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Design, Synthesis and Biological Evaluation of Pentacyclic Triterpene Dimers as HCV Entry Inhibitors
Author(s) -
Meng Lingkuan,
Wang Qi,
Tang Tao,
Xiao Sulong,
Zhang Lihe,
Zhou Demin,
Yu Fei
Publication year - 2017
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201700272
Subject(s) - chemistry , triterpene , linker , piperazine , potency , stereochemistry , dimer , terpene , viral entry , combinatorial chemistry , biochemistry , in vitro , organic chemistry , virus , virology , viral replication , medicine , computer science , biology , operating system , alternative medicine , pathology
A series of triterpene dimers bearing different scaffold were designed and synthesized via CuAAC reaction. Their anti‐HCV entry activities were evaluated by HCVpp and VSVpp entry assays. It was found that echinocystic acid (EA) and its dimer were still necessary for maintaining anti‐HCV entry activity, and replacement of EA by other triterpenes might significantly decrease its anti‐viral activities. Using a linker bearing a piperazine group, compound 14 dramatically increased its potency with IC 50 at 2.87 nmol/L. In addition, the undesired hemolytic effect of all these compounds was removed.