This comprehensive review deals with the synthesis of 1-azafagomine, analogs, and derivatives having the
Diels-Alder cycloaddition as the key step. Most of the compounds referred are racemic or have been resolved by lipase
transesterification. There are two asymmetric cycloadditions leading to 1-azafagomine or to an analog. In one case both
enantiomers of 1-azafagomine were prepared together with a pair of derivatives. The study comprises glycosidase
inhibition studies of the target compounds to a set of glycosidic enzymes, and evidenced molecular features that enhance
or diminish their activity as glycosidase inhibitors.
Keywords: Azafagomine, biological activity, Diels-Alder cycloaddition, glycosidase inhibitors, azasugars, Monocyclic Analogs, α-mannosidases
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