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Synthèse de nouveaux analogues de nucléosides potentiellement antiviraux.

Abstract : The synthetic analogues of the natural 2’-deoxyribonucleosides, linked by phosphodiester groups in nucleic acids, constitute major classes of antiviral and anticancer drugs. Such nucleosides act as “prodrugs” disturbing the biosynthesis of nucleic acids after phosphorylation. Searching for new antiviral drugs, the aim of this work was the synthesis of new modified nucleosides analogues of 2’-deoxyadenosine and -guanosine also analogues of aciclovir and its derivatives (vanciclovir, ganciclovir…) widely used for Herpes treatment. In the first works in adenine and guanine series, the cyclic analogues in which the base and a side chain introduced at position 9 of the base are linked at position 8 by an oxygen atom could not be obtained. Four cyclic analogues in the guanine series were prepared in which the base and the 9-side chain are linked at position 8 are either linked by a heteroatom (synthesized by nucleophilic substitution) or by a carbon-carbon bond (synthesized by free radical reaction). The evaluation of the antiviral activity of these compounds is underway.
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Submitted on : Friday, February 1, 2019 - 11:34:57 AM
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  • HAL Id : tel-02003332, version 1



Flavia Cristina Rosa Alvarenga. Synthèse de nouveaux analogues de nucléosides potentiellement antiviraux.. Médecine humaine et pathologie. Université Grenoble Alpes, 2016. Français. ⟨NNT : 2016GREAV068⟩. ⟨tel-02003332⟩



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