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New guaiane-type sesquiterpenoid dimers from Artemisia atrovirens and their antihepatoma activity
Su,Lihua; Zhang,Xintian; Ma,Yunbao; Geng,Changan; Huang,Xiaoyan; Hu,Jing; Li,Tianze; Tang,Shuang; Shen,Cheng; Gao,Zhen; Zhang,Xuemei; Chen,Ji-Jun
2021
发表期刊ACTA PHARMACEUTICA SINICA B
ISSN2211-3835
卷号11期号:6页码:1648-1666
摘要Leading by cytotoxicity against HepG2 cells, bioactivity-guided fractionation of the EtOAc fraction from Artemisia atrovirens led to the isolation of 18 new guaianolide dimers, artematrolides A-R and lavandiolides A, B, C, H, and J. Eight compounds (1, 4, 10, 12, 13, and 19-21) were unambiguously confirmed by the single-crystal X-ray diffraction analyses, and the others were elucidated based on IR, UV, HRESIMS, 1D and 2D NMR experiments, and comparison of the experimental and calculated ECD data. Structurally, all of them were [4 + 2] Diels-Alder adducts of two monomeric guaianolides. The isolates were evaluated for their cytotoxicity against three human hepatoma cell lines, and 19 compounds demonstrated cytotoxicity against HepG2, SMMC-7721, and Huh7 cell lines. Especially, compounds 1, 12, 14, and 15 exhibited cytotoxicity with IC50 values of 4.4, 3.8, 7.6, and 6.7 mu mol/L (HepG2), 9.6, 4.6, 6.6, and 6.0 mu mol/L (SMMC-7721), and 7.6, 4.5, 6.9, and 5.6 mu mol/L (Huh7), respectively. Notably, compound 12 showed the most promising activity against three human hepatoma cell lines and dose-dependently inhibited cell migration and invasion, induced G2/M cell cycle arrest and cell apoptosis in HepG2 cells, down-regulated the expression of BCL-2 and PARP-1, and activated PARP-1 to up-regulate the expression of cleaved-PARP-1. (C) 2021 Chinese Pharmaceutical Association and Institute of Materia Medica, Chinese Academy of Medical Sciences. Production and hosting by Elsevier B.V.
关键词Guaianolide dimers Artematrolides AeR Artemisia atrovirens Cytotoxicity Cell cycle Apoptosis FARNESYL-PROTEIN TRANSFERASE CELL-CYCLE ARREST HEPATOCELLULAR-CARCINOMA GUAIANOLIDES LACTONES INHIBITORS ARTEMINOLIDE APOPTOSIS ARGYI HELA
DOI10.1016/j.apsb.2020.12.006
WOS记录号WOS:000664915700021
引用统计
被引频次:46[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/73748
专题中国科学院昆明植物研究所
作者单位1.[Su, Lihua
2.Zhang, Xintian
3.Ma, Yunbao
4.Geng, Changan
5.Huang, Xiaoyan
6.Hu, Jing
7.Li, Tianze
8.Tang, Shuang
9.Shen, Cheng
10.Gao, Zhen
11.Zhang, Xuemei
12.Chinese Acad Sci, Kunming Inst Bot, Yunnan Key Lab Nat Med Chem, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
13.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
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Su,Lihua,Zhang,Xintian,Ma,Yunbao,et al. New guaiane-type sesquiterpenoid dimers from Artemisia atrovirens and their antihepatoma activity[J]. ACTA PHARMACEUTICA SINICA B,2021,11(6):1648-1666.
APA Su,Lihua.,Zhang,Xintian.,Ma,Yunbao.,Geng,Changan.,Huang,Xiaoyan.,...&Chen,Ji-Jun.(2021).New guaiane-type sesquiterpenoid dimers from Artemisia atrovirens and their antihepatoma activity.ACTA PHARMACEUTICA SINICA B,11(6),1648-1666.
MLA Su,Lihua,et al."New guaiane-type sesquiterpenoid dimers from Artemisia atrovirens and their antihepatoma activity".ACTA PHARMACEUTICA SINICA B 11.6(2021):1648-1666.
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