Lu Jinrong, Hu Jinshan, Liang Yinghua, Cui Wenquan
College of Chemical Engineering, Hebei Key Laboratory for Environment Photocatalytic and Electrocatalytic Materials, North China University of Science and Technology, Tangshan 063210, China.
Materials (Basel). 2019 Feb 18;12(4):614. doi: 10.3390/ma12040614.
Ursolic acid (UA) as a natural ursane-triterpenoid has rich pharmacological activities. We have found that it possesses aggregation properties and could self-assemble into organogels. Based on the aggregation property of ursolic acid in suitable solvents, its derivative appended with aromatic rings by amide groups was synthesized. The property of self-assembly into organogel was studied in this paper. The results revealed that this derivative could form supramolecular gel in halogenated benzene and also gelate chloroform in the presence of toluene or -xylene. By Fourier-transform infrared spectra (FT-IR) and variable temperature proton nuclear magnetic resonance (¹H NMR), it was proved that intermolecular hydrogen bonding and π⁻π stacking interaction were the primary driving forces for the aggregation to form organogel.
熊果酸(UA)作为一种天然的乌苏烷型三萜类化合物具有丰富的药理活性。我们发现它具有聚集特性,能够自组装成有机凝胶。基于熊果酸在合适溶剂中的聚集特性,合成了通过酰胺基团连接芳环的其衍生物。本文研究了该衍生物自组装成有机凝胶的性质。结果表明,该衍生物能在卤代苯中形成超分子凝胶,在甲苯或对二甲苯存在下也能使氯仿凝胶化。通过傅里叶变换红外光谱(FT-IR)和变温质子核磁共振(¹H NMR)证明,分子间氢键和π-π堆积相互作用是聚集形成有机凝胶的主要驱动力。