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基于含二硫键席夫碱形成的葡聚糖水凝胶:合成、刺激响应性降解和释放行为。

Dextran hydrogels via disulfide-containing Schiff base formation: Synthesis, stimuli-sensitive degradation and release behaviors.

机构信息

Faculty of Chemical Engineering, Kunming University of Science and Technology, 727 South Jingming Road, Kunming, 650500, China.

Faculty of Chemical Engineering, Kunming University of Science and Technology, 727 South Jingming Road, Kunming, 650500, China.

出版信息

Carbohydr Polym. 2021 Aug 1;265:118085. doi: 10.1016/j.carbpol.2021.118085. Epub 2021 Apr 16.

Abstract

Dextran hydrogels (Dex-SS) containing both disulfide and Schiff base bonds were developed via facile method based on the dextran oxidation and subsequent formation of Schiff base linkages between polyaldehyde dextran and cystamine, denoted as the disulfide-containing Schiff base reactions. Results of rheology, swelling and C CP/MAS NMR study indicated that cross-linking degree of Dex-SS hydrogels depended strongly on the molar ratio of -CHO/-NH. Acidic and reductive (GSH) environment sensitive degradation behaviors of Dex-SS hydrogels were then evidenced by SEM, rheology study and Ellman's assay. Moreover, doxorubicin (DOX) was loaded into the hydrogel matrix and pH/GSH-responsive release behaviors were demonstrated. Cytocompatibility of Dex-SS hydrogel and effective cell uptake of released DOX was finally proved by transwell assay with HepG2 cells. Take advantages of the abundance of vicinal hydroxyl on a variety of polysaccharides, the disulfide-containing Schiff base reactions is considered as versatile method to develop stimuli-sensitive hydrogels for local drug delivery.

摘要

含有二硫键和席夫碱键的葡聚糖水凝胶(Dex-SS)是通过基于葡聚糖氧化和多醛葡聚糖与半胱胺之间席夫碱键形成的简便方法开发的,称为含有二硫键的席夫碱反应。流变学、溶胀和 C CP/MAS NMR 研究结果表明,Dex-SS 水凝胶的交联程度强烈依赖于-CHO/-NH 的摩尔比。通过 SEM、流变学研究和 Ellman 测定证实了 Dex-SS 水凝胶在酸性和还原(GSH)环境下的敏感降解行为。此外,阿霉素(DOX)被载入水凝胶基质中,并证明了 pH/GSH 响应性释放行为。最后,通过 HepG2 细胞的 Transwell 测定证明了 Dex-SS 水凝胶的细胞相容性和释放的 DOX 的有效细胞摄取。利用各种多糖上邻位羟基的丰富性,含有二硫键的席夫碱反应被认为是开发用于局部药物递送的刺激响应性水凝胶的通用方法。

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