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用于制备酸降解水凝胶的含单个肉桂醛缩醛单元的聚乙二醇

Poly(ethylene glycol)s With a Single Cinnamaldehyde Acetal Unit for Fabricating Acid-Degradable Hydrogel.

作者信息

Zhao Xinyue, Shan Pengfei, Liu Haiwei, Li Daai, Cai Peihan, Li Zhongyu, Li Zhihui

机构信息

State Key Laboratory of Optometry & Vision Science, School of Optometry and Ophthalmology and Eye Hospital, Wenzhou Medical University, Wenzhou, China.

College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, China.

出版信息

Front Chem. 2020 Sep 15;8:839. doi: 10.3389/fchem.2020.00839. eCollection 2020.

DOI:10.3389/fchem.2020.00839
PMID:33102441
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7522333/
Abstract

A synthetic route to prepare a poly(ethylene glycol) with a single cinnamaldehyde acetal unit in the polymer chain, was successfully established using a newly synthesized cinnamaldehyde acetal diethylene glycol (CADEG) as initiator. This HO-PEG(ca)-OH is non-toxic and would be degraded into a cinnamaldehyde and two PEG diols in acid environment. A whole polyethylene glycol based hydrogel was easily fabricated by thiol-ene "click" reaction in alkalescence aqueous solution using acrylate-PEG(ca)-acrylate and 4-arm PEG-SH as raw materials at room temperature. The gel time was dependent on the pH of the solution and its alkalinity can promote gel. The hydrogel can be degradable in acidic conditions and the stronger the acidity, the faster the degradation. This HO-PEG(ca)-OH also can be used in synthesis of cinnamaldehyde containing PEG derivatives, block copolymers or other acid degradable materials.

摘要

以新合成的肉桂醛缩醛二甘醇（CADEG）为引发剂，成功建立了一种在聚合物链中制备具有单个肉桂醛缩醛单元的聚乙二醇的合成路线。这种HO-PEG(ca)-OH无毒，在酸性环境中会降解为肉桂醛和两种聚乙二醇二醇。在室温下，以丙烯酸酯-PEG(ca)-丙烯酸酯和四臂PEG-SH为原料，通过硫醇-烯“点击”反应在碱性水溶液中可轻松制备出全聚乙二醇基水凝胶。凝胶时间取决于溶液的pH值，其碱性可促进凝胶形成。该水凝胶在酸性条件下可降解，酸性越强，降解速度越快。这种HO-PEG(ca)-OH还可用于合成含肉桂醛的聚乙二醇衍生物、嵌段共聚物或其他酸可降解材料。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c26/7522333/6b8d0079ffdf/fchem-08-00839-g0009.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c26/7522333/f1fca1b7cc50/fchem-08-00839-g0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c26/7522333/2f09d1063237/fchem-08-00839-g0002.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c26/7522333/720d313d2d95/fchem-08-00839-g0006.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c26/7522333/6b8d0079ffdf/fchem-08-00839-g0009.jpg

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本文引用的文献

1
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ACS Macro Lett. 2012 Sep 18;1(9):1094-1097. doi: 10.1021/mz300265z. Epub 2012 Aug 15.
2
Block Copolymer Micelles in Nanomedicine Applications.嵌段共聚物胶束在纳米医学中的应用。
Chem Rev. 2018 Jul 25;118(14):6844-6892. doi: 10.1021/acs.chemrev.8b00199. Epub 2018 Jun 29.
3
Alcohol and endogenous aldehydes damage chromosomes and mutate stem cells.
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Nature. 2018 Jan 11;553(7687):171-177. doi: 10.1038/nature25154. Epub 2018 Jan 3.
4
Cinnamaldehyde in diabetes: A review of pharmacology, pharmacokinetics and safety.糖尿病中的肉桂醛：药理学、药代动力学及安全性综述
Pharmacol Res. 2017 Aug;122:78-89. doi: 10.1016/j.phrs.2017.05.019. Epub 2017 May 27.
5
Poly(Ethylene Glycol) Dimethacrylates with Cleavable Ketal Sites: Precursors for Cleavable PEG-Hydrogels.具有可裂解缩酮基团的聚（乙二醇）二甲基丙烯酸酯：可裂解的 PEG 水凝胶前体。
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6
Polymerization of Ethylene Oxide, Propylene Oxide, and Other Alkylene Oxides: Synthesis, Novel Polymer Architectures, and Bioconjugation.环氧乙烷、氧化丙烯和其他烷氧基化合物的聚合：合成、新型聚合物结构和生物偶联。
Chem Rev. 2016 Feb 24;116(4):2170-243. doi: 10.1021/acs.chemrev.5b00441. Epub 2015 Dec 29.
7
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8
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9
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