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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 |
ISSN | 2211-3835 |
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 |
DOI | 10.1016/j.apsb.2020.12.006 |
WOS记录号 | WOS:000664915700021 |
引用统计 | |
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 |
推荐引用方式 GB/T 7714 | 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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