Synthesis and antiviral activities of 5-substituted 1-(2-deoxy-2-C-methylene-4-thio-β-D-ertythro-pentofuranosyl)uracils

被引：17
|
作者：
Satoh, H
Yoshimura, Y
Watanabe, M
Ashida, N
Ijichi, K
Sakata, S
Machida, H
Matsuda, A
机构：
[1] Yamasa Corp, Div Biochem, Chiba 288, Japan
[2] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 060, Japan
来源：
NUCLEOSIDES & NUCLEOTIDES | 1998年 / 17卷 / 1-3期
关键词：
D O I：
10.1080/07328319808005158
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：
Various 5-substituted 1-(2-deoxy-2-C-methylene-4-thio-beta-D-erythro-pentofuranosyl)uracils (4'-thioDMDUs) were synthesized from D-glucose via sila-Pummerer-type glycosylation, All of the beta-anomers of 5-substituted 4'-thioDMDU, except the ti-hydroxyethyl derivative, showed potent anti-HSV-l activity (ED50 = 0.016-0.096 mu g/mL). 5-Ethyl- and 5-iodo-4'-thioDMDUs were also active against HSV-2 (ED50 = 0.17 and 0.86 mu g/mL, respectively), 5-Bromovinyl-4'-thioDMDU was particularly active against VZV (ED50 = 0.013 mu g/mL).
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页码：65 / 79
页数：15
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