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Synthesis and anti-HIV activity of l-2′-fluoro-2′,3′-unsaturated purine nucleosides

✍ Scribed by Yongseok Choi; Kyeong Lee; Joon H. Hong; Raymond F. Schinazi; Chung K. Chu

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
247 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

The synthesis of 9-(2,3.dideoxy-2.fluoro-L.glycero.pent-2-eno-furanosyl)adenine and d~ypoxanthine has been accomplished by direct condensation of silylated 6-chloropurine with key intermediates 8, which were prepared starting from 2,3-O-isopropylidene-L-glyceraldehyde. The synthesized nucleosides were evaluated against HIV-I in vitro in primary human lymphocytes (PMB cells). It was found that fl-L-Fd4A 12 exhibited moderately potent anti-HIV activity (ECso 1.5 p~l).

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