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A kind of quaternary phosphonium chitosan and its application as vaccine immune adjuvant

A technology of phosphonium chitosan and immune adjuvant, which is applied in the field of biomedical materials, can solve the problems of poor water solubility of derivatives, and achieve the effects of good biological safety, simple preparation, and improved utilization rate

Active Publication Date: 2020-04-14
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In order to overcome the problem of poor water solubility of existing chitosan and its derivatives, the primary purpose of the present invention is to provide a quaternary phosphonium chitosan, which is synthesized by amide reaction, has good water solubility and can be dissolved in water and normal saline middle

Method used

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  • A kind of quaternary phosphonium chitosan and its application as vaccine immune adjuvant
  • A kind of quaternary phosphonium chitosan and its application as vaccine immune adjuvant
  • A kind of quaternary phosphonium chitosan and its application as vaccine immune adjuvant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] A kind of quaternary phosphonium chitosan is prepared by the following steps:

[0039] Add 400mg chitosan (CS) and 664mg HOBt to a 250mL three-necked flask, and then add 30mL H 2 The mixture of O / DMSO (v / v=2 / 1) was stirred for 2.5 h in ice bath. The pH was then adjusted to 4.8-5.5. Add 1.052g of CTPB (3-carboxypropyltriphenylphosphonium bromide) and stir until completely dissolved. Dissolve 940mg EDC·HCl in 10mL H 2 A mixture of O / DMSO (v / v=1 / 1) was added to the flask and stirred for 24 hours. The product was precipitated with a mixture of acetone / ether (v / v=2 / 1), and then the precipitated product was vacuum-dried for 24 hours, dissolved in ultrapure water, dialyzed in ultrapure water for 3 days, and quaternary was obtained after freeze-drying. Phosphonium chitosan (NPCS).

[0040] The contact angle experiment of chitosan (CS) and the quaternary phosphonium chitosan (NPCS) that the present embodiment makes: Chitosan (CS) and the quaternary phosphonium chitosan (NPC...

Embodiment 2

[0043] The application of above-mentioned quaternary phosphonium chitosan as vaccine immune adjuvant:

[0044] 1. Preparation of vaccine preparations

[0045] With ovalbumin OVA as the model antigen, vaccines of different formulations were prepared according to Table 1, and then intramuscularly injected into mice.

[0046] Table 1 Vaccine formulations for intramuscular injection

[0047]

[0048] 2. Mouse immunization scheme

[0049] Intramuscular injection: female Balb / c mice at 6-8 weeks were randomly divided into 6 groups, 5 mice in each group; 100 μL of vaccine solution (each injection containing 50 μg OVA, each leg inject half the dose). Ten days after the third immunization, the blood was collected, the serum was separated, and stored at -20°C for later use; the spleen of the mice was taken, ground, and resuspended to prepare spleen cell suspensions of different concentrations for later use.

[0050] 3. Determination of various immune indicators

[0051] 1. Uptak...

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Abstract

The invention discloses quaternary phosphonium chitosan and application of the quaternary phosphonium chitosan serving as a vaccine immune adjuvant. The preparation method of the quaternary phosphonium chitosan comprises the following steps: adding chitosan and 1-hydroxybenzotriazole into a solvent, so as to be subjected to ice bath reaction, and then adjusting the pH value to 4.8 to 5.5; then adding 3-hydroxypropyl triphenyl phosphorus bromide, and stirring the 3-hydroxypropyl triphenyl phosphorus bromide till the 3-hydroxypropyl triphenyl phosphorus bromide is completely dissolved; dissolving the 1-ethyl-(3-dimethylaminopropyl) carbodiie hydrochlide into the solvent, adding the 1-ethyl-(3-dimethylaminopropyl) carbodiie hydrochlide into a reaction system, precipitating, drying and dialyzing a product after reaction, and obtaining the quaternary phosphonium chitosan after freeze drying is performed. The quaternary phosphonium chitosan is taken as a vaccine immune adjuvant for the first time, and can promote the uptaking to antigen by DC2.4 cell, promote splenocyte proliferation, and induce higher levels of antigen-specific IgG antibody titer, IFN-gamma, IL-4 and IL-10, thereby having a significant application value in the field of vaccine therapy.

Description

technical field [0001] The invention belongs to the field of biomedical materials, and relates to a quaternary phosphonium chitosan and its application as a vaccine immune adjuvant. Background technique [0002] Vaccination is recognized as one of the most important inventions in the history of modern human medical development, and it is still the most effective way for humans to prevent, resist and control infectious diseases, such as influenza, hepatitis, tuberculosis, etc. [0003] Initial vaccines, made from the whole pathogen or its lysate, were immunogenic but caused adverse symptoms and infection. Therefore, several safer vaccines are being researched and developed, including DNA, subunit and recombinant vaccines. However, these new vaccines still have disadvantages such as low immunogenicity, weak immune response induction, and weak targeting. Therefore, it is of great significance to explore and develop technologies to enhance the efficacy of vaccines, and designi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08A61K39/39
CPCA61K39/39A61K2039/55583C08B37/003
Inventor 刘宗华薛巍蔡建周
Owner JINAN UNIVERSITY
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