Structurally Diverse Sesquiterpenoids from the Endangered Ornamental Plant Michelia shiluensis
文献类型：期刊论文
| 作者 | Xiong, Juan4; Wang, Li-Jun4; Qian, Jianchang3; Wang, Pei-Pei2 ; Wang, Xue-Jiao4; Ma, Guang-Lei4; Zeng, Huaqiang1; Li, Jia2; Hu, Jin-Feng4
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| 刊名 | JOURNAL OF NATURAL PRODUCTS
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| 出版日期 | 2018-10 |
| 卷号 | 81期号:10页码:2195-2204 |
| ISSN号 | 0163-3864 |
| DOI | 10.1021/acs.jnatprod.8b00386 |
| 文献子类 | Article |
| 英文摘要 | A preliminary phytochemical investigation on the Me0H extract of the leaves and twigs of the endangered ornamental plant Michelia shiluensis led to the isolation of 16 sesquiterpenoids. The isolated compounds comprised germacrane- (1-4, 13, 14), guaiane- (5-9, 15), amorphane- (10), and eudesmane-type (11, 12, 16) sesquiterpenoids. The new structures (1-12) were elucidated by spectroscopic and computational methods, and their absolute configurations (except for 9) were assigned by single-crystal X-ray diffraction crystallographic data and/or electronic circular dichroism spectra. Shiluolides (A-D, 1-4) are unprecedented C-16 or C17 homogermacranolides, and their putative biosynthetic pathways are briefly discussed. Shiluone D (8) is a rare 1,10-secoguaiane sesquiterpenoid featuring a new ether-containing spirocyclic ring, whereas shiluone E (9) represents the first example of a 1,5-4,5-di-seco-guaiane with a rare 5,11-lactone moiety. Shiluone F (10) is the first amorphane-type sesquiterpenoid possessing an oxetane ring bridging C-1 and C-7. Bioassay evaluations indicated that lipiferolide (13) showed noteworthy cytotoxicities toward human cancer cell lines MCF-7 and A-549, with IC50 values of 1.5 and 7.3 mu M, respectively. Shiluone D (8) exerted inhibition against protein tyrosine phosphatase 1B (IC50: 46.3 mu M). |
| WOS关键词 | SHED TRUNK BARKS ; CHLORANTHUS-OLDHAMII ; DITERPENOIDS ; CONSTITUENTS ; LACTONES ; STEREOCHEMISTRY ; CHINENSIS ; PRODUCTS ; KETONES |
| 资助项目 | NSFC[81773599] ; NSFC[21772025] ; NSFC[21472021] ; MOST[2018ZX09735008-005] |
| WOS研究方向 | Plant Sciences ; Pharmacology & Pharmacy |
| 语种 | 英语 |
| WOS记录号 | WOS:000449030000005 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/279553]  |
| 专题 | 药理学第三研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 药物安全性评价中心 国家新药筛选中心 |
| 通讯作者 | Hu, Jin-Feng |
| 作者单位 | 1.Inst Bioengn & Nanotechnol, The Nanos 138669, Singapore 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China; 3.Fudan Univ, Sch Pharm, Dept Pharmacol, Shanghai 201203, Peoples R China; 4.Fudan Univ, Sch Pharm, Dept Nat Prod Chem, Shanghai 201203, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Xiong, Juan,Wang, Li-Jun,Qian, Jianchang,et al. Structurally Diverse Sesquiterpenoids from the Endangered Ornamental Plant Michelia shiluensis[J]. JOURNAL OF NATURAL PRODUCTS,2018,81(10):2195-2204. |
| APA | Xiong, Juan.,Wang, Li-Jun.,Qian, Jianchang.,Wang, Pei-Pei.,Wang, Xue-Jiao.,...&Hu, Jin-Feng.(2018).Structurally Diverse Sesquiterpenoids from the Endangered Ornamental Plant Michelia shiluensis.JOURNAL OF NATURAL PRODUCTS,81(10),2195-2204. |
| MLA | Xiong, Juan,et al."Structurally Diverse Sesquiterpenoids from the Endangered Ornamental Plant Michelia shiluensis".JOURNAL OF NATURAL PRODUCTS 81.10(2018):2195-2204. |
入库方式： OAI收割
来源：上海药物研究所
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