Deng S. L., Baglin I., Nour Mohammed, Cavé C. (2008). Synthesis of phosphonodipeptide conjugates of ursolic acid and their homologs. Heteroatom Chemistry, 19 (1), p. 55-65. ISSN 1042-7163.
Titre du document
Synthesis of phosphonodipeptide conjugates of ursolic acid and their homologs
Heteroatom Chemistry, 2008,
19 (1), p. 55-65 ISSN 1042-7163
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.
Plan de classement
Sciences fondamentales / Techniques d'analyse et de recherche [020]
;
Sciences du monde végétal [076]
