3-O-β-chacotriosyl benzyl ursolate inhibits entry of H5N1 influenza virus into target cells
- VernacularTitle:马铃薯三糖熊果酸衍生物抑制H5N1流感病毒进入靶细胞
- Author:
Gaopeng SONG
1
;
Xintian SHEN
;
Yibin LI
;
Yushan ZHENG
;
Ping XIONG
;
Shuwen LIU
Author Information
1. 华南农业大学资源环境学院
- Keywords:
H5N1 avian influenza virus;
influenza virus entry inhibitor;
hemagglutinin;
pentacyclic triterpenoids
- From:
Journal of Southern Medical University
2015;(6):789-794
- CountryChina
- Language:Chinese
-
Abstract:
Objective To study the inhibitory activities of 3-O-β-chacotriosyl benzyl ursolate and its derivatives as potential new anti-influenza virus agents against the entry of H5N1 influenza viruses into the target cells. Methods Four target compounds were designed and synthesized, which were structurally related to the lead compound 3-O-β-chacotriosyl methyl ursolate (1). The inhibitory activities of these compounds were tested at a cellular level psuedovirus system targeting H5N1 influenza viruse entry. Results and Conclusion The compounds 1b, 1c and 1d showed potent inhibitory activities against the entry of A/Thailand/Kan353/2004 pseudovirus into the target cells, and among them compound 1d showed the strongest inhibitory activity with an IC50 value of 0.96 ± 0.10μmol/L. The structure-activity relationship analysis of these compounds indicated that when 17-COOH of ursolic acid was esterified, introduction of Me groups rather than aryl groups more strongly enhanced the inhibitory activity. Changing 17-COOH of ursolic acid into amide could increase the antiviral activity and decrease the cytotoxicity of the compounds in MDCK cells.