Natural mixing phytosterol catechin, preparation method and applications thereof

A technology of phytosterol and phytosterol hydroxyl group, which is applied in the field of natural mixed phytosterol catechin molecules and its preparation, can solve the problems of limited practical use range and poor solubility of free phytosterol, and achieve good fat-soluble antioxidant function and low price Inexpensive, good antioxidant effect

Active Publication Date: 2018-05-01
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the solubility of free phytosterols in oils is poor, which limits its practical application range

Method used

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  • Natural mixing phytosterol catechin, preparation method and applications thereof
  • Natural mixing phytosterol catechin, preparation method and applications thereof
  • Natural mixing phytosterol catechin, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Phytosterol (412.7mg), succinic anhydride (120.0mg) and potassium carbonate (200.0mg) were stirred and reacted at room temperature in dimethylformamide for 1 hour, and extracted with ethyl acetate after the reaction was completed, and the product obtained was mixed with Tetra-n-propionyl catechin (510.0mg) and N,N'-dicyclohexylcarbodiimide (415.0mg) were stirred and reacted in tetrahydrofuran at room temperature for 2 hours, and treated with hydrazine (300.0mg) after the reaction Then extracted with ethyl acetate and purified by chromatography to obtain natural mixed phytosterol catechins (65% yield).

[0039] The phytosterols used in this embodiment are purchased from the market, including 30% stigmasterol (stigmasterol), 5% brassicasterol (brassicasterol), 20% ergosterol (campesterol) and 40% β-sitosterol ( β-sitosterol), total purity 95%.

[0040] Structure determination data: IR 1734cm -1 The left and right sides show the characteristic absorption peaks of the est...

Embodiment 2

[0042] Phytosterol (412.7mg), succinic anhydride (160.0mg) and triethylamine (150.0mg) were stirred and reacted in dimethylformamide at room temperature for 1 hour, and extracted with ethyl acetate after the reaction was completed, and the obtained product React with tetra-n-propionyl catechin (620.0mg) and N,N'-dicyclohexylcarbodiimide (500.0mg) in tetrahydrofuran at room temperature for 2 hours. After treatment and extraction with ethyl acetate, natural mixed phytosterol catechins (yield 78%) were obtained after chromatographic purification.

Embodiment 3

[0044] Phytosterol (412.7mg), succinic anhydride (170.0mg) and sodium hydroxide (55.0mg) were stirred and reacted in dimethylformamide at room temperature for 1 hour, and extracted with ethyl acetate after the reaction was completed, and the obtained product was React with tetra-n-propionyl catechin (643.0mg) and N,N'-dicyclohexylcarbodiimide (560.0mg) in tetrahydrofuran at room temperature for 2 hours. After treatment and extraction with ethyl acetate, natural mixed phytosterol catechins were obtained after chromatographic purification (83% yield).

[0045] Antioxidant activity test: The fat-soluble antioxidant activity of natural mixed phytosterol catechins was tested using the classic ORAC method, and the results showed that the ORAC antioxidant activity of natural mixed phytosterol catechins was nearly 2 times that of catechins. The commonly used strong fat-soluble antioxidant TBHQ is 23% higher.

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Abstract

The invention discloses natural mixing phytosterol catechin, a preparation method and applications thereof, wherein succinic anhydride and the hydroxyl groups of phytosterol and catechin form the ester group to link phytosterol and catechin so as to obtain the functional molecule. The invention further discloses a preparation method of the natural mixing phytosterol catechin, wherein the preparation method comprises: mixing succinic anhydride and phytosterol, adding an acid-binding agent, carrying out a reaction, adding protected catechin and a coupling reagent to the obtained product, stirring until completing the reaction, and carrying out post-treatment to obtain the natural mixing phytosterol catechin. According to the present invention, the natural mixing phytosterol catechin has advantages of good liposolubility, good anti-oxidation property, wide application range and simple use, and the preparation method can be used for industrial production.

Description

technical field [0001] The invention belongs to the field of functional food and health food, and in particular relates to a natural mixed phytosterol catechin molecule and its preparation method and application. Background technique [0002] Phytosterols are a class of natural components present in plants. A large number of animal experiments and human clinical trial data show that phytosterols have significant significance in reducing blood cholesterol levels and reducing the occurrence of cardiovascular diseases, and are an important health food ingredient. However, the solubility of free phytosterols in oils is poor, which limits its practical application range. Phytosterols are esterified with carboxylic acids to form phytosterol esters, which can significantly improve their solubility. The carbon chain length of fatty acids and the degree of saturation of fatty acids affect the melting point and fat solubility of phytosterol esters. By selecting the type and composit...

Claims

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Application Information

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IPC IPC(8): C07J17/00A61P39/06A23L33/11
CPCC07J17/00
Inventor刘松柏吴珊珊夏方正
OwnerZHEJIANG UNIV