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Synthesis and Anti‐HIV Activity of [ddN]‐[ddN] Dimers and Benzimidazole Nucleoside Dimers
Author(s) -
Li GuoRui,
Liu Jun,
Pan Qin,
Song ZhiBin,
Luo FengLing,
Wang ShaoRu,
Zhang XiaoLian,
Zhou Xiang
Publication year - 2009
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200800281
Subject(s) - benzimidazole , chemistry , human immunodeficiency virus (hiv) , nucleoside , nucleoside analogue , stereochemistry , virology , organic chemistry , medicine
In an attempt to combine the HIV‐inhibitory capacity of different 2′,3′‐dideoxynucleoside (ddN) analogs, we have designed and synthesized several dimers of [AZT]‐[AZT] and [AZT]‐[d4T]. In addition, we also synthesized the dimers of 1‐(1 H ‐benzimidazol‐1‐yl)‐1‐deoxy‐ β ‐ D ‐ribofuranose. The in vitro anti‐HIV activity of these compounds on a pseudotype virus, pNL4‐3.Luc.R‐E‐, in the 293T cells has been determined. Among these compounds, 2,2′‐(propane‐1,3‐diyl)bis[1‐( β ‐ D ‐ribofuranosyl)‐1 H ‐benzimidazole] ( 3 ) showed the highest anti‐HIV activity with similar effect as AZT.