Synthesis and anti-HCV activity of a new 2′-deoxy-2′-fluoro-2′-C-methyl nucleoside analogue

被引:20
作者
Hu, Weidong [1 ]
Wang, Ping'an [2 ]
Song, Chuanjun [1 ]
Pan, Zhenliang [3 ]
Wang, Qiang [1 ]
Guo, Xiaohe [4 ]
Yu, Xuejun
Shen, Zhenhua [1 ]
Wang, Shuyang [1 ]
Chang, Junbiao [1 ]
机构
[1] Zhengzhou Univ, Dept Chem, Zhengzhou 450001, Henan Province, Peoples R China
[2] Henan Univ, Coll Chem & Chem Engn, Kaifen 475001, Henan Province, Peoples R China
[3] Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Henan Province, Peoples R China
[4] Henan Acad Sci, Hennan Key Lab Fine Chem, Zhengzhou 450002, Peoples R China
基金
中国国家自然科学基金;
关键词
2 '-Deoxy-2 '-fluoro-2 '-C-methyl nucleoside; Anti-HCV activity; C VIRUS-REPLICATION; HEPATITIS-C; RNA REPLICATION; INHIBITION; DESIGN; HIV;
D O I
10.1016/j.bmcl.2010.10.076
中图分类号
R914 [药物化学];
学科分类号
100705 [微生物与生化药学];
摘要
2'-Deoxy-2'-fluoro-2'-C-methyl nucleoside analogue 4 was designed and synthesized. Initial biological studies indicated that this compound showed promising activity against HCV replication. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7297 / 7298
页数:2
相关论文
共 20 条
[1]
Inhibition of hepatitis C virus RNA replication by 2′-modified nucleoside analogs [J].
Carroll, SS ;
Tomassini, JE ;
Bosserman, M ;
Getty, K ;
Stahlhut, MW ;
Eldrup, AB ;
Bhat, B ;
Hall, D ;
Simcoe, AL ;
LaFemina, R ;
Rutkowski, CA ;
Wolanski, B ;
Yang, ZC ;
Migliaccio, G ;
De Francesco, R ;
Kuo, LC ;
MacCoss, M ;
Olsen, DB .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2003, 278 (14) :11979-11984
[2]
Chang J., 2008, [No title captured], Patent No. [101177442, CN 101177442]
[3]
CHANG J, 2005, Patent No. 1712409
[4]
Chang J. B., 2005, China patent, Patent No. [CN 1626543, 1626543]
[5]
Synthesis of 2-deoxy-2-fluoro-2-C-methyl-D-ribofuranoses [J].
Clark, Jeremy L. ;
Mason, J. Christian ;
Hobbs, Ann J. ;
Hollecker, Laurent ;
Schinazi, Raymond F. .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 2006, 25 (06) :461-470
[6]
Design, synthesis, and antiviral activity of 2′-deoxy-2′-fluoro-2′-C-methylcytidine, a potent inhibitor of hepatitis C virus replication [J].
Clark, JL ;
Hollecker, L ;
Mason, JC ;
Stuyver, LJ ;
Tharnish, PM ;
Lostia, S ;
McBrayer, TR ;
Schinazi, RF ;
Watanabe, KA ;
Otto, MJ ;
Furman, PA ;
Stec, WJ ;
Patterson, SE ;
Pankiewiez, KW .
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (17) :5504-5508
[7]
HEPATITIS-C - PROGRESS AND PROBLEMS [J].
CUTHBERT, JA .
CLINICAL MICROBIOLOGY REVIEWS, 1994, 7 (04) :505-&
[8]
The design of drugs for HIV and HCV [J].
De Clercq, Erik .
NATURE REVIEWS DRUG DISCOVERY, 2007, 6 (12) :1001-1018
[9]
Natural history of hepatitis C: Its impact on clinical management [J].
Di Bisceglie, AM .
HEPATOLOGY, 2000, 31 (04) :1014-1018
[10]
Structure-activity relationship of heterobase-modified 2′-C-methyl ribonucleosides as inhibitors of hepatitis C virus RNA replication [J].
Eldrup, AB ;
Prhavc, M ;
Brooks, J ;
Bhat, B ;
Prakash, TP ;
Song, QL ;
Bera, S ;
Bhat, N ;
Dande, P ;
Cook, PD ;
Bennett, CF ;
Carroll, SS ;
Ball, RG ;
Bosserman, M ;
Burlein, C ;
Colwell, LF ;
Fay, JF ;
Flores, OA ;
Getty, K ;
LaFemina, RL ;
Leone, J ;
MacCoss, M ;
McMasters, DR ;
Tomassini, JE ;
Von Langen, D ;
Wolanski, B ;
Olsen, DB .
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (21) :5284-5297