Structure-activity relationship studies of 1-(1 '-hydroxyalkyl)rupestonic acid methyl esters against influenza viruses
Li, G (Li, Gen); Zhao, JY (Zhao, Jiang-Yu); Niu, C (Niu, Chao); Nie, LF (Nie, Li-Fei); Dong, CZ (Dong, Chang-Zhi); Aisa, HA (Aisa, Haji Akber); Aisa, HA
2017
发表期刊BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
卷号27期号:6页码:1484-1487
摘要A series of 1-(1'-hydroxyalkyl)rupestonic acid methyl esters were synthesized via the condensation of methyl rupestonate with various aldehydes in the presence of LDA. This mixed aldol reaction was highly stereoselective and all the new compounds were elucidated by detailed NMR and MS analyses. The absolute configurations of the newly formed stereocenters were further confirmed by X-ray crystallographic analysis of 3d, the results of which were found to be opposite to the prediction based on Zimmerman-Traxler's and Houk's models. All the compounds synthesized were then evaluated for their in vitro inhibitory activities against influenza A (H1N1 and H3N2) and B viruses. The data showed that 3p displayed the highest activity against influenza A H1N1 (IC50 = 0.69 mu g/mL) and H3N2 (IC50= 0.69 mu g/mL) viruses, which were even better than Ribavirin and Oseltmivir. On the other hand, both 3c and 30 were found to show comparable activities with the reference drugs in inhibiting both influenza A and B viruses. Further studies will focus on reducing the cytotoxicity of the hits reported in this work.
关键词Rupestonic Acid Synthesis X-ray Crystallographic Analysis Anti-influenza Viruses
DOI10.1016/j.bmcl.2016.06.011
收录类别SCI
WOS记录号WOS:000396798800029
引用统计
文献类型期刊论文
条目标识符http://ir.xjipc.cas.cn/handle/365002/4781
专题省部共建新疆特有药用资源利用重点实验室
通讯作者Aisa, HA
作者单位1.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Plant Resources & Chem Arid Zone, Urumqi 830011, Peoples R China
2.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, State Key Lab Basis Xinjiang Indigenous Med Plant, Urumqi 830011, Peoples R China
3.Univ Paris Diderot, CNRS, Sorbonne Paris Cite, ITODYS,UMR 7086, 15 Rue J-A Baif, F-75205 Paris 13, France
推荐引用方式
GB/T 7714
Li, G ,Zhao, JY ,Niu, C ,et al. Structure-activity relationship studies of 1-(1 '-hydroxyalkyl)rupestonic acid methyl esters against influenza viruses[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,2017,27(6):1484-1487.
APA Li, G .,Zhao, JY .,Niu, C .,Nie, LF .,Dong, CZ .,...&Aisa, HA.(2017).Structure-activity relationship studies of 1-(1 '-hydroxyalkyl)rupestonic acid methyl esters against influenza viruses.BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,27(6),1484-1487.
MLA Li, G ,et al."Structure-activity relationship studies of 1-(1 '-hydroxyalkyl)rupestonic acid methyl esters against influenza viruses".BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 27.6(2017):1484-1487.
条目包含的文件
文件名称/大小 文献类型 版本类型 开放类型 使用许可
Structure-activity r(518KB)期刊论文作者接受稿开放获取CC BY-NC-SA浏览 请求全文
个性服务
推荐该条目
保存到收藏夹
查看访问统计
导出为Endnote文件
谷歌学术
谷歌学术中相似的文章
[Li, G (Li, Gen)]的文章
[Zhao, JY (Zhao, Jiang-Yu)]的文章
[Niu, C (Niu, Chao)]的文章
百度学术
百度学术中相似的文章
[Li, G (Li, Gen)]的文章
[Zhao, JY (Zhao, Jiang-Yu)]的文章
[Niu, C (Niu, Chao)]的文章
必应学术
必应学术中相似的文章
[Li, G (Li, Gen)]的文章
[Zhao, JY (Zhao, Jiang-Yu)]的文章
[Niu, C (Niu, Chao)]的文章
相关权益政策
暂无数据
收藏/分享
文件名: Structure-activity relationship studies of 1-(1 '-hydroxyalkyl)rupestonic acid methyl esters against influenza viruses.pdf
格式: Adobe PDF
此文件暂不支持浏览
所有评论 (0)
暂无评论
 

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。