Guaiane-type Sesquiterpenoid Dimers from Artemisia zhongdianensis and Antihepatoma Carcinoma Activity via the p38MAPK Pathway

doi:10.1002/cjoc.202300166

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	Guaiane-type Sesquiterpenoid Dimers from Artemisia zhongdianensis and Antihepatoma Carcinoma Activity via the p38MAPK Pathway
	Dong,Wei; Ma,Wen-Jing; Ma,Yun-Bao; Li,Feng-Jiao; Li,Tian-Ze; Wang,Yong-Cui; He,Xiao-Feng; Geng,Chang-An; Zhang,Xue-Mei; Chen,Ji-Jun
	2023
Source Publication	CHINESE JOURNAL OF CHEMISTRY
ISSN	1614-7065
Volume	41 Issue:19 Pages:2453-2468
Abstract	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 analyses. Structurally, 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 guaianolides. Most of the compounds showed antihepatoma cytotoxicity with IC50 values ranging from 9.9 to 170.1 mu mol/L. Importantly, artemzhongdianolide B9 (9) was the most active one against three hepatoma cell lines with IC50 values of 13.1 mu mol/L (HepG2), 19.5 mu mol/L (Huh7), and 19.5 mu mol/L (SK-Hep-1), and dose-dependently inhibited cell migration and invasion, induced G1 cell cycle arrest and cell apoptosis in HepG2 cells. Compound 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.
Keyword	Artemzhongdianolides B1-B17 Artemisia zhongdianensis Guaiane-type sesquiterpenoid dimers Antihepatoma activity p38MAPK pathway Cancer NMR spectroscopy X-ray diffraction ARREST CELLS JNK
DOI	10.1002/cjoc.202300166
Indexed By	SCI
WOS ID	WOS:001019493900001
Citation statistics
Document Type	期刊论文
Identifier	http://ir.kib.ac.cn/handle/151853/75320
Collection	中国科学院昆明植物研究所
Recommended Citation GB/T 7714	Dong,Wei,Ma,Wen-Jing,Ma,Yun-Bao,et al. Guaiane-type Sesquiterpenoid Dimers from Artemisia zhongdianensis and Antihepatoma Carcinoma Activity via the p38MAPK Pathway[J]. CHINESE JOURNAL OF CHEMISTRY,2023,41(19):2453-2468.
APA	Dong,Wei.,Ma,Wen-Jing.,Ma,Yun-Bao.,Li,Feng-Jiao.,Li,Tian-Ze.,...&Chen,Ji-Jun.(2023).Guaiane-type Sesquiterpenoid Dimers from Artemisia zhongdianensis and Antihepatoma Carcinoma Activity via the p38MAPK Pathway.CHINESE JOURNAL OF CHEMISTRY,41(19),2453-2468.
MLA	Dong,Wei,et al."Guaiane-type Sesquiterpenoid Dimers from Artemisia zhongdianensis and Antihepatoma Carcinoma Activity via the p38MAPK Pathway".CHINESE JOURNAL OF CHEMISTRY 41.19(2023):2453-2468.

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