基于三萜骨架的超分子凝胶体系

卢金荣; 巨勇

doi:10.7536/PC150923

化学进展 ›› 2016, Vol. 28 ›› Issue (2/3) :260-268 DOI: 10.7536/PC150923

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基于三萜骨架的超分子凝胶体系

^1*

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Supramolecular Gels Based on Natural Product-Triterpenoids

Lu Jinrong^1*, Ju Yong²

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文章历史 +

摘要

基于有机小分子多级自组装形成的超分子凝胶,由于其潜在的应用前景越来越受到人们的关注。合理设计凝胶因子并实现在适当的溶剂中自组装形成纤维状结构,对于分子识别和自组装来说都有一定挑战。三萜化合物具有独特的手性骨架结构,是一类重要的生物活性天然产物, 在消炎、降血脂、保肝护肾、抗菌、抗肿瘤、抗真菌等方面有着重要的药用价值。近年来,基于独特的手性刚性骨架和具有多个可修饰位点的特点,此类化合物的聚集性质和在超分子组装方面的应用已经引起关注。本文总结了未经修饰的五环三萜化合物的聚集组装性质和基于此类骨架的功能分子在超分子凝胶方面的研究,并介绍了此类超分子凝胶潜在的应用。结果表明,发展基于此类天然产物骨架的超分子组装体,不仅为超分子凝胶的研究引入新的构筑基元,并且能够达到阐述生物活性分子之间相互作用力以及充分利用自然界资源创造新材料的目的。

Abstract

Supramolecular gels based on hierarchically self-assembly of small organic molecules through non-covalent interactions attract more and more attention because of the potential applications. Expected design of gelators that could directly self-assembly into fiber network instead of serendipity is challenging for both molecular recognition and supramolecular self-assembly. Pentacyclic triterpenoids with unique chiral skeleton structures are very important active biomolecules as natural products. They have much medicinal value because of their biological activities such as liver-protecting,anti-hyperlipidemia, anti-tumor, anti-virus and anti-inflammatory. Due to the characteristics of rigid chiral skeleton and multiple reaction sites, the aggregation and self-assembly properties of pentacyclic triterpenoids have attracted more and more attention. In this review, the aggregation property of pentacyclic triterpenoids without any modification in different solvents and supramolecular gels formed by functional molecules based on derivatives of triterpenoids are described in detail. In addition, the potential applications of the gels based on pentacyclic triterpenoids are also represented. Imitating and modifying these natural products used as building blocks in self-assembling architectures can not only minimize the tedious synthetic work of gelators and introduce ready units for supramolecular gels, but also help to elaborate the interactions between biomolecules and make use of natural products to create new materials.

Contents
1 Introduction
2 Supramolecular gels based on pentacyclic triterpenoids without modification
2.1 Supramolecular gels based on lupane-triterpenoid
2.2 Supramolecular gels based on oleanane-triterpenoid
3 Supramolecular gels based on pentacyclic triterpenoid derivatives
3.1 Gelators of pentacyclic triterpenoid derivatives start from carboxyl
3.2 Gelators of pentacyclic triterpenoid derivatives start from hydroxyl
4 Conclusion and outlook

Graphical abstract

关键词

三萜骨架 / 功能分子 / 超分子凝胶 / 聚集性质

Key words

triterpenoid skeleton / functional molecule / supramolecular gel / aggregation property

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卢金荣, 巨勇. 基于三萜骨架的超分子凝胶体系[J]. 化学进展, 2016, 28(2/3): 260-268 DOI:10.7536/PC150923

Lu Jinrong, Ju Yong. Supramolecular Gels Based on Natural Product-Triterpenoids[J]. Progress in Chemistry, 2016, 28(2/3): 260-268 DOI:10.7536/PC150923

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