Thiol/boronic group modified polymer, glucose-sensitive hydrogel composition, glucose-sensitive drug-loaded hydrogel, and preparation method thereof

A glucose-sensitive, thiol-modified technology, applied in the field of polymers, can solve the problems of inability to form a three-dimensional gel network, unfavorable biopharmaceutical loading, and limited drug release performance, and achieve good glucose sensitivity and good glucose-responsive drug release. , will not produce the effect of immune response

Active Publication Date: 2019-09-20
WENZHOU MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the vesicles prepared by this invention need to use silica nanoparticles as templates, and the process is cumbersome, which is not conducive to the loading of biological drugs, and the prepared vesicles are suspensions, which cannot form a three-dimensional gel network. limited

Method used

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  • Thiol/boronic group modified polymer, glucose-sensitive hydrogel composition, glucose-sensitive drug-loaded hydrogel, and preparation method thereof
  • Thiol/boronic group modified polymer, glucose-sensitive hydrogel composition, glucose-sensitive drug-loaded hydrogel, and preparation method thereof
  • Thiol/boronic group modified polymer, glucose-sensitive hydrogel composition, glucose-sensitive drug-loaded hydrogel, and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0041] Example 1 Polymer modified by mercapto / boronic acid groups

[0042] According to the feed listed in Table 1, 100 mg γ-polyglutamic acid (γ-PGA) was dissolved in MES (pH=6) solution, and its side chain carboxyl group was first activated by EDC / NHS in the dark for 1 hour, and then cysteine ​​hydrochloride was added Acid (Cys) reacted at room temperature for 6h. Then the reaction solution was dialyzed in deionized water for 72 hours with a dialysis bag with a molecular weight of 7 kDa to remove the condensing agent and freeze-dried to prepare the thiol-modified polymer; weigh the thiol-modified polymer (PGA-Cys) and dissolve it in the MES solution, Its side chain carboxyl group was first activated with EDC / NHS in the dark for 0.5h, then added 3-aminophenylboronic acid dissolved in 1N dilute hydrochloric acid and reacted in the dark for 72h at room temperature, dialyzed with a dialysis bag with a molecular weight of 7kDa for 72h, removed the condensing agent, and freeze-dri...

Embodiment 2

[0048] The preparation of embodiment 2 glucose-sensitive hydrogels

[0049] According to the formula listed in Table 2, weigh the o-diol polysaccharide and dissolve it completely in a certain volume of distilled water to form a clear solution, adjust its pH to 8.0 with 1N NaOH; add the polymer powder modified by thiol / boronic acid group directly Into the polysaccharide solution prepared above, stirring overnight to swell, its sulfhydryl group spontaneously oxidizes and crosslinks, and its boronic acid group condenses with adjacent diols to form a glucose-sensitive hydrogel.

[0050] 1. Determination of viscosity of glucose-sensitive hydrogel: The apparent viscosity of glucose-sensitive hydrogel is measured by using a rheometer (TRILOS RH-x), the parameters are set to 30mm Parallel Plate, 1.0mm Gap, Speed: 5 rad / s . Each hydrogel sample was tested 3 times in parallel, and the experimental results were taken as the average of 3 times.

[0051] 2. Rheological properties of gluc...

Embodiment 3

[0055] Example 3 Glucose-sensitive insulin-loaded hydrogel preparation

[0056] Precisely weigh a certain amount of konjac glucomannan to make a 1.5% solution, add a certain amount of insulin powder, adjust the pH to 5.0, stir well, and the insulin dissolves under alkaline conditions. Then add thiol / phenylboronic acid group modified polymer, the final concentration is 2%, stir and swell to form glucose-sensitive insulin-loaded hydrogel. Its apparent viscosity is 45±3.5 Pa.s, and its elastic modulus (G′) is around 80±5.6 Pa.

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Abstract

The invention relates to the field of macromolecules, in particular to a thiol/boronic group modified polymer, a glucose-sensitive hydrogel composition, glucose-sensitive drug-loaded hydrogel and a preparation method thereof. The thiol/phenylboronic group modified polymer is dispersed in a polysaccharide aqueous solution with an o-diol structure, and is stirred to swell under a near-neutral condition, so that the glucose sensitive hydrogel is obtained by utilizing spontaneous oxidation of the thiol group and condensation crosslinking of the boronic acid groups and the o-diol in the molecules. The preparation method of the glucose-sensitive hydrogel is simple, a condensing agent or a free radical initiator does not need to be added, and the glucose-sensitive hydrogel has good injectability, biocompatibility and glucose sensitivity. When the hydrogel is used as a drug carrier, only the drug needs to be added into the glucose sensitive hydrogel to be dissolved or uniformly dispersed. According to the prepared glucose-sensitive drug-loaded hydrogel, the release speed and release behavior of the drug can be adjusted by responding to the change of the glucose concentration, so that the drug can be quickly released when the glucose concentration is high.

Description

technical field [0001] The invention relates to the field of polymers, in particular to a thiol / boronic acid group modified polymer, a glucose-sensitive hydrogel composition, a glucose-sensitive drug-carrying hydrogel and a preparation method thereof. Background technique [0002] Diabetes mellitus is a metabolic disorder characterized by chronic hyperglycemia caused by various etiologies. With the improvement of living standards, the aging of the population and the changes in lifestyle, and the advancement of diagnostic technology, the incidence of diabetes is increasing year by year. It is estimated that by 2035, it will reach 591 million people, becoming the third largest after cardiovascular and malignant tumors. Non-communicable diseases seriously endanger human health and social development. Type 1 diabetes (T1DM) is caused by the selective destruction of pancreatic beta cells through an autoimmune response and is accompanied by many symptoms: excessive thirst, hunger...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/48A61K9/06A61K45/00A61K47/34A61P3/10
CPCA61K9/06A61K45/00A61K47/34A61P3/10C08G69/48
Inventor 徐荷林童梦琪薛鹏鹏赵应征
Owner WENZHOU MEDICAL UNIV
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