Citation: Xiao Zhong Fu, Yu Ou, Jan Xin, Yu She Yang. Design, synthesis and in vitro evaluation of mono (2, 2, 2-trifluoroethyl) esters, mono L-amino acid ester prodrugs of acyclic nucleoside phosphonates as anti-HBV agents[J]. Chinese Chemical Letters, ;2011, 22(12): 1387-1390. doi: 10.1016/j.cclet.2011.09.005 shu

Design, synthesis and in vitro evaluation of mono (2, 2, 2-trifluoroethyl) esters, mono L-amino acid ester prodrugs of acyclic nucleoside phosphonates as anti-HBV agents

Xiao Zhong Fu ^a, ,
Yu Ou ^a ,
Jan Xin ^b ,
Yu She Yang ^c

a School of Pharmacy, Guiyang Medical College, Guiyang 550004, China;
b Shanghai Fudan-Yueda Bio-Tech Co., Ltd., Shanghai 201203, China;
c State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institute for Biological Sciences, Chinese Academy of Science, Shanghai 201203, China

Received Date: 11 May 2011

Fund Project: This work was supported by the grants from the National Natural Science Foundation of China (No.20962004), the Provincial Social Development Foundation of Guizhou, China (No.QKHSYZ[2009]3081), Provincial Special Assistant Foundation for High-level Talents of Guizhou, China (No.TZJF-2009-36), and Science and Technology Foundation of Guizhou Province, China (No.QKHJZ[2008]2140).

A series of novel mono (2, 2, 2-trifluoroethyl) esters, mono L-amino acid ester prodrugs of acyclic nucleoside phosphonates was synthesized and their in vitro anti-HBVactivity was evaluated in HepG 2 2.2. 15 cells. Compound 1d exhibited more potent anti-HBV activity and lower cytotoxicity than those of adefovir dipivoxil and alamifovir (MCC-478) with EC₅₀ and CC₅₀ values of 0.01 μmol/L and >8000 μmol/L respectively.
- Acyclic nucleoside phosphonates,
- L-Amino acid,
- Prodrug
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