Synthesis and antiviral activities of N-9-oxypurine 1,3-dioxolane and 1,3-oxathiolane nucleosides

被引:14
作者
Nguyen-Ba, N [1 ]
Lee, N [1 ]
Chan, L [1 ]
Zacharie, B [1 ]
机构
[1] BioChem Pharma Inc, Laval, PQ H7V 4A7, Canada
关键词
D O I
10.1016/S0960-894X(00)00452-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Two series of 1,3-dioxolanes and 1,3-oxathiolane nucleosides containing N-9-oxypurine were synthesized as potential antiviral agents. These compounds were prepared by reacting the sugar moieties with iodo- or bromotrimethylsilane, followed by treatment with a mixture of sodium hydride and the desired N-hydroxy purine base. The preparation of these N-hydroxybases was also described. No significant antiviral activity was observed against HIV, HBV, HSV-1, HSV-2, or HCMV. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2223 / 2226
页数:4
相关论文
共 25 条
[21]   Synthesis and anti-HIV activity of 1,3-dithiolane nucleosides [J].
Nguyen-Ba, N ;
Brown, WL ;
Chan, L ;
Lee, N ;
Brasili, L ;
Lafleur, D ;
Zacharie, B .
CHEMICAL COMMUNICATIONS, 1999, (13) :1245-1246
[22]   SYNTHESIS AND BIOLOGICAL EVALUATION OF 4-PURINYLPYRROLIDINE NUCLEOSIDES [J].
PETERSON, ML ;
VINCE, R .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (09) :2787-2797
[23]   PURINE N-OXIDES .57. 9-HYDROXYHYPOXANTHINE, XANTHINE AND GUANINE [J].
WATSON, AA .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (19) :2911-2916
[24]  
WYATT PG, Patent No. 4910307
[25]   INVIVO ACTIVITY AGAINST HIV AND FAVORABLE TOXICITY PROFILE OF 2',3'-DIDEOXYINOSINE [J].
YARCHOAN, R ;
MITSUYA, H ;
THOMAS, RV ;
PLUDA, JM ;
HARTMAN, NR ;
PERNO, CF ;
MARCZYK, KS ;
ALLAIN, JP ;
JOHNS, DG ;
BRODER, S .
SCIENCE, 1989, 245 (4916) :412-415