Artemiprincepsolides A-F,Novel Germacrane-guaiane and Eudesmane-guaiane Sesquiterpenoid Dimers from Artemisia princeps and Their Antihepatoma Activity  

作　　者：Li-Hua Su Wen-Jing Ma Yun-Bao Ma Tian-Ze Li Chang-An Geng Wei Dong Xiao-Feng He Xue-Mei Zhang 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》2023年第20期2648-2656,共9页中国化学（英文版）

基　　金：This work was financially supported by the Key Program of the 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 YunnanProvince(202105AC160021).

摘　　要：Artemiprincepsolides A-F(1-6)were isolated from Artemisia princeps guided by bioactivity and elucidated by comprehensive spectral data and ECD calculation.Compounds 1-3 represented the first connecting model of germacrane-guaiane hetero-dimeric adducts,and compounds 4-6 were eudesmane-guaiane hetero-coupled sesquiterpenoid dimers,meanwhile,all these were presumably formed by Diels-Alder cycloaddition.Compounds 1-6 were evaluated for their hepatomatic cytotoxicity on three hepatoma cell lines,and demonstrated cytotoxicity with IC_(50)values in the range of 5.0-67.3μmol/L.Interestingly,compound 1 manifested significant cytotoxicity against HepG2,Huh7,and SK-Hep-1 cells with IC_(50)values of 9.9,9.2,and 5.0μmol/L,which were almost equivalent to the positive control,sorafenib.Flow cytometry data and Western blot assays revealed the most active compound 1 dose-dependently inhibited cell migration and invasion,and significantly induced HepG2 cells arrest in G2/M phase by downregulating proteins pcdc2 and upregulating the level of protein CyclinB1;and induced apoptosis by downregulating of Bcl-2 expression and upregulating Bax level.

关 键 词：Artemisia princeps Hetero-coupled sesquiterpenoid dimers Structure elucidation Stereochemistry Artemiprincepsolides Biological activity Antihepatoma activity Apoptosis 

分 类 号：R730.5[医药卫生—肿瘤]