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Ferulic acid derivative and application thereof in animal premix

A derivative, ferulic acid technology, applied in the field of animal premix and ferulic acid derivatives, can solve the problems of inability to fully exert the biological activity of ferulic acid, general fat solubility, short alkane groups, etc., to ensure the intestinal Health, reduced stress, improved shelf life effects

Active Publication Date: 2020-12-04
TIANJIN CHIATAI FEED TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Ferulic acid has strong antioxidant activity and cell protection ability. It contains double bonds in the molecule, short alkane group, carboxyl group and phenolic hydroxyl group. It has strong hydrophilicity and relatively general fat solubility, so it is not suitable for passing through biomembrane lipids. Bimolecular layer, unable to fully exert the biological activity of ferulic acid

Method used

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  • Ferulic acid derivative and application thereof in animal premix
  • Ferulic acid derivative and application thereof in animal premix
  • Ferulic acid derivative and application thereof in animal premix

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Take compound 2 as an example to illustrate the preparation method of the ferulic acid derivative of the present invention:

[0040]

[0041] Ferulic acid (971mg, 5mmol) was added to 25mL of DMF, and 1-methyl-1H-indazole-3-acid chloride (973mg, 5mmol) was added dropwise, then 10mmol of triethylamine was added and heated to 50°C for reaction. After the reaction was complete, DMF was distilled off under reduced pressure, the mixture obtained by the reaction was poured into water, and then extracted with dry dichloromethane, the aqueous layer was extracted with dichloromethane and the organic phase was combined, dried in vacuo to obtain intermediate 2 (pale yellow solid, 1.74g);

[0042]

[0043] Take intermediate 2 (1.06g, 3mmol) and DMAP (3.67mg) and dissolve in 20mL of dry dichloromethane, pass through monomethylamine gas, HPLC detects that the reaction of intermediate 2 is complete, distills off dichloromethane under reduced pressure, vacuum Drying gave a solid,...

Embodiment 2

[0045] Bacteriostatic activity test:

[0046] Pour 10g of agar, 2.5g of broth medium, 2.5g of peptone, 2.5g of NaCl, and 1.5g of beef broth into a Erlenmeyer flask, add distilled water and stir to dissolve, plug it with a cotton plug, seal it and sterilize it, and cool to room temperature Obtain a solid medium.

[0047] Compounds 1, 2, 10, 32 and pure ferulic acid were dissolved in acetone, then diluted with an aqueous solution containing 0.1% Tween-80, and a series of solutions with mass concentrations were prepared according to an equal ratio method.

[0048] The antibacterial activity of the above compounds against Escherichia coli, Staphylococcus aureus and Bacillus subtilis was evaluated by filter paper method. Use solid medium for culture, and after the plate is solidified, take 100 μL of bacterial suspension (10 7 -10 8 CFU / mL) evenly spread on the surface of the culture medium, after standing still for 30 minutes, paste the sterilized filter paper disc (6 mm) with 1...

Embodiment 3

[0053] Feed antibacterial activity test:

[0054] Select 70 healthy Duo long-term three-way hybrid piglets with a body weight of 14±2kg and a similar age (8±1 week) and randomly divide them into 7 groups, with 10 piglets in each group, and set up premix I-IV group and control group I - Group III.

[0055] Pig rations were prepared as follows: 70% corn, 10% wheat bran, 1% alfalfa meal, 10% soybean meal, 2% fish meal, 2% soybean oil, and 5% premix.

[0056] The premixes of the premix I-IV groups and the control group I-III groups were all provided by the Research and Development Center of Zhengda Premix (Tianjin) Co., Ltd., and the premix of the premix I group was additionally added with compound 1 (5g / kg, compound / premix, the same below), compound 2 (5g / kg) was additionally added to the premix of premix II group, and compound 10 (5g / kg) was additionally added to the premix of premix III group ( 5g / kg), compound 32 (5g / kg) was additionally added to the premix of the premix IV...

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Abstract

The invention discloses a ferulic acid derivative, and discloses a premix composition containing the ferulic acid derivative as well as a preparation method and application of the premix composition.The ferulic acid derivative disclosed by the invention has bioactivity and bioavailability superior to those of ferulic acid, has an antibacterial effect, can remarkably prolong the shelf life of animal feed, has an anti-inflammatory effect, can improve the immunity of animals, particularly livestock, can reduce the irritability, is beneficial to ensuring the intestinal health of the livestock, and is suitable for being applied to livestock breeding.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to a ferulic acid derivative and its application in animal premix. Background technique [0002] Ferulic acid is a derivative of cinnamic acid, which exists widely in nature, especially in rice bran. Its chemical name is 4-hydroxy-3-methoxyphenylacrylic acid, and it has two isomers, cis and trans. . Ferulic acid has strong antioxidant activity and cell protection ability. It contains double bonds in the molecule, short alkane group, carboxyl group and phenolic hydroxyl group. It has strong hydrophilicity and relatively general fat solubility, so it is not suitable for passing through biomembrane lipids. The quality of the bilayer cannot give full play to the biological activity of ferulic acid. Contents of the invention [0003] An object of the present invention is to provide a ferulic acid derivative, which has the structural formula shown in formula (I): [0004]...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D231/56A61K31/416A61P37/04A61P39/00A61P29/00A61P1/00A23K20/137A23K50/30A23K50/60A23L3/3544
CPCA23L3/3544A23K20/137A23K50/30A23K50/60A61P1/00A61P29/00A61P37/04A61P39/00C07D231/56
Inventor 高国文
Owner TIANJIN CHIATAI FEED TECH
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