Synthèse de Lipides Fluorés Et D'hétérocycles Biologiquement Actifs

This thesis is dealing with the total synthesis of biologically active molecules and the evaluation of their biological properties. In a first part is described the synthesis of the fluorinated analogues of polyunsaturated fatty acids. The methyl-5(R)-fluoroheptynoate has been obtained using a strategy involving chiral propargylic fluorides as key intermediates. This approach has been extended to the corresponding gemdifluoro analogues, leading to the first total synthesis of the 5,5-difluoro-12(R)- and 12(S)-leukotrienes B3. The second part is dealing with the synthesis and biological evaluation of new apoptosis inducers for cancer cells. This study starts from a known heterocyclic compound, HA 14-1. By using appropriate strategies, novel analogues of HA 14-1 have been prepared. The biological tests performed on these compounds gave new structure-activity relationships, to be used for the design of new anticancer drugs.