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Synthèse métallo-catalysée d'analogues de nucléosides et d'oxazolo[4,5-d]pyrimidines à visée thérapeutique

Abstract : Nucleosides represent with more than 40 compounds approved the cornerstone of antiviral chemotherapy. Their gradual emergence from now nearly 50 years has led to considerable progress in the fight against many viral infections such as herpes, hepatitis or AIDS. Nevertheless, the emergence of resistance and the molecule inherent toxicity prompt the research to develop new nucleoside analogues with higher activities and safety. In this context, organometallic reactions are effective tools for the synthesis of new compounds with therapeutic potential. In this thesis, the Sharpless Cu and Ru catalyzed 1,3 dipolar cycloadditions and the Ru catalyzed cross and ring closing metathesis allowed us to synthesize efficiently three new series of modified nucleoside analogues. Finally, the synthesis of a new series of oxazolopyrimidine heterocyclic compounds wearing a β-diketoacid chain and targeting the inhibition of HIV integrase has been initiated, using palladium catalyzed coupling.
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Ugo Pradere. Synthèse métallo-catalysée d'analogues de nucléosides et d'oxazolo[4,5-d]pyrimidines à visée thérapeutique. Autre. Université d'Orléans, 2009. Français. ⟨NNT : 2009ORLE2081⟩. ⟨tel-00665129⟩

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