Synthesis and evaluation of anti-HIV-1 activity of 3′-azido-3′-deoxy-2′-O,4′-C-methylene-linked bicyclic thymine nucleosides

被引：19

作者：

Olsen, AG

Rajwanshi, VK

Nielsen, C

Wengel, J

机构：

[1] Univ Copenhagen, Dept Chem, Ctr Synthet Bioorgan Chem, DK-2100 Copenhagen, Denmark

[2] Statens Serum Inst, Dept Virol, Retrovirus Lab, DK-2300 Copenhagen, Denmark

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 21期

关键词：

D O I：

10.1039/b005469k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The two conformationally locked AZT analogues 4 and 5, each containing a 2'-O,4'-C-methylene-linked bicyclic furanose moiety, are synthesized via the 3'-azido-3'-deoxy-4'-C-hydroxymethyl nucleoside 16. The beta -D-ribo-configured derivative 4 is shown by NOE experiments to exist in a north-type (E-3, C3'-endo) conformation and the alpha -L-xylo-configured derivative 5 in a south-type (E-3, C3'-exo) conformation. Both nucleosides were devoid of anti-HIV activity in MT-4 cells.

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页码：3610 / 3614

页数：5

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