Facile synthesis of de-O-sulfated salacinols: revision of the structure of neosalacinol, a potent alpha-glucosidase inhibitor.

@article{Tanabe2009FacileSO,
  title={Facile synthesis of de-O-sulfated salacinols: revision of the structure of neosalacinol, a potent alpha-glucosidase inhibitor.},
  author={G. Tanabe and Weijia Xie and A. Ogawa and Changnian Cao and T. Minematsu and M. Yoshikawa and O. Muraoka},
  journal={Bioorganic & medicinal chemistry letters},
  year={2009},
  volume={19 8},
  pages={
          2195-8
        }
}
  • G. Tanabe, Weijia Xie, +4 authors O. Muraoka
  • Published 2009
  • Chemistry, Medicine
  • Bioorganic & medicinal chemistry letters
  • Facile synthesis of de-O-sulfated salacinols (3) was developed by employing the coupling reaction of an epoxide, 1,2-anhydro-3,4-di-O-benzyl-D-erythritol (9) with 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-epithio-D-arabinitol (10) as the key reaction. The reported structure of a potent alpha-glucosidase inhibitor named neosalacinol (8), isolated recently from Ayurvedic medicine Salacia oblonga, was proved incorrect, and revised to be de-O-sulfated salacinol formate (3c) by comparison of the… CONTINUE READING
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