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Phenylboronic acid functionalized zwitterion blocked copolymer and glucose-sensitive bionic nano-carrier

A block copolymer and glucose-sensitive technology, which can be used in drug combinations, medical preparations of non-active ingredients, metabolic diseases, etc., and can solve problems such as limitations in application fields

Active Publication Date: 2017-12-22
JILIN JIANZHU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the nano-drug carriers prepared by the prior art do not use zwitterionic polymer carriers, which limits their application fields

Method used

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  • Phenylboronic acid functionalized zwitterion blocked copolymer and glucose-sensitive bionic nano-carrier
  • Phenylboronic acid functionalized zwitterion blocked copolymer and glucose-sensitive bionic nano-carrier
  • Phenylboronic acid functionalized zwitterion blocked copolymer and glucose-sensitive bionic nano-carrier

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0107] In a 10mL single-necked flask equipped with a magnet, add the initiator of the formula V structure, carboxybetaine methyl acrylate (CBMA) monomer (9.17g, 40mmol) and 90mL H 2 O / CH 3 OH (1:l, v / v) mixed solvent. After stirring and fully dissolving, under the protection of nitrogen, after three cycles of freezing, pumping, and melting, CuBr (7.2mg, 0.05mmol) and BPY (16mg, 0.1mmol) that had been deoxygenated were added, and reacted at 35°C for 48h. After the reaction, the solution was exposed to air to terminate the reaction. The resulting reaction solution was passed through a silica gel column using methanol as an eluent to remove copper salts and BPY. The filtrate was concentrated by rotation, settled with ether, filtered, and dried in vacuum to obtain a Boc-protected zwitterionic polymer.

[0108] The Boc-protected zwitterionic polymer was dissolved in 50 mL of DMF, and 16 mL of trifluoroacetic acid solution (trifluoroacetic acid / dichloromethane: 25%, v / v) was adde...

Embodiment 2

[0113] In a 10mL single-necked flask equipped with a magnet, add the initiator of formula V structure (310.18mg, 1mmol), thiobetaine methyl acrylate (SBMA) monomer (22.35g, 80mmol) and 200mL H 2 O / CH 3 OH (1:l, v / v) mixed solvent. After stirring and fully dissolving, under the protection of nitrogen, after three cycles of freezing, pumping, and melting, CuBr (7.2mg, 0.05mmol) and BPY (16mg, 0.1mmol) that had been deoxygenated were added, and reacted at 35°C for 48h. After the reaction, the reaction solution was exposed to air to terminate the reaction. The reaction solution was passed through a silica gel column using methanol as an eluent to remove copper salts and BPY. The filtrate was concentrated by rotation, settled with ether, filtered, and dried in vacuum to obtain a Boc-protected zwitterionic polymer.

[0114] The Boc-protected zwitterionic polymer was dissolved in 100 mL of DMF, and 16 mL of trifluoroacetic acid solution (trifluoroacetic acid / dichloromethane: 25%, ...

Embodiment 3

[0119] In a 10mL single-necked flask equipped with a magnet, add the initiator of the formula V structure (310.18mg, 1mmol), phosphorylcholine methacrylate (MPC) monomer (33g, 110mmol) and 300mL H 2 O / CH 3 OH (1:l, v / v) mixed solvent. After stirring and fully dissolving, under the protection of nitrogen, after three cycles of freezing, pumping, and melting, CuBr (7.2mg, 0.05mmol) and BPY (16mg, 0.1mmol) that had been deoxygenated were added, and reacted at 35°C for 48h. After the reaction, the solution was exposed to air to terminate the reaction. The reaction solution was passed through a silica gel column using methanol as an eluent to remove copper salts and BPY. The filtrate was concentrated by rotation, settled with ether, filtered, and dried in vacuum to obtain a Boc-protected zwitterionic polymer.

[0120] The Boc-protected zwitterionic polymer was dissolved in 150 mL of DMF, and 16 mL of trifluoroacetic acid solution (trifluoroacetic acid / dichloromethane: 25%, v / v) ...

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Abstract

The invention provides a phenylboronic acid functionalized zwitterion blocked copolymer and a glucose-sensitive bionic nano-carrier. The phenylboronic acid functionalized zwitterion blocked copolymer is of a structure shown as a formula I. The phenylboronic acid functionalized zwitterion blocked copolymer and the glucose-sensitive bionic nano-carrier have the advantages that the phenylboronic acid functionalized zwitterion blocked copolymer and polyglutamic acid ester are excellent in biocompatibility, and the polyglutamic acid ester is excellent in biodegradability and is modified by phenylboronic acid; the glucose-sensitive bionic nano-carrier is excellent in biocompatibility and biodegradability; the glucose-sensitive bionic nano-carrier is excellent in glucose-sensitive property owing to special boron ester bond forming reaction between the phenylboronic acid and 1, 2-diol, can quickly react to change of the concentration of glucose and is favorable for releasing glucose-sensitive medicines, and accordingly curative effects of the medicines can be improved; the phenylboronic acid functionalized zwitterion blocked copolymer can be effectively applied to the field of biological application, is excellent in glucose-sensitive medicine release performance and has potential diabetes mellitus treatment application.

Description

technical field [0001] The invention relates to the technical field of polymer materials, in particular to a phenylboronic acid functionalized zwitterionic block copolymer and a glucose-sensitive biomimetic nanocarrier. Background technique [0002] Diabetic patients are becoming younger and the number of patients is increasing rapidly, which seriously endangers human health, and the treatment of diabetes is imminent. Diabetes is an endogenous disease, which is a disease in which blood sugar rises due to insufficient insulin secretion in the body, and there is sugar in the urine. Although regular injection of insulin can quickly lower blood sugar, frequent injections bring great pain to patients, and the patient's tolerance is poor. [0003] Environmentally sensitive materials are a type of polymer materials that can respond to external environmental stimuli, such as temperature, ion concentration, pH value, glucose, etc., and change accordingly. Among them, glucose-sensit...

Claims

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Application Information

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IPC IPC(8): C08G69/48C08G69/42C08G69/14C08F120/36C08F120/38C08F130/02A61K47/34A61K9/107A61K38/28A61P3/10
CPCA61K9/1075A61K38/28A61K47/34C08F120/36C08F120/38C08F130/02C08G69/14C08G69/42C08G69/48
Inventor 赵丽王立艳盖广清肖姗姗毕菲
Owner JILIN JIANZHU UNIVERSITY
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