DESIGN, SYNTHESIS, ANTIVIRAL, AND CYTOTOXIC EVALUATION OF NOVEL PHOSPHONYLATED 1,2,3-TRIAZOLES AS ACYCLIC NUCLEOTIDE ANALOGUES

被引：21

作者：

Glowacka, Iwona E. ^{[1
]}

Balzarini, Jan ^{[2
]}

Wroblewski, Andrzej E. ^{[1
]}

机构：

[1] Med Univ Lodz, Fac Pharm, Bioorgan Chem Lab, PL-90151 Lodz, Poland

[2] Katholieke Univ Leuven, Rega Inst Med Res, Louvain, Belgium

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2012年 / 31卷 / 04期

关键词：

Phosphonylated nucleosides; azidophosphonates; 1,3-dipolar cycloaddition 1,4-disubstituted-1,2,3-triazoles; phosphonic acid; CLICK-CHEMISTRY; BIOLOGICAL EVALUATION; INHIBITORS; DERIVATIVES; NUCLEOSIDES; BINDING; AZIDES; ACID; CYCLOADDITION; CIDOFOVIR;

D O I：

10.1080/15257770.2012.662611

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：

The 1,3-dipolar cycloaddition of diethyl 2-azidoethyl-, 3-azidopropyl-, 2-azido-1-hydroxyethyl-, 3-azido-2-hydroxypropylphosphonates with selected N-propargyl nucleobases gave a series of the phosphonylated 1,2,3-triazole acyclonucleosides in which the phosphonate residue and nucleobases were linked by three-and four-carbon chains. Under standard conditions (TMSBr, ethanol), all synthesized O,O-diethylphosphonates were transformed into the respective phosphonic acids. All compounds were evaluated in vitro for activity against a broad variety of DNA and RNA viruses. Unfortunately, no antiviral activity was observed at 100 mu M.

引用

页码：293 / 318

页数：26

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