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Method for preparing high-purity gallnut catechin gallate (GCG)

A technology of gallocatechin and gallate, applied in the direction of organic chemistry, etc., can solve the problems of high cost of raw materials, low purity of monomer compounds, etc., and achieve the effects of short separation time, large sample load and simple technical route.

Active Publication Date: 2016-05-25
ZHEJIANG MEASUREMENT SCI RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Such as using epigallocatechin gallate EGCG as raw material, obtain the gallocatechin gallate GCG monomer compound of purity 99.1%, but the used raw material cost of this method is high; Simultaneously, in conversion process, add sodium salt or potassium The alkali metal of the salt introduces impurities such as inorganic salts, and the method of gel separation and purification is adopted, and the purity of the prepared monomer compound is low

Method used

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  • Method for preparing high-purity gallnut catechin gallate (GCG)
  • Method for preparing high-purity gallnut catechin gallate (GCG)
  • Method for preparing high-purity gallnut catechin gallate (GCG)

Examples

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Effect test

Embodiment 1

[0055] Weigh 30g of green tea polyphenols (total catechin content>98%, caffeine content image 3 As shown, the gallocatechin gallate GCG fraction was collected for 23.5-25.8 minutes, and the purity of the fraction was detected by high performance liquid chromatography, which was 90.12%. Multiple samples were injected, the combined fractions of gallocatechin gallate GCG were collected, methanol was removed by rotary evaporation at 60°C and recovered, and the concentrated solution was freeze-dried to obtain the crude product of gallocatechin gallate GCG monomer compound. Weigh an appropriate amount of crude gallocatechin gallate GCG monomer compound, dilute it with 25% (volume ratio) methanol aqueous solution, prepare a solution with a concentration of 40 mg / mL, and perform high-pressure preparative liquid chromatography separation. The separation conditions of high-pressure preparative liquid chromatography are: chromatographic column: C18, 10μm, 21.5*250mm; mobile phase A: metha...

Embodiment 2

[0057] Weigh 30g of green tea polyphenols (total catechin content>98%, caffeine content<0.05%) sample, add 1000mL ultrapure water, stir and ultrasonically dissolve, place in a closed container at 100°C oven for high temperature conversion for 300min. Take an appropriate amount of high-temperature conversion solution, filter it with a 0.22 μm microporous membrane, and perform rapid preparative liquid chromatography separation. The rapid preparative liquid chromatographic column is a C18 packing with a mass of 120 g and a particle size of 20-40 μm. The separation conditions are: mobile phase A: methanol, mobile phase B: aqueous solution containing 0.1% (volume ratio) acetic acid; flow rate: 50mL / min; gradient elution: 15%A(0min)–20%A(5min)–25 %A(10min)–30%A(25min)–35%A(30min)–50%A(40min); sample volume: 3mL; detection wavelength: 278nm. The gallocatechin gallate GCG fraction was collected for 23.5-25.8 minutes, and the purity of the fraction was detected by high performance liq...

Embodiment 3

[0059] Weigh 30g of green tea polyphenols (total catechin content>98%, caffeine content<0.05%) sample, add 1000mL ultrapure water, stir and ultrasonically dissolve, place in a closed container at 150°C for high-temperature transformation in an oven for 10min. Take an appropriate amount of high-temperature conversion solution, filter it with a 0.22 μm microporous membrane, and perform rapid preparative liquid chromatography separation. The rapid preparative liquid chromatographic column is a C18 packing with a mass of 120 g and a particle size of 20-40 μm. The separation conditions are: mobile phase A: methanol, mobile phase B: aqueous solution containing 0.1% (volume ratio) acetic acid; flow rate: 50mL / min; gradient elution: 15%A(0min)–20%A(5min)–25 %A(10min)–30%A(25min)–35%A(30min)–50%A(40min); sample volume: 3mL; detection wavelength: 278nm. The gallocatechin gallate GCG fraction was collected for 23.5-25.8 minutes, and the purity of the fraction was detected by high perfor...

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Abstract

The invention relates to a method for preparing high-purity gallnut catechin gallate (GCG). The method comprises the steps of firstly, taking a green tea polyphenol sample, and adding solvent for dissolution; then taking a proper amount of a tea polyphenol dissolving sample, placing the tea polyphenol dissolving sample in a closed container, and conducting high temperature conversion; then taking conversion liquid, conducting separation with a rapid preparative liquid chromatography, and collecting GCG fraction; making the fraction be subjected to evaporation and concentration, so that a GCG monomeric compound crude product is obtained; finally, taking a proper amount of the crude product, and adding solvent for dissolution; conducting separation and purification on the monomeric compound crude product with a high pressure preparative liquid chromatography, and collecting GCG fraction; then making the fraction be subjected to rotary evaporation and concentration, freeze-drying and vacuum drying, so that a GCG monomeric compound is obtained. According to the method, the high temperature conversion method is adopted, and the content of gallnut catechin gallate (GCG) in a green tea polyphenol solution is raised.

Description

technical field [0001] The invention relates to a method for preparing high-purity gallocatechin gallate GCG, in particular to the high-temperature conversion of phenotype catechin isomer compounds and the preparation, separation and purification methods of monomer compounds. Background technique [0002] The catechins in tea are mainly phenotypic catechins, namely epigallocatechin gallate EGCG, epigallocatechin EGC, epicatechin gallate ECG, and epicatechin EC, which account for about 60~80% of the total amount of catechins. Among them, EGCG is the substance with the highest content in green tea polyphenols, and it is also currently recognized as the most important antioxidant component in tea. However, existing studies have confirmed that isomers of phenotypic catechins such as gallocatechin gallate GCG, etc. (the chemical structure of which is shown in the attached figure 1 Shown) show strong physiological activity in some aspects, such as anti-oxidation and free radical...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/62
CPCC07D311/62
Inventor 王智聪沙跃兵余笑波陈怡
Owner ZHEJIANG MEASUREMENT SCI RES INST
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