6-Guanidinopurine nucleosides and their analogues

被引:16
作者
Cesnek, M [1 ]
Holy, A [1 ]
Masojídková, M [1 ]
机构
[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, CR-16610 Prague 6, Czech Republic
关键词
6-guanidinopurines; purine ribonucleosides; purine 2 '-deoxyribonucleosides; acyclic nucleoside phosphonates; acyclic nucleosides; guanidine derivatives;
D O I
10.1016/S0040-4020(02)00186-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general synthetic approach to 6-guanidinopurines, their ribonucleosides, 2-deoxyribonucleosides, acyclic nucleoside analogues and acyclic nucleoside phosphonates was developed. The approach consists in the reaction of the 6-chloropurine derivatives with guanidine solution in DMF under DABCO catalysis. This method was used to synthesize 6-guanidinopurine and 2-amino-6-guanidinopurine derivatives. Acyclic nucleosides and acyclic nucleoside phosphonates were also obtained by alkylation of the 6-guanidinopurine bases. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2985 / 2996
页数:12
相关论文
共 42 条
[41]   SYNTHESIS OF OLIGODEOXYRIBONUCLEOTIDES USING N-BENZYLOXYCARBONYL-BLOCKED NUCLEOSIDES [J].
WATKINS, BE ;
KIELY, JS ;
RAPOPORT, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (21) :5702-5708
[42]   Doubly homologated dihalovinyl and acetylene analogues of adenosine:: Synthesis, interaction with S-adenosyl-L-homocysteine hydrolase, and antiviral and cytostatic effects [J].
Wnuk, SF ;
Valdez, CA ;
Khan, J ;
Moutinho, P ;
Robins, MJ ;
Yang, XD ;
Borchardt, RT ;
Balzarini, J ;
De Clercq, E .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (06) :1180-1186