Lack of glycosidase inhibition by, and isolation from xanthocercis zambesiaca (leguminosae) of, 4-O-(β-D-glucopyranosyl)-fagomine [1,2,5-trideoxy-4-O-(β-D-glucopyranosyl)-1,5-imino-D-arabino-hexitol], a novel glucoside of a polyhydroxylated piperidine alkaloid

Stephen V. Evans, Alison R. Hayman, Linda E. Fellows, Tony K.M. Shing, Andrew E.Derome, George W.J. Fleet

Research output: Contribution to journalArticle

55 Citations (Scopus)

Abstract

A COSY spectrum has been used to determine the position of inter-residue linkage in 4-O-(β-D-glucopyranosyl) fagomine (1) an example of a new class of glycosides of polyhydroxylated piperidine alkaloids isolated from seed of the legume Xanthocercis zambesiaca. (Bak.) Dunn. Unlike a number of polyhydroxylated piperidines, neither the glucoside (1) nor free fagomine [1,2,5-trideoxy-1,5-imino-D-arabinohexitol] (3) showed any inhibitory activity towards glycosidase enzymes from a variety of sources.

Original languageEnglish
Pages (from-to)1465-1468
Number of pages4
JournalTetrahedron Letters
Volume26
Issue number11
DOIs
Publication statusPublished - 1985

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Lack of glycosidase inhibition by, and isolation from xanthocercis zambesiaca (leguminosae) of, 4-O-(β-D-glucopyranosyl)-fagomine [1,2,5-trideoxy-4-O-(β-D-glucopyranosyl)-1,5-imino-D-arabino-hexitol], a novel glucoside of a polyhydroxylated piperidine alkaloid'. Together they form a unique fingerprint.

  • Cite this