Hardré Renaud, Khaled Amira, Willemetz Alexandra, Dupré Thierry, Moore Stuart, Gravier-Pelletier Christine, Le Merrer Yves
Université René Descartes, UMR 8601 CNRS, Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, 45 rue des Saints-Pères, 75006 Paris, France.
Bioorg Med Chem Lett. 2007 Jan 1;17(1):152-5. doi: 10.1016/j.bmcl.2006.09.074. Epub 2006 Oct 17.
An efficient and convergent method for the synthesis of mannose-1-phosphate prodrugs is described as a potential therapy for congenital disorders of glycosylation-Ia (CDG-Ia). The key feature of the proposed approach is the silver assisted nucleophilic substitution of 2,3,4,6-tetra-O-protected-alpha-d-mannopyranosyl bromides with various silver phosphate salts to afford mono, di, and tri-mannopyranosyl phosphates. A preliminary biological evaluation of the synthesized phosphate prodrugs has been carried out.