Synthesis and antiviral activity of fluoro-substituted apio dideoxynucleosides

被引：12
|
作者：
Hong, JH
Kim, HO
Moon, HR
Jeong, LS [1 ]
机构：
[1] Ewha Womans Univ, Coll Pharm, Med Chem Lab, Seoul 120750, South Korea
[2] Yonsei Univ, Coll Med, Seoul 120752, South Korea
来源：
ARCHIVES OF PHARMACAL RESEARCH | 2001年 / 24卷 / 02期
关键词：
apio nucleosides; antiviral; Horner-Emmons olefination;
D O I：
10.1007/BF02976474
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Novel fluoro-substituted apio dideoxynucleosides ((+/-)-3a and (+/-)-3b) were efficiently synthesized starting From 1,3-dihydroxyacetone via Horner-Emmons olefination as a key step. Cyclization of fluoro ester (+/-)-6 under acidic conditions to the fluorolactone was smoothly proceeded in favor of trans-fluorolactone due to the favorable transition state with equatorial hydroxymethyl substituent. Unfortunately the final nucleosides (+/-) -3a and (+/-)-3b were found to be inactive against several Viruses such as HIV-1, HSV-1, HSV-2 and HCMV.
引用
收藏
页码：95 / 99
页数：5
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