应用化学 ›› 2022, Vol. 39 ›› Issue (9): 1453-1463.DOI: 10.19894/j.issn.1000-0518.210582

• 研究论文 • 上一篇    下一篇

基于豆甾醇衍生物的超分子凝胶的合成与性能

王凯, 杨海宽(), 刘慧兰, 路嘉敏, 张晨   

  1. 中北大学化学与化工学院,太原 030051
  • 收稿日期:2021-12-29 接受日期:2022-04-21 出版日期:2022-09-01 发布日期:2022-09-08
  • 通讯作者: 杨海宽
  • 基金资助:
    国家自然科学基金青年科学基金(21802127);山西省应用基础研究计划青年项目(20210302124637);山西省高等学校科技创新项目(2019L0561)

Synthesis and Gelation Properties of Stigmasterol‑Based Supramolecular Gelators

Kai WANG, Hai-Kuan YANG(), Hui-Lan LIU, Jia-Min LU, Chen ZHANG   

  1. School of Chemistry and Chemical Engineering,North University of China,Taiyuan 030051,China
  • Received:2021-12-29 Accepted:2022-04-21 Published:2022-09-01 Online:2022-09-08
  • Contact: Hai-Kuan YANG
  • About author:haikuanyang@nuc.edu.cn
  • Supported by:
    the National Natural Science Foundation of China(21802127);the Applied Basic Research Program of Shanxi Province(20210302124637);the Scientific and Technologial Innovation Programs of Higher Education Institutions in Shanxi(2019L0561)

摘要:

设计合成出两种含有不同结构单元的新型豆甾醇衍生物凝胶因子(化合物12)。通过扫描电子显微镜(SEM)、傅里叶变换红外光谱(FT-IR)和紫外-可见光谱(UV-Vis)等技术手段对形成凝胶的结构和性能进行研究。结果表明,两种凝胶因子可分别在二甲基亚砜及甲醇溶剂中形成稳定的凝胶。其中化合物1还可在二甲基亚砜/水混合溶液体积比分别为9∶1、8∶2和7∶3中形成稳定的凝胶。当化合物12在DMSO溶剂中以质量浓度均为12 mg/mL形成凝胶时,二者的凝胶-溶胶相转变温度(Tgel)分别为51和46 ℃,表明随着凝胶因子中甾体结构单元的增加,其形成凝胶的热稳定性显著下降。在此基础上,以化合物1制备的凝胶为载体,通过紫外-可见光谱对罗丹明B、亚甲基蓝和阿霉素的包封与释放应用进行了研究。结果表明,制备的凝胶可以作为药物载体,并在240 min时在水中达到的最大释放值为84%。本文为豆甾醇衍生物凝胶的制备,及将其作为药物载体在药物输送领域的应用提供了有益的思路。

关键词: 超分子凝胶, 豆甾醇, 自组装, 载体

Abstract:

Two novel stigmasterol derivatives as gelators are synthesized, and named as compounds 1 and 2, respectively. The structure and properties of gels are studied by scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FT-IR) and UV-Vis spectrophotometer. The results of the gelation properties of compounds 1 and 2 show that they could gelate in DMSO and methanol. Compound 1 also forms a stable gel in DMSO/water mixed solvents at a volume ratio of 9∶1, 8∶2, and 7∶3, respectively. In addition, when compounds 1 and 2 are gelated at a mass concentration of 12 mg/mL in DMSO, the gel-sol phase transition temperatures (Tgel) of the two compounds are 51 and 46 ℃, respectively, indicating that the thermal stability of their gelation decreases significantly with the increase of steroidal structural units in the gelator. With the increase of steroid structural units in the gelators, the thermal stability of the gel formation decreases significantly. On this basis, the gel prepared by compound 1 is used as the carrier, and its encapsulation and release in rhodamine B and methylene blue, as well as the anticancer drug doxorubicin are studied by UV-Vis spectroscopy. The results show that the prepared gels could be used as a drug carrier, and the maximum release value reaches 84% in water at 240 min. Furthermore, this study may provide a useful idea for the preparation of stigmasterol derivative gels and its application as a drug carrier in drug delivery.

Key words: Supramolecular gel, Stigmasterol, Self-assembly, Carrier

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