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Preparation method for epigallocatechin gallate (EGCG) methylated derivatives

A technology of methylation and derivatives, applied in the field of preparation of EGCG methylated derivatives

Inactive Publication Date: 2012-02-08
TEA RES INST CHINESE ACAD OF AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Methylated catechins in tea leaves have strong anti-allergic and anti-inflammatory health functions. However, there is no systematic preparation method for methylated catechins. Therefore, chemical synthesis technology is used to prepare and produce methylated catechins. The catechin component meets the current requirements for the development of functional components, has a broad market prospect, and can produce certain economic and social benefits

Method used

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  • Preparation method for epigallocatechin gallate (EGCG) methylated derivatives
  • Preparation method for epigallocatechin gallate (EGCG) methylated derivatives
  • Preparation method for epigallocatechin gallate (EGCG) methylated derivatives

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Embodiment 1

[0019] See figure 1 , The preparation method of the present invention is as follows:

[0020] (1) Add 10 grams of tea polyphenol extract with 98% EGCG content to 100 ml of acetone solution, then add 5 grams of sodium carbonate as a catalyst and nitrogen as a protective gas to form a reaction system;

[0021] (2) The reaction system was magnetically stirred and refluxed at 70°C, and methyl iodide was slowly added dropwise during the reflux process until the ratio of the amount of EGCG to methyl iodide reached 1:2; the reaction was terminated after 3 hours of reaction; The filtrate is concentrated and dried by rotating at low temperature to obtain a solid product;

[0022] (3) After dissolving the above solid product in water, it passes through a chromatographic column containing Sephadex LH-20 material, and the flow rate of the chromatographic treatment is 3 bed volumes / hour; a methanol solution with a volume percentage of 10%-80% is used as The elution solvent is subjected to gradie...

Embodiment 2

[0026] See figure 1 , The preparation method of the present invention is as follows:

[0027] (1) Add 8 grams of tea polyphenol extract with 80% EGCG content to 100 ml of acetone solution, and then add 4 grams of sodium hydroxide as a catalyst and nitrogen as a protective gas to form a reaction system;

[0028] (2) The reaction system was magnetically stirred and refluxed at 75°C, while slowly adding methyl iodide during the refluxing process until the ratio of the amount of EGCG to methyl iodide reached 1:4; the reaction was terminated after 4 hours of reaction; The filtrate is concentrated and dried by rotating at low temperature to obtain a solid product;

[0029] (3) After dissolving the above solid product in water, it passes through a chromatography column containing Sephadex LH-20 material. The flow rate of the chromatography is 4 bed volumes / hour; a methanol solution with a volume percentage of 10%-80% is used as The elution solvent is used for gradient elution, and the flow...

Embodiment 3

[0033] See figure 1 , The preparation method of the present invention is as follows:

[0034] (1) Add 15 grams of tea polyphenol extract with 90% EGCG content to 200ml acetone solution, then add 7 grams of sodium carbonate as a catalyst and nitrogen as a protective gas to form a reaction system;

[0035] (2) The reaction system was magnetically stirred and refluxed at 70°C, while slowly adding methyl iodide during the refluxing process until the ratio of the amount of EGCG to methyl iodide reached 1:6; the reaction was terminated after 2 hours of reaction; The filtrate is concentrated and dried by rotating at low temperature to obtain a solid product;

[0036] (3) After dissolving the above solid product in water, it passes through a chromatographic column containing Sephadex LH-20 material, and the flow rate of the chromatographic treatment is 3 bed volumes / hour; a methanol solution with a volume percentage of 10%-80% is used as The elution solvent is subjected to gradient elution,...

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Abstract

The invention provides a preparation method for epigallocatechin gallate (EGCG) methylated derivatives, which is characterized in that under the catalysis of sodium carbonate or alkali, by taking methyl iodide as a methyl donor, EGCG is methylated to prepare the EGCG methylated derivatives. The purity of the components of the three EGCG methylated derivatives prepared by the preparation method for the EGCG methylated derivatives is at least 95 percent. In the preparation method for the EGCG methylated derivatives, the design is reasonable, the operation is simple, convenient and easy to implement, and the preparation cost is lower. The preparation method for the EGCG methylated derivatives is suitable for preparing the monomer components of catechin methylated derivatives. The structural formulas of the compounds prepared by the preparation method for the EGCG methylated derivatives are shown in the specification.

Description

Technical field [0001] The invention relates to the technical field of deep processing of tea, in particular to a preparation method of EGCG methylated derivatives. Background technique [0002] Epigallocatechin gallate (EGCG) has a variety of health care functions and is one of the recognized core functional active ingredients in tea. It has attracted much attention in the field of medicine and food research. However, due to the poor fat solubility of catechins, the body Instability and low bioavailability have restricted its application. In recent years, with the continuous deepening of research, it has been discovered that some derivatives of EGCG formed after molecular modification have significantly improved bioavailability, and in some respects show stronger physiological activities than EGCG. Therefore, the research on the molecular modification of EGCG and its derivative products has shown great research and development value. The molecular modification of EGCG has beco...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/62
Inventor 吕海鹏林智孙业良谭俊峰郭丽
Owner TEA RES INST CHINESE ACAD OF AGRI SCI
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