Bis‐clickable Mesoporous Silica Nanoparticles: Straightforward Preparation of Light‐Actuated Nanomachines for Controlled Drug Delivery with Active Targeting |
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| Authors: | Dr Achraf Noureddine Dr Magali Gary‐Bobo Dr Laure Lichon Dr Marcel Garcia Prof Jeffrey I Zink Dr Michel Wong?Chi?Man Dr Xavier Cattoën |
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| Affiliation: | 1. Institut Charles Gerhardt Montpellier, UMR 5253 CNRS, Université de Montpellier-ENSCM, Montpellier, France;2. Institut des Biomolécules Max Mousseron, UMR 5247 CNRS, Faculté de Pharmacie, Université de Montpellier, Montpellier cedex?05, France;3. Department of Chemistry and Biochemistry, California NanoSystems Institute, University of California, Los Angeles, California, USA;4. Univ. Grenoble Alpes, Inst NEEL, Grenoble, France;5. CNRS, Inst NEEL, Grenoble, France |
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| Abstract: | Bis(clickable) mesoporous silica nanospheres (ca. 100 nm) were obtained by the co‐condensation of TEOS with variable amounts (2–5 % each) of two clickable organosilanes in the presence of CTAB. Such nanoparticles could be easily functionalized with two independent functions using the copper‐catalyzed alkyne‐azide cycloaddition (CuAAC) reaction to transform them into nanomachines bearing cancer cell targeting ligands with the ability to deliver drugs on‐demand. The active targeting was made possible after anchoring folic acid by CuAAC click reaction, whereas the controlled delivery was performed by clicked azobenzene fragments. Indeed, the azobenzene groups are able to obstruct the pores of the nanoparticles in the dark whereas upon irradiation in the UV or in the blue range, their trans‐to‐cis photoisomerization provokes disorder in the pores, enabling the delivery of the cargo molecules. The on‐command delivery was proven in solution by dye release experiments, and in vitro by doxorubicin delivery. The added value of the folic acid ligand was clearly evidenced by the difference of cell killing induced by doxorubicin‐loaded nanoparticles under blue irradiation, depending on whether the particles featured the clicked folic acid ligand or not. |
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| Keywords: | click chemistry drug delivery CuAAC mesoporous silica nanoparticles targeting |
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