CimicifoetonesA and B, Dimeric Prenylindole Alkaloids as Black Pigments of Cimicifuga foetida
Zhou, Chang-Xin1; Yu, Yu-E1; Sheng, Rong1; Mo, Jian-Xia1; Huang, Min2; Ouyang, Liang3; Gan, Li-She1
刊名CHEMISTRY-AN ASIAN JOURNAL
2017-06-19
卷号12期号:12页码:1277-1281
关键词alkaloids apoptosis cimicifoetones cytotoxicity natural products structure elucidation
ISSN号1861-4728
DOI10.1002/asia.201700348
文献子类Article
英文摘要Two dimeric prenylindole alkaloids with a unique indole-benzoindolequinone skeleton, cimicifoetonesA (1) and B (2), were isolated as black pigments from the rhizomes of Cimicifuga foetida. The structures were elucidated by spectroscopic methods including HRMS and 2D NMR, as well as single-crystal X-ray diffraction and computational chemical modeling techniques. CimicifoetonesA and B represented the first examples of dimeric indole alkaloids generated through [4+2] Diels-Alder cycloaddition between the prenyl side chain in one 3-prenylindole and the aromatic ring in another. The two compounds showed promising anti-proliferative activity on seven tumor cell lines with IC50 values in the range of 1.36-21.09m. Flow cytometric and western blot analysis revealed that compound 2 induced cell apoptosis via death receptor-mediated extrinsic and mitochondrial-mediated intrinsic pathways.
资助项目National Natural Science Foundation of China[21372198] ; Zhejiang Provincial Natural Science Foundation of China[LR17H300001] ; Zhejiang Provincial Natural Science Foundation of China[LY14B020007] ; Science and Technology Project of Zhejiang Province[2014C33266]
WOS关键词INDOLIZIDINE ALKALOIDS
WOS研究方向Chemistry
语种英语
出版者WILEY-V C H VERLAG GMBH
WOS记录号WOS:000403787900005
内容类型期刊论文
源URL[http://119.78.100.183/handle/2S10ELR8/272602]  
专题药理学第一研究室
通讯作者Gan, Li-She
作者单位1.Zhejiang Univ, Coll Pharmaceut Sci, 866 Yuhangtang Rd, Hangzhou 310058, Zhejiang, Peoples R China;
2.Chinese Acad Sci, Shanghai Inst Mat Med, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China;
3.Sichuan Univ, State Key Lab Biotherapy, West China Hosp, 1 Keyuan 4th Rd, Chengdu 610041, Peoples R China
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Zhou, Chang-Xin,Yu, Yu-E,Sheng, Rong,et al. CimicifoetonesA and B, Dimeric Prenylindole Alkaloids as Black Pigments of Cimicifuga foetida[J]. CHEMISTRY-AN ASIAN JOURNAL,2017,12(12):1277-1281.
APA Zhou, Chang-Xin.,Yu, Yu-E.,Sheng, Rong.,Mo, Jian-Xia.,Huang, Min.,...&Gan, Li-She.(2017).CimicifoetonesA and B, Dimeric Prenylindole Alkaloids as Black Pigments of Cimicifuga foetida.CHEMISTRY-AN ASIAN JOURNAL,12(12),1277-1281.
MLA Zhou, Chang-Xin,et al."CimicifoetonesA and B, Dimeric Prenylindole Alkaloids as Black Pigments of Cimicifuga foetida".CHEMISTRY-AN ASIAN JOURNAL 12.12(2017):1277-1281.
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