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Yonarolide A, an unprece dente d furanobutenolide-containing norcembranoid derivative formed by photoinduced intramolecular [2+2] cycloaddition

文献类型：期刊论文

作者Du, Yeqing1,2; Yao, Ligong2; Li, Xuwen1,2,3; Guo, Yuewei1,2,3
刊名CHINESE CHEMICAL LETTERS
出版日期2023-02-01
卷号34期号:2页码:5
ISSN号1001-8417
关键词Soft coral Sinularia Norcembranoid Photocycloaddition SMART method
DOI10.1016/j.cclet.2022.05.026
通讯作者Li, Xuwen(xwli@simm.ac.cn) ; Guo, Yuewei(ywguo@simm.ac.cn)
英文摘要Eight polycyclic furanobutenolide-containing norcembrane diterpenoids featuring C19 frameworks ( 1 -8 ) were rapidly recognized and isolated from the Hainan soft coral Sinularia sp. by the HSQC-based small molecule accurate recognition technology. Yonarolide A ( 1a ), featuring an unprecedented 5/6/4/4/7 pentacyclic ring skeleton, was surprisingly obtained as a transformed product by leaving compound 1 under indoor natural light, and was further proved to be a [2 + 2] cycloaddition product of 1 by photochemical reaction. The absolute stereochemistry of 1a and the three known norcembrane diterpenoids 1 , 4 , and 7 were determined by using X-ray diffraction (XRD) analyses. Further, with the aid of XRD analysis, the structure of scabrolide B ( 2 ), which was previously reported of possessing 5/6/7 tricyclic skeleton, was firmly revised as 2a with the rare inelegane skeleton featured by the highly oxygenated 5/7/6 tricyclic carbocycle.(c) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
WOS关键词SOFT CORAL ; NORDITERPENOIDS ; GENUS
资助项目National Key Research and Development Program of China[2021YFF0502400] ; National Natural Science Foundation of China[81991521] ; National Natural Science Foundation of China[82022069] ; National Natural Science Foundation of China[42076099] ; Shanghai Rising-Star Program[20QA1411100] ; Youth Innovation Promotion Association of Chinese Academy of Sciences[Y202065] ; SKLDR/SIMM Project[SIMM2103 ZZ-06]
WOS研究方向Chemistry
语种英语
出版者ELSEVIER SCIENCE INC
WOS记录号WOS:000912946400001
源URL[http://119.78.100.183/handle/2S10ELR8/303567]  
专题新药研究国家重点实验室
通讯作者Li, Xuwen; Guo, Yuewei
作者单位1.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Bohai Rim Adv Res Inst Drug Discovery, Drug Discovery Shandong Lab, Yantai 264117, Peoples R China
推荐引用方式
GB/T 7714		 Du, Yeqing,Yao, Ligong,Li, Xuwen,et al. Yonarolide A, an unprece dente d furanobutenolide-containing norcembranoid derivative formed by photoinduced intramolecular [2+2] cycloaddition[J]. CHINESE CHEMICAL LETTERS,2023,34(2):5.
APA Du, Yeqing,Yao, Ligong,Li, Xuwen,&Guo, Yuewei.(2023).Yonarolide A, an unprece dente d furanobutenolide-containing norcembranoid derivative formed by photoinduced intramolecular [2+2] cycloaddition.CHINESE CHEMICAL LETTERS,34(2),5.
MLA Du, Yeqing,et al."Yonarolide A, an unprece dente d furanobutenolide-containing norcembranoid derivative formed by photoinduced intramolecular [2+2] cycloaddition".CHINESE CHEMICAL LETTERS 34.2(2023):5.

入库方式： OAI收割

来源：上海药物研究所

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