Totally synthetic analogues of siastatin B. II. Optically active piperidine derivatives having trifluoroacetamide and hydroxyacetamide groups at C-2.
- 1 January 1992
- journal article
- Published by Japan Antibiotics Research Association in The Journal of Antibiotics
- Vol. 45 (6) , 963-970
- https://doi.org/10.7164/antibiotics.45.963
Abstract
Siastatin B analogues, optically active 2-(trifluoroacetamide)-3, 4, 5-trihydroxypiperidines having nitromethyl, aminomethyl and carboxyl branched groups at C-5, and (+)-(2R, 3R, 4R, 5R)-5-(aminomethyl)-3, 4, 5-trihydroxy-2-(hydroxyacetamido)piperidine have been obtained total synthetically from D-ribono-1, 4-lactone. Some analogues have inhibitory activity against some glycosidases, and (+)-(2R, 3R, 4R, 5R)-2-(trifluoroacetamido)-3, 4, 5-trihydroxypiperidine-5-carboxylic acid showed a marked inhibitory activity against β-glucuronidase.Keywords
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