Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate

doi:10.1002/anie.201814421

CORC > 昆明植物研究所 > 中国科学院昆明植物研究所 > 植物化学与西部植物资源持续利用国家重点实验室

	Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate
	Qin, Xu-Jie1 ; Rauwolf, Tyler J.2; Li, Pan-Pan 3; Liu, Hui 1; McNeely, James 2; Hua, Yan 3; Liu, Hai-Yang1 ; Porco, John A., Jr.2
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2019-03-22
卷号	58 期号:13 页码:4291-4296
关键词	biomimetic synthesis Diels-Alder enetrione terpenoids total synthesis
ISSN号	1433-7851
DOI	10.1002/anie.201814421
通讯作者	Liu, Hai-Yang(haiyangliu@mail.kib.ac.cn) ; Porco, John A., Jr.(porco@bu.edu)
英文摘要	RhodomyrtusialsA-C, the first examples of triketone-sesquiterpene meroterpenoids featuring a unique 6/5/5/9/4 fused pentacyclic ring system were isolated from Rhodomyrtus tomentosa, along with several biogenetically-related dihydropyran isomers. Two bis-furans and one dihydropyran isomer showed acetylcholinesterase (AChE) inhibitory activity. Structures of the isolates were unambiguously established by a combination of spectroscopic data, ECD analysis, and total synthesis. Bioinspired total syntheses of six isolates were achieved in six steps utilizing a reactive enetrione intermediate generated in situ from a readily available hydroxy-endoperoxide precursor.
WOS研究方向	Chemistry
语种	英语
WOS记录号	WOS:000462655400032
内容类型	期刊论文
源URL	[http://ir.kib.ac.cn/handle/151853/67655]
专题	昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室
通讯作者	Liu, Hai-Yang; Porco, John A., Jr.
作者单位	1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 2.Boston Univ, Ctr Mol Discovery BUCMD, Dept Chem, 590 Commonwealth Ave, Boston, MA 02215 USA 3.Southwest Forestry Univ, Coll Forestry, Kunming 650224, Yunnan, Peoples R China
推荐引用方式 GB/T 7714	Qin, Xu-Jie,Rauwolf, Tyler J.,Li, Pan-Pan,et al. Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2019,58(13):4291-4296.
APA	Qin, Xu-Jie.,Rauwolf, Tyler J..,Li, Pan-Pan.,Liu, Hui.,McNeely, James.,...&Porco, John A., Jr..(2019).Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,58(13),4291-4296.
MLA	Qin, Xu-Jie,et al."Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 58.13(2019):4291-4296.