Department of Pharmaceutics and Drug Delivery, School of Pharmacy, The University of Mississippi, University, MS, 38677, USA.
Department of Biomedical Engineering, University of Alabama at Birmingham, Birmingham, AL, 35294, USA.
Macromol Rapid Commun. 2017 Oct;38(19). doi: 10.1002/marc.201700395. Epub 2017 Aug 21.
In the past decade, the self-immolative biodegradable polymer arose as a novel paradigm for its efficient degradation mechanism and vast potential for advanced biomedical applications. This study reports successful synthesis of a novel biodegradable polymer capable of self-immolative backbone cleavage. The monomer is designed by covalent conjugations of both pendant redox-trigger (p-nitrobenzyl alcohol) and self-immolative linker (p-hydroxybenzyl alcohol) to the cyclization spacer (n-2-(hydroxyethyl)ethylene diamine), which serves as the structural backbone. The polymerization of the monomer with hexamethylene diisocyanate yields a linear redox-sensitive polymer that can systemically degrade via sequential 1,6-elimination and 1,5-cyclization reactions within an effective timeframe. Ultimately, the polymer's potential for biomedical application is simulated through in vitro redox-triggered release of paclitaxel from polymeric nanoparticles.
在过去的十年中，自毁型可生物降解聚合物作为一种新型的范式出现，因其高效的降解机制和在先进的生物医学应用中的巨大潜力而备受关注。本研究报告了一种新型可生物降解聚合物的成功合成，该聚合物能够进行自毁型主链断裂。该单体通过将侧链氧化还原触发基团（对硝基苄醇）和自毁型连接子（对羟基苄醇）共价键合到环化间隔基（n-2-（羟乙基）乙二胺）上进行设计，该间隔基作为结构主链。单体与己二异氰酸酯聚合生成线性氧化还原敏感聚合物，可通过在有效时间内的连续 1,6-消除和 1,5-环化反应进行系统降解。最终，通过聚合物纳米粒中紫杉醇的氧化还原触发释放模拟了该聚合物在生物医学应用中的潜力。
