XJIPC OpenIR  > 省部共建新疆特有药用资源利用重点实验室
Total synthesis of rupestine G and its epimers
Yusuf, A (Yusuf, Abdullah)[ 1,2,3,4 ]; Zhao, JY (Zhao, Jiangyu)[ 1,2 ]; Wang, BL (Wang, Bianlin)[ 1,2 ]; Aibibula, P (Aibibula, Paruke)[ 1,2,3 ]; Aisa, HA (Aisa, Haji Akber)[ 1,2 ]; Huang, GZ (Huang, Guozheng)[ 1,2 ]
2018
Source PublicationROYAL SOCIETY OPEN SCIENCE
ISSN2054-5703
Volume5Issue:3Pages:1-9
Abstract

Rupestine G is a guaipyridine sesquiterpene alkaloid isolated from Artemisia mpestris L. The total synthesis of rupestine G and its epimers was accomplished employing a Suzuki reaction to build a terminal dime moiety. The diene was further elaborated into the desired guaipyridine structure by a ring closing metathesis reaction. Over all, rupestine G and its three epimers were obtained as a mixture in a sequence of nine linear steps with 18.9% yield. Rupestine G and its optically pure isomers were isolated by chiral preparative HPLC and fully characterized by H-1,C-13 HRMS, optical rotation value, and experimental and calculated electronic circular dichroism spectroscopy.

Keywordrupestine G RCM reaction guaipyridine sesquiterpene
DOI10.1098/rsos.172037
Indexed BySCI
WOS IDWOS:000428874600061
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Document Type期刊论文
Identifierhttp://ir.xjipc.cas.cn/handle/365002/5791
Collection省部共建新疆特有药用资源利用重点实验室
Affiliation1.Chinese Acad Sci, Key Lab Plant Resources & Chem Arid Reg, Xinjiang Tech Inst Phys & Chem, South Beijing Rd 40-1, Urumqi 830011, Peoples R China
2.Chinese Acad Sci, State Key Lab Basis Xinjiang Indigenous Med Plant, Xinjiang Tech Inst Phys & Chem, South Beijing Rd 40-1, Urumqi 830011, Peoples R China
3.Univ Chinese Acad Sci, Yuquan Rd 19 A, Beijing 100049, Peoples R China
4.Kashgar Univ, Coll Chem & Environm Sci, Xueyuan Rd 29, Kashgar 844000, Peoples R China
Recommended Citation
GB/T 7714
Yusuf, A ,Zhao, JY ,Wang, BL ,et al. Total synthesis of rupestine G and its epimers[J]. ROYAL SOCIETY OPEN SCIENCE,2018,5(3):1-9.
APA Yusuf, A ,Zhao, JY ,Wang, BL ,Aibibula, P ,Aisa, HA ,&Huang, GZ .(2018).Total synthesis of rupestine G and its epimers.ROYAL SOCIETY OPEN SCIENCE,5(3),1-9.
MLA Yusuf, A ,et al."Total synthesis of rupestine G and its epimers".ROYAL SOCIETY OPEN SCIENCE 5.3(2018):1-9.
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