Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China.
College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, China.
Int J Biol Macromol. 2024 Mar;262(Pt 1):130013. doi: 10.1016/j.ijbiomac.2024.130013. Epub 2024 Feb 9.
A natural polysaccharide-based vehicle is facilely prepared for enantioselective loading of S-naproxen (S-NPX) and its programmed release. Cyclodextrin metal-organic frameworks (CD-MOF) are synthesized through the coordination of K with γ-cyclodextrin (γ-CD). Compared with R-NPX, the CD-MOF preferably combines with S-NPX, which can be confirmed by the thermodynamic calculations. The S-NPX loaded CD-MOF (CD-MOF-S-NPX) is grafted with disulfide bond (-S-S-) to improve its hydrophobicity, and the loaded S-NPX is further encapsulated in the chiral cavity of γ-CD by carboxymethyl potato starch (CPS) hydrogels. The intermolecular hydrogen bonding of the CPS hydrogels is prone to be destroyed in mildly basic media (∼pH 8.0), resulting in the swelling of the hydrogels; the -S-S- linkage in the vehicle can be cleaved in the presence of glutathione (GSH), leading to the collapse of the CD-MOF. Therefore, the programmed release of S-NPX can be achieved. Also in this work, the release kinetics is investigated, and the results indicate that the release of S-NPX is controlled by the Higuchi model.
一种天然多糖基载体被简便地制备用于对 S-萘普生（S-NPX）进行对映选择性负载及其程序释放。环糊精金属-有机骨架（CD-MOF）通过 K 与γ-环糊精（γ-CD）的配位合成。与 R-NPX 相比，CD-MOF 更优先与 S-NPX 结合，这可以通过热力学计算得到证实。负载 S-NPX 的 CD-MOF（CD-MOF-S-NPX）接枝有二硫键（-S-S-）以提高其疏水性，负载的 S-NPX 进一步通过羧甲基马铃薯淀粉（CPS）水凝胶被包封在γ-CD 的手性腔中。CPS 水凝胶的分子间氢键容易在温和碱性介质（约 pH 8.0）中被破坏，导致水凝胶溶胀；载体中的-S-S-键在谷胱甘肽（GSH）的存在下可以被切断，导致 CD-MOF 崩溃。因此，可以实现 S-NPX 的程序释放。此外，在这项工作中，还研究了释放动力学，结果表明 S-NPX 的释放由 Higuchi 模型控制。
