Alkyne-Azide Click Chemistry Mediated Carbanucleosides Synthesis

Julie Broggi; Nicolas Joubert; Vincent Aucagne; Sabine Berteina-Raboin; S Diez-Gonzalez; Steven Patrick Nolan; Dimitri Topalis; Dominique Deville-Bonne; Jan Balzarini; Johan Neyts; Graciela Andrei; Robert Snoeck; Luigi A Agrofoglio

doi:10.1080/15257770701534139

Alkyne-Azide Click Chemistry Mediated Carbanucleosides Synthesis

Julie Broggi, Nicolas Joubert, Vincent Aucagne, Sabine Berteina-Raboin, S Diez-Gonzalez, Steven Patrick Nolan, Dimitri Topalis, Dominique Deville-Bonne, Jan Balzarini, Johan Neyts, Graciela Andrei, Robert Snoeck, Luigi A Agrofoglio

Research output: Contribution to journal › Article › peer-review

Abstract

Hitherto unknown 1,4-disubstituted-[1,2,3]-triazolo-4',4'-dihydroxymethyl-3'-deoxycarbanucleosides were synthesized based on a "click approach." Various alkynes were introduced on a key azido intermediate by the "click" 1,3-dipolar Huisgen cycloaddition. Their antiviral activities and cellular toxicities were evaluated on vaccinia virus. None of the synthesized compounds exhibited a significant antiviral activity.

Original language	English
Pages (from-to)	1391-1394
Number of pages	4
Journal	Nucleosides, Nucleotides and Nucleic Acids
Volume	26
Issue number	10-12
DOIs	https://doi.org/10.1080/15257770701534139
Publication status	Published - Oct 2007

Keywords

click chemistry
Huisgen cycloaddition
carbanucleosides
alkyne-azide
TERMINAL ALKYNES
CYCLOADDITIONS
ANALOGS

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1080/15257770701534139

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Broggi, J., Joubert, N., Aucagne, V., Berteina-Raboin, S., Diez-Gonzalez, S., Nolan, S. P., Topalis, D., Deville-Bonne, D., Balzarini, J., Neyts, J., Andrei, G., Snoeck, R., & Agrofoglio, L. A. (2007). Alkyne-Azide Click Chemistry Mediated Carbanucleosides Synthesis. Nucleosides, Nucleotides and Nucleic Acids, 26(10-12), 1391-1394. https://doi.org/10.1080/15257770701534139

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title = "Alkyne-Azide Click Chemistry Mediated Carbanucleosides Synthesis",

abstract = "Hitherto unknown 1,4-disubstituted-[1,2,3]-triazolo-4',4'-dihydroxymethyl-3'-deoxycarbanucleosides were synthesized based on a {"}click approach.{"} Various alkynes were introduced on a key azido intermediate by the {"}click{"} 1,3-dipolar Huisgen cycloaddition. Their antiviral activities and cellular toxicities were evaluated on vaccinia virus. None of the synthesized compounds exhibited a significant antiviral activity.",

keywords = "click chemistry, Huisgen cycloaddition, carbanucleosides, alkyne-azide, TERMINAL ALKYNES, CYCLOADDITIONS, ANALOGS",

author = "Julie Broggi and Nicolas Joubert and Vincent Aucagne and Sabine Berteina-Raboin and S Diez-Gonzalez and Nolan, {Steven Patrick} and Dimitri Topalis and Dominique Deville-Bonne and Jan Balzarini and Johan Neyts and Graciela Andrei and Robert Snoeck and Agrofoglio, {Luigi A}",

year = "2007",

month = oct,

doi = "10.1080/15257770701534139",

language = "English",

volume = "26",

pages = "1391--1394",

journal = "Nucleosides, Nucleotides and Nucleic Acids",

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publisher = "Taylor and Francis",

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Broggi, J, Joubert, N, Aucagne, V, Berteina-Raboin, S, Diez-Gonzalez, S, Nolan, SP, Topalis, D, Deville-Bonne, D, Balzarini, J, Neyts, J, Andrei, G, Snoeck, R & Agrofoglio, LA 2007, 'Alkyne-Azide Click Chemistry Mediated Carbanucleosides Synthesis', Nucleosides, Nucleotides and Nucleic Acids, vol. 26, no. 10-12, pp. 1391-1394. https://doi.org/10.1080/15257770701534139

TY - JOUR

T1 - Alkyne-Azide Click Chemistry Mediated Carbanucleosides Synthesis

AU - Broggi, Julie

AU - Joubert, Nicolas

AU - Aucagne, Vincent

AU - Berteina-Raboin, Sabine

AU - Diez-Gonzalez, S

AU - Nolan, Steven Patrick

AU - Topalis, Dimitri

AU - Deville-Bonne, Dominique

AU - Balzarini, Jan

AU - Neyts, Johan

AU - Andrei, Graciela

AU - Snoeck, Robert

AU - Agrofoglio, Luigi A

PY - 2007/10

Y1 - 2007/10

N2 - Hitherto unknown 1,4-disubstituted-[1,2,3]-triazolo-4',4'-dihydroxymethyl-3'-deoxycarbanucleosides were synthesized based on a "click approach." Various alkynes were introduced on a key azido intermediate by the "click" 1,3-dipolar Huisgen cycloaddition. Their antiviral activities and cellular toxicities were evaluated on vaccinia virus. None of the synthesized compounds exhibited a significant antiviral activity.

AB - Hitherto unknown 1,4-disubstituted-[1,2,3]-triazolo-4',4'-dihydroxymethyl-3'-deoxycarbanucleosides were synthesized based on a "click approach." Various alkynes were introduced on a key azido intermediate by the "click" 1,3-dipolar Huisgen cycloaddition. Their antiviral activities and cellular toxicities were evaluated on vaccinia virus. None of the synthesized compounds exhibited a significant antiviral activity.

KW - click chemistry

KW - Huisgen cycloaddition

KW - carbanucleosides

KW - alkyne-azide

KW - TERMINAL ALKYNES

KW - CYCLOADDITIONS

KW - ANALOGS

UR - http://www.scopus.com/inward/record.url?scp=36949024015&partnerID=8YFLogxK

U2 - 10.1080/15257770701534139

DO - 10.1080/15257770701534139

M3 - Article

SN - 1525-7770

VL - 26

SP - 1391

EP - 1394

JO - Nucleosides, Nucleotides and Nucleic Acids

JF - Nucleosides, Nucleotides and Nucleic Acids

IS - 10-12

ER -

Alkyne-Azide Click Chemistry Mediated Carbanucleosides Synthesis

Abstract

Keywords

UN SDGs

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