Revisited 3′-deoxy-3′-C-methyl-β-D-ribonucleoside series

被引:5
作者
Aljarah, Mohamed [1 ]
Couturier, Sarah [1 ]
Gosselin, Gilles [1 ]
Mathe, Christophe [1 ]
Perigaud, Christian [1 ]
机构
[1] Univ Montpellier 2, CNRS, UMR 5625, F-34095 Montpellier 5, France
关键词
nucleoside; stereoselective synthesis; glycosylation;
D O I
10.1080/15257770701521730
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
The synthesis of some 3'-deoxy-3'-C-methylnucleoside analogues bearing naturally occuring nucleic acid bases was achieved from the preparation of a suitable peracylated 3-deoxy-3-C-methyl sugar using a stereoselective pathway. In addition, examples of chemical modifications at the 2' position are presented.
引用
收藏
页码:1125 / 1128
页数:4
相关论文
共 8 条
[1]   THIONATION REACTIONS OF LAWESSON REAGENTS [J].
CAVA, MP ;
LEVINSON, MI .
TETRAHEDRON, 1985, 41 (22) :5061-5087
[2]   Antiviral drugs in current clinical use [J].
De Clercq, E .
JOURNAL OF CLINICAL VIROLOGY, 2004, 30 (02) :115-133
[3]   Cyclopropyl and related analogs of the anti-HIV compound, isodideoxyadenosine [J].
Nair, V ;
Mickle, T ;
Bera, S .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2003, 22 (03) :239-247
[4]  
NUT RF, 1968, J ORG CHEM, V33, P1789
[5]   Nucleic acid related compounds .93. A solution for the historic problem of regioselective sugar-base coupling to produce 9-glycosylguanines or 7-glycosylguanines [J].
Robins, MJ ;
Zou, RM ;
Guo, ZQ ;
Wnuk, SF .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) :9207-9212
[6]   NUCLEOSIDES .1. 9-(3'-ALKYL-3'-DEOXY-BETA-D-RIBOFURANOSYL)ADENINES AS LIPOPHILIC ANALOGS OF CORDYCEPIN - SYNTHESIS AND PRELIMINARY BIOLOGICAL STUDIES [J].
ROSOWSKY, A ;
LAZARUS, H ;
YAMASHITA, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (11) :1265-1270
[7]   NUCLEOSIDE SYNTHESES .25. A NEW SIMPLIFIED NUCLEOSIDE SYNTHESIS [J].
VORBRUGGEN, H ;
BENNUA, B .
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (04) :1279-1286
[8]   Synthesis and anti-HIV activity of L-β-3′-C-cyano-2′,3′-unsaturated nucleosides and L-3′-C-cyano-3′-deoxyribonucleosides [J].
Zhu, W ;
Gumina, G ;
Schinazi, RF ;
Chu, CK .
TETRAHEDRON, 2003, 59 (34) :6423-6431