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Starch-based amphiphilic self-assembled carrier material, preparation method thereof and application of material

A carrier material and amphiphilic technology, which is applied in the field of starch-based amphiphilic self-assembled carrier materials and its preparation, can solve the problems of unfavorable protection of the functional activity of active substances, difficulty in achieving controlled drug release, cell damage, etc., and achieve good results. Effects of gastrointestinal pH responsiveness, enhanced bioavailability, and enhanced immune response

Active Publication Date: 2019-09-20
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The amphiphilic carrier material constructs bilayer liposome microcapsules to embed hydrophilic proteins through the method of water-in-oil-in-water, but it needs to add PEG to stabilize the nanoparticles, and the encapsulation efficiency of the carrier material for the target protein is comparable Low, only 30-50%
Moreover, PEG itself has good water solubility and water absorption, which can improve the ability of tablets to release drugs in tablet preparations, and it is difficult to achieve controlled and sustained release of drugs; PEG molecules can change the biomembrane structure of various cells and have certain effects on cells. damage
In Targeted delivery of chitosan nanoparticles to Peyer's patch using M cell-homing peptide selected by phage display technique (Biomaterials, 2010, 31(30): 7738-7747), Yoo et al. used NHS / EDC catalyzed acylation method to shorten CKS9 Peptides are grafted onto chitosan molecular chains to synthesize hydrophilic M cell-targeting carrier materials, but chitosan is easily soluble in acidic environments, which is not conducive to protecting the functional activity of active substances in the gastrointestinal tract
[0005] At present, most of the carrier materials for M cell targeting are hydrophilic or amphiphilic carrier materials that can construct bilayer liposomes, which are suitable for embedding hydrophilic substances, while M cell targeting carriers for hydrophobic active substances less material

Method used

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  • Starch-based amphiphilic self-assembled carrier material, preparation method thereof and application of material
  • Starch-based amphiphilic self-assembled carrier material, preparation method thereof and application of material
  • Starch-based amphiphilic self-assembled carrier material, preparation method thereof and application of material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] (1) Starch (molecular weight is 1×10 6 g / mol) and monochloroacetic acid (starch: monochloroacetic acid=1:0.3, mol / mol) carry out etherification reaction 4h at 45 DEG C and obtain the carboxymethyl starch that carboxymethyl substitution degree is 0.20;

[0064] (2) With lauric acid (chain length is 12C) as raw material (starch: lauric acid=1:0.3, mol / mol), by DIC catalysis (DIC: fatty acid=1:1, mol / mol), with carboxymethyl The starch was reacted at 30°C for 24 hours to undergo an esterification reaction. After the reaction was completed, the amphiphilic starch whose hydrophobic side chain was lauric acid was obtained by dialysis and freeze-drying, and the degree of substitution of fatty acid was 0.21;

[0065] (3) Weigh 5g of amphiphilic starch whose hydrophobic side chain is lauric acid and dissolve it in 100mL of DMSO, add CDI with a molar ratio of starch:CDI=8:1, keep stirring at 15°C for 2h to activate starch hydroxyl groups, massage Il ratio starch:polypeptide=8:1,...

Embodiment 2

[0072] (1) Starch (molecular weight is 1×10 8 g / mol) and monochloroacetic acid (starch: monochloroacetic acid=1:0.4, mol / mol) are raw materials, carry out etherification reaction under 45 ℃ of reaction 4h, make carboxymethyl substitution degree be 0.27 carboxymethyl starch;

[0073] (2) With stearic acid (chain length is 18C) as raw material (starch: stearic acid=1:0.01, mol / mol), by DIC catalysis (DIC: fatty acid=1:1, mol / mol), at 30 Perform esterification reaction with carboxymethyl starch at ℃, and end the experiment after 24 hours of reaction. After dialysis and freeze-drying, an amphiphilic starch whose hydrophobic side chain is stearic acid is obtained, and the degree of substitution of fatty acid is 0.007;

[0074] (3) Weigh 2g of amphiphilic starch whose hydrophobic side chain is stearic acid and dissolve it in 100mL DMSO, add CDI with a molar ratio of starch:CDI=4:1, and continue stirring at 35°C for 4h to activate the starch hydroxyl groups, According to the molar ...

Embodiment 3

[0082] (1) Starch (molecular weight is 1×10 7 g / mol) and monochloroacetic acid (starch: monochloroacetic acid=1:0.4, mol / mol) are raw materials, carry out etherification reaction at 45 ℃, react 4h, make the carboxymethyl carboxymethyl substitution degree of 0.27 base starch;

[0083] (2) With stearic acid (chain length is 18C) as raw material (starch: stearic acid=1:0.5, mol / mol), by DIC catalysis (DIC: fatty acid=1:1, mol / mol), at 30 Perform esterification reaction with carboxymethyl starch at ℃, and finish the experiment after 24 hours of reaction. After dialysis and freeze-drying, an amphiphilic starch whose hydrophobic side chain is stearic acid is obtained, and the degree of substitution of fatty acid is 0.111;

[0084] (3) Weigh 6g of amphiphilic starch whose hydrophobic side chain is stearic acid and dissolve it in 100mL DMSO, add CDI with a molar ratio of starch:CDI=6:1, and keep stirring at 30°C for 3h to activate the starch hydroxyl groups, The corresponding mass o...

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Abstract

The invention discloses a starch-based amphiphilic self-assembled carrier material, a preparation method thereof and an application of the material. The molecular structure of the starch-based carrier material is as shown in the specification, the molecular weight of the starch-based carrier material is 1.25*10<6>-1.01*10<8>g / mol, the substitution degree of carboxymethyl groups is 0.20-0.27, the substitution degree of fatty acid is 0.007-0.21, and the content of M cell targeting peptide CKSTHPLSC is 0.04-11.97%. The starch-based carrier material is insoluble in water a protonated manner under the condition of stomach pH (potential of hydrogen) (pH=1.2), is slowly soluble in water a deprotonated manner under the condition of small intestine pH (potential of hydrogen) (pH=6.8) and has good gastrointestinal tract pH responsiveness. A stable micelle can be spontaneously formed in water solution by hydrophilic and hydrophobic interaction, and hydrophobic active substances are efficiently embedded. The starch-based carrier material can be specifically recognized and combined with M cells, and oral M cells of functional factors are delivered in a targeted manner.

Description

technical field [0001] The invention relates to a starch-based amphiphilic self-assembled carrier material and its preparation method and application, in particular to a starch-based amphiphilic self-assembled carrier material with the ability to spontaneously form micelles in aqueous solution, pH response and M cell targeting It can realize the loading, controlled release and targeted delivery of M cells to hydrophobic nutritional functional factors. Background technique [0002] With the continuous improvement of social development and people's living standards, as well as the evolution of dietary structure and disease spectrum, people pay more and more attention to nutrition and health. In addition to basic nutritional functions, people's consumption of food pays more attention to the internal quality of dietary nutritional supplements, physiological regulation, and health promotion. Therefore, a large number of functional proteins and peptides, polysaccharides and oligo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/69A61K47/64A61K47/36C08B31/04C08B31/12
CPCA61K47/36A61K47/64A61K47/6911C08B31/04C08B31/12
Inventor 李晓玺张义平刘坤陈玲
Owner SOUTH CHINA UNIV OF TECH
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