Nortriterpenoids from Schisandra chinensis and their absolute configurational assignments by electronic circular dichroism study
Shi, Yi-Ming1,3; Wang, Li-Yan2; Zou, Xi-Sheng1; Li, Xiao-Nian1; Shang, Shan-Zhai1,3; Gao, Zhong-Hua1,3; Liang, Cheng-Qin1,3; Luo, Huai-Rong1; Li, Hong-Lin2; Xiao, Wei-Lie1; Sun, Han-Dong1
2014-01-28
发表期刊TETRAHEDRON
ISSN0040-4020
卷号70期号:4页码:859-868
摘要Twelve new nortriterpenoids, namely wuweizidilactones J-P (1-7), schindilactones I-K (8-10), preschisanartanin N (11), and schisdilactone J (12), as well as 23 known analogues, were isolated from the leaves and stems of Schisandra chinensis. The absolute configurations of 1 and 11 were established by calculated electronic circular dichroism (ECD) spectra and that of 7 was confirmed by single-crystal X-ray diffraction. The absolute configurations of 2-6, 8, and 9 were determined by an empirical comparison of their experimental ECD spectra with that of 1. It is the first time that the ECD spectra of 18(13 -> 14)-abeoschiartane-, 18-norschiartane-, and schisanartane-type nortriterpenoids possessing an alpha,beta-unsaturated-gamma-lactone moiety are presented, this method providing an alternative means of obtaining absolute configurational assignments for these types of nortriterpenoids. All isolates were evaluated for their anti-acetylcholinesterase and anti-butyrylcholinesterase activities, and compounds 8, 13, 23, and 31 show anti-acetylcholinesterase activity at concentrations of 50 mu M, with 12.7, 10.7, 16.6, and 32.1% inhibition, respectively. (C) 2013 Elsevier Ltd. All rights reserved.
关键词Schisandra Schisandra Chinensis Nortriterpenoid Electronic Circular Dichroism Absolute Configuration
资助信息National Natural Science Foundation of China [81373290]; 973 program [2009CB522300]; NSF of Yunnan Province [2012FB178]; CAS grant [KSCX2-EW-Q-10]; SRF for ROCS, SEM; HPC Center of Kunming Institute of Botany, CAS
学科领域Chemistry, Organic
DOI10.1016/j.tet.2013.12.023
收录类别SCI ; IC
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000330143800012
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/17930
专题植物化学与西部植物资源持续利用国家重点实验室
作者单位1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
2.E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
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Shi, Yi-Ming,Wang, Li-Yan,Zou, Xi-Sheng,et al. Nortriterpenoids from Schisandra chinensis and their absolute configurational assignments by electronic circular dichroism study[J]. TETRAHEDRON,2014,70(4):859-868.
APA Shi, Yi-Ming.,Wang, Li-Yan.,Zou, Xi-Sheng.,Li, Xiao-Nian.,Shang, Shan-Zhai.,...&Sun, Han-Dong.(2014).Nortriterpenoids from Schisandra chinensis and their absolute configurational assignments by electronic circular dichroism study.TETRAHEDRON,70(4),859-868.
MLA Shi, Yi-Ming,et al."Nortriterpenoids from Schisandra chinensis and their absolute configurational assignments by electronic circular dichroism study".TETRAHEDRON 70.4(2014):859-868.
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