Stereochemistry of cleistanthane diterpenoid glucosides from Phyllanthus emblica
Lv, Jun-Jiang1,3; Yu, Shan1,2; Xin, Ying1,2; Zhu, Hong-Tao1; Wang, Dong1; Cheng, Rong-Rong1; Yang, Chong-Ren1; Xu, Min1; Zhang, Ying-Jun1; Xu,M (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Peoples R China.
2015
发表期刊RSC ADVANCES
卷号5期号:37页码:29098-29107
摘要Time-dependent density functional theory (TDDFT) calculated electronic circular dichroism (ECD) and Mosher's method were applied to establish the absolute configurations of six new highly oxygenated cleistanthane diterpenoid glucosides, phyllanembloids A-F (1-6), isolated from the roots of Phyllanthus emblica. Compounds 1-5 featured a carboxyl group at C-13 adjacent to the hydroxyl group at C-12, and are the first examples of cleistanthane diterpenoids with a salicylic acid fragment. The carboxyl group at C-13 can significantly affect the CD spectrum of cleistanthane diterpenoids, and make the excitations of phenylethylene dominate the Cotton effects (240 and 280 nm), rather than the benzene ring excitations dominating the Cotton effects at 220 and 240 nm as in the 13-methyl analogues. The characteristic Cotton effects of cleistanthane diterpenoids were summarized according to the experimental and calculated ECD curves, which can be applied as a common method to determine the absolute configurations of this type of diterpenoid.
资助信息NSFC [81473121]; 973 Program of Ministry of Science and Technology of P. R. China [2011CB915503]; National Science & Technology Support Program of China [2013BAI11B02]; 12th 5 Year National Science & Technology Supporting Program [2012BAI29B06]; Fourteenth Candidates of the Young Academic Leaders of Yunnan Province [2011CI044]; West Light Foundation of Chinese Academy of Sciences
学科领域Chemistry, Multidisciplinary
DOI10.1039/c4ra16624h
收录类别SCI
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
WOS记录号WOS:000352091600034
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被引频次:6[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/20596
专题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Xu,M (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Peoples R China.
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.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Chongqing Univ, Coll Chem & Chem Engn, Chongqing 400030, Peoples R China
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Lv, Jun-Jiang,Yu, Shan,Xin, Ying,et al. Stereochemistry of cleistanthane diterpenoid glucosides from Phyllanthus emblica[J]. RSC ADVANCES,2015,5(37):29098-29107.
APA Lv, Jun-Jiang.,Yu, Shan.,Xin, Ying.,Zhu, Hong-Tao.,Wang, Dong.,...&Xu,M .(2015).Stereochemistry of cleistanthane diterpenoid glucosides from Phyllanthus emblica.RSC ADVANCES,5(37),29098-29107.
MLA Lv, Jun-Jiang,et al."Stereochemistry of cleistanthane diterpenoid glucosides from Phyllanthus emblica".RSC ADVANCES 5.37(2015):29098-29107.
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