| Anti-hepatitis B virus activities and absolute configurations of sesquiterpenoid glycosides from Phyllanthus emblica | |
Lv, Jun-Jiang1,2; Wang, Ya-Feng3; Zhang, Jing-Min3,4; Yu, Shan1,2 ; Wang, Dong1; Zhu, Hong-Tao1; 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.; minxu@mail.kib.ac.cn; zhangyj@mail.kib.ac.cn
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| 2014 | |
| 发表期刊 | ORGANIC & BIOMOLECULAR CHEMISTRY
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| ISSN | 1477-0520 |
| 卷号 | 12期号:43页码:8764-8774 |
| 摘要 | During the process exploring anti-viral compounds from Phyllanthus species, eight new highly oxygenated bisabolane sesquiterpenoid glycoside phyllaemblicins G1-G8 (1-8) were isolated from Phyllanthus emblica, along with three known compounds, phyllaemblicin F (9), phyllaemblic acid (10) and glochicoccin D (11). Phyllaemblicin G2 (2), bearing a tricyclo [3.1.1.1] oxygen bridge ring system, is an unusual sesquiterpenoid glycoside, while phyllaemblicins G6-G8 (6-8) are dimeric sesquiterpenoid glycosides with two norbisabolane units connecting through a disaccharide. All the structures were elucidated by the extensive analysis of HRMS and NMR data. The relative configuration of phyllaemblicin G2 was constructed based on heteronuclear coupling constants measurement, and the absolute configurations for all new compounds were established by calculated electronic circular dichroism (ECD) using time dependent density functional theory. The sesquiterpenoid glycoside dimers 6-9 displayed potential anti-hepatitis B virus (HBV) activities, especially for the new compound 6 with IC50 of 8.53 +/- 0.97 and 5.68 +/- 1.75 mu M towards the HBV surface antigen (HBsAg) and HBV excreted antigen (HBeAg) secretion, respectively. |
| 关键词 | Constituents Model Aspongopus Chinensis Insects Norepinephrine Derivatives Sesquiterpenoids Lactam Biological Evaluation |
| 学科领域 | Chemistry, Organic |
| DOI | 10.1039/c4ob01196a |
| 收录类别 | SCI ; IC |
| 语种 | 英语 |
| WOS记录号 | WOS:000343990200024 |
| 引用统计 | |
| 文献类型 | 期刊论文 |
| 条目标识符 | http://ir.kib.ac.cn/handle/151853/18464 |
| 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.; minxu@mail.kib.ac.cn; zhangyj@mail.kib.ac.cn |
| 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.Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Peoples R China 4.Zhengzhou Univ, Acad Med & Pharmaceut Sci, Henan Key Lab Pharmacol Liver Dis, Zhengzhou 450052, Peoples R China |
| 推荐引用方式 GB/T 7714 | Lv, Jun-Jiang,Wang, Ya-Feng,Zhang, Jing-Min,et al. Anti-hepatitis B virus activities and absolute configurations of sesquiterpenoid glycosides from Phyllanthus emblica[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2014,12(43):8764-8774. |
| APA | Lv, Jun-Jiang.,Wang, Ya-Feng.,Zhang, Jing-Min.,Yu, Shan.,Wang, Dong.,...&zhangyj@mail.kib.ac.cn.(2014).Anti-hepatitis B virus activities and absolute configurations of sesquiterpenoid glycosides from Phyllanthus emblica.ORGANIC & BIOMOLECULAR CHEMISTRY,12(43),8764-8774. |
| MLA | Lv, Jun-Jiang,et al."Anti-hepatitis B virus activities and absolute configurations of sesquiterpenoid glycosides from Phyllanthus emblica".ORGANIC & BIOMOLECULAR CHEMISTRY 12.43(2014):8764-8774. |
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