Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers

Autores
Won-Gil Lee; Frey, Kathleen M.; Ricardo Gallardo-Macias; Spasov, Krasimir A.; Bollini, Mariela; Anderson, Karen S.; Jorgensen, William L.
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Catechol diethers that incorporate a 6-cyano-1-naphthyl substituent have been explored as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Promising compounds are reported that show midpicomolar activity against the wild-type virus and sub-20 nM activity against viral variants bearing Tyr181Cys and Lys103Asn mutations in HIV-RT. An X-ray crystal structure at 2.49 Å resolution is also reported for the key compound 6e with HIV-RT.
Fil: Won-Gil Lee. University of Yale; Estados Unidos
Fil: Frey, Kathleen M.. University of Yale; Estados Unidos
Fil: Ricardo Gallardo-Macias. University of Yale; Estados Unidos
Fil: Spasov, Krasimir A.. University of Yale; Estados Unidos
Fil: Bollini, Mariela. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. University of Yale; Estados Unidos
Fil: Anderson, Karen S.. University of Yale; Estados Unidos
Fil: Jorgensen, William L.. University of Yale; Estados Unidos
Materia
ANTI-HIV AGENTS
NNRTIS
PROTEIN CRYSTALLOGRAPHY
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/86098
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/86098
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethersWon-Gil LeeFrey, Kathleen M.Ricardo Gallardo-MaciasSpasov, Krasimir A.Bollini, MarielaAnderson, Karen S.Jorgensen, William L.ANTI-HIV AGENTSNNRTISPROTEIN CRYSTALLOGRAPHYhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Catechol diethers that incorporate a 6-cyano-1-naphthyl substituent have been explored as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Promising compounds are reported that show midpicomolar activity against the wild-type virus and sub-20 nM activity against viral variants bearing Tyr181Cys and Lys103Asn mutations in HIV-RT. An X-ray crystal structure at 2.49 Å resolution is also reported for the key compound 6e with HIV-RT.Fil: Won-Gil Lee. University of Yale; Estados UnidosFil: Frey, Kathleen M.. University of Yale; Estados UnidosFil: Ricardo Gallardo-Macias. University of Yale; Estados UnidosFil: Spasov, Krasimir A.. University of Yale; Estados UnidosFil: Bollini, Mariela. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. University of Yale; Estados UnidosFil: Anderson, Karen S.. University of Yale; Estados UnidosFil: Jorgensen, William L.. University of Yale; Estados UnidosAmerican Chemical Society2014-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/86098Won-Gil Lee; Frey, Kathleen M.; Ricardo Gallardo-Macias; Spasov, Krasimir A.; Bollini, Mariela; et al.; Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers; American Chemical Society; ACS Medicinal Chemistry Letters; 5; 11; 11-2014; 1259-12621948-5875CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/ml5003713info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/ml5003713info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T15:10:29Zoai:ri.conicet.gov.ar:11336/86098instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-15 15:10:29.468CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers
title Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers
spellingShingle Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers
Won-Gil Lee
ANTI-HIV AGENTS
NNRTIS
PROTEIN CRYSTALLOGRAPHY
title_short Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers
title_full Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers
title_fullStr Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers
title_full_unstemmed Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers
title_sort Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers
dc.creator.none.fl_str_mv Won-Gil Lee
Frey, Kathleen M.
Ricardo Gallardo-Macias
Spasov, Krasimir A.
Bollini, Mariela
Anderson, Karen S.
Jorgensen, William L.
author Won-Gil Lee
author_facet Won-Gil Lee
Frey, Kathleen M.
Ricardo Gallardo-Macias
Spasov, Krasimir A.
Bollini, Mariela
Anderson, Karen S.
Jorgensen, William L.
author_role author
author2 Frey, Kathleen M.
Ricardo Gallardo-Macias
Spasov, Krasimir A.
Bollini, Mariela
Anderson, Karen S.
Jorgensen, William L.
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv ANTI-HIV AGENTS
NNRTIS
PROTEIN CRYSTALLOGRAPHY
topic ANTI-HIV AGENTS
NNRTIS
PROTEIN CRYSTALLOGRAPHY
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Catechol diethers that incorporate a 6-cyano-1-naphthyl substituent have been explored as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Promising compounds are reported that show midpicomolar activity against the wild-type virus and sub-20 nM activity against viral variants bearing Tyr181Cys and Lys103Asn mutations in HIV-RT. An X-ray crystal structure at 2.49 Å resolution is also reported for the key compound 6e with HIV-RT.
Fil: Won-Gil Lee. University of Yale; Estados Unidos
Fil: Frey, Kathleen M.. University of Yale; Estados Unidos
Fil: Ricardo Gallardo-Macias. University of Yale; Estados Unidos
Fil: Spasov, Krasimir A.. University of Yale; Estados Unidos
Fil: Bollini, Mariela. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. University of Yale; Estados Unidos
Fil: Anderson, Karen S.. University of Yale; Estados Unidos
Fil: Jorgensen, William L.. University of Yale; Estados Unidos
description Catechol diethers that incorporate a 6-cyano-1-naphthyl substituent have been explored as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Promising compounds are reported that show midpicomolar activity against the wild-type virus and sub-20 nM activity against viral variants bearing Tyr181Cys and Lys103Asn mutations in HIV-RT. An X-ray crystal structure at 2.49 Å resolution is also reported for the key compound 6e with HIV-RT.
publishDate 2014
dc.date.none.fl_str_mv 2014-11
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/86098
Won-Gil Lee; Frey, Kathleen M.; Ricardo Gallardo-Macias; Spasov, Krasimir A.; Bollini, Mariela; et al.; Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers; American Chemical Society; ACS Medicinal Chemistry Letters; 5; 11; 11-2014; 1259-1262
1948-5875
CONICET Digital
CONICET
url http://hdl.handle.net/11336/86098
identifier_str_mv Won-Gil Lee; Frey, Kathleen M.; Ricardo Gallardo-Macias; Spasov, Krasimir A.; Bollini, Mariela; et al.; Picomolar inhibitors of HIV-1 reverse transcriptase: Design and crystallography of naphthyl phenyl ethers; American Chemical Society; ACS Medicinal Chemistry Letters; 5; 11; 11-2014; 1259-1262
1948-5875
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/ml5003713
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/ml5003713
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.891075

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