Synthesis and Anti-HIV Evaluation of 3'-Triazolo Nucleosides

被引：13

作者：

Roy, Vincent ^{[1
,2
,4
]}

Obikhod, Aleksandr ^{[2
,4
]}

Zhang, Hong-Wang ^{[2
,4
]}

Coats, Steven J. ^{[3
]}

Herman, Brian D. ^{[5
]}

Sluis-Cremer, Nicolas ^{[5
]}

Agrofoglio, Luigi A. ^{[1
]}

Schinazi, Raymond F. ^{[2
,4
]}

机构：

[1] Univ Orleans, Inst Chim Organ & Analyt, UMR 6005, F-45067 Orleans, France

[2] Emory Univ, Sch Med, Dept Pediat, Biochem Pharmacol Lab, Atlanta, GA USA

[3] RFS Pharma LLC, Tucker, GA USA

[4] Vet Affairs Med Ctr, Atlanta, GA 30033 USA

[5] Univ Pittsburgh, Sch Med, Dept Med, Div Infect Dis, Pittsburgh, PA USA

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2011年 / 30卷 / 04期

关键词：

3'-triazolo nucleosides; CuAAC reaction; oclicko chemistry; antiviral activity; CLICK-CHEMISTRY; CYCLOADDITION REACTION; NUCLEOTIDE; LIGATION; 3'-AZIDO; ANALOGS; AZIDES;

D O I：

10.1080/15257770.2011.580291

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：

A series of hitherto unknown 3'--[1,2,3]-substituted triazolo-2',3'-dideoxypyrimidine nucleoside analogues of the anti-HIV 3'-azido-3'-deoxythymidine (AZT) were synthesized through catalyzed alkyne-azide 1,3-dipolar cycloaddition (Huisgen reaction). Those 3'-[1,2,3]-triazolo analogues bearing an azido alkyl chain were evaluated for their anti-HIV activity against HIV-1 in primary human lymphocytes as well as for their cytotoxicity in different cells. None of them inhibit HIV replication (EC50 20 M); two of them were converted to their triphosphate form to evaluate their HIV-RT inhibition.

引用

页码：264 / 270

页数：7

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