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Molecular modification method of active fat soluble plant polyphenol kind substance

A plant polyphenol and modification method technology, which is applied in the directions of organic chemistry methods, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of unobtained, ortho-phenolic hydroxyl group destruction, biological activity reduction and the like, and achieves simple and convenient modification methods. The effect of improving fat solubility

Inactive Publication Date: 2006-08-30
谢君
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Solvent method and emulsification method are not suitable for use in actual bulk oil products due to stability problems
However, the fat-soluble plant polyphenols prepared by the acylation modification method have enhanced fat solubility, but part of the phenolic hydroxyl groups of the plant polyphenols participate in the reaction during the modification process, and the destruction of the adjacent phenolic hydroxyl groups is more difficult. Severe, resulting in a reduction in its biological activity
[0006] At present, although a lot of research has been done on increasing the fat solubility of plant polyphenols at home and abroad, no satisfactory results have been obtained so far, and further exploration is needed.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] 1. Dissolve 1 g of tea polyphenol and 2 ml of acetic anhydride in 8 g of pyridine, and react under nitrogen protection at a temperature of 30° C. for 4 hours to obtain product 1.

[0023] 2. Weigh the obtained product-1 gram, 1 gram of lauryl alcohol and catalyst AlCl 3 0.3 g was reacted at a temperature of 60° C. for 16 hours under a nitrogen atmosphere to obtain product two.

[0024] 3. Weigh 1 g of product 2, add it to 50 ml of ammonia water-methanol solution, ammonia water: methanol = 1:2, and react at 20° C. for 4 hours to obtain active fat-soluble tea polyphenols.

Embodiment 2

[0026] 1. Take 2 grams of grape seed polyphenols and 5 ml of acetic anhydride, dissolve them in 15 grams of pyridine, and react at 40°C for 6 hours under nitrogen protection to obtain product 1.

[0027] 2. Weigh product-3 grams, 1 gram of lauryl alcohol and catalyst AlCl 3 0.1 g was reacted at a temperature of 80° C. for 16 hours under a nitrogen atmosphere to obtain product two.

[0028] 3. Weigh 3 grams of product 2, add it to 50 ml of ammonia water-methanol solution, ammonia water: methanol = 1:3, and react at a temperature of 40 DEG C for 6 hours to obtain active fat-soluble grape seed polyphenols.

Embodiment 3

[0030] 1. Take 4 grams of colic acid and 7 ml of acetic anhydride, dissolve in 40 grams of pyridine, and react at 70°C for 8 hours under nitrogen protection to obtain product 1.

[0031] 2. Weigh product-4 grams, 3 grams of lauryl alcohol and catalyst AlCl 3 0.2 g was reacted at a temperature of 90° C. for 18 hours under a nitrogen atmosphere to obtain product two.

[0032] 3. Weigh 4 grams of product 2, add it to 100 ml of ammonia water-methanol solution, ammonia water: methanol = 1: 4, react at a temperature of 50 DEG C for 10 hours to obtain active fat-soluble colic acid polyphenols.

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PUM

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Abstract

The present invention discloses a molecular modification method of active fat-soluble plant polyphenols substance. It is characterized by that said method includes the following steps: protecting phenolic hydroxyl group of plant polyphenols substance, then making alkylation, introducing long-chain alkyl group on its benzene ring to raise fat-solubility, finally, hydrolyzing the product obtained after alkylation reaction to remove protective group and restore phenolic hydroxyl group so as to obtain active fat-soluble plant polyphenols substance.

Description

1. Technical field [0001] The invention relates to a molecular modification method of active fat-soluble plant polyphenols, and belongs to the field of separation and processing of natural products. 2. Background technology [0002] Tea, grape seeds and natural herbal medicines Kezi, Fang catecha, rhubarb, peony bark, Agrimony, Guanzhong, geranium, and white spoon are all rich in plant polyphenols. Modern scientific research shows that plant polyphenols are not only a kind of natural non-toxic antioxidants, but also an ideal natural medicine, with biological activities such as scavenging free radicals and antioxidants, and are effective in antibacterial, antiviral, anti- It has good effects in anti-cancer, tumor inhibition, and prevention and treatment of cardiovascular diseases. [0003] However, plant polyphenols have poor lipid solubility and low bioavailability, which limit their applications in medicine, food, and cosmetics industries. Therefore, it is necessary to mo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B37/00C07C37/11
CPCY02P20/55
Inventor 谢君陈荣义刘英菊刘畅刘小军王登良王若涛王余霞
Owner 谢君
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