Conception et evaluation de l’activité biologique de nouveaux dérivés indoliziniques et furaniques et expérimentation de nouveaux procédés pour l’obtention de flavonols

Abstract

The aim of the first part of this work is the elaboration of new hybrid compounds containing different heterocycles such as indolizine, benzindolizine, imidazole, quinoline, benzimidazole or furan by the exploitation of the reactivity of some pyridinium-based ylides having the imidazole, benzimidazole or quinoline nucleus. The prepared compounds were subjected to biological evaluation. This part is subdivided into 3 chapters: In the first chapter, the biological activities and some synthesis methods of indolizine derivatives as well as some concepts about the 1,3-dipolar cycloaddition reaction were given. The results concerning the synthesis of the hybrid derivatives (benz) indolizine / (benz) imidazole and indolizine / quinoline were presented in an experimental part. In the second chapter, after a brief bibliographical overview concerning biological applications of some 2,3-dihydrofuran derivatives, we have presented the most widely used synthetic methods for this class of compounds. The discussion of the results concerning the synthesis of the benzimidazole / 2,3-dihydrofuran hybrid derivatives via the multicomponent reaction were discussed in the next section. In the third chapter, which was devoted to the biological evaluation of certain prepared compounds, some basic notions about this part (tuberculosis, leishmaniasis and oxidative stress) were given. The results that we have obtained, were exposed and commented in results and discussion part. The second part of this work is in relation with modern chemistry. This part was devoted to the experimentation of the AFO reaction by two modern approaches (mechanochemistry and the use of ionic liquids). After a bibliographic overview of some modern synthesis technologies and alternatives methodes to volatile solvents, the results obtained were discussed in the results and discussion section. Each part was closed by an experimental section which details the experimental protocols, as well as the spectroscopic and physical characteristics of the compounds obtained. The molecules prepared have been identified by the usual spectral methods such as IR, 1H and 13C NMR. The original products have been further characterized by high resolution mass spectroscopy and / or X-ray diffraction.