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题名: Stereochemistry of cleistanthane diterpenoid glucosides from Phyllanthus emblica
作者: Lv, Jun-Jiang1, 3; Yu, Shan1, 2; Xin, Ying1, 2; Zhu, Hong-Tao1; Wang, Dong1; Cheng, Rong-Rong1; Yang, Chong-Ren1; Xu, Min1; null(张颖君)1
刊名: RSC ADVANCES
英文摘要: 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.
出版日期: 2015
卷号: 5, 期号:37, 页码:29098-29107
DOI标识: 10.1039/c4ra16624h
语种: 英语
收录类别: SCI
学科分类: Chemistry, Multidisciplinary
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/20596
Appears in Collections:植物化学与西部植物资源持续利用国家重点实验室_期刊论文

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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

Recommended Citation:
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.
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