Artemordins A-S, Cadinane-Type Sesquiterpenoid Dimers from Artemisia ordosica and Their Antihepatoma Activities  

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作  者:Yuan Wang Tian-Ze Li Yun-Bao Ma Chang-An Geng Yong-Cui Wang Ji-Jun Chen 

机构地区:[1]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming,Yunnan 650201,China [2]University of Chinese Academy of Sciences,Beijing 100049,China

出  处:《Chinese Journal of Chemistry》2024年第13期1493-1508,共16页中国化学(英文版)

基  金:This work was financially supported by the Key Program of National Natural Science Foundation of China(22137008);the Xingdian Yingcai Project(YNWR-KJLJ-2019-002);the Youth Innovation Promotion Association,CAS(2020386);the Reserve Talents of Young and Middle-aged Academic and Technical Leaders in Yunnan Province(202105AC160021);the High-Level Talent Program of Yunnan Province(YNQR-QNRC-2020-125);the Science and Technology Plan Projects in Yunnan Province(202201AT070143);State Key Laboratory of Phytochemistry and Plant Resources in West China(P2021-ZZ06).

摘  要:Nineteen new cadinane-involving sesquiterpenoid dimers,artemordins A-S(1-—19),together with 13 known SDs(20-32)were isolated from Artemisia ordosica.Their structures and absolute configurations were established by comprehensive spectral analyses,X-ray single crystal diffraction,theoretical ECD,and NMR calculations.Chemically,artemordins A-F(1—6)were the first examples of two cadinane units constructed by unprecedented C-3−C-15′or C-3−C-13′single bond with an oxido-rearranged 6/5/6/6 fused ring system;artemordins G-K(7-11)were biogenetically connected by[4+2]cycloaddition reaction and artemordins G-J(7-10)possessed a novel 5/6/6/6/6/6/5-heptacyclic fused ring system.Artemordins L-S(12-19)were formed by esterification,which involved three different types of sesquiterpenoids.Antihepatoma assay suggested that the most active compounds,artemordins B and H(2 and 8),exhibited inhibitory activities on three hepatoma cell lines with IC50 values of 26.9 and 25.1μmol/L(HepG2),29.5 and 18.3μmol/L(Huh7),19.7 and 15.7μmol/L(SK-Hep-1).

关 键 词:Artemisia ordosica Artemordins A-s Cadinane-type sesquiterpenoid dimers Antihepatoma activities TERPENOIDS Natural products CYTOTOXICITY 

分 类 号:O62[理学—有机化学]

 

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