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Reference: Lopez Lopez O and Bols M (2007) Anomer-Selective Glycosidase Inhibition by 2-N-Alkylated 1-Azafagomines. Chembiochem 8(6):657-661

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Abstract


Alkylation of 1-azafagomine at the 2-N position was achieved by reductive amination of 1-N-acetyl-3,4,6-tri-O-benzyl-1-azafagomine by using aldehydes, palladium hydroxide, and hydrogen in EtOAc/water/acetic acid followed by deprotection. The 2-N-butyl, hexyl, heptyl, nonyl, decyl, and 3-phenylpropyl derivatives were made in this manner, and were tested for inhibition of alpha-glucosidase from yeast, and of beta-glucosidase from almonds. The new compounds were stronger beta-glucosidase inhibitors than 1-azafagomine, but weaker alpha-glucosidase inhibitors.

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Journal Article
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Lopez Lopez O, Bols M
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