Stable analogues of nojirimycin – synthesis and biological evaluation of nojiristegine and manno-nojiristegine?

Organic & Biomolecular Chemistry Pub Date: 2015-07-14 DOI: 10.1039/C5OB01281C

Abstract

Two novel iminosugars called nojiristegines, being structural hybrids between nor-tropane alkaloid calystegine and nojirimycins, have been synthesised and found to be stable molecules despite the presence of a hemiaminal functionality. The synthesised iminosugars were evaluated against a panel of glycosidases and the best inhibition (IC50), found against α-glucosidases, was in the micromolar region. The compounds were also evaluated as potential antibiotics but no useful level of activity was observed.

Graphical abstract: Stable analogues of nojirimycin – synthesis and biological evaluation of nojiristegine and manno-nojiristegine
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