US 9,175,028 B2Granted

Glycoside compound

AssigneeAjinomoto Co., Inc.

InventorsWataru Kurosawa, Takuya Toyoda, Risa Ubagai, Yoshihito Nogusa, Kana Ohyama, Yusuke Amino

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Abstract

Compounds of formula (I″) wherein: R11, R12, R13, R14 and R15 are hydrogen, hydroxyl, C1-6 alkyl, C1-6 alkoxy, C1-6 alkyl-carbonyloxy, or a G-O— group, and at least one of R11, R12, R13, R14 and R15 is a G-O— group, wherein G is a saccharide residue, X1 is a single bond, or a methylene group, an ethylene group, a trimethylene group, a vinylene group or —CH═CH—CH2—, X2 is —CO—O— or —O—CO—, p and q are integer ofs 0 to 7, and p+q=0 to 8, Y1 is methylene, ethylene or an alkenylene group having a carbon number of 2 to 15 and 1 to 3 double bonds, and R16 and R17 are hydrogen, methyl or ethyl, or R16 and R17 form a C3-6 cycloalkyl group, are useful as GLP-1 secretion promoting agents.

Claims26

Dependent claims

A compound represented by formula (I″):

wherein:
R11, R12, R13, R14 and R15 are each independently a hydrogen atom, a hydroxyl group, a C1-6 alkyl group, a C1-6 alkoxy group, a C1-6 alkyl-carbonyloxy group or a G-O— group, and at least one of R11, R12, R13, R14 and R15 is a G-O— group, wherein G is a saccharide residue selected from the group consisting of a glucosyl group, a rhamnosyl group, a cellobiosyl group, a maltosyl group, and a maltotriosyl group;
X1 is a methylene group, an ethylene group, a trimethylene group, a vinylene group or —CH═CH—CH2—;
X2 is —CO—O— or —O—CO—;
p and q are each an integer of 0 to 7, which satisfy a relationship of p+q=2 to 8;
Y1 is an ethylene group or an alkenylene group having a carbon number of 2 to 15 and 1 to 3 double bonds, wherein the double bond may be any of cis and trans;
and
R16 and R17 are each independently a hydrogen atom, a methyl group or an ethyl group, or R16 and R17 together with the carbon atom to which they are bonded form a C3-6 cycloalkane group.

5 more elements

Dependencies are inferred from the claim text.

Facts

Application: 13/923,881Filed 21 Jun 2013 · continuation
Priority: JP 2010-28620722 Dec 2010
Published: US 2013/0288992 A131 Oct 2013
Granted: 3 Nov 2015
Term ends: Not estimatedThe source records don’t support an estimate.

Classification10 codes

C07H 15/207
Carbocyclic rings: cyclohexane rings not substituted by nitrogen atoms, e.g. kasugamycins
A23L 33/10
Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof: using additives
A61P 3/04
Drugs for disorders of the metabolism: anorexiants; Antiobesity agents
A61P 43/00
Drugs for specific purposes, not provided for in groups a61p1/00-a61p41/00