Synthesis of 4′-Thionucleosides as Antitumor and Antiviral Agents

被引:9
作者
Yoshimura, Yuichi [1 ]
Saito, Yukako [1 ]
Natori, Yoshihiro [1 ]
Wakamatsu, Hideaki [1 ]
机构
[1] Tohoku Med & Pharmaceut Univ, Fac Pharmaceut Sci, Aoba Ku, 4-4-1 Komatsushima, Sendai, Miyagi 9818558, Japan
基金
日本学术振兴会;
关键词
nucleoside; antitumor; antiviral; 4 '-thionucleoside; antiherpes virus; Pummerer reaction; IMMUNODEFICIENCY-VIRUS TYPE-1; ANTI-HERPESVIRUS ACTIVITY; IN-VITRO; PYRIMIDINE NUCLEOSIDES; BIOLOGICAL-ACTIVITIES; GEMCITABINE; 1-(2-DEOXY-2-FLUORO-4-THIO-BETA-D-ARABINOFURANOSYL)CYTOSINE; ENANTIOMERS; DERIVATIVES; HIV;
D O I
10.1248/cpb.c17-00636
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Many attempts have been made to synthesize structurally novel nucleoside derivatives in order to identify effective compounds for the treatment of tumors and virus-caused disease. At our laboratories, as part of our efforts to synthesize 4'-thionucleosides, we have identified and characterized biologically active nucleosides. During the course of our synthetic study, we developed the Pummerer-type thioglycosylation reaction. As a result, we synthesized a potent antineoplastic nucleoside, 1-(2-deoxy-2-fiuoro-beta-D-4-thio-arabino-furanosyl)cytosine (4'-thioFAC), and several novel 4'-thionucleosides that possess antiherpes virus activities.
引用
收藏
页码:139 / 146
页数:8
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