EFFICIENT ONE-POT SYNTHESIS OF POLYSUBSTITUTED 6-[(1H-1,2,3-TRIAZOL-1-YL)METHYL]URACILS THROUGH THE "CLICK" PROTOCOL

被引：11

作者：

Jansa, Petr ^{[1
]}

Spacek, Petr ^{[1
]}

Votruba, Ivan ^{[1
]}

Brehova, Petra ^{[1
]}

Dracinsky, Martin ^{[1
]}

Klepetarova, Blanka ^{[1
]}

Janeba, Zlatko ^{[1
]}

机构：

[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, VVI, CR-16610 Prague 6, Czech Republic

来源：

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 2011年 / 76卷 / 09期

关键词：

Nucleosides; Nucleotides; Biological activity; Heterocycles; Phosphorus; Click chemistry; ACYCLIC NUCLEOSIDE PHOSPHONATES; 5-PHOSPHONO-PENT-2-EN-1-YL NUCLEOSIDES; INHIBITORS; ANALOGS; DERIVATIVES; NUCLEOTIDE; DISCOVERY;

D O I：

10.1135/cccc2011074

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The preparation of several triazolo acyclic nucleosides and triazolo acyclic nucleoside phosphonates is described. The synthetic methodology has been developed as an efficient one-pot Cu(I)-catalyzed azide alkyne Huisgen "click" cycloaddition. A novel Cu(I)-catalyzed decarboxylation reaction of 1-substituted 1H-1,2,3-triazole-4-carboxylic acids at room temperature was observed and used for the preparation of 1-substituted 1H-1,2,3-triazoles. As congeners of TPI (Taiho pharmaceutical inhibitor), the prepared compounds were screened as potential inhibitors of human thymidine phosphorylase, but no inhibitory activity was observed.

引用

页码：1121 / 1131

页数：11

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