Amino sugar derivatives
AssigneeBayer Aktiengesellschaft
InventorsWerner Frommer, Bodo Junge, Uwe Keup, Lutz Muller, Walter Puls, Delf Schmidt
Life of this patent
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Abstract
New amino sugars which are glucopyranosyl and oligoglucosidyl derivatives of 4,6-bisdesoxy-4-(4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamin o)-.alpha.-D-glucopyranose inhibit glycoside hydrolases of the digestive tract. The compounds, of which O-{4,6-bisdesoxy-4-[1S-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethylcyclohex- 2-en-1-ylamino]-.alpha.-D-glucopyranosyl}-(1.fwdarw.4)-O-.alpha.-D-glucopyr anosyl-(1.fwdarw.4)-D-glucopyranose is a representative embodiment, demonstrate both saccharase and amylase inhibiting properties.
Claims30
The compound 0-{4,6-bisdesoxy-4-[1S-(1,4,6/5)-4,5,6-thihydroxy-3-hydroxymethylcyclohex- 2-en-1-ylamino]-.alpha.-D-glucopyranosyl}-(1.fwdarw.4)-D-glucopyranose of the conformational structural formula:
- ##STR12##
The compound 0-{4,6-bisdesoxy-4[1S-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethycyclohex-2- en-1-ylamino]-.alpha.-D-glucopyranosyl}-(1.fwdarw.4)-0-.alpha.-D-glucopyran osyl-(1.fwdarw.4)-D-glucopyranose of the conformational structural formula:
- ##STR13##
The compound 0-{4,6-bisdesoxy-4-[1 S-(1,4 6/5)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino]-.alpha.-D-gl ucopyranosyl}-(1.fwdarw.4)-0-.alpha.-D-glucopyranosyl-(1.fwdarw.4)-0-.alpha .-D-glucopyranosyl-(1.fwdarw.4)-D-glycopyranose of the conformational structural formula:
- ##STR14##
The compound 0{4,6-bisdesoxy-4-[1 S-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethyl-4-0-.alpha.-D-glycopyranosyl- (1.fwdarw.4)-cyclohex-2-en-1-ylamino]-.alpha.-D-glycopyranosyl}-(1.fwdarw.4 )-0-.alpha.-D-glucopyranosyl-(1.fwdarw.4)-D-glucopyranose of the conformational structural formula:
- ##STR15##
An amino sugar produced by microorganisms of the family Actinoplanaceae consisting of a 4,6- bisdesoxy-4-(4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1- ylamino)-.alpha.-D-glucopyranose of the formula:
- ##STR16## glycosidically linked with n glucose units, where n is 4, 5, 6, 7 or 8, which units are present as either one or two .alpha.-1:4 oligosaccharide chains or as one glucose unit and one .alpha.-1:4 oligosaccharide chain, said amino sugar yielding upon total acid hydrolysis the compound ##STR17## and glucose in a molar ratio of 1:n wherein n is as defined above.
Dependencies are inferred from the claim text.