Potent competitive inhibition of α-galactosidase and α-glucosidase activity by 1,4-dideoxy-1,4-iminopentitols: syntheses of 1,4-dideoxy-1,4-imino-d-lyxitol and of both enantiomers of 1,4-dideoxy-1,4-iminoarabinitol |
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Authors: | G.W.J. Fleet S.J. Nicholas P.W. Smith S.V. Evans L.E. Fellows R.J. Nash |
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Affiliation: | 1. Dyson Perrins Laboratory, Oxford University, South Parks Road, Oxford, UK.;2. Jodrell Laboratory, Royal Botanic Gardens, Kew, Richmond, Surrey. UK. |
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Abstract: | 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 . |
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