Low molecular weight gelators based on steroid derivatives and pentacyclic triterpenoids

V. Lipson, Karyna Kulyk
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引用次数: 0

Abstract

The article is an overview of the latest achievements in the study of low molecular weight gelling agents based on steroids - cholesterol, estradiol, dehydroepi-androsterone and pentacyclic triterpenoids - arjunolic, glycyrrhetinic acids. These compounds are used as components of smart gels and are of interest for supramolecular chemistry. A gelling agent is a substance that is able to bind various solvents at low concentrations, and the resulting gel has a solid structure which rheological properties are similar to those of solids. Non-covalent interactions: dipole-dipole, van der Waals, electrostatic, hydrogen bonds and π-stacking, are considered as the driving forces for the formation a fibrous network by low molecular weight gelator. In contrast to decades of research into the gelation of polymers, proteins and inorganic substances, low molecular weight organic gelling agents have only recently begun to be actively studied. Their chemical structure is derived from urea, amino acids, carbohydrates, cholesterol and bile acids. Unlike steroid-based gels, information on the use of pentacyclic triterpenoids for the development of low molecular weight gelling agents is extremely limited. The interest in such systems is due to the fact that, like steroids, they have a developed, rigidly organized nanosized molecular platform, making them capable of self-association in polar and nonpolar organic solvents. In addition, the presence of molecules of these compounds in several functional groups that are easily chemically modified, low toxicity and biocompatibility allows them to be considered as promising starting materials for the pharmaceutical industry, in particular for the development of mild dosage forms.
基于甾体衍生物和五环三萜的低分子量凝胶剂
综述了近年来以甾类化合物胆固醇、雌二醇、脱氢表雄酮和五环三萜类化合物阿糖醇、甘草次酸为基础的低分子量胶凝剂的研究进展。这些化合物被用作智能凝胶的组分,并且对超分子化学感兴趣。胶凝剂是一种能够在低浓度下结合各种溶剂的物质,所得凝胶具有与固体流变性质相似的固体结构。非共价相互作用:偶极-偶极、范德华、静电、氢键和π堆积被认为是低分子量凝胶形成纤维网络的驱动力。与几十年来对聚合物、蛋白质和无机物质凝胶化的研究相反,低分子量有机胶凝剂最近才开始被积极研究。它们的化学结构来源于尿素、氨基酸、碳水化合物、胆固醇和胆汁酸。与基于类固醇的凝胶不同,关于五环三萜类化合物用于开发低分子量胶凝剂的信息极其有限。人们对这种系统的兴趣是因为,与类固醇一样,它们有一个发达的、严格组织的纳米级分子平台,使它们能够在极性和非极性有机溶剂中自缔合。此外,这些化合物的分子存在于几个易于化学修饰、低毒性和生物相容性的官能团中,这使它们被认为是制药工业的有前途的起始材料,特别是开发温和剂型的起始材料。
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