Biomedical Cationic Polymers Based on the Amino-epoxide Ring-opening Reaction

Yuan-chen Wang; Jun-kai Wang; Bing-ran Yu; Fu-jian Xu

doi:10.11777/j.issn1000-3304.2022.22022

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Biomedical Cationic Polymers Based on the Amino-epoxide Ring-opening Reaction

Review | 更新时间：2024-10-08

- Biomedical Cationic Polymers Based on the Amino-epoxide Ring-opening Reaction
- ACTA POLYMERICA SINICA Vol. 53, Issue 7, Pages: 828-841(2022)
- 作者机构：
  
  北京化工大学材料科学与工程学院北京 100029
- 作者简介：
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2022.22022
  CLC：
- Published：20 July 2022，
  
  Published Online：29 April 2022，
  
  Received：20 January 2022，
  
  Accepted：23 February 2022
- 稿件说明：
移动端阅览
王元琛,王俊凯,俞丙然等.基于胺基与环氧的开环反应构建医用阳离子聚合物[J].高分子学报,2022,53(07):828-841.

Wang Yuan-chen,Wang Jun-kai,Yu Bing-ran,et al.Biomedical Cationic Polymers Based on the Amino-epoxide Ring-opening Reaction[J].ACTA POLYMERICA SINICA,2022,53(07):828-841.
王元琛,王俊凯,俞丙然等.基于胺基与环氧的开环反应构建医用阳离子聚合物[J].高分子学报,2022,53(07):828-841. DOI： 10.11777/j.issn1000-3304.2022.22022.

Wang Yuan-chen,Wang Jun-kai,Yu Bing-ran,et al.Biomedical Cationic Polymers Based on the Amino-epoxide Ring-opening Reaction[J].ACTA POLYMERICA SINICA,2022,53(07):828-841. DOI： 10.11777/j.issn1000-3304.2022.22022.

摘要

近些年，阳离子聚合物在生物医用材料方面的研究与应用得到了广泛的关注. 通过胺基与环氧的开环反应，可以得到伯胺、仲胺、叔胺等含氮阳离子，同时也会产生丰富的羟基，这赋予了所得聚合物优异的生物相容性以及穿透细胞的能力. 本文主要就近些年来通过胺基与环氧的开环反应，所得到的基于乙醇胺功能化的聚甲基丙烯酸缩水甘油酯(PGEA)的阳离子聚合物和支化阳离子聚合物的构建策略，以及其在核酸递送、抗菌等方面的应用进行总结阐述.

Abstract

Cationic polymers have been widely used as biomedical materials in recent years. Cationic polymers possess an outstanding capability to bind to cell membranes owing to their positive charge

following which they can penetrate the cell membranes. Among such polymers

nitrogenous cations

such as primary amines

secondary amines

and tertiary amines

are obtained through the ring-opening reaction of amine groups with epoxy functionalities. Moreover

abundant hydroxyl groups can be generated because of such reaction

endowing the obtained polymers with good biocompatibility. This article introduces three strategies for t

he construction of cationic polymers based on the ring-opening reaction of amine groups with epoxy groups and verifies the applicability of the strategies in bio-based applications (

e.g

gene delivery and antibacterial activity): (1) Poly-(glycidyl methacrylate) (PGMA)

which is rich in the epoxy functionality

is synthesized by atom transfer radical polymerization (ATRP) and reversible addition-fragmentation chain transfer polymerization (RAFT) reactions and reacts with amine groups for further modification. A series of functional and hydroxy-rich ethanolamine-functionalized PGMA (denoted by PGEA) were synthesized by the ATRP polymerization of glycidyl methacrylate using designed small functional molecules as initiators or introducing functional molecules using amine groups to conduct ring-opening reactions with PGMA. (2) Based on the host-guest assembly

hydrophilic and hydrophobic assembly

and electrostatic assembly

a series of cationic polymers coupled with macromolecules were designed by assembling PGEA-based cationic polymers with native polysaccharides or native proteins. (3) By designing degradable monomers with multiple amine or epoxy groups

reducible branched cationic polymers with abundant hydroxyl groups were synthesized

via

the “one-pot” ring-opening reaction of amine groups and epoxy groups. These biodegradable branched cationic polymers can be responsively and tunably degraded in specific microenvironments

which is favorable for gene release and biosafety. These findings are greatly significant for the future development of biomaterials.

关键词

阳离子聚合物开环反应多羟基核酸递送载体抗菌材料

Keywords

Cationic polymersRing-opening reactionHydroxyl-richNucleic acid delivery vectorAntibacterial materials

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