Horizon 1 1 17 ACL : Articles dans des revues avec comité de lecture répertoriées par l'AERES Heteroatom Chemistry 55-65 2008 PAR00002165 ENG Heteroatom Chemistry 1042-7163 CC:0002529439-0011 1 10.1002/hc.20396 https://www.documentation.ird.fr/hor/PAR00002165 19 Horizon (IRD) To prepare novel derivatives of naturally bioactive 3 beta-hydroxy-urs-12-en-28-oic acid (ursolic acid) with unusual properties and broad spectrum of activities, a number of chemical reactions were conducted. First, a variety of alpha-aminophosphonates were prepared by a series of reactions involving the three-component Mannich type reaction as a key step. Second, an array of phosphonodipeptides and their homologs was synthesized through multistep reactions including condensation of phthalic anhydride with glycine or beta-alanine, chlorination of N-blocked amino acids, coupling of acid chloride with alpha-aminophosphonates and sequential hydrazinolysis. Finally, new classes of phosphonodipeptide conjugates of ursolic acid and their homologs were obtained by condensation of 3 beta-acetoxy-urs-12-en-28-oyl chloride with phosphonodipeptides and their homologs. 020 ; 076