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De la squalénisation à la terpénisation de nucléosides : relation entre nucléolipide, structure supramoléculaire et activité biologique

Abstract : Squalenoylation is a new and very promising nanotechnology. The concept consists in coupling nucleoside derivatives that have therapeutic activity to a molecule of squalene: whatever the nucleoside, nanoparticles with a diameter around 100 - 300 nm are spontaneously obtained upon nanoprecipitation of the nucleolipid in an aqueous medium. These nanoparticles display an increased biological activity compared with the nucleoside. The aim of this PhD thesis was to understand the link between the nature of the drug-terpenoid pair, the supramolecular structure of nanoparticles and the biological activity.Therefore, in a first part, several nucleosides and nucleoside derivatives were covalently coupled to squalene, and in a second part gemcitabine was coupled to terpenoid chains with increasing length. The supramolecular organization of the nanoparticles was determined by Small Angle X-rays Scattering and cryogenic transmission electronic microscopy. The influence of the condition of nanoprecipitation on the supramolecular structure of nanoparticles was studied. The impact of the supramolecular organization on the cell internalization and cytotoxicity was highlighted for some cell lines.
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Elise Lepeltier. De la squalénisation à la terpénisation de nucléosides : relation entre nucléolipide, structure supramoléculaire et activité biologique. Médecine humaine et pathologie. Université Paris Sud - Paris XI, 2013. Français. ⟨NNT : 2013PA114827⟩. ⟨tel-01070640⟩

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