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Preparation method and application of paeonol ferulate

The technology of paeonol acid ester and paeonol ester is applied in the field of preparation of ferulic acid paeonol ester, which can solve the problem of equipment post-treatment, high requirements for anti-corrosion, affecting the effect of ferulic acid, and ferulic acid ester. Poor solubility and other problems, to achieve the effect of improving anti-stress ability and immunity, low requirements for reaction equipment, and enhanced biological activity

Active Publication Date: 2019-08-20
YANGTZE RIVER FISHERIES RES INST CHINESE ACAD OF FISHERY SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the fat solubility of ferulic acid is poor, and it is difficult to penetrate the lipid bilayer of biomembrane, which affects the effect of ferulic acid on aquatic products.
Modify the structure of ferulic acid to obtain ferulic acid derivatives, which is beneficial to the play of its effect, but the yield of the preparation of ferulic acid derivatives is generally not high, mostly 60-70%, and the used Most of the reagents are chloroform, thionyl chloride, sodium hydroxide and other highly toxic or corrosive reagents, which are easy to pollute the production environment and have high requirements for equipment post-processing and anti-corrosion

Method used

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  • Preparation method and application of paeonol ferulate
  • Preparation method and application of paeonol ferulate
  • Preparation method and application of paeonol ferulate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Add 16.6g of paeonol, 23.6g of acetoferulic acid, and 31.8g of propyl phosphoric anhydride into the reactor, then add 60mL of N,N-dimethylformamide, stir at room temperature for 8 hours, add a lot of water, and filter with suction , Drying to obtain the target product; after nuclear magnetic detection, the specific detection results are: 1 H NMR(CHCl 3 ,TMS,300MHz):δ=2.34(s,3H),2.53(s,3H), 3.87-3.89(d,J=6.0Hz,6H), 6.62~6.70(m,2H), 6.85~6.88(m , 1H), 7.08-7.21 (m, 3H), 7.84-7.90 (m, 2H), confirming that the product obtained in this step of the present invention is paeonol acetoferulate.

Embodiment 2

[0033] Add 16.6g of paeonol, 19.4g of ferulic acid, and 31.8g of propyl phosphoric anhydride into the reactor, then add 60mL of N,N-dimethylformamide, stir at room temperature for 8 hours, add a lot of water, and filter with suction. The target product is obtained by drying; after nuclear magnetic detection, the specific detection result is: 1 H NMR(CHCl 3 , TMS, 300MHz): δ=2.52(d,J=3.0Hz,3H), 3.86(d,J=3.0Hz,3H), 3.93(s,3H), 6.53(d,J=12.0Hz,1H) ,6.68(m,1H),6.86(m,1H),6.99(m,1H),7.09(m,1H), 7.26(m,1H),7.80~7.88(m,2H),9.55(s,1H) ), confirming that the product obtained in this step of the present invention is paeonol ferulic acid.

[0034] Application effect test, in the following test process, the feed acetoferulic acid paeonol ester / ferulic acid paeonol ester added ratio is 200mg / kg, and the premix must be gradually expanded into the base material through premixing.

[0035] (1) Application effect in tilapia feed

[0036] Add the same equivalent of ferulic acid, ferulic acid + paeon...

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Abstract

The invention discloses a preparation method for paeonol ferulate. The preparation method comprises the following steps of: adding paeonol, ferulic acid or acetylferulic acid, and propylphosphonic acid anhydride into a reactor; with N,N-dimethylformamide as a solvent, carrying out stirring at room temperature for 8 hours; and adding a large amount of water and performing filtration to obtain the objective product paeonol ferulate. The invention also provides the application of the prepared paeonol ferulate to the field of feeds and the like. According to the invention, paeonol is adopted for structural modification of ferulic acid so as to improve the fat solubility and biological activity of ferulic acid. The reagent used in the preparation method of the invention has low toxicity, fast reaction speed, high reaction efficiency, good repeatability and low requirements on reaction equipment; and the method is simple in process and easy to operate, and can realize yield of 85-90%.

Description

Technical field [0001] The invention relates to the technical field of ester synthesis methods, in particular to a preparation method of paeonol ferulic acid and its application in food, medicine, health care products, cosmetics and the like. Background technique [0002] Fish and shrimp and other aquatic products have delicious meat and unique flavors, and they are often known as "river fresh" and "seafood". With the development of society and the improvement of people's consumption level of aquatic products, the wild resources in rivers and lakes cannot fully meet the needs. The development of aquaculture and the protection of resources have become the basic content of my country's fishery modernization. In order to achieve a certain scale of economic benefits, the operators mobilized various means to strengthen the degree of intensification, so that the output has been significantly increased. However, it also brings a series of problems that cannot be ignored. For example, ...

Claims

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Application Information

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IPC IPC(8): C07C69/734C07C67/08
CPCC07C67/08C07C69/734
Inventor 喻丽娟文华蒋明吴凡田娟陆星刘伟
Owner YANGTZE RIVER FISHERIES RES INST CHINESE ACAD OF FISHERY SCI
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