Identification of MRC2 and CD209 receptors as targets for photodynamic therapy of retinoblastoma using mesoporous silica nanoparticles

Gallud, Audrey; Warther, David; Maynadier, Marie; Sefta, Meriem; Poyer, Florent; Thomas, C.; Rouxel, Cédric; Mongin, Olivier; Blanchard‐Desce, Mireille; Morére, Alain; Raehm, Laurence; Maillard, Philippe; Durand, Jean‐Olivier; Garcia, Marcel; Gary‐Bobo, Magali

doi:10.1039/c5ra14640b

Cited by 15 publications

(16 citation statements)

References 27 publications

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“…In the presence of retinoblastoma cells, porphyrin dimers may penetrate by passive diffusion through the cell membrane bilayer or interact with a mannose receptor (MRC2 or CD209) and be internalized by endocytosis . The mechanism of penetration of a porphyrin influences the subcellular localization of the PS, and thus its efficiency.…”

Section: Resultsmentioning

confidence: 99%

“…Thanks to the presence of its mannosyl moieties, compound 2 could potentially interact with one mannose receptor at the surface of cells, and cross the biological membrane by receptor‐mediated endocytosis ,…”

Section: Resultsmentioning

confidence: 99%

“…Glycoconjugated porphyrins were synthesized to achieve efficient targeting of photosensitizers against retinoblastoma cells for one photon PDT and to develop more effective therapies for ophthalmological purposes. Furthermore, α‐mannose and α‐galactose‐functionalized porphyrins (glycolconjugated photosensitizers) were demonstrated to be efficient in 1PA‐PDT both in vitro and in vivo, probably due to an active endocytosis involving lectins present at the surface of Y‐79 (human retinoblastoma cells) . In 2011 and 2013, we have published the synthesis and photochemical properties of two‐photon excitable symmetrical glycoconjugated porphyrin dimers .…”

Section: Introductionmentioning

confidence: 99%

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Amphiphilic Glycoconjugated Porphyrin Heterodimers as Two‐Photon Excitable Photosensitizers: Design, Synthesis, Photophysical and Photobiological Studies

et al. 2018

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A new family of amphiphilic glycoconjugated porphyrin dimers usable in two-photon photodynamic therapy was designed, prepared and characterized. The physicochemical and biological data were presented and discussed. Their two-photon absorption cross section was determined, revealing quite good performances of the compounds (d % 300 GM at 880 nm for 2 and 3 and d % 1000 GM at 840 nm for 5 and 6). Despite their promising photophysical properties, porphyrin dimers are penalized by their low solubility and an insufficient penetration into tumour cells. Incorporation into nanocarriers such as lipid vesicles could be profitable, provided that the positioning and degree of freedom of the saccharide moieties are optimal to target the receptors of the cells of interest.[a] Dr.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Amphiphilic Glycoconjugated Porphyrin Heterodimers as Two‐Photon Excitable Photosensitizers: Design, Synthesis, Photophysical and Photobiological Studies

et al. 2018

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“…Par ailleurs ceux-ci induisent une reconnaissance efficace du photosensibilisateur par les cellules tumorales surexprimant des récepteurs à sucre tels que des lectines [7]. Une porphyrine portant à sa périphérie trois groupes chimiques comportant des mannoses, conçue à l'Institut Curie, est reconnue par des cellules cancé-reuses de rétinoblastome (maladie rare du jeune enfant) surexprimant, sur leurs membranes, des récepteurs spécifiques du mannose [8,9]. La fixation de ce sucre sur le photosensibilisateur augmente notablement son efficacité photodynamique que ce soit in vitro ou in vivo [10].…”

Section: Les Photosensibilisateurs Limitation Des Composés Actuellemeunclassified

La lumiére pourrait-elle traiter le cancer par interactions lumiére-vivant ?

et al. 2017

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Depuis plusieurs milliers d'années, la lumière qu'elle soit naturelle ou artificielle a été utilisée comme traitement de maladies de la peau, des yeux ou contre le cancer. Ce n'est qu'au début du XXe siècle que la science s'est intéressée aux interactions « lumière-vivant ». La compréhension de l'action conjuguée, dénommée « photothérapie dynamique », d'un médicament non toxique à l'obscurité, de l'oxygène et de la lumière a permis de mettre au point un protocole d'éradication de tumeurs bénignes ou malignes et d'anomalies vasculaires. Depuis environ 30 ans, on voit apparaître de nombreuses molécules photoactivables de plus en plus efficaces. Peu de molécules photosensibles ont encore atteint le stade clinique, mais les résultats publiés dans la littérature scientifique montrent que la photothérapie dynamique est en plein développement et a un avenir certain [1-3].

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“…In 1989, Griegel et al [24] suggested the existence of sugar receptors at the surface of retinoblastoma cells, with binding specificities for b-galactose and a-mannose. More recently, two mannose receptors, MRC2 and CD209 have been identified as specific targets for PDT in Y79, WERI-Rb1 cells and primary human tumor tissues [25]. Mannosylated photosensitizers are expected to interact with these receptors and possibly penetrate, by receptor-mediated endocytosis, into retinoblastoma cells, provided that the positioning of the mannose moieties in these compounds allows molecular recognition [26,27].…”

Section: Introductionmentioning

confidence: 99%

Mannose distribution in glycoconjugated tetraphenylporphyrins governs their uptake mechanism and phototoxicity

Daghildjian

Kasselouri

N’Diaye

et al. 2019

J. Porphyrins Phthalocyanines

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Tetraphenylporphyrins (TPPs) have been proposed for the treatment of retinoblastoma by photodynamic therapy. Glycoconjugated compounds were synthesized for improving TPP solubility and amphipathy, and to specifically target mannose receptors overexpressed at the surface of cells. The efficiency of four TPP derivatives with different chemical structures was compared by phototoxicity tests and flow cytometry experiments. Interestingly, the absence/presence and distribution of saccharide moieties in the various compounds affected differently their mechanism of interaction with cancer cells and their phototoxic efficiency. For glycodendrimeric TPP-1 and TPP-2 incubated with retinoblastoma cells, a fast two-step uptake-equilibrium process was observed, whereas for a dendrimeric TPP without saccharide moieties (TPP-1c) and a glycoconjugated compound with no dendrimeric structure (TPP(DegMan)[Formula: see text] uptake was very slow. The difference in uptake profiles and kinetics between TPP-1c on the one hand and TPP-1 and TPP-2 on the other hand would account for the interaction of the two glycodendrimeric compounds with a mannose receptor. These TPPs encapsulated in endosomes would induce less damage to cells upon illumination. TPP(DegMan)[Formula: see text] showed the highest phototoxicity, but its efficiency was unaffected by pretreatment of cells by mannan. The penetration of this glycoconjugated compound in cells and its phototoxic effect appeared independent of its interaction with a mannose receptor. Thus, if glycoconjugation influenced TPPs behavior in solution and interaction with serum proteins, phototoxicity was not necessarily related to upfront molecular recognition.

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Identification of MRC2 and CD209 receptors as targets for photodynamic therapy of retinoblastoma using mesoporous silica nanoparticles

Abstract: International audienc

Cited by 15 publications

References 27 publications

Amphiphilic Glycoconjugated Porphyrin Heterodimers as Two‐Photon Excitable Photosensitizers: Design, Synthesis, Photophysical and Photobiological Studies

Amphiphilic Glycoconjugated Porphyrin Heterodimers as Two‐Photon Excitable Photosensitizers: Design, Synthesis, Photophysical and Photobiological Studies

La lumiére pourrait-elle traiter le cancer par interactions lumiére-vivant ?

Mannose distribution in glycoconjugated tetraphenylporphyrins governs their uptake mechanism and phototoxicity

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