Artemiprinolides A-M, thirteen undescribed sesquiterpenoid dimers from Artemisia princeps and their antihepatoma activity

doi:10.1016/j.phytochem.2023.113714

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	Artemiprinolides A-M, thirteen undescribed sesquiterpenoid dimers from Artemisia princeps and their antihepatoma activity
	Su,Li-Hua; Ma,Wen-Jing; Ma,Yun-Bao; Li,Tian-Ze; Geng,Chang-An; Dong,Wei; He,Xiao-Feng; Chen,Ji-Jun
	2023
发表期刊	PHYTOCHEMISTRY
ISSN	1873-3700
卷号	211 页码:113714
摘要	Bioassay-guided investigation of the active fraction of Artemisia princeps led to 13 undescribed sesquiterpenoid dimers, artemiprinolides A-M (1-13), together with 11 known ones (14-24). Their structures were elucidated by comprehensive spectroscopic data and absolute configurations were assigned based on single crystal X-ray diffraction data and ECD calculations. Structurally, all compounds were postulated to be derived from the Diels-Alder cycloaddition. The isolated dimers except 11 and 15 were assayed for their cytotoxicity against HepG2, Huh7, and SK-Hep-1 cell lines, of which four compounds (3, 13, 17, 18) exhibited obvious cytotoxicity with IC50 values ranging from 8.8 to 20.1 mu M. Interestingly, the most active compounds 1 and 16 manifested significant cytotoxicity on the three tested hepatoma cell lines with IC50 values of 5.4, 4.1 (HepG2), 7.7, 5.6 (Huh7), and 11.8, 15.7 mu M (SK-Hep-1), respectively, which were better than sorafenib. Compound 1 dose -dependently inhibited cell migration and invasion, and significantly induced the HepG2 cell arrest in G2/M phase by downregulating cdc2 and pcdc2 and upregulating cyclinB1; and induced apoptosis by downregulating Bcl-2 expression and upregulating Bax level. The molecular docking study implied that the carbonyl at the C-12 ' of 1 had a strong binding affinity with PRKACA.
关键词	Artemisia princeps Pamp Sesquiterpenoid dimers Artemiprinolides A-M Antihepatoma activity Apoptosis FARNESYL-PROTEIN TRANSFERASE ETHANOL EXTRACT PAMPANINI INHIBITORS JACEOSIDIN
学科领域	Biochemistry & Molecular Biology ; Plant Sciences
DOI	10.1016/j.phytochem.2023.113714
收录类别	SCI
WOS记录号	WOS:001001127600001
引用统计	被引频次：10[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/151853/75429
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	Su,Li-Hua,Ma,Wen-Jing,Ma,Yun-Bao,et al. Artemiprinolides A-M, thirteen undescribed sesquiterpenoid dimers from Artemisia princeps and their antihepatoma activity[J]. PHYTOCHEMISTRY,2023,211:113714.
APA	Su,Li-Hua.,Ma,Wen-Jing.,Ma,Yun-Bao.,Li,Tian-Ze.,Geng,Chang-An.,...&Chen,Ji-Jun.(2023).Artemiprinolides A-M, thirteen undescribed sesquiterpenoid dimers from Artemisia princeps and their antihepatoma activity.PHYTOCHEMISTRY,211,113714.
MLA	Su,Li-Hua,et al."Artemiprinolides A-M, thirteen undescribed sesquiterpenoid dimers from Artemisia princeps and their antihepatoma activity".PHYTOCHEMISTRY 211(2023):113714.

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