Pentadienoyl piperidine derivative and use thereof

Patent metadata

Field	Value
Publication number	US-10100011-B2
Application number	US-201515513072-A
Country	US
Kind code	B2
Filing date	Sep 22, 2015
Priority date	Sep 23, 2014
Publication date	Oct 16, 2018
Grant date	Oct 16, 2018

Abstract

The present invention relates to a novel pentadienoyl piperidine derivative, a pharmaceutical composition containing the same for prevention or treatment of metabolic diseases, and a functional food composition using the same for improvement or relief of metabolic diseases. The pentadienoyl piperidine derivative of the present invention inhibits the differentiation of preadipocytes, reduces body weight, visceral fat, blood lipid levels, and blood glucose levels, improves a blood liver function index, and suppresses metabolic inflammation responses. Thus, ultimately, the derivative can be usefully used as a medicine or a functional food composition, which exhibits the preventive or therapeutic activity for metabolic diseases selected from the group consisting of obesity, diabetes, dyslipidemia, fatty liver and insulin resistance syndrome.

First claim

The invention claimed is:

1. A pentadienoyl piperidine derivative represented by Formula 1 below or a pharmaceutically acceptable salt thereof:

wherein R 1 is a C 1 -C 3 alkyl group.

2. The pentadienoyl piperidine derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 1 of Formula 1 is a methyl group.

3. A pharmaceutical composition for treatment of metabolic diseases, wherein the pharmaceutical composition comprises the pentadienoyl piperidine derivative or the pharmaceutically acceptable salt thereof according to claim 1 as an active ingredient and the metabolic diseases are selected from the group consisting of obesity, diabetes, dyslipidemia, fatty liver and insulin resistance syndrome.

4. The pharmaceutical composition according to claim 3 , wherein the dyslipidemia is hyperlipidemia.

5. The pharmaceutical composition according to claim 3 , wherein the fatty liver is non-alcoholic fatty liver.

6. The pharmaceutical composition according to claim 3 , wherein the composition reduces the differentiation of adipocytes.

7. The pharmaceutical composition according to claim 3 , wherein the composition reduces blood fat, liver fat or visceral fat.

8. The pharmaceutical composition according to claim 7 , wherein the visceral fat comprises one or more selected from the group consisting of epididymal fat, perirenal fat, mesenteric fat and retroperitoneal fat.

9. The pharmaceutical composition according to claim 3 , the composition reduces the activity of alanine aminotransferase (ALT) or aspartate aminotransferase (AST) in blood.

10. A food composition for improvement or relief of metabolic diseases, wherein the food composition comprises the pentadienoyl piperidine derivative or the pharmaceutically acceptable salt thereof according to claim 1 as an active ingredient and the metabolic diseases are selected from the group consisting of obesity, diabetes, dyslipidemia, fatty liver and insulin resistance syndrome.

11. A method of improving or treating metabolic diseases, wherein the method comprises a step of administrating a composition comprising the pentadienoyl piperidine derivative or the pharmaceutically acceptable salt thereof according to claim 1 as an active ingredient to a subject in need and the metabolic diseases are selected from the group consisting of obesity, diabetes, dyslipidemia, fatty liver and insulin resistance syndrome.

Assignees

• Univ Yonsei Iacf
• Snu R&Db Foundation

Inventors

• Park Tae Sun
• Jeong Lak Shin

Classifications

• A61P3/10

  for hyperglycaemia, e.g. antidiabetics · CPC title

• C07D211/32 Primary

  by oxygen atoms · CPC title

• A61K31/4453

  only substituted in position 1, e.g. propipocaine, diperodon · CPC title

• A61P3/04

  Anorexiants; Antiobesity agents · CPC title

• A61K2300/00

  Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00 · CPC title