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Scale preparation method of bursin and application of used as avian influema vaccine adjuvant

A technology of tripeptide bursin and avian influenza, applied in the fields of immunology, veterinary medicine and veterinary medicine, can solve the problems of cost reduction, low tripeptide bursin activity, cumbersome steps, etc.

Active Publication Date: 2007-10-03
上海瑞杏健康管理咨询有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Although some methods for synthesizing tripeptide bursin have been disclosed in the prior art, the steps are cumbersome and the cost cannot be greatly reduced, or the activity of the synthesized tripeptide bursin is low

Method used

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  • Scale preparation method of bursin and application of used as avian influema vaccine adjuvant
  • Scale preparation method of bursin and application of used as avian influema vaccine adjuvant
  • Scale preparation method of bursin and application of used as avian influema vaccine adjuvant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0136] Combination method of azide and activated ester:

[0137] See Figure 1. The steps are as follows:

[0138] 1. Preparation of BOC-Lys(BOC)-OSU:

[0139] Get 100 grams of L-Lys-OH (684 mg molecules) and dissolve it in 800 milliliters of 1N NaOH solution, add dropwise 700 milliliters of tert-butanol solution containing 340 grams of BOC anhydride at room temperature, and maintain the reaction solution pH8-9 with 4N NaOH aqueous solution, Share 400 ml of 4N NaOH and react overnight at room temperature. The next day, the reaction solution was cooled in an ice bath, adjusted to pH 4 with 1N HCl, extracted three times with ethyl acetate, combined with ethyl acetate layers, washed with 5% NaCl aqueous solution to neutral pH, dried over anhydrous sodium sulfate, filtered The desiccant was removed, and the ethyl acetate was removed under reduced pressure to obtain 215 g of a white oil with a yield of 91%.

[0140] Weigh 103.9 grams of BOC-Lys(BOC)-OH (300 millimoles) and disso...

Embodiment 2

[0161] enzymatic synthesis

[0162] See Figure 2. The steps are as follows:

[0163] 1. Preparation of BOC-His(BOC)-OSU:

[0164] Weigh 106.6 g of BOC-His(BOC)-OH (300 mg) and dissolve it in 500 ml of THF, add 34.5 g of HOSU (300 mg) to completely dissolve, cool the salt to below -5°C in an ice bath, and add dropwise 61.8 gram of DCCI in THF, and the reaction solution was placed in the refrigerator overnight after the addition. The next day, the DCU solid was filtered off, the filtrate was concentrated to dryness under reduced pressure, 150 ml of hot isopropanol was added to dissolve the residue, and after cooling, 500 ml of n-hexane was added to precipitate a solid, which was collected by filtration to obtain 113.4 g, with a yield of 83.6 %, melting point: 66.2-68°C.

[0165] 2. BOC-His(BOC)-Gly-NH 2 preparation:

[0166] Weigh 112.2 g of BOC-His(BOC)-OSU (248 mg) and dissolve in 300 ml of THF, add 27.2 g of HCl-Gly-NH 2 (248 mg molecules), after mixing, slowly add 68 ...

Embodiment 3

[0177] Tripeptide bursin has a significant adjuvant function for H5 and H9 avian influenza vaccines (H5 is a highly pathogenic avian influenza virus vaccine):

[0178] In this example, the avian influenza vaccine was selected for research. 480 one-day-old Xugang yellow chickens were purchased from Foshan Xuganghuang Animal Husbandry Co., Ltd.

[0179] Animals were randomly grouped as shown in Table 2 below, and the chicks were adapted for one week after they were bought back, and they were vaccinated.

[0180] BS / weight

μg / Kg

BS dosage (μg)

total

(μg)

4d

7d

I (control group)

II (low dose)

III (medium dose)

IV (high dose)

0

5

10

30

0.00

0.25

0.50

1.50

0.00

0.35

0.70

2.10

0.00

0.60

1.20

3.60

[0181] Control group (I);

[0182] Ordinary vaccine group (II), i.e. commercially available H5-H9 subtype antigen avian influenza oil emulsi...

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Abstract

This invention relates to a new scale preparation method of kyrine capsule ( immunological adjuvant), as well as its application for bird influenza vaccine adjuvant and immunoregulation mechanism. This invention also relates to drug combination containing kyrine capsule, and its preparation method and application. The experiment has showed that kyrine capsule can advance antibody titer effectively. The kyrine capsule can enhance immunologic function of erythrocyte, antagonize immunosuppression, decrease apoptosis of lymphocyte, splenocyte and bursa of fabricius cell. As broad spectrum immunological adjuvant, kyrine capsule possess direct and obvious socioeconomic performance.

Description

technical field [0001] The invention relates to the fields of veterinary medicine, veterinary medicine and immunology. More specifically, the present invention relates to a new large-scale preparation method of tripeptide bursin (immune adjuvant), as well as the use of tripeptide bursin as an adjuvant for avian influenza vaccine and its immune regulation mechanism. The present invention also relates to a pharmaceutical composition containing tripeptide bursin, its preparation method and application. Background technique [0002] Bursin tripeptide (also known as "tripeptide bursin") is a tripeptide called Bursin that Audhya first isolated from the bursa of Fabricius in 1986. The amino acid sequence is Lys-His-Gly-NH 2 , the function is to induce the differentiation of B cell precursors in birds and mammals into B cells, a selective differentiation hormone, and plays an important role in regulating humoral immunity (T. Audhye et al, Science, 231, 997, 1986). In 1991, they is...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/08C07K1/02A61K38/06A61P37/02G01N33/53
CPCY02P20/55
Inventor 邵钧王丙云费俭石嘉豪徐来根
Owner 上海瑞杏健康管理咨询有限公司
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