Structure-aided optimization of 3-O-beta-chacotriosyl ursolic acid as novel H5N1 entry inhibitors with high selective index
文献类型： 外文期刊
作者： Liao, Yixian 1 ; Chen, Lizhu 3 ; Li, Sumei 4 ; Cui, Zi-ning 2 ; Lei, Zhiwei 5 ; Li, Hui 1 ; Liu, Shuwen 3 ; Song, Gaopeng 1 ;
作者机构： 1.South China Agr Univ, Coll Mat & Energy, Guangzhou 510642, Guangdong, Peoples R China
2.South China Agr Univ, Guangdong Prov Key Lab Microbial Signals & Dis Co, Integrat Microbiol Res Ctr, State Key Lab Conservat & Utilizat Subtrop Agrobi, Guangzhou 510642, Guangdong, Peoples R China
3.Southern Med Univ, Sch Pharmaceut Sci, Guangzhou 510515, Guangdong, Peoples R China
4.Jinan Univ, Sch Med, Dept Human Anat, Guangzhou 510632, Guangdong, Peoples R China
5.Guizhou Acad Agr Sci, Guizhou Tea Reasearch Inst, Guiyang 550006, Guizhou, Peoples R China
关键词： 3-O-beta chacotriosyl pentacyclic triterpenoids; H5N1 entry inhibitors; Structure-activity relationships
期刊名称：BIOORGANIC & MEDICINAL CHEMISTRY （ 影响因子：3.641； 五年影响因子：3.319 ）
ISSN： 0968-0896
年卷期： 2019 年 27 卷 18 期
页码：
收录情况： SCI
摘要： Currently, entry inhibitors contribute immensely in developing a new generation of anti-influenza virus drugs. Our earlier studies have identified that 3-O-beta-chacotriosyl ursolic acid (1) could inhibit H5N1 pseudovirus by targeting hemagglutinin (HA). In the present study, a series of C-28 modified pentacyclic triterpene saponins via conjugation with a series of amide derivatives were synthesized and their antiviral activities against influenza A/Duck/Guangdong/99 virus (H5N1) in MDCK cells were evaluated. The SARs analysis of these compounds revealed that introduction of certain amide structures at the 17-COOH of ursolic acid could significantly enhance both their antiviral activity and selective index. This study indicated that the attachment of the methoxy group or Cl atom to the phenyl ring at the ortho- or para-position was crucial to improve inhibitory activity. Mechanism studies demonstrated that these title triterpenoids could bind tightly to the viral envelope HA to block the attachment of viruses to host cells, which was consistent with docking studies.
- 相关文献
作者其他论文 更多>>
-
Controlled-Release of Plant Volatiles: New Composite Materials of Porous Carbon-Citral and Their Fungicidal Activity against Exobasidium vexans
作者：Liu, Yaoguo;Chen, Wei;Yin, Jie;Chen, Yao;Liu, Huifang;Lei, Zhiwei;Ma, Chiyu;Yang, Wen
关键词：Exobasidium vexans; porous carbon; citral; controlled release; fungicidal activity
-
STAYGREEN-mediated chlorophyll a catabolism is critical for photosystem stability during heat-induced leaf senescence in perennial ryegrass
作者：Zhang, Jing;Li, Hui;Huang, Xinru;Xing, Jing;Yao, Jiaming;Yin, Tingchao;Xu, Bin;Jiang, Jiafu;Wang, Puchang
关键词：heat stress; LHC; photosynthesis; phototoxicity; reactive oxygen species (ROS); SGR; NYE1; stay-green
-
A Review on the Extraction, Bioactivity, and Application of Tea Polysaccharides
作者：Yao, Jianmei;Liu, Huifang;Ma, Chiyu;Pu, Lulu;Yang, Wen;Lei, Zhiwei
关键词：Tea Polysaccharides; extraction; bioactivity; antioxidant activity
-
Design, Synthesis, and Bioactivity of Novel Quinazolinone Scaffolds Containing Pyrazole Carbamide Derivatives as Antifungal Agents
作者：Lei, Zhiwei;Lei, Zhiwei;Yao, Jianmei;Liu, Huifang;Yang, Wen;Bai, Xianjin;Gao, Xingsi;Pan, Qiuyuan
关键词：fungicidal activity; quinazolinone; pyrazolecarbamide; structure-activity relationship
-
Esterification of guaiacol with octanoic acid over functionalized mesoporous silica
作者：Xu, Xiwei;Jiang, Enchen;Lei, Zhiwei
关键词：Esterification;Guaiacol;Acid-functionalized mesoporous silica;S/Phenyl
-
Synthesis and biological evaluation of acylated oligorhamnoside derivatives structurally related to mezzettiaside-6 with cytotoxic activity
作者：Song, Gaopeng;Li, Yibin;Li, Junhua;Liao, Yixian;Song, Gaopeng;Cui, Zi-Ning;Li, Sumei;Lei, Zhiwei
关键词：
