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Quercetin glycoside composition and method of preparing the same

A technology of quercetin glycosides and compositions, which is applied in the field of new compositions and can solve the problems of limited utilization and poor solubility in water

Inactive Publication Date: 2008-01-09
SUNTORY HLDG LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] This isoquercitrin is a more absorbable component than quercetin and rutin, but because it is poorly soluble in water, there is a problem that its use in water-based compositions such as food and beverages is limited.

Method used

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  • Quercetin glycoside composition and method of preparing the same
  • Quercetin glycoside composition and method of preparing the same
  • Quercetin glycoside composition and method of preparing the same

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preparation example Construction

[0149] III. The preparation method of quercetin glycoside composition

[0150] The quercetin glycoside composition of the present invention with strong oral absorbability can be used as a raw material for enzymatic treatment of isoquercitrin, after reducing the general formula (2):

[0151] Chemical formula 12

[0152]

[0153] (In the formula, Glc represents a glucose residue, and n represents an integer of 4 or more.)

[0154] The indicated amount of quercetin glycoside [IQC-G(4≤)] is prepared in a process whose total amount is 20 mol% or less.

[0155] Here, regardless of the method for reducing the amount of IQC-G (4≤), for example, the method of separating and removing IQC-G (4≤) from enzyme-treated isoquercitrin, decomposing enzyme-treated isoquercitrin containing Any method such as the IQC-G(4≤) method can be used. A method in which the enzyme-treated isoquercitrin is treated with amylase may be preferred.

[0156] The amylase used here is not particularly limi...

preparation example 1

[0212] Reference Preparation Example 1 Preparation of Enzymatically Treated Isoquercitrin

[0213] (1) Preparation of isoquercitrin

[0214] After immersing 250 g of flower buds of Sophora japonica, a leguminous plant, in 2500 mL of hot water (above 95° C.) for 2 hours, the filtrate was taken as the “first extract”. In addition, the filtered residue is soaked and extracted with hot water to obtain a "second extract". The above first and second extracts were combined, cooled to below 30° C., and the precipitated components were filtered out, washed with water, recrystallized, and dried to obtain 22.8 g of rutin with a purity of 95% or higher.

[0215] 20 g of this rutin was dispersed in 400 mL of water, and the pH was adjusted to 4.9 using a pH regulator. 0.12 g of naringinase [Amano Enzyme Inc., trade name "Naringinase 'AMANO'", 3,000 U / g] was added thereto to start the reaction, which was kept at 72°C for 24 Hour. Thereafter, the reaction liquid was cooled to 20° C....

preparation example 2

[0252] Preparation example 2 Preparation of Isoquercitrin G(1-3) Components and Isoquercitrin G(3-6) Components

[0253] 0.65 g of the enzyme-treated isoquercitrin [IQC-G(mix)] obtained in Reference Preparation Example 1 was dissolved in aqueous methanol, and gel filtration chromatography was performed using a gel filtration resin (Sephadex LH-20: Amersham Bioscience K.K.) analyze. After the effluent was divided into a certain amount, it was analyzed by HPLC using the conditions described in the above-mentioned reference preparation example 1, and it was divided into G3, 4 G4, and 5 glucose bound by α1, 4 glycosidic bonds on the rich IQC. Combined G5 and 6 combined G6 components (hereinafter referred to as "isoquercitrin G(3-6) component" or "IQC-G(3-6)" component), and enriched on IQC A component of G1, 2 G2 and 3 G3 combined with α1,4 glycosidic bonds (hereinafter referred to as "isoquercitrin G(1-3) component" or "IQC-G (1-3) Components") of 3 components. Thereafter, ...

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Abstract

The present invention provides an +--glycosyl isoquercitrin-containing novel composition which has a high in vivo absorbability, and hence exhibits a significant in vivo antioxidative activity. The present invention further provides preparation methods for such a composition. The composition contains a mixture of quercetin glycosides represented by the following formula: wherein Glc represents a glucose residue, and n is 0 or a positive integer of 1 or more, includes at least a quercetin glycoside wherein n is 3, and satisfies the following requirement (a): (a) the total proportion of quercetin glycosides in which n is 3, and in which other n values may be 1 or 2, or 1 and 2, is 50 mol% or more, and the total proportion of quercetin glycosides wherein n is 4 or more is 15 mol% or less, in the composition. The composition can be prepared by treating an enzymatically modified isoquercitrin with -amylase.

Description

technical field [0001] The present invention relates to isoquercitrin and α-glycosyl isoquercitrin (hereinafter collectively referred to as " A novel composition composed of a mixture of quercetin glycosides"). And the present invention relates to the preparation method of the composition involved. Since the composition of the present invention is excellent in oral absorbability and antioxidant activity, it can be preferably applied to foods as an antioxidant for living organisms. Background technique [0002] In recent years, it has been known that oxidative stress caused by active oxygen and free radicals is the cause of various diseases including lifestyle-related diseases. Oxygen is an essential molecule for generating energy necessary for survival, but on the other hand, it is also true that excess oxygen can be converted into highly reactive active oxygen and cause damage to living organisms. The reactive oxygen species are superoxide anion radicals (·O 2 - ), hyd...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P19/22C07H17/07A23L1/29A23L2/38A23G3/34A61K31/7048A61P39/06A23L5/41A23L33/00
CPCA23V2002/00A23L3/3562A23L3/3463C12P19/22A61K31/7048C12P19/60A23L1/3002A23L33/105A61P39/06A61K2300/00A23V2200/02A23V2250/21168C07H17/04
Inventor 小野佳子富森菜美乃立石法史森胁将光荣村和浩奥山秀二
Owner SUNTORY HLDG LTD
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