Artemeriopolides A-D, two types of sesquiterpenoid dimers with rare carbon skeletons from Artemisia eriopoda and their antihepatoma cytotoxicity

doi:10.1039/d3qo00223c

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	Artemeriopolides A-D, two types of sesquiterpenoid dimers with rare carbon skeletons from Artemisia eriopoda and their antihepatoma cytotoxicity
	He,Xiao-Feng; Li,Qi-Hao; Li,Tian-Ze; Ma,Yun-Bao; Dong,Wei; Yang,Ke-Xin; Geng,Chang-An; Zhang,Hao-Wei; Wang,Yuan; Chen,Ji-Jun
	2023
发表期刊	ORGANIC CHEMISTRY FRONTIERS
卷号	10 期号:11 页码:2635-2641
摘要	Artemeriopolides A-D (1-4), four novel cadinane sesquiterpenoid dimers featuring the rare 2-oxaspiro[4.6]undecan-1,7-dione, 2-oxaspiro[4.5]decan-1-one, and 2-oxaspiro[5.5]undecan-1-one ring systems, were isolated from Artemisia eriopoda. They are classified as two types of carbon skeletons and the structures and absolute configurations were elucidated by extensive spectral data, ECD calculations, and X-ray crystallography analyses. Antihepatoma cytotoxicity was assayed for compounds 1-4, which suggested that compound 1 was the most active against HepG2, Huh7, and SK-Hep-1 cells with IC50 values of 33.6, 59.9, and 56.9 mu M, respectively. The Transwell assay indicated that artemeriopolide A (1) inhibited cell migration and invasion in HepG2 cells with migration ratios of 89.9%, 62.4%, and 62.2% and invasion ratios of 46.8%, 43.6%, and 15.7% at the concentrations of 16.8, 33.6, and 67.2 mu M, respectively. Western blot assay demonstrated that artemeriopolide A (1) downregulated the expression of vimentin and N-cadherin and upregulated the expression of E-cadherin. The flow cytometry analysis in HepG2 cells suggested that artemeriopolide A (1) induced G0/G1 cell cycle arrest with the percentage of cells in the G0/G1 phase ranging from 47.1% to 50.5%, 51.2%, and 54.5% and promoted cell apoptosis with apoptosis ratios from 4.8% to 6.1%, 8.2%, and 9.8%.
学科领域	Chemistry
DOI	10.1039/d3qo00223c
收录类别	SCI
WOS记录号	WOS:000979243900001
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/75436
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	He,Xiao-Feng,Li,Qi-Hao,Li,Tian-Ze,et al. Artemeriopolides A-D, two types of sesquiterpenoid dimers with rare carbon skeletons from Artemisia eriopoda and their antihepatoma cytotoxicity[J]. ORGANIC CHEMISTRY FRONTIERS,2023,10(11):2635-2641.
APA	He,Xiao-Feng.,Li,Qi-Hao.,Li,Tian-Ze.,Ma,Yun-Bao.,Dong,Wei.,...&Chen,Ji-Jun.(2023).Artemeriopolides A-D, two types of sesquiterpenoid dimers with rare carbon skeletons from Artemisia eriopoda and their antihepatoma cytotoxicity.ORGANIC CHEMISTRY FRONTIERS,10(11),2635-2641.
MLA	He,Xiao-Feng,et al."Artemeriopolides A-D, two types of sesquiterpenoid dimers with rare carbon skeletons from Artemisia eriopoda and their antihepatoma cytotoxicity".ORGANIC CHEMISTRY FRONTIERS 10.11(2023):2635-2641.

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