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Preparation method and application of a glycosyl-modified polyphenolic compound

A technology of polyphenolic compounds and glycosyl modification, which is applied in the preparation and preparation of drugs with antioxidant functions. In the field of polyphenolic compounds, it can solve the problems of complex natural polyphenolic structures, difficulty in artificial synthesis, and high production costs. Achieve good anti-oxidation and apoptosis function, high free radical scavenging rate, and easy operation

Active Publication Date: 2016-08-03
天津海润家和创新医药研究有限责任公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Natural polyphenols have a complex structure and are not easy to synthesize artificially, so they are mostly extracted from plants, and the production cost is high
However, the existing means of artificially synthesizing polyphenols is to protect the phenolic hydroxyl group first, then carry out the condensation reaction, or use a catalyst to carry out the condensation reaction, and then carry out steps such as deprotection and purification. These synthetic methods are complicated to operate and cause serious pollution.

Method used

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  • Preparation method and application of a glycosyl-modified polyphenolic compound
  • Preparation method and application of a glycosyl-modified polyphenolic compound
  • Preparation method and application of a glycosyl-modified polyphenolic compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Take 0.9D-xylose, 4.7g of pyrogallic acid, heat to 130°C to melt, stir and react for 24 hours, purify and separate to obtain 2.0g of sugar-modified polyphenolic compounds, the yield is 87.0%, and the characterization map is shown in figure 1 , figure 2 , the Xyl-Pyr structural formula is as follows:

[0041]

Embodiment 2

[0043] Take 2.6g of D-glucose, 0.4g of pyrogallic acid, add 20ml of ethanol, heat to reflux at 78°C, stir and react for 18h, purify and separate to obtain 5.1g of glycosyl-modified polyphenol compounds, the yield is 85.1%, and the characterization map is shown in image 3 , Figure 4 , the Glu-Pyr structural formula is as follows:

[0044]

Embodiment 3

[0046] Take 1.0g of D-ribose, 7.5g of pyrogallic acid, add 30ml of ethylene glycol, heat to 150°C, stir and react for 16h, purify and separate to obtain 2.1g of glycosyl-modified polyphenol compounds, the yield is 82.4%, and the characterization map See Figure 5 , Figure 6 , the Rib-Pyr structural formula is as follows:

[0047]

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Abstract

The invention discloses a glycosyl-modified polyphenol compound and a preparation method as well as an application thereof. The glycosyl-modified polyphenol compound has the following structure shown in the specification. The glycosyl-modified polyphenol compound is good in water solubility and has the high free radical scavenging rate and the good cell oxidation apoptosis resistance, thereby being wide in application prospect. The glycosyl-modified polyphenol compound can be applied to the development of anti-oxidation medicines. The glycosyl-modified polyphenol compound is simple in preparation method and easy to operate and avoids the application of a catalyst so as to realize environmental friendliness.

Description

technical field [0001] The invention belongs to the field of organic synthesis and medicine, and specifically relates to a sugar-modified polyphenol compound with antioxidant activity, a preparation method and application. In particular, it relates to the reaction of aldose or ketose with polyphenols to obtain sugar-modified polyphenol compounds, and the application of the sugar-modified polyphenol compounds in the preparation of drugs with antioxidant function. Background technique [0002] Plant polyphenols, also known as plant tannins, are complex phenolic secondary metabolites in plants with a polyphenol structure. It mainly exists in the bark, root, leaf and fruit of plants, and its content is second only to cellulose, hemicellulose and lignin. Plant polyphenols are divided into tea polyphenols, grape polyphenols and apple polyphenols. Tea polyphenols are one of the main chemical components in tea. They are rich in content and widely distributed. They have the most si...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C39/12C07C37/20C07H15/18C07H1/00A61P39/06
CPCC07C37/20C07C39/12C07H1/00C07H15/18
Inventor 刘天军杨澍杨晓姣
Owner 天津海润家和创新医药研究有限责任公司
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