Synthetic Investigation toward Acyl Group-Free Escin Derivatives
Xin Lv , Jin-Xi Liao , Zhen-Qiang Li , Zhi-Sheng Xiong , Qi-Shuang Yin , Hui Liu , Yuan-Hong Tu , Jian-Song Sun
Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (24) : 3263 -3268.
Synthetic Investigation toward Acyl Group-Free Escin Derivatives
Comprehensive Summary:With protoescigenin as starting material and through orchestrated application of Yu and Schmidt glycosylation protocols, the synthesis of acyl group-free escin derivatives was achieved for the first time. As the undesired non-specific toxicity, originating from the existence of acyl groups on aglycone, prohibits the wide application of escins, the established strategies toward non-acylated protoescigenin-type saponins would dramatically ease the access to escin derivatives dispense of acyl groups, thereby speeding up the pace of pharmaceutical use of these valuable compounds.
Escin / Triterpenoid saponin / Synthesis / Yu glycosylation / Schmidt glycosylation / Carbohydrates / Gold / Hydrogen bonds
2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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