title: Mono, di and tri-mannopyranosyl phosphates as mannose-1-phosphate prodrugs for potential CDG-Ia therapy.
abstract: 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.
authors.affiliation: Université René Descartes, UMR 8601 CNRS, Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, 45 rue des Saints-Pères, 75006 Paris, France.
authors.forename: Renaud
authors.initials: R
authors.lastname: Hardré
authors.forename: Amira
authors.initials: A
authors.lastname: Khaled
authors.forename: Alexandra
authors.initials: A
authors.lastname: Willemetz
authors.forename: Thierry
authors.initials: T
authors.lastname: Dupré
authors.forename: Stuart
authors.initials: S
authors.lastname: Moore
authors.forename: Christine
authors.initials: C
authors.lastname: Gravier-Pelletier
authors.forename: Yves
authors.initials: Y
authors.lastname: Le Merrer
mesh_terms: D002240:Carbohydrate Sequence; D018981:Congenital Disorders of Glycosylation / Q000188:drug therapy*; D006801:Humans; D008360:Mannosephosphates / Q000737:chemistry*; D008969:Molecular Sequence Data; D010755:Organophosphates / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use
chemical_list: D008360:Mannosephosphates; D010755:Organophosphates; D011355:Prodrugs; C047217:mannose 1-phosphate