KIB OpenIR
Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans
Wu,Hai; Ding,Yiming; Hu,Kun; Long,Xianwen; Qu,Chunlei; Puno,Pema-Tenzin; Deng,Jun
2021
Source PublicationANGEWANDTE CHEMIE-INTERNATIONAL EDITION
ISSN1433-7851
Volume60Issue:29Pages:15963-15971
AbstractWe 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.
Keywordbioinspired network analysis biomimetic synthesis natural products pentacyclic cytochalasans structure elucidation DIELS-ALDER REACTION ISOINDOLONE NUCLEUS RING-SYSTEM MEROCYTOCHALASANS REASSIGNMENT DESATURATION GENERATION ALKALOIDS CARBONATE SKELETONS
DOI10.1002/anie.202102831
WOS IDWOS:000662299400001
Citation statistics
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/73360
Collection中国科学院昆明植物研究所
Affiliation1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, 132 Lanhei Rd, Kunming 650201, Yunnan, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China
4.Nankai Univ, Coll Chem, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
Recommended Citation
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.
Files in This Item:
There are no files associated with this item.
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[Wu,Hai]'s Articles
[Ding,Yiming]'s Articles
[Hu,Kun]'s Articles
Baidu academic
Similar articles in Baidu academic
[Wu,Hai]'s Articles
[Ding,Yiming]'s Articles
[Hu,Kun]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Wu,Hai]'s Articles
[Ding,Yiming]'s Articles
[Hu,Kun]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.