| EpicochalasinesA and B: Two Bioactive Merocytochalasans Bearing Caged Epicoccine Dimer Units from Aspergillus flavipes | |
Zhu, Hucheng1; Chen, Chunmei1; Tong, Qingyi1; Li, Xiao-Nian2; Yang, Jing2 ; Xue, Yongbo1; Luo, Zengwei1; Wang, Jianping1; Yao, Guangmin1; Zhang, Yonghui1
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| 2016-03-01 | |
| 发表期刊 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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| 卷号 | 55期号:10页码:3486-3490 |
| 摘要 | Two bioactive merocytochalasans, epicochalasinesA (1) and B (2), a new class of cytochalasans bearing unexpected scaffolds consisting of fused aspochalasin and epicoccine dimer moieties, were isolated from the liquid culture broth of Aspergillus flavipes. Both 1 and 2 possess a hendecacyclic 5/6/11/5/6/5/6/5/6/6/5 ring system containing an adamantyl cage and as many as 19 stereogenic centers; however, the fusion patterns of 1 and 2 differ greatly, thus resulting in different carbon skeletons. The absolute configurations of 1 and 2 were determined by X-ray diffraction and calculated ECD, respectively. The biogenetic pathways of 1 and 2 are proposed to involve Diels-Alder and nucleophilic addition reactions. Both 1 and 2 induced significant G2/M-phase cell-cycle arrest. Furthermore, we found that merocytochalasans induce apoptosis in leukemia cells through the activation of caspase-3 and the degradation of PARP. |
| 关键词 | Alkaloids Biological Activity Fungal Natural Products Polycycles Structural Elucidation |
| DOI | 10.1002/anie.201511315 |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000371418200050 |
| 引用统计 | |
| 文献类型 | 期刊论文 |
| 条目标识符 | http://ir.kib.ac.cn/handle/151853/26002 |
| 专题 | 植物化学与西部植物资源持续利用国家重点实验室 |
| 作者单位 | 1.Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China 2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhu, Hucheng,Chen, Chunmei,Tong, Qingyi,et al. EpicochalasinesA and B: Two Bioactive Merocytochalasans Bearing Caged Epicoccine Dimer Units from Aspergillus flavipes[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016,55(10):3486-3490. |
| APA | Zhu, Hucheng.,Chen, Chunmei.,Tong, Qingyi.,Li, Xiao-Nian.,Yang, Jing.,...&Zhang, Yonghui.(2016).EpicochalasinesA and B: Two Bioactive Merocytochalasans Bearing Caged Epicoccine Dimer Units from Aspergillus flavipes.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,55(10),3486-3490. |
| MLA | Zhu, Hucheng,et al."EpicochalasinesA and B: Two Bioactive Merocytochalasans Bearing Caged Epicoccine Dimer Units from Aspergillus flavipes".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.10(2016):3486-3490. |
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