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SYNTHESE D'HETEROCYCLES AZOTES DERIVES D'ACRIDINE ET ETUDE DE LEUR INTERACTION AVEC L'ADN

Abstract : We have prepared new pyridoacridines, analogues of natural alcaloids and evaluate their properties (physico-chemical and biological). Firstly, we have prepared conjugates between the pyridoacridone moiety and amines by Michael addition onto a quinone function. Conjugates between pyridoacridine chromophore and sugars have also been prepared using oxime bond formation. Secondly, a new octacyclic structure has been made and the key step is the condensation of ortho-diamines with the bis-electrophile phendione. The same condensation has been used to prepared a new family of amino functionalized heptacycles. The properties of the products have been investigated : Cytotoxicity of pyridoacridines (ones) with an IC50 in the micromolar scale for the most active compounds. Further more, pyridoacridones electroactivity has been used to build a biosensor (DNA hybridisation detection). Finally, two Ru (II) complexes have been prepared and characterized. The heptacyclic ligand has a strong influence on the emission behaviour of the complexes. Its interact strongly with double strand DNA et are responsible of photocleavage under illumination.
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https://tel.archives-ouvertes.fr/tel-00011161
Contributor : Laurent Bouffier <>
Submitted on : Wednesday, December 7, 2005 - 3:43:30 PM
Last modification on : Friday, November 6, 2020 - 4:01:50 AM
Long-term archiving on: : Tuesday, April 6, 2010 - 4:24:56 PM

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  • HAL Id : tel-00011161, version 1

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Laurent Bouffier. SYNTHESE D'HETEROCYCLES AZOTES DERIVES D'ACRIDINE ET ETUDE DE LEUR INTERACTION AVEC L'ADN. Autre. Université Joseph-Fourier - Grenoble I, 2005. Français. ⟨tel-00011161⟩

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