Synthesis and biological evaluation of mannose-6-phosphate-coated multivalent dendritic cluster glycosides.

نویسندگان

  • Oruganti Srinivas
  • S Radhika
  • Narasimha Murthy Bandaru
  • Siva Kumar Nadimpalli
  • Narayanaswamy Jayaraman
چکیده

The synthesis of multivalent dendritic cluster glycosides of mannopyranosyl-6-phosphate is presented. Poly(amido amine)-based dendrimers of 0.5-3.5 generations, containing carboxylic acid peripheral functionalities, were utilized so as to install 4, 8, 16 and 32 mannopyranosyl-6-phosphate residues at the peripheries of the dendrimers. Amide bond formation between an amine-tethered mannopyranosyl-6-phosphate monomer unit and carboxylic acid-functionalized dendrimers was conducted to synthesize the dendritic cluster glycosides. The constitutions of the Man-6-P-containing dendrimers were assessed by 1H, 13C and 31P NMR spectroscopies and the sugar content analysis by a resorcinol assay. Preliminary biological studies with few newly synthesized Man-6-P-containing dendrimers showed that these compounds could bind the purified goat liver mannose 6-phosphate receptor (MPR 300) protein.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 3 23  شماره 

صفحات  -

تاریخ انتشار 2005