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Method and compositions for inhibiting protein kinases |
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N-substituted pseudo-aminosugars, their production and use
| Details |
Inventors: Horii, Satoshi; Kameda, Yukihiko; Fukase, Hiroshi;
Assignee: Takeda Chemical Industries, Inc. (Osaka, JP)
Primary Examiner: Hines; Robert V.
Assistant Examiner:
Attorney, Agent or Firm: Wegner & Bretschneider
A compound of the formula: ##STR1## wherein A is a chain hydrocarbon group having 1 to 10 carbon atoms optionally substituted by hydroxyl, phenoxy, thienyl, furyl, pyridyl, cyclohexyl or an optionally substituted phenyl group, or a cyclic hydrocarbon group having 3 to 7 carbon atoms optionally substituted by hydroxyl, B is hydrogen or hydroxyl, and their production and use. These compounds exhibit excellent inhibitory activity against .alpha.-glucoside hydrolase, thus are useful for hyperglycemic symptoms and various disorders caused by hyperglycemia. |
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DETAILED DESCRIPTION What is claimed is: 1. A compound of the formula: ##STR35## wherein A is a chain hydrocarbon group having 1 to 10 carbon atoms which may be substituted by hydroxyl, phenoxy, thienyl, furyl, pyridyl, cyclohexyl or a phenyl which may be substituted by hydroxyl, lower alkoxy, lower alkyl or halogen group. 2. A compound of the formula ##STR36## wherein A is a chain hydrocarbon group having 1 to 10 carbon atoms which may be substituted by hydroxyl, phenoxy, cyclohexyl or phenyl which may be substituted with hydroxyl, lower alkoxy, lower alkyl or halogen. 3. A compound as claimed in claim 1, wherein A is a chain hydrocarbon of 1 to 6 carbon atoms which may be substituted by hydroxyl or phenyl group optionally substituted by halogen. 4. A compound as claimed in claim 3, namely N-(1,3-dihydroxy-2-propyl)valiolamine. 5. A compound as claimed in claim 1 or 3, namely N-(. beta. -hydroxyphenethyl)valiolamine.
Description:
The present invention relates to N-substituted Pseudo-aminosugars having an inhibitory activity against glucoside hydrolase, to processes for producing the same, and to . alpha. -glucosidase inhibitors containing the above-mentioned derivatives. The present inventors previously isolated as a constituent of validamycin, an antibiotic, the compound of the formula ##STR2## , which was named "valienamine" (Y. Kameda and S. Horii; Journal of the Chemical Society; Chemical Communications, 1972, 746 to 747), and reported that valienamine possesses an action of suppressing the function of . alpha. -glucoside hydrolase (Y. Kameda et al. , Journal of Antibiotics 33, 1575 to 1576 (1980)). In recent years, various compounds having valienamine moiety, which exhibit . alpha. -glycosidase inhibitory activity, are reported e. g. "Acarbose" in U. S. Pat. No. 4,062,950, "Trestatin A, B and C" in German laid open patent application No. 2,905,649 but their actions to suppress the function of . alpha. -glucoside hydrolase are unsatisfactory. The present inventors investigated an
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