Chinese Journal of Applied Chemistry ›› 2022, Vol. 39 ›› Issue (9): 1453-1463.DOI: 10.19894/j.issn.1000-0518.210582

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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
  • 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)


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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