Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans
文献类型：期刊论文
| 作者 | Wu,Hai; Ding,Yiming; Hu,Kun ; Long,Xianwen; Qu,Chunlei; Puno,Pema-Tenzin; Deng,Jun
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| 刊名 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
 |
| 出版日期 | 2021 |
| 卷号 | 60期号:29页码:15963-15971 |
| 关键词 | bioinspired network analysis biomimetic synthesis natural products pentacyclic cytochalasans structure elucidation DIELS-ALDER REACTION ISOINDOLONE NUCLEUS RING-SYSTEM MEROCYTOCHALASANS REASSIGNMENT DESATURATION GENERATION ALKALOIDS CARBONATE SKELETONS |
| ISSN号 | 1433-7851 |
| DOI | 10.1002/anie.202102831 |
| 英文摘要 | We accomplished the divergent total syntheses of ten pentacyclic cytochalasans (aspergillin PZ, trichodermone, trichoderones, flavipesines, and flavichalasines) from a common precursor aspochalasin D and revised the structures of trichoderone B, spicochalasin A, flavichalasine C, aspergilluchalasin based on structure network analysis of the cytochalasans biosynthetic pathways and DFT calculations. The key steps of the syntheses include transannular alkene/epoxyalkene and carbonyl-ene cyclizations to establish the C/D ring of pentacyclic aspochalasans. Our bioinspired approach to these pentacyclic cytochalasans validate the proposed biosynthetic speculation from a chemical view and provide a platform for the synthesis of more than 400 valuable cytochalasans bearing different macrocycles and amino-acid residues. |
| WOS记录号 | WOS:000662299400001 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/73360]  |
| 专题 | 中国科学院昆明植物研究所 |
| 作者单位 | 1.Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China 2.Nankai Univ, Coll Chem, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China 3.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, 132 Lanhei Rd, Kunming 650201, Yunnan, Peoples R China 4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wu,Hai,Ding,Yiming,Hu,Kun,et al. Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2021,60(29):15963-15971. |
| APA | Wu,Hai.,Ding,Yiming.,Hu,Kun.,Long,Xianwen.,Qu,Chunlei.,...&Deng,Jun.(2021).Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,60(29),15963-15971. |
| MLA | Wu,Hai,et al."Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 60.29(2021):15963-15971. |
入库方式： OAI收割
来源：昆明植物研究所
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