Artematrovirenolides A-D and Artematrolides S-Z, Sesquiterpenoid Dimers with Cytotoxicity against Three Hepatoma Cell Lines from Artemisia atrovirens
文献类型：期刊论文
| 作者 | Su,Li-Hua; Li,Tian-Ze; Ma,Yun-Bao; Geng,Chang-An; Huang,Xiao-Yan; Zhang,Xin; Gao,Zhen; Chen,Ji-Jun
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| 刊名 | CHINESE JOURNAL OF CHEMISTRY
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| 出版日期 | 2022 |
| 卷号 | 40期号:1页码:104-114 |
| 关键词 | Artemisia atrovirens Sesquiterpenoid dimers Structure elucidation X-ray diffraction Antihepatoma activity GUAIANOLIDE ARGYI |
| ISSN号 | 1001-604X |
| DOI | 10.1002/cjoc.202100528 |
| 英文摘要 | Comprehensive Summary Inspired by the intriguing structures and remarkable activities of sesquiterpenoid dimers, 12 new sesquiterpenoid dimers, artematrovirenolides A-D (1-4) and artematrolides S-Z (8-12), were isolated from the EtOAc fraction of Artemisia atrovirens through a bioactivity-guided approach. Their structures were elucidated by comprehensive spectroscopic data and absolute configuration was assigned based on single crystal X-ray diffraction data and ECD calculations. Structurally, all compounds are presumably formed via [4+2] cycloaddition involving three connecting model. Compounds 1-4 are four novel hetero-dimeric [4+2] Diels-Alder adducts dimerized from a rotundane-type unit and a guaiane-type monomer, and compounds 5-12 are eight new homo-dimeric [4+2] adducts derived from two guaianolide moieties. A putative biosynthetic pathway for compounds 1-4 was also proposed. Compounds 4, 6, 7, and 10 demonstrated moderate cytotoxicity against HepG2, SMMC-7721, and Huh7 cell lines with IC50 values ranging from 9.3 to 62.3 mu mol/L. Interestingly, compounds 5 and 11 manifested cytotoxicity with IC50 values of 13.6 and 12.8 (HepG2), 18.5 and 13.1 (SMMC-7721), and 16.5 and 19.4 mu mol/L (Huh7), respectively, which were equivalent to the positive control, sorafenib. This investigation suggests that compounds 5 and 11 might be considered as potent antihepatoma candidates and deserve further structural modification and mechanism study. |
| WOS记录号 | WOS:000722182400001 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/73750]  |
| 专题 | 中国科学院昆明植物研究所 |
| 作者单位 | 1.Gao, Zhen 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Ma, Yun-Bao 4.Huang, Xiao-Yan 5.Geng, Chang-An 6.[Su, Li-Hua 7.Li, Tian-Ze 8.Zhang, Xin 9.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Yunnan Key Lab Nat Med Chem, Kunming 650201, Yunnan, Peoples R China |
| 推荐引用方式 GB/T 7714 | Su,Li-Hua,Li,Tian-Ze,Ma,Yun-Bao,et al. Artematrovirenolides A-D and Artematrolides S-Z, Sesquiterpenoid Dimers with Cytotoxicity against Three Hepatoma Cell Lines from Artemisia atrovirens[J]. CHINESE JOURNAL OF CHEMISTRY,2022,40(1):104-114. |
| APA | Su,Li-Hua.,Li,Tian-Ze.,Ma,Yun-Bao.,Geng,Chang-An.,Huang,Xiao-Yan.,...&Chen,Ji-Jun.(2022).Artematrovirenolides A-D and Artematrolides S-Z, Sesquiterpenoid Dimers with Cytotoxicity against Three Hepatoma Cell Lines from Artemisia atrovirens.CHINESE JOURNAL OF CHEMISTRY,40(1),104-114. |
| MLA | Su,Li-Hua,et al."Artematrovirenolides A-D and Artematrolides S-Z, Sesquiterpenoid Dimers with Cytotoxicity against Three Hepatoma Cell Lines from Artemisia atrovirens".CHINESE JOURNAL OF CHEMISTRY 40.1(2022):104-114. |
入库方式： OAI收割
来源：昆明植物研究所
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