Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles

N3 of thymidine and of 3′-azido-3′-deoxythymidine (AZT) has been linked to a tetrazole ring by condensation of nucleoside-derived 2-oxonitriles with the lithium salt of 5-acetyl-1-(4-fluorobenzyl)tetrazole (obtained by a 'click' reaction). 4-Acetyl-1,2,3-triazole, also prepared by a Cu-cat...

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Detalles Bibliográficos
Autores: Bosch Hereu, Lluís, Delelis, Olivier, Subra, Frédéric, Deprez, Eric, Witvrow, Myriam, Vilarrasa i Llorens, Jaume
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2012
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/158701
Acceso en línea:https://hdl.handle.net/2445/158701
Access Level:acceso abierto
Palabra clave:VIH (Virus)
Inhibidors de la integrasa
Integrase inhibitors
HIV (Viruses)
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spelling Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazolesBosch Hereu, LluísDelelis, OlivierSubra, FrédéricDeprez, EricWitvrow, MyriamVilarrasa i Llorens, JaumeVIH (Virus)Inhibidors de la integrasaIntegrase inhibitorsHIV (Viruses)N3 of thymidine and of 3′-azido-3′-deoxythymidine (AZT) has been linked to a tetrazole ring by condensation of nucleoside-derived 2-oxonitriles with the lithium salt of 5-acetyl-1-(4-fluorobenzyl)tetrazole (obtained by a 'click' reaction). 4-Acetyl-1,2,3-triazole, also prepared by a Cu-catalysed cycloaddition, has been similarly linked. A route for the conjugation of NRTIs with pharmacophoric elements of integrase inhibitors (INIs) has thus been disclosed.Elsevier Ltd2012info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttps://hdl.handle.net/2445/158701Articles publicats en revistes (Química Inorgànica i Orgànica)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaInglésVersió postprint del document publicat a: https://doi.org/10.1016/j.tetlet.2011.11.079Tetrahedron Letters, 2012, vol. 53, num. 3, p. 514-518https://doi.org/10.1016/j.tetlet.2011.11.079(c) Elsevier Ltd, 2012info:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/1587012026-05-27T06:46:51Z
dc.title.none.fl_str_mv Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
title Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
spellingShingle Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
Bosch Hereu, Lluís
VIH (Virus)
Inhibidors de la integrasa
Integrase inhibitors
HIV (Viruses)
title_short Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
title_full Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
title_fullStr Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
title_full_unstemmed Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
title_sort Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
dc.creator.none.fl_str_mv Bosch Hereu, Lluís
Delelis, Olivier
Subra, Frédéric
Deprez, Eric
Witvrow, Myriam
Vilarrasa i Llorens, Jaume
author Bosch Hereu, Lluís
author_facet Bosch Hereu, Lluís
Delelis, Olivier
Subra, Frédéric
Deprez, Eric
Witvrow, Myriam
Vilarrasa i Llorens, Jaume
author_role author
author2 Delelis, Olivier
Subra, Frédéric
Deprez, Eric
Witvrow, Myriam
Vilarrasa i Llorens, Jaume
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv VIH (Virus)
Inhibidors de la integrasa
Integrase inhibitors
HIV (Viruses)
topic VIH (Virus)
Inhibidors de la integrasa
Integrase inhibitors
HIV (Viruses)
description N3 of thymidine and of 3′-azido-3′-deoxythymidine (AZT) has been linked to a tetrazole ring by condensation of nucleoside-derived 2-oxonitriles with the lithium salt of 5-acetyl-1-(4-fluorobenzyl)tetrazole (obtained by a 'click' reaction). 4-Acetyl-1,2,3-triazole, also prepared by a Cu-catalysed cycloaddition, has been similarly linked. A route for the conjugation of NRTIs with pharmacophoric elements of integrase inhibitors (INIs) has thus been disclosed.
publishDate 2012
dc.date.none.fl_str_mv 2012
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/158701
url https://hdl.handle.net/2445/158701
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: https://doi.org/10.1016/j.tetlet.2011.11.079
Tetrahedron Letters, 2012, vol. 53, num. 3, p. 514-518
https://doi.org/10.1016/j.tetlet.2011.11.079
dc.rights.none.fl_str_mv (c) Elsevier Ltd, 2012
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) Elsevier Ltd, 2012
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier Ltd
publisher.none.fl_str_mv Elsevier Ltd
dc.source.none.fl_str_mv Articles publicats en revistes (Química Inorgànica i Orgànica)
reponame:Dipòsit Digital de la UB
instname:Universidad de Barcelona
instname_str Universidad de Barcelona
reponame_str Dipòsit Digital de la UB
collection Dipòsit Digital de la UB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,300719

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