Novel triazole 2′-deoxy-4′-thionucleosides:: Stereoselective synthesis and biological evaluation

被引:17
作者
Inguaggiato, G
Jasamai, M
Smith, JE
Slater, M
Simons, C
机构
[1] Cardiff Univ, Welsh Sch Pharm, Cardiff CF1 3XF, S Glam, Wales
[2] Glaxo Wellcome Med Res Ctr, Stevenage SG1 2NY, Herts, England
来源
NUCLEOSIDES & NUCLEOTIDES | 1999年 / 18卷 / 03期
关键词
D O I
10.1080/15257779908043089
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A study on the use of protecting groups led to the employment of the para-methoxybenzoyl (pMB) group as a directing group in the synthesis of novel triazole 2'-deoxy-4'-thionucleosides. Use of the pMB group gave alpha:beta ratios of 1:6 in the glycosylation step with azidotrimethylsilane. A series of novel triazoles were generated for in vitro antiviral evaluation.
引用
收藏
页码:457 / 467
页数:11
相关论文
共 5 条
[1]  
DYSON MR, 1991, CARBOHYD RES, V216, P237
[2]   Configurational assignment in 2'-deoxy-4'-thionucleosides - A review [J].
Ewing, DF ;
Mackenzie, G .
NUCLEOSIDES & NUCLEOTIDES, 1996, 15 (1-3) :809-820
[3]   ALPHA-THYMIDIN [J].
HOFFER, M .
CHEMISCHE BERICHTE-RECUEIL, 1960, 93 (12) :2777-2781
[4]   Catalytic stereoselective synthesis of pyrimidine 2-deoxyribonucleosides [J].
Mukaiyama, T ;
Hirano, N ;
Nishida, M ;
Uchiro, H .
CHEMISTRY LETTERS, 1996, (02) :99-100
[5]   Acyl carbamate directing groups in nucleoside synthesis: Applications in the synthesis of 2'-deoxy-5-ethyl-4'-thiouridine [J].
ShawPonter, S ;
Mills, G ;
Robertson, M ;
Bostwick, RD ;
Hardy, GW ;
Young, RJ .
TETRAHEDRON LETTERS, 1996, 37 (11) :1867-1870