Preparation method of glucose and temperature-responsive insulin controlled release carrier

A temperature-responsive, controlled-release carrier technology, applied in the fields of polymer materials and biomedical engineering, can solve problems such as allergy, edema, control of blood sugar concentration, hypoglycemia, etc., and achieve the effect of simple and easy synthesis method and wide source.

Inactive Publication Date: 2014-06-18
TONGJI UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Nevertheless, this widely used method still cannot control the blood sugar concentration well, and often causes the acute complication of hypoglycemia, even fainting and shock when severe, and long-term injection also brings great inconvenience to the patient, and may Cause allergies, edema and other side effects

Method used

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  • Preparation method of glucose and temperature-responsive insulin controlled release carrier

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Dissolve 28g of ethylenediamine in 150mL of 1,4-dioxane, and dissolve 13.2g of di-tert-butyl dicarbonate in 150mL of 1,4-dioxane in advance, under stirring Slowly added to the ethylenediamine solution, added dropwise for 5 hours, then reacted at room temperature for 48 hours, and obtained the product II (tert-butyl N-(2-aminoethyl)formate) through precipitation, filtration, extraction and drying; Weigh 8.5g of product II and dissolve it in 100mL of dichloromethane (DCM), add 5.6g of anhydrous Na after cooling to 0°C 2 CO3 , after stirring for a period of time, 80 mL of DCM solution of acryloyl chloride (6.0 g) was added dropwise at 0°C for 3 hours, and the reaction was continued at room temperature for 16 hours. After the reaction was completed, it was extracted, dried, and reduced pressure Distillation and other operations to obtain the product Ⅲ (N-tert-butoxycarbonyl-N 1 -acryloyl diaminoethane); Weigh 2.0g of product III and dissolve it in 10mL of DCM, add 30mL of ...

Embodiment 2

[0032] Dissolve 25g of ethylenediamine in 100mL of dichloromethane (DCM), pre-dissolve 13.0g of di-tert-butyl dicarbonate in 100mL of DCM, slowly add to the ethylenediamine solution, dropwise for 6h, Then react at room temperature for 54h, and obtain product II (N-(2-aminoethyl) tert-butyl formate) through operations such as precipitation, filtration, extraction and drying; 9.0 g of product II N-(2-aminoethyl) Dissolve tert-butyl formate in 80 mL of chloroform, add 5.3 g of anhydrous Na after cooling to 0 °C 2 CO 3 After stirring for a period of time, 60 mL of acryloyl chloride (6.0 g) in chloroform was added dropwise at 0°C for 4 hours, and the reaction was continued at room temperature for 18 hours. After the reaction was completed, it was extracted, dried, and distilled under reduced pressure. and other operations to obtain the product Ⅲ (N-tert-butoxycarbonyl-N 1 -acryloyl diaminoethane); Weigh 1.94g of product III and dissolve it in 10mL of DCM, add 28mL of trifluoroace...

Embodiment 3

[0035] Dissolve 30g of ethylenediamine in 80mL of chloroform, pre-dissolve 14g of di-tert-butyl dicarbonate in 120mL of chloroform, and slowly add it to the ethylenediamine solution under stirring, dropwise for 7h , and then reacted at room temperature for 60h, and obtained the product II (N-(2-aminoethyl) tert-butyl formate) through precipitation, filtration, extraction and drying; weighed 9.0g of the product II N-(2-aminoethyl Base) tert-butyl formate was dissolved in 80mL of chloroform, and after cooling to 0°C, 6.0g of anhydrous Na was added 2 CO 3 After stirring for a period of time, 80 mL of chloroform solution of acryloyl chloride (6.5 g) was added dropwise at 0°C for 5 hours, and the reaction was continued at room temperature for 20 hours. After the reaction was completed, it was extracted, dried, and reduced Pressure distillation and other operations to obtain the product Ⅲ (N-tert-butoxycarbonyl-N 1 -acryloyldiaminoethane); Dissolve 2.15g of product III in 10mL of ...

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Abstract

The invention relates to a preparation method of a glucose and temperature-responsive insulin controlled release carrier. 1,2-diaminoethane is used as an initial raw material, is protected through di-tert-butyl dicarbonate and then is reacted with acryloyl chloride to prepare 2-aminoethyl acrylamide, and then the 2-aminoethyl acrylamide is reacted with the reaction product 4-chloroformylphenylboronic acid pinacol ester of the 4-carboxybenzeneboronic acid to prepare the monomer N-acrylamide ethyl-4-(tetramethyl-dioxaborolan)-benzamide with glucose responsiveness. The Raft polymerization of the monomer is initiated through trithiocarbonate DDMAT, and then the obtained polymer is used as a macromolecular chain transfer agent to initiate the copolymerization of the MEO2MA and the OEGMA to obtain a block copolymer material PAEB-b-P. The block copolymer has glucose and temperature responsiveness, can control the release of the carried insulin according to the concentration of the glucose in the external environment, has biodegradability, biocompatibility and bioactivity and is widely applied in the fields of medicine controlled release carriers and biological intelligent switches. The preparation method is simple and easy, the raw material can be industrially produced, and the method has great popularization and application value.

Description

technical field [0001] The invention belongs to the fields of polymer materials and biomedical engineering, and in particular relates to a preparation method of a glucose and temperature-responsive insulin controlled-release carrier. Background technique [0002] In recent years, smart polymer materials have received extensive attention due to their potential application prospects in the fields of drug controlled release carriers, biosensors, and bio-smart switches. Smart polymers are a class of polymer materials that can respond to changes in the external environment and produce corresponding physical and chemical structure changes or even mutations. More intelligent polymers currently studied mainly include temperature-sensitive, pH-sensitive and light-sensitive polymer materials. With the in-depth research on smart polymer materials, people have discovered many types of sensitive smart polymers, such as CO2-sensitive, salt-sensitive and glucose-sensitive polymers. [00...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F293/00C08F220/28C08F2/38A61K47/32
Inventor 袁伟忠沈进
Owner TONGJI UNIV
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