Bioactive Sesquiterpenes from the Edible Mushroom Flammulina velutipes and Their Biosynthetic Pathway Confirmed by Genome Analysis and Chemical Evidence
文献类型：期刊论文
| 作者 | Tao, Qiaoqiao1,2; Ma, Ke1; Yang, Yanlong1 ; Wang, Kai1,2; Chen, Baosong1,2; Huang, Ying3; Han, Junjie1; Bao, Li1; Liu, Xiao-Bin4; Yang, Zhuliang4
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| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
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| 出版日期 | 2016-10-21 |
| 卷号 | 81期号:20页码:9867-9877 |
| 英文摘要 | Twelve putative sesquiterpene synthases genes were found in clades along with enzymes with 1,6-, 1,10-, and 1,11-cyclase activities in the genome of Flammulina velutipes. Chemistry investigation of F. velutipes led to the identification of two seco-cuparane sesquiterpenes, flammufuranone A (1) and B (2); 13 new sesquiterpenes with nor-eudesmane, spiroaxane, cadinane, and cuparane skeletons (3-14, 16); as well as two new ergosterol derivatives (17 and 18). Sesquiterpenes (3-14) derived from 1,10-cyclizing enzyme were first reported from this mushroom. The absolute configurations in 1 (3R,7S) and 2 (3R,7R) were assigned by electronic circular dichroism (ECD) calculation. The absolute configuration in 3 was confirmed by X-ray diffraction analysis. The absolute configurations in the 1,2-diol moiety of 13, and in the 1,3-diol moiety of 17 and 18 were determined using Snatzke's method. Among these compounds, 3, 5, 13, and 14 were found to inhibit the HMG-CoA reductase with IC50 of 114.7, 77.6, 55.5, and 87.1 mu M, respectively. Compounds 5, 6, 7, 10, 13, and 14 showed DPP-4 inhibitory activity with IC50 of 75.9, 83.7, 70.9, 79.7, 80.5, and 74.8 mu M, respectively. The biosynthesis for sesquiterpenes in F. velutipes was also discussed. |
| 类目[WOS] | Chemistry, Organic |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | ABSOLUTE-CONFIGURATION ; PREDICTIVE FRAMEWORK ; BASIDIOMYCOTA ; DEFENSE |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000386187500036 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/33647]  |
| 专题 | 昆明植物研究所_中国科学院东亚植物多样性与生物地理学重点实验室 |
| 作者单位 | 1.Chinese Acad Sci, Inst Microbiol, State Key Lab Mycol, Beijing 100101, Peoples R China 2.Univ Chinese Acad Sci, Savaid Med Sch, Beijing 100049, Peoples R China 3.Chinese Acad Sci, Inst Microbiol, State Key Lab Microbial Resources, Beijing 100101, Peoples R China 4.Chinese Acad Sci, Kunming Inst Bot, Key Lab Plant Divers & Biogeog East Asia, Kunming 650201, Peoples R China |
| 推荐引用方式 GB/T 7714 | Tao, Qiaoqiao,Ma, Ke,Yang, Yanlong,et al. Bioactive Sesquiterpenes from the Edible Mushroom Flammulina velutipes and Their Biosynthetic Pathway Confirmed by Genome Analysis and Chemical Evidence[J]. JOURNAL OF ORGANIC CHEMISTRY,2016,81(20):9867-9877. |
| APA | Tao, Qiaoqiao.,Ma, Ke.,Yang, Yanlong.,Wang, Kai.,Chen, Baosong.,...&Liu, Hongwei.(2016).Bioactive Sesquiterpenes from the Edible Mushroom Flammulina velutipes and Their Biosynthetic Pathway Confirmed by Genome Analysis and Chemical Evidence.JOURNAL OF ORGANIC CHEMISTRY,81(20),9867-9877. |
| MLA | Tao, Qiaoqiao,et al."Bioactive Sesquiterpenes from the Edible Mushroom Flammulina velutipes and Their Biosynthetic Pathway Confirmed by Genome Analysis and Chemical Evidence".JOURNAL OF ORGANIC CHEMISTRY 81.20(2016):9867-9877. |
入库方式： OAI收割
来源：昆明植物研究所
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