Light-responsive Self-Immolative L-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release via Passerini Three-Component Polymerization

IF 4.1 2区化学 Q2 POLYMER SCIENCE

Chinese Journal of Polymer Science Pub Date : 2024-03-04 DOI:10.1007/s10118-024-3093-9

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引用次数: 0

Abstract

L-glutamic acid (LA) is a bio-based, non-toxic, environmentally friendly material derived from biomass. The present study reports the application of Passerini three-component polymerization (P-3CP) for the straightforward preparation of LA-based light-responsive polyesters (PLTDs) under mild conditions. PLTDs with molar masses up to 8500 g/mol and high yields exceeding 90% are obtained. The chemical structures and light-responsive self-immolative behavior of PLTDs are comprehensively characterized by employing ultraviolet-visible (UV-Vis) spectroscopy, size exclusion chromatography (SEC), nuclear magnetic resonance (NMR) spectroscopy, and liquid chromatography mass spectrometry (LC-MS). Meanwhile, monodisperse PLTD-based doxorubicin-loaded nanoparticles (PLTD-DOX-NP) (size=193 nm, PDI=0.018) are formulated by nanoprecipitation method. Upon light-induced depolymerization, the PLTD-DOX-NP undergoes rapid decomposition, resulting in a burst release of 80% cargo within 13 s. Furthermore, according to biological toxicity tests, the PLTD-NP possesses adequate biosafety, both before and after irradiation. Overall, the incorporation of P-3CP with biorenewable LA-based monomer adheres to the principles of green chemistry, significantly simplifying the synthetic pathway of light-responsive polymers.

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通过帕塞里尼三组份聚合技术实现光响应自惰性 L-谷氨酸基聚酯纳米颗粒的药物控释

摘要 L-谷氨酸（LA）是从生物质中提取的一种生物基无毒环保材料。本研究报告了帕塞里尼三组份聚合法（P-3CP）在温和条件下直接制备基于 LA 的光响应聚酯（PLTDs）的应用。所制备的 PLTD 摩尔质量高达 8500 g/mol，高产率超过 90%。利用紫外-可见光谱（UV-Vis）、尺寸排阻色谱（SEC）、核磁共振（NMR）光谱和液相色谱质谱（LC-MS）对 PLTD 的化学结构和光响应自焚烧行为进行了全面表征。同时，采用纳米沉淀法制备了基于 PLTD 的单分散多柔比星负载纳米粒子（PLTD-DOX-NP）（尺寸=193 nm，PDI=0.018）。光诱导解聚后，PLTD-DOX-NP迅速分解，在13秒内迸发释放出80%的货物。此外，根据生物毒性测试，PLTD-NP在辐照前后都具有足够的生物安全性。总之，P-3CP 与可生物再生的 LA 基单体的结合符合绿色化学原则，大大简化了光响应聚合物的合成途径。

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来源期刊

Chinese Journal of Polymer Science 化学-高分子科学

CiteScore

7.10

自引率

11.60%

发文量

218

审稿时长

6.0 months

期刊介绍： Chinese Journal of Polymer Science (CJPS) is a monthly journal published in English and sponsored by the Chinese Chemical Society and the Institute of Chemistry, Chinese Academy of Sciences. CJPS is edited by a distinguished Editorial Board headed by Professor Qi-Feng Zhou and supported by an International Advisory Board in which many famous active polymer scientists all over the world are included. The journal was first published in 1983 under the title Polymer Communications and has the current name since 1985. CJPS is a peer-reviewed journal dedicated to the timely publication of original research ideas and results in the field of polymer science. The issues may carry regular papers, rapid communications and notes as well as feature articles. As a leading polymer journal in China published in English, CJPS reflects the new achievements obtained in various laboratories of China, CJPS also includes papers submitted by scientists of different countries and regions outside of China, reflecting the international nature of the journal.

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