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 |
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| Authors: | Stephen V Evans Alison R Hayman Linda E Fellows Tony KM Shing Andrew EDerome George WJ Fleet |
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| Institution: | 1. Jodrell Laboratory, Royal Botanic Gardens, Kew, Richmond, Surrey TW9 3DS U.K.;2. Department of Chemistry, The University, Manchester M13 9PL U.K.;3. Dyson Perrins Laboratory, Oxford University, South Parks Road, Oxford OX1 3QY U.K. |
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| 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. |
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