Synthesis, structure activity relationship and in vitro anti-influenza virus activity of novel polyphenol-pentacyclic triterpene conjugates
文献类型：期刊论文
| 作者 | Li, Haiwei1; Li, Man1; Xu, Renyang1; Wang, Shouxin3; Zhang, Yongmin4; Zhang, Lihe1; Zhou, Demin1; Xiao, Sulong1,2 |
| 刊名 | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
 |
| 出版日期 | 2019-02-01 |
| 卷号 | 163页码:560-568 |
| 关键词 | Influenza virus Pentacyclic triterpene Polyphenol Entry inhibitor Hemagglutinin |
| ISSN号 | 0223-5234 |
| 英文摘要 | It is urgently necessary to develop more effective anti-influenza agents due to the continuous emergence of drug-resistant strains of influenza virus. Our earlier studies have identified that certain pentacyclic triterpene derivatives are effective inhibitors of influenza virus infection. In the present study, a series of C-28 modified pentacyclic triterpene derivatives via conjugation with a series of polyphenols were synthesized, and their antiviral activities against influenza A/WSN/33 (H1N1) virus in MDCK (Madin-Darby canine kidney) cells were evaluated. Four compounds 23m, 23o, 23q and 23s displayed robust anti-influenza potency with averaged IC50 values at the low-micromole level, surpassing the potency of oseltamivir. In addition, the in vitro cytotoxic activity of the four conjugates against MDCK cells showed no toxicity at 100 mu M. Further mechanism studies of compound 23s, one of the best representative conjugates with IC50 value of 5.80 mu M and a selective index (SI) value of over 17.2, by hemagglutination inhibition (HI), surface plasmon resonance and molecular modeling indicated that this conjugate bound tightly to the viral envelope hemagglutinin (K-D = 15.6 mu M), thus blocking the invasion of influenza viruses into host cells. (C) 2018 Elsevier Masson SAS. All rights reserved. |
| 资助项目 | National Natural Science Foundation of China[81573269] ; National Natural Science Foundation of China[21572015] ; National Natural Science Foundation of China[81530090] ; National Natural Science Foundation of China[21877007] ; National Natural Science Foundation of China[21702007] |
| 语种 | 英语 |
| 资助机构 | National Natural Science Foundation of China |
| 源URL | [http://ir.kib.ac.cn/handle/151853/64595]  |
| 专题 | 昆明植物研究所_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 | Zhou, Demin; Xiao, Sulong |
| 作者单位 | 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China 2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 3.Jining Med Univ, Sch Pharm, Rizhao 276826, Peoples R China 4.Sorbonne Univ, Inst Parisien Chim Mol, CNRS UMR 8232, 4 Pl Jussieu, F-75005 Paris, France |
| 推荐引用方式 GB/T 7714 | Li, Haiwei,Li, Man,Xu, Renyang,et al. Synthesis, structure activity relationship and in vitro anti-influenza virus activity of novel polyphenol-pentacyclic triterpene conjugates[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,2019,163:560-568. |
| APA | Li, Haiwei.,Li, Man.,Xu, Renyang.,Wang, Shouxin.,Zhang, Yongmin.,...&Xiao, Sulong.(2019).Synthesis, structure activity relationship and in vitro anti-influenza virus activity of novel polyphenol-pentacyclic triterpene conjugates.EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,163,560-568. |
| MLA | Li, Haiwei,et al."Synthesis, structure activity relationship and in vitro anti-influenza virus activity of novel polyphenol-pentacyclic triterpene conjugates".EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 163(2019):560-568. |
入库方式： OAI收割
来源：昆明植物研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。