Synthesis of lipophilic 1-deoxygalactonojirimycin derivatives as D-galactosidase inhibitors

نویسندگان

  • Georg Schitter
  • Elisabeth Scheucher
  • Andreas J Steiner
  • Arnold E Stütz
  • Martin Thonhofer
  • Chris A Tarling
  • Stephen G Withers
  • Jacqueline Wicki
  • Katrin Fantur
  • Eduard Paschke
  • Don J Mahuran
  • Brigitte A Rigat
  • Michael Tropak
  • Tanja M Wrodnigg
چکیده

N-Alkylation at the ring nitrogen of the D-galactosidase inhibitor 1-deoxygalactonojirimycin with a functionalised C ₆alkyl chain followed by modification with different aromatic substituents provided lipophilic 1-deoxygalactonojirimycin derivatives which exhibit inhibitory properties against β-glycosidases from E. coli and Agrobacterium sp. as well as green coffee bean α-galactosidase. In preliminary studies, these compounds also showed potential as chemical chaperones for GM1-gangliosidosis related β-galactosidase mutants.

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عنوان ژورنال:

دوره 6  شماره 

صفحات  -

تاریخ انتشار 2010