Guaiane-type Sesquiterpenoid Dimers from Artemisia zhongdianensis and Antihepatoma Carcinoma Activity via the p38MAPK Pathway
作者机构:State Key Laboratory of Phytochemistry and Plant Resources in West ChinaKunming Institute of BotanyChinese Academy of SciencesKunmingYunnan650201 China University of Chinese Academy of SciencesBeijing100049 China
出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))
年 卷 期:2023年第41卷第19期
页 面:2453-2468页
核心收录:
学科分类:1008[医学-中药学(可授医学、理学学位)] 1006[医学-中西医结合] 0703[理学-化学] 100602[医学-中西医结合临床] 10[医学]
基 金: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)
主 题:Artemzhongdianolides B1-B17 Artemisia zhongdianensis Guaiane-type sesquiter penoid dimers Antihepatoma activity p38MAPK pathway Cancer NMR spectroscopy X-ray diffraction
摘 要:17 new guaiane-type sesquiterpenoid dimers(GSDs),artemzhongdianolides B1—B17(1—17),were isolated from Artemisia zhongdianensis under the guidance of bioassay,and elucidated by spectral analyses(HRESIMS,1D and 2D NMR,IR,ECD).The absolute configuration of compounds 1,3,7,9,10,and 13 was determined by single-crystal X-ray diffraction ***,artemzhongdianolides B1(1)and B2(2)were the first example of the GSDs fused via a C-13/C-13 single bond,and artemzhongdianolides B3—B17 were[4+2]Diels–Alder adducts of two monomeric *** of the compounds showed antihepatoma cytotoxicity with IC_(50) values ranging from 9.9 to 170.1μmol/***,artemzhongdianolide B9(9)was the most active one against three hepatoma cell lines with IC_(50) values of 13.1μmol/L(HepG2),19.5μmol/L(Huh7),and 19.5μmol/L(SK-Hep-1),and dose-dependently inhibited cell migration and invasion,induced G1 cell cycle arrest and cell apoptosis in HepG2 *** 9 might suppress HepG2 cells via affecting the p38MAPK signaling pathway suggested by machine learning approach,and significantly upregulated expression of phosphorylated p38 validated by Western blot assay.