Tetrahedron Letters p. 3127 - 3130 (1985)
Update date:2022-08-05
Topics:
Fleet, G. W. J.
Nicholas, S. J.
Smith, P. W.
Evans, S. V.
Fellows, L. E.
Nash, R. J.
The syntheses of 1,4-dideoxy-1,4-imino-D-lyxitol (3), 1,4-dideoxy-1,4-imino-D-arabinitol (4) and 1,4-dideoxy-1,4-imino-L-arabinitol (5) are reported; (3) is a potent competitive inhibitor of α-galactosidase (green coffee beans) and (4) a competitive inhibitor of α-glucosidase (Brewer's yeast) suggesting that iminopentitols have considerable potential as glycosidase inhibitors. (4) was found to be identical to an alkaloid recently isolated from Angylocalyx boutiqueanus.
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