Method for preparing 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (PGG)

A technology of galloyl and glucose, applied in the field of preparation of 1,2,3,4,6-penta-O-galloyl-β-D-glucose, which can solve the cumbersome separation and purification process, low yield, high cost, etc. problem, to achieve the effect of no solvent residue, high yield and low cost

Inactive Publication Date: 2011-02-02
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the high cost of mass production
So far, there are no reports of the inhibitory effect of 1,2,3,4,6-penta-O-galloyl-β-D-glucose (PGG) on hyaluronidase activity; currently, PGG is mainly isolated from plant extracts Purification, but because PGG is a hydr

Method used

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  • Method for preparing 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (PGG)

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Embodiment 1

[0039] The specific steps for the preparation of 1,2,3,4,6-penta-O-galloyl-β-D-glucose and its activity determination in the present invention are as follows:

[0040] (1) Dissolve tannic acid in methanol-water solution containing HAc-NaAc buffer solution (PH=6), and hydrolyze in a water bath at 50° C. for 12 hours in a sealed manner.

[0041] (2) The above hydrolyzate was evaporated to dryness under reduced pressure at 48°C, dissolved in methanol, and then slowly poured into the upper end of a Sephadex column (such as: Sephadex LH-20, etc.) chromatography column. About 100g of tannic acid is loaded on a 41×6.4cm column material. Use methanol for elution, and the elution flow rate is controlled at about 2 mL / min. The eluate enriched in 1,2,3,4,6-penta-O-galloyl-β-D-glucose was collected, concentrated, and dried to obtain crude PGG, whose purity was greater than 85% as determined by HPLC.

[0042] (3) Dissolve the above-mentioned 1,2,3,4,6-penta-O-galloyl-β-D-glucose crude pr...

Embodiment 2

[0065] (1) Weigh 90g of industrial tannic acid, prepare a solution with 135mL of HAc-NaAc buffer solution with pH=6.0, and 1.2L of methanol, and hydrolyze it in a water bath at 50°C for 12 hours.

[0066] (2) The hydrolyzate was evaporated to dryness under reduced pressure at 48°C, dissolved in a small volume of methanol, and then slowly poured into the upper end of a Sephadex LH-20 chromatography column. Use methanol for elution, and the elution flow rate is controlled at about 2 mL / min. The eluate enriched in 1,2,3,4,6-penta-O-galloyl-β-D-glucose was collected, concentrated, and dried to obtain crude PGG, whose purity was greater than 85% as determined by HPLC.

[0067] (3) Dissolve the above-mentioned 1,2,3,4,6-penta-O-galloyl-β-D-glucose crude product in a small volume of aqueous solution and slowly pour it into a macroporous adsorption resin (such as: Diaion HP20, D- 101, KB-8, etc.) the upper end of the chromatography column. First, gradient elution with water, 10%, 20...

Embodiment 3

[0072] Tablet: 10 mg of the compound 1,2,3,4,6-penta-O-galloyl-β-D-glucose obtained in Example 2, 180 mg of lactose, 55 mg of starch, and 5 mg of magnesium stearate;

[0073] Preparation method: mix the compound, lactose and starch, moisten it evenly with water, sieve the wetted mixture and dry it, then sieve it, add magnesium stearate, then press the mixture into tablets, each tablet weighs 250mg, and the compound content is 10mg .

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Abstract

The invention provides a novel method for preparing 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (PGG) by tannin, which comprises the following steps of: hydrolyzing tannin with acid to obtain a PGG rough product; and separating and purifying by using macroporous absorption resin and glucan gel column chromatography to obtain the PGG with the purity of larger than 90 percent. The method has the advantages of good color and high purity of the obtained PGG, simple, safe and easy preparation process, lower cost and short production period and is easy for mass preparation and industrialized production. Indicated by activity evaluation, the inhibiting action (IC50 0,01mM) of the PGG on hyaluronidase activity is obviously higher than that of positive control sodium cromoglycate (IC50 6.99mM), and the PGG can be directly used as a raw material of a medicament, a heat care food and cosmetics or additive thereof.

Description

[0001] This application is a divisional application of the patent application "Hyaluronidase Inhibitor and Its Preparation Method and Application" (application number: 200910094058.6, filing date: January 23, 2009). Technical field: [0002] The preparation method of 1,2,3,4,6-penta-o-galloyl-β-D-glucose base-β-D-glucose as the active ingredient hyaluronidase inhibitor or cosmetics or health products or medicines, Its preparation method and its application in the preparation of hyaluronidase inhibitors or cosmetics or health care products or medicines. Background technique: [0003] 1,2,3,4,6-penta-O-galloyl-β-D-glucose (1,2,3,4,6-penta-O-galloyl-β-D-glucose, PGG) is hydrolyzed mono Ning, a gallic acid tannin formed by linking glucose and 5 gallic acids through ester bonds. Pharmacological studies have shown that the compound has various physiological activities, such as anti-tumor, anti-virus, anti-oxidation, antagonism of endotoxin / lipopolysaccharide, hypoglycemic and fat...

Claims

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Application Information

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IPC IPC(8): C07H1/00C07H13/08
Inventor 张颖君刘青乔春玲许敏杨崇仁
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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