Peroxisome proliferator activated receptor ligands and process for producing the same

A technology of peroxisome, proliferator, applied in improving insulin resistance or field

Inactive Publication Date: 2005-03-23
KANEKA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, until now, prenylflavonoids contained only in specific plants have not been known to be PPARγ ligands

Method used

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  • Peroxisome proliferator activated receptor ligands and process for producing the same
  • Peroxisome proliferator activated receptor ligands and process for producing the same
  • Peroxisome proliferator activated receptor ligands and process for producing the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0112] (Embodiment 1) from Radix Glycyrrhizae extract, isolate compound (1)

[0113]Soak 1.2 kg of finely ground licorice (G. ウラレンシス: Tohoku licorice) in 5.5 L of ethyl acetate, extract at room temperature in the dark for 7 days, and obtain an extract by filtration. The extract was concentrated under reduced pressure to remove the solvent to obtain 74.0 g of an extract. The extract was applied to a silica gel chromatography column (1500 ml), and eluted with chloroform:methanol=19:1 (v / v) to obtain fractions. The eluted fraction was concentrated under reduced pressure to remove the solvent to obtain 55.4 g of a crude fraction. Through repeated silica gel column chromatography, ODS silica gel column chromatography, high performance liquid chromatography with ODS column, gel filtration chromatography, and phase-separation thin-layer chromatography, the obtained crude fraction was purified to obtain compound 1 (225 mg), compound 2 (80.7mg), Compound 3 (19.6mg), Compound 4 (22.2m...

Embodiment 2

[0123] (Embodiment 2) from Radix Glycyrrhiza Extract, isolate compound (2)

[0124] In the same manner as in Example 1, ethanol extraction was carried out from a finely pulverized product of Glycyrrhiza licorice (G. ulalensis), and various chromatography was performed to obtain compounds 13-17. As a result of structural analysis, it was identified that compound 13 is isoliquiritigenin, compound 14 is kaempferol 3-O-methylester, and compound 15 is licorice flavonol ( licoflavonol), compound 16 is トパゾリン (topazolin), and compound 17 is licorice isoflavone.

Embodiment 3

[0125] (Embodiment 3) from Radix Glycyrrhiza extract, isolate compound (3)

[0126] In the same manner as in Example 1 or Example 2, ethanol extraction was carried out from the finely ground product of Glycyrrhizae (G. 24-28. As a result of structural analysis, it was identified that compound 18 was glabridin, compound 19 was glabrene, compound 20 was hispa glabridin B (hispa glabridin B), and compound 21 was 4'-O-methyl grabridin (4'- O-methylglabridin), compound 22 is 3 hydroxy-4'-O-methyl glabridin (3'-hydroxy-4'-O-methylglabridin), compound 23 is glabrol (glabrol), compound 24 is licochalcone A (licochalcone A), compound 25 is licochalcone B (licochalcone B), compound 26 is licochalcone C (licochalcone C), compound 27 is glycyrdione A (glycyrdione A), compound 28 is licochalcone C (glycyrdione C).

[0127] The structural formulas of compounds 1-28 are shown in Tables 10-13.

[0128] Table 10

[0129]

[0130] Table 11

[0131]

[0132] Table 12

[0133]

[...

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PUM

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Abstract

The present invention easily and efficiently provides a peroxisome proliferator-activated receptor ligand, and a composition for amelioration of insulin resistance or for prevention and / or amelioration of the insulin resistance syndrome containing the same, as an active ingredient. The present invention relates to a peroxisome proliferator-activated receptor ligand which comprises a prenylflavonoid, a chalcone derivative exclusive of prenyl flavonoids, a flavonol derivative exclusive of prenylflavonoids, and a salt, a glycoside and / or an esterified substance thereof acceptable as a pharmaceutical preparation or a food or a beverage; a composition containing the above ligand; a plant-derived extract containing the above ligand; and a process for producing the above extract.

Description

technical field [0001] The present invention relates to a peroxisome proliferator-responsive receptor ligand (proliferative-responsive receptor ligand) and a preparation method thereof, and further relates to a peroxisome proliferator-responsive receptor containing Ligand agent is an active ingredient for improving insulin resistance or preventing and / or improving insulin resistance syndrome (type 2 diabetes, hyperinsulinemia, abnormal fat metabolism, obesity, hypertension, arteriosclerosis disease) Compositions. technical background [0002] Peroxisome proliferator-activated receptor ligands (peroxisome proliferator-activated receptors, PPARs) are ligand-dependent transcriptional regulators belonging to the nuclear receptor family, and act as regulators of genome expression that maintains fat metabolism. Transcriptional regulators were identified. It is known that there are three subtypes of PPARα, PPARδ (PPARβ, NUC-1, FAAR) and PPARγ in mammals. PPARα is mainly expressed...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A23K1/16A23K1/18A23L1/30A61K31/12A61K31/353A61K31/366A61K31/37A61K36/00A61K36/484A61P3/04A61P3/06A61P3/10A61P9/10A61P9/12A61P37/02A61P43/00C07D311/06C07D311/18C07D311/30C07D311/36C07D311/38C07D311/58C07D493/04
CPCC07D311/06A61K31/12A61K36/484A61K31/353A23K1/18A61K31/37A23L1/30A23K1/1612A23K1/1846A23L1/3002A23K1/1618A23K20/111A23K20/121A23K50/00A23K50/40A23L33/10A23L33/105A61P29/00A61P3/10A61P35/00A61P3/04A61P3/06A61P37/02A61P43/00A61P9/10A61P9/12A61K2300/00
Inventor 前辰正塚川美寿北原干郎中川格北村志郎上田恭义黑田明平三卷祥浩指田丰
Owner KANEKA CORP
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