Biosynthetically Inspired Divergent Syntheses of Merocytochalasans

doi:10.1016/j.chempr.2020.11.010

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	Biosynthetically Inspired Divergent Syntheses of Merocytochalasans
	Long,Xianwen ; Wu,Hai ; Ding,Yiming ; Qu,Chunlei ; Deng,Jun
	2021
发表期刊	CHEM
ISSN	2451-9294
卷号	7 期号:1 页码:212-223
摘要	Merocytochalasans (asperchalasines, epicochalasines, aspergilasines, asperflavipines, and amichalasines) are a class of fungal metabolites with intriguing structures and anti-cancer activity. They stem from unique biosynthetic pathways that lead to the incorporation of epicoccine and aspochalasin D motifs. A concise, scalable, and divergent synthetic route is needed to enable the preparation of sufficient quantities of merocytochalasan derivatives for biological studies. Here, we report a bioinspired modular syntheses of a suite of merocytochalasans by taking advantage of a biomimetic [5+2] heterocycloaddition of an ortho-quinone intermediate. This novel strategic approach has now made possible the divergent syntheses of several natural products, including epicochalasines A and B, asepergilasines A-D, asperflavipines A and B, and amichalasines A and B. Our bioinspired approach to the preparation of these merocytochalasans may, in turn, help to elucidate the biosynthetic pathway of merocytochalasans congeners and enable the future discovery of natural products not yet isolated.
关键词	RING-SYSTEM REARRANGEMENTS DIMER
DOI	10.1016/j.chempr.2020.11.010
WOS记录号	WOS:000608487200020
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/73728
专题	中国科学院昆明植物研究所
作者单位	1.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, 132 Lanhei Rd, Kunming, Yunnan, Peoples R China 2.Chinese Acad Sci, Yunnan Key Lab Nat Med Chem, Kunming Inst Bot, 132 Lanhei Rd, Kunming, Yunnan, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Long,Xianwen,Wu,Hai,Ding,Yiming,et al. Biosynthetically Inspired Divergent Syntheses of Merocytochalasans[J]. CHEM,2021,7(1):212-223.
APA	Long,Xianwen,Wu,Hai,Ding,Yiming,Qu,Chunlei,&Deng,Jun.(2021).Biosynthetically Inspired Divergent Syntheses of Merocytochalasans.CHEM,7(1),212-223.
MLA	Long,Xianwen,et al."Biosynthetically Inspired Divergent Syntheses of Merocytochalasans".CHEM 7.1(2021):212-223.

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139-I01-28.pdf（3272KB）	期刊论文	出版稿	开放获取	CC BY-NC-SA	浏览请求全文