrease of in vitro activity against HIV-1. Replacement of the aryl (i.e. phenolic) moiety by tyrosine led to a substantial enhancement in aqueous solubility but also to a decrease in antiviral potency. A previously unobserved trend was identified, relating increased aryl substituent steric bulk to decreased antiviral activity. (C) 2000 Elsevier Science Ltd. All rights reserved.
