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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 | |
Source Publication | CHINESE JOURNAL OF NATURAL MEDICINES |
ISSN | 1875-5364 |
Volume | 21Issue:12Pages:902-915 |
Abstract | 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. |
Keyword | Artemdubinoids A-N Artemisia dubia Sesquiterpenoids Antihepatoma activity |
DOI | 10.1016/S1875-5364(23)60441-8 |
Indexed By | SCI |
WOS ID | WOS:001146225500001 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.kib.ac.cn/handle/151853/75450 |
Collection | 中国科学院昆明植物研究所 |
Recommended Citation 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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