Amino sugar derivs. - useful as glycoside hydrolase inhibitors

Amino sugar derivs. of formula (I) are new. In the formula m = 0-8, n = 0-8, m+n = 0-8, X is OR, SH, SR, NH2, NHR or NRR1, R is opt. substd. alkylalkenyl, cycloalkyl, aralkyl, aryl or heterocyclyl, R1 is opt. substd. alkyl, cycloalkyl, aralkyl or aryl, or NRR1 is a heterocycle. Cpds. (I) are glycosi...

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Bibliographic Details
Main Authors KRAUSE,HANS-PETER,DR, JUNGE,BODO,.DR, MUELLER,LUTZ,.DR, PULS,WALTER,DR, STOLTEFUSS,JUERGEN
Format Patent
LanguageEnglish
German
Published 21.12.1978
Edition2
Subjects
CHEMISTRY
DERIVATIVES THEREOF
METALLURGY
NUCLEIC ACIDS
NUCLEOSIDES
NUCLEOTIDES
ORGANIC CHEMISTRY
SUGARS
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Summary:Amino sugar derivs. of formula (I) are new. In the formula m = 0-8, n = 0-8, m+n = 0-8, X is OR, SH, SR, NH2, NHR or NRR1, R is opt. substd. alkylalkenyl, cycloalkyl, aralkyl, aryl or heterocyclyl, R1 is opt. substd. alkyl, cycloalkyl, aralkyl or aryl, or NRR1 is a heterocycle. Cpds. (I) are glycoside hydrolase inhibitors with higher activity than the corresp. cpds. where X = OH. They inhibit starch and sugar metabolism in vivo and are thus useful for treating diabetes, corpulence, hyperlipaemia, dental caries etc. They can also be used as animal feed additives, reducing the ratio of fat to lean meat and improving protein utilisation. In an example, (I, m = 0, n = 1, X = p-nitrophenoxy) was prepd. from dodeca-0-acetyl-0- 4,6-dideoxy-4- 1S-(1,4,6/5)-4,5,6-trihydroxy-3- -hydroxymethylcyclohex-2-en-1-ylamino -alpha-D-glucopyranosyl -(1 right arrow 4)-O-alpha-D-glucopyranosyl-(1 right arrow 4)-alpha-D-glucopyranosyl bromide and p-nitrophenol.
Bibliography:Application Number: DE19772726207