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Injectable dynamic covalent hydrogels of boronic acid polymers cross-linked by bioactive plant-derived polyphenols†
Biomaterials Science ( IF 5.8 ) Pub Date : 2018-08-02 00:00:00 , DOI: 10.1039/c8bm00453f
Zhuojun Huang 1 , Peyman Delparastan , Patrick Burch , Jing Cheng , Yi Cao , Phillip B Messersmith
Affiliation  

We report here the development of hydrogels formed at physiological conditions using PEG (polyethylene glycol) based polymers modified with boronic acids (BAs) as backbones and the plant derived polyphenols ellagic acid (EA), epigallocatechin gallate (EGCG), tannic acid (TA), nordihydroguaiaretic acid (NDGA), rutin trihydrate (RT), rosmarinic acid (RA) and carminic acid (CA) as linkers. Rheological frequency sweep and single molecule force spectroscopy (SMFS) experiments show that hydrogels linked with EGCG and TA are mechanically stiff, arising from the dynamic covalent bond formed by the polyphenol linker and boronic acid functionalized polymer. Stability tests of the hydrogels in physiological conditions revealed that gels linked with EA, EGCG, and TA are stable. We furthermore showed that EA- and EGCG-linked hydrogels can be formed via in situ gelation in pH 7.4 buffer, and provide long-term steady state release of bioactive EA. In vitro experiments showed that EA-linked hydrogel significantly reduced the viability of CAL-27 human oral cancer cells via gradual release of EA.

中文翻译:


由生物活性植物源多酚交联的硼酸聚合物的可注射动态共价水凝胶†



我们在此报告了在生理条件下使用以硼酸(BA)作为主链改性的基于 PEG(聚乙二醇)的聚合物和植物源多酚鞣花酸(EA)、表没食子儿茶素没食子酸酯(EGCG)、单宁酸(TA)形成的水凝胶的开发、去甲二氢愈创木酸 (NDGA)、三水芦丁 (RT)、迷迭香酸 (RA) 和胭脂红酸 (CA) 作为连接剂。流变扫频和单分子力谱 (SMFS) 实验表明,由多酚连接体和硼酸官能化聚合物形成的动态共价键,与 EGCG 和 TA 连接的水凝胶具有机械刚性。生理条件下水凝胶的稳定性测试表明,与 EA、EGCG 和 TA 连接的凝胶是稳定的。我们还表明,EA 和 EGCG 连接的水凝胶可以通过在 pH 7.4 缓冲液中原位凝胶化形成,并提供生物活性 EA 的长期稳态释放。体外实验表明,EA 连接的水凝胶通过逐渐释放 EA 显着降低 CAL-27 人类口腔癌细胞的活力。
更新日期:2018-08-02
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