Application of ethyl lauroyl arginate derivative as feed additive

A technology of lauroyl arginine ethyl ester and feed additives, which is applied in the field of ion-pair compounds of lauroyl arginine ethyl ester, can solve the problems of untaught and unstudied antibacterial effect of LAE alone, so as to improve antibacterial activity, Improve bioavailability and improve absorption

Active Publication Date: 2018-11-06
EAST CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method involves multiple antibacterial components including LAE, and the antibacterial effect of LAE alone was not studied
At the same time, the invention only teaches that the composition is used for daily

Method used

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  • Application of ethyl lauroyl arginate derivative as feed additive
  • Application of ethyl lauroyl arginate derivative as feed additive
  • Application of ethyl lauroyl arginate derivative as feed additive

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] Example 1: The preparation method of the ion-pair compound synthesized by lauroyl arginine ethyl ester hydrochloride and nicotinic acid

[0074] Dissolve 2.0 g of sodium nicotinate (purchased from TCI (Shanghai) Chemical Industry Development Co., Ltd.) in 50 mL of water to prepare sodium nicotinic acid salt solution (A); dilute 6.8 g of ethyl lauroyl arginate hydrochloride Dissolve in 40mL of water, heat to 90°C until ethyl lauroyl arginine hydrochloride is completely dissolved to make ethyl lauroyl arginine hydrochloride aqueous solution (B); Slowly add the saline solution (A) into the aqueous solution of lauroyl arginine ethyl ester hydrochloride (B), stir continuously, react for 2 hours, cool to room temperature, filter, wash the precipitate fully with pure water, and dry the precipitate under vacuum at 60°C. That is, 7.6 g of the nicotinic acid ion pair compound was obtained.

Embodiment 2

[0075] Embodiment two lauroyl arginine ethyl ester nicotinic acid ion pair compound molecular formula, the analysis of molecular weight

[0076] by mass spectrometry, 1 H-NMR, 13 The molecular formula of the compound obtained by C-NMR spectral analysis is:

[0077] 1. Mass spectrometry (ESI) analysis

[0078] Cation B + Molecular ion peak at m / z=385.3, see figure 1 ;

[0079] The ESI+ detected by mass spectrometry is 124.2, see figure 2 . Then ESI- is 122.2, namely anion A - The molecular ion peak has m / z = 122.2.

[0080] The theoretically calculated value of the cation in the nicotinic acid ion-pair compound is 507.4, and the measured value is consistent with the theoretical value.

[0081] 2. NMR analysis

[0082] Ethyl lauroyl arginate hydrochloride (see image 3 ), niacin 1 H-NMR (see Figure 4 ) and ion-pair compounds 1 H-NMR (see Figure 5 )Compared. Since the LAE ion-pair compound has little change in the peak shape and chemical shift of lauroyl argini...

Embodiment 3

[0083] Example 3: Preparation method of ethyl lauroyl arginine hydrochloride and tartaric acid synthetic ion pair compound

[0084] Dissolve 2.0 g of tartaric acid (purchased from TCI (Shanghai) Chemical Industry Development Co., Ltd.) in 50 mL of methanol, add an equivalent amount of NaOH, stir at room temperature until a white solid precipitates, filter with suction and wash three times with 30 mL of methanol to obtain sodium tartrate . Sodium tartrate salt was dissolved in 50mL of water to make sodium tartrate aqueous solution (A); Dissolve 5.6g of ethyl lauroyl arginine hydrochloride in 40mL of water and heat to 90°C until ethyl lauroyl arginine salt The acid salt was completely dissolved to make ethyl lauroyl arginine hydrochloride aqueous solution (B); at 90°C, sodium tartrate aqueous solution (A) was slowly added to ethyl lauroyl arginine hydrochloride aqueous solution ( In B), stir continuously, react for 2 hours, cool to room temperature, filter, wash the precipitate...

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Abstract

The invention relates to a novel feed additive, in particular to ethyl lauroyl arginate ion-pair compound derivative prepared by reaction of ethyl lauroyl arginate LAE and an organic acid. The derivative herein is used as a feed additive, can prevent and treat duckling Riemerella anatipestifer infection due to Riemerella anatipestifer, can treat peritonitis due to Escherichia coli and Staphylococcus aureus, can prevent and treat fish sepsis due to Aeromonas sobria, and has significantly better preventive and therapeutic effects than original LAE feed additives. The ethyl lauroyl arginate derivative prepared herein can degrade safely in human and animal bodies, has small toxic and side effects, can prevent occurrence of environmental drug-resistant bacteria due to emission of residual antibacterial agents to the environment, and has good antibacterial effect and low negative environmental influence.

Description

[0001] The application of the present invention requires the priority application of Chinese invention patent application 201711071008.7 and the invention name is "Use of Lauroyl Arginate Ethyl Ester and Its Derivatives as Feed Additives". technical field [0002] The invention relates to an ion-pair compound of ethyl lauroyl arginate and a preparation method, as well as the application of the ion-pair compound in antibacterial and growth-promoting farmed animals. In particular, it relates to the preparation of ion-pair compounds containing lauroyl arginine ethyl ester and organic acid for the preparation of feed additives, especially the application of pharmaceutical feed additives in the direction of animal growth promotion. Background technique [0003] Riemerella anatipestifer is a contagious disease caused by Riemerella anatipestifer (RA), also known as duck infectious serositis, duck septicemia, duck plague syndrome, and duck plague. bacillosis etc. It is more common ...

Claims

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Application Information

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IPC IPC(8): A23K20/142A23K50/10A23K50/20A23K50/30A23K50/40A23K50/75A23K50/80A61K31/223
CPCA23K20/142A23K50/10A23K50/20A23K50/30A23K50/40A23K50/75A23K50/80A61K31/223Y02A40/70
Inventor 易正芳邵婷仇文卫刘明耀
Owner EAST CHINA NORMAL UNIVERSITY
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