Chemical synthesis of quillaic acid, the aglycone of QS-21

文献情報

出版日 2020-12-16

DOI 10.1039/D0QO01356K

インパクトファクター 5.281

著者

Zhi-Yong Zeng, Jin-Xi Liao, Zhen-Ni Hu, De-Yong Liu, Qing-Ju Zhang, Jian-Song Sun

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要旨

With the easily available protoescigenin as a starting material, a protocol to chemically synthesize quillaic acid was established. Benefiting from the scalability of each step comprising the novel protocol, the route featured robustness. Moreover, the devised protocol also exhibited outstanding flexibility, and other scarce and difficult-to-access oleanane-type aglycones, such as echinocystic acid, acacic acid lactone, as well as analogues derived from the D/E-ring rearrangement, C16,21 intramolecular etherification, and E-ring modification with C-substituents, could be conveniently accessed by sharing the common intermediates with quillaic acid.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Chemical synthesis of quillaic acid, the aglycone of QS-21

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