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Artemdubinoids A-N: novel sesquiterpenoids with antihepatoma cytotoxicity from Artemisia dubia
Gao,Zhen; Li,Tianze; Ma,Yunbao; Huang,Xiaoyan; Geng,Changan; Zhang,Xuemei; Chen,Jijun
2023
发表期刊CHINESE JOURNAL OF NATURAL MEDICINES
ISSN1875-5364
卷号21期号:12页码:902-915
摘要In pursuit of effective agents for hepatocellular carcinoma derived from the Artemisia species, this study built upon initial findings that an ethanol (EtOH) extract and ethyl acetate (EtOAc) fraction of the aerial parts of Artemisia dubia Wall. ex Bess. ex-hibited cytotoxicity against HepG2 cells with inhibitory rates of 57.1% and 84.2% (100 mu g center dot mL-1), respectively. Guided by bioactivity, fourteen previously unidentified sesquiterpenes, artemdubinoids A-N (1-14), were isolated from the EtOAc fraction. Their structural elucidation was achieved through comprehensive spectroscopic analyses and corroborated by the comparison between the experiment-al and calculated ECD spectra. Single crystal X-ray diffraction provided definitive structure confirmation for artemdubinoids A, D, F, and H. Artemdubinoids A and B (1-2) represented unique sesquiterpenes featuring a 6/5-fused bicyclic carbon scaffold, and their pu-tative biosynthetic pathways were discussed; artemdubinoid C (3) was a novel guaianolide derivative that might be formed by the [4 + 2] Diels-Alder reaction; artemdubinoids D and E (4-5) were rare 1,10-seco-guaianolides; artemdubinoids F-K (6-11) were chlorine -containing guaianolides. Eleven compounds exhibited cytotoxicity against three human hepatoma cell lines (HepG2, Huh7, and SK-Hep-1) with half-maximal inhibitory concentration (IC50) values spanning 7.5-82.5 mu mol center dot L-1. Artemdubinoid M (13) exhibited the most active cytotoxicity with IC50 values of 14.5, 7.5 and 8.9 mu mol center dot L-1 against the HepG2, Huh7, and SK-Hep-1 cell lines, respectively, which were equivalent to the positive control, sorafenib.
关键词Artemdubinoids A-N Artemisia dubia Sesquiterpenoids Antihepatoma activity
DOI10.1016/S1875-5364(23)60441-8
收录类别SCI
WOS记录号WOS:001146225500001
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/75450
专题中国科学院昆明植物研究所
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GB/T 7714
Gao,Zhen,Li,Tianze,Ma,Yunbao,et al. Artemdubinoids A-N: novel sesquiterpenoids with antihepatoma cytotoxicity from Artemisia dubia[J]. CHINESE JOURNAL OF NATURAL MEDICINES,2023,21(12):902-915.
APA Gao,Zhen.,Li,Tianze.,Ma,Yunbao.,Huang,Xiaoyan.,Geng,Changan.,...&Chen,Jijun.(2023).Artemdubinoids A-N: novel sesquiterpenoids with antihepatoma cytotoxicity from Artemisia dubia.CHINESE JOURNAL OF NATURAL MEDICINES,21(12),902-915.
MLA Gao,Zhen,et al."Artemdubinoids A-N: novel sesquiterpenoids with antihepatoma cytotoxicity from Artemisia dubia".CHINESE JOURNAL OF NATURAL MEDICINES 21.12(2023):902-915.
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