| AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12 | |
Zhu, Hucheng1; Chen, Chunmei1; Tong, Qingyi1; Yang, Jing2 ; Wei, Guangzheng1; Xue, Yongbo1; Wang, Jianping1; Luo, Zengwei1; Zhang, Yonghui1
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| 2017-05-02 | |
| 发表期刊 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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| 卷号 | 56期号:19页码:5242-5246 |
| 摘要 | AsperflavipinesA (1) and B (2), two structurally complex merocytochalasans, were isolated from Aspergillus flavipes. AsperflavipineA (1), which contains two cytochalasan moieties and two epicoccine moieties, is the first cytochalasan heterotetramer to be discovered. It is uniquely defined by 5/6/11/5/6/5/6/5/6/5/5/11/6/5 fused tetradecacyclic rings with three continuous bridged ring systems. AsperflavipineB (2) is a cytochalasan heterotrimer containing a cytochalasan and two epicoccine moieties with a 5/6/11/5/5/6/5/6/5 nonacyclic ring system. The hypothetical biosynthesis of 1 and 2 is proposed to involve Diels-Alder and [3+2] cycloaddition reactions as key steps and reveals unparalleled plasticity in the biosynthesis of merocytochalasans. The existence of 1 adds a new dimension to the diversity of the cytochalasan family. Compound 1 showed moderate cytotoxicity and induced apoptosis in Jurkat, NB4, and HL60 cells through the activation of caspase-3 and degradation of poly(ADP-ribose) polymerase (PARP). |
| 关键词 | Biological Activity Heterotetramers Heterotrimers Natural Products Structure Elucidation |
| DOI | 10.1002/anie.201701125 |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000399951200013 |
| 引用统计 | |
| 文献类型 | 期刊论文 |
| 条目标识符 | http://ir.kib.ac.cn/handle/151853/51187 |
| 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. AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2017,56(19):5242-5246. |
| APA | Zhu, Hucheng.,Chen, Chunmei.,Tong, Qingyi.,Yang, Jing.,Wei, Guangzheng.,...&Zhang, Yonghui.(2017).AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,56(19),5242-5246. |
| MLA | Zhu, Hucheng,et al."AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 56.19(2017):5242-5246. |
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