Recent Advances on Benzoic-Imine Dynamic Bond Contained Physiological pH Responsive Polymeric Delivery Systems and Injectable Hydrogels

Xiao-zhong QU; Yi-ning HUANG; Zhen-zhong YANG

doi:10.14028/j.cnki.1003-3726.2019.02.004

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Recent Advances on Benzoic-Imine Dynamic Bond Contained Physiological pH Responsive Polymeric Delivery Systems and Injectable Hydrogels

The 30th Anniversary Issue II | 更新时间：2022-09-02

- Recent Advances on Benzoic-Imine Dynamic Bond Contained Physiological pH Responsive Polymeric Delivery Systems and Injectable Hydrogels
- Polymer Bulletin Vol. 32, Issue 2, Pages: 23-32(2019)
- 作者机构：
  
  1.中国科学院大学材料科学与光电技术学院，北京 100049
  2.北京大学第一医院，北京 100034
  3.清华大学化学工程系，北京 100084
- 作者简介：
- 基金信息：
- DOI：10.14028/j.cnki.1003-3726.2019.02.004
  CLC：
- Published：20 February 2019，
  
  Received：24 November 2018，
  
  Revised：29 November 2018，
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Xiao-zhong QU, Yi-ning HUANG, Zhen-zhong YANG. Recent Advances on Benzoic-Imine Dynamic Bond Contained Physiological pH Responsive Polymeric Delivery Systems and Injectable Hydrogels. [J]. Polymer Bulletin 32(2):23-32(2019)
DOI：

Xiao-zhong QU, Yi-ning HUANG, Zhen-zhong YANG. Recent Advances on Benzoic-Imine Dynamic Bond Contained Physiological pH Responsive Polymeric Delivery Systems and Injectable Hydrogels. [J]. Polymer Bulletin 32(2):23-32(2019) DOI： 10.14028/j.cnki.1003-3726.2019.02.004.

摘要

苯甲酰亚胺（Benzoic-imme）是近期被报道的少数能够响应由重大疾病引起的体内内源性pH改变的化学结构之一。由于苯环与碳氮双键共轭作用，使其在正常生理pH值（～7.4）稳定，在弱酸性pH值（<6.8）水解。基于苯甲酰亚胺基团的高分子输送体系，能够高效响应实体肿瘤、脑卒中半暗带等由病变组织内部无氧酵解导致的细胞外弱酸性环境，及因细胞内化所形成的内涵体、溶酶体等酸性环境，赋予该类载体被动靶向效应。另一方面，苯甲酰亚胺是一类重要的动态化学结构，由苯甲醛基团与氨基反应键合，反应条件温和。利用该反应能够在生理环境条件下构筑原位交联体系，获得具有注射能力的高分子水凝胶，用于生物活性物质输送或作为组织工程支架。亚胺形成与水解过程可逆，基于苯甲酰亚胺的生物医用体系不需永久改变材料化学结构，具有明确的代谢途径，为载体设计和材料选择提供方便。目前，苯甲酰亚胺结构已被用于制备环境响应性高分子组装体系、有机／无机杂化体系及高分子水凝胶。本文将介绍最近几年来基于苯甲酰亚胺基团的高分子药物输送体系和组织工程支架材料制备等方面的研究进展。

Abstract

The benzoic-imine generated from amine and benzaldehyde groups is an interesting dynamic covalent bond. The bond is stable around neutral pH value (~7.4) arising from the existence of aromatic ring nest to the carbon-nitrogen double bond

while starts to hydrolyze at very mild acidic pH

e.g. the extracellular pH value of solid tumors (6. 5~6. 8). The hydrolysis kinetics can be tunable by the acidity of the environmental conditions

which becomes faster at endosome and lysosome pH values (ca. 4.5~6.5). These merits are promising to design and construct physiological pH responsive materials with tunable morphologies including polymeric aggregates

polymer/inorganic nanocomposites

microgels and bulk injectable hydrogels. Many potential applications have been demonstrated for delivery vehicles and/or scaffolds for tissue engineering. In this review

we summarizes the recent progresses in the design and synthesis of benzoic-imine dynamic bond contained polymeric systems for biomedical applications.

关键词

苯甲酰亚胺pH响应可注射水凝胶药物输送支架

Keywords

Benzoic-iminepH ResponsibleInjectable hydrogelDrug deliveryTissue engineering

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