QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors

Autores
Duchowicz, Pablo Román; Bacelo, Daniel E.; Fioressi, Silvina E.; Palermo, Valeria; Ibezim, Nnenna E.; Romanelli, Gustavo Pablo
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The inhibitory HIV reverse transcriptase activity of 172 non-nucleoside indoyl aryl sulfones and sulfides is studied with a QSAR analysis, in order to identify the molecular characteristics influencing the interaction with the reverse transcriptase enzyme. This work increases the available QSAR studies of indoyl aryl sulfones and sulfides using the reported experimental EC₅₀ values against HIV-1 wild type (IIIB) in human T-lymphocyte (CEM) cells. Different approaches are proposed, involving 0D, 1D and 2D molecular descriptors from PaDEL freeware, and also based on flexible descriptors from CORAL freeware. Three models are finally presented, which correlate the inhibitory HIV reverse transcriptase activity with good accuracy. It is demonstrated that the established models are predictive in the validation process. The novelty of the present work relies on the development of structure-inhibitory HIV activity relationships, through a computational technique that does not require the knowledge of the molecular conformation during the structural representation. The obtained results would contribute to guide the design of more effective compounds for HIV treatment.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Centro de Investigación y Desarrollo en Ciencias Aplicadas
Centro de Investigación en Sanidad Vegetal
Materia
Ciencias Exactas
Química
Indoyl aryl sulfides and sulfones
HIV reverse transcriptase inhibitors
QSAR
PaDEL
CORAL
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/141435

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oai_identifier_str oai:sedici.unlp.edu.ar:10915/141435
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitorsDuchowicz, Pablo RománBacelo, Daniel E.Fioressi, Silvina E.Palermo, ValeriaIbezim, Nnenna E.Romanelli, Gustavo PabloCiencias ExactasQuímicaIndoyl aryl sulfides and sulfonesHIV reverse transcriptase inhibitorsQSARPaDELCORALThe inhibitory HIV reverse transcriptase activity of 172 non-nucleoside indoyl aryl sulfones and sulfides is studied with a QSAR analysis, in order to identify the molecular characteristics influencing the interaction with the reverse transcriptase enzyme. This work increases the available QSAR studies of indoyl aryl sulfones and sulfides using the reported experimental EC₅₀ values against HIV-1 wild type (IIIB) in human T-lymphocyte (CEM) cells. Different approaches are proposed, involving 0D, 1D and 2D molecular descriptors from PaDEL freeware, and also based on flexible descriptors from CORAL freeware. Three models are finally presented, which correlate the inhibitory HIV reverse transcriptase activity with good accuracy. It is demonstrated that the established models are predictive in the validation process. The novelty of the present work relies on the development of structure-inhibitory HIV activity relationships, through a computational technique that does not require the knowledge of the molecular conformation during the structural representation. The obtained results would contribute to guide the design of more effective compounds for HIV treatment.Instituto de Investigaciones Fisicoquímicas Teóricas y AplicadasCentro de Investigación y Desarrollo en Ciencias AplicadasCentro de Investigación en Sanidad Vegetal2018-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf420-428http://sedici.unlp.edu.ar/handle/10915/141435enginfo:eu-repo/semantics/altIdentifier/issn/1054-2523info:eu-repo/semantics/altIdentifier/issn/1554-8120info:eu-repo/semantics/altIdentifier/doi/10.1007/s00044-017-2069-5info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:32:26Zoai:sedici.unlp.edu.ar:10915/141435Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:32:27.113SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors
title QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors
spellingShingle QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors
Duchowicz, Pablo Román
Ciencias Exactas
Química
Indoyl aryl sulfides and sulfones
HIV reverse transcriptase inhibitors
QSAR
PaDEL
CORAL
title_short QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors
title_full QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors
title_fullStr QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors
title_full_unstemmed QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors
title_sort QSAR studies of indoyl aryl sulfides and sulfones as reverse transcriptase inhibitors
dc.creator.none.fl_str_mv Duchowicz, Pablo Román
Bacelo, Daniel E.
Fioressi, Silvina E.
Palermo, Valeria
Ibezim, Nnenna E.
Romanelli, Gustavo Pablo
author Duchowicz, Pablo Román
author_facet Duchowicz, Pablo Román
Bacelo, Daniel E.
Fioressi, Silvina E.
Palermo, Valeria
Ibezim, Nnenna E.
Romanelli, Gustavo Pablo
author_role author
author2 Bacelo, Daniel E.
Fioressi, Silvina E.
Palermo, Valeria
Ibezim, Nnenna E.
Romanelli, Gustavo Pablo
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Ciencias Exactas
Química
Indoyl aryl sulfides and sulfones
HIV reverse transcriptase inhibitors
QSAR
PaDEL
CORAL
topic Ciencias Exactas
Química
Indoyl aryl sulfides and sulfones
HIV reverse transcriptase inhibitors
QSAR
PaDEL
CORAL
dc.description.none.fl_txt_mv The inhibitory HIV reverse transcriptase activity of 172 non-nucleoside indoyl aryl sulfones and sulfides is studied with a QSAR analysis, in order to identify the molecular characteristics influencing the interaction with the reverse transcriptase enzyme. This work increases the available QSAR studies of indoyl aryl sulfones and sulfides using the reported experimental EC₅₀ values against HIV-1 wild type (IIIB) in human T-lymphocyte (CEM) cells. Different approaches are proposed, involving 0D, 1D and 2D molecular descriptors from PaDEL freeware, and also based on flexible descriptors from CORAL freeware. Three models are finally presented, which correlate the inhibitory HIV reverse transcriptase activity with good accuracy. It is demonstrated that the established models are predictive in the validation process. The novelty of the present work relies on the development of structure-inhibitory HIV activity relationships, through a computational technique that does not require the knowledge of the molecular conformation during the structural representation. The obtained results would contribute to guide the design of more effective compounds for HIV treatment.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Centro de Investigación y Desarrollo en Ciencias Aplicadas
Centro de Investigación en Sanidad Vegetal
description The inhibitory HIV reverse transcriptase activity of 172 non-nucleoside indoyl aryl sulfones and sulfides is studied with a QSAR analysis, in order to identify the molecular characteristics influencing the interaction with the reverse transcriptase enzyme. This work increases the available QSAR studies of indoyl aryl sulfones and sulfides using the reported experimental EC₅₀ values against HIV-1 wild type (IIIB) in human T-lymphocyte (CEM) cells. Different approaches are proposed, involving 0D, 1D and 2D molecular descriptors from PaDEL freeware, and also based on flexible descriptors from CORAL freeware. Three models are finally presented, which correlate the inhibitory HIV reverse transcriptase activity with good accuracy. It is demonstrated that the established models are predictive in the validation process. The novelty of the present work relies on the development of structure-inhibitory HIV activity relationships, through a computational technique that does not require the knowledge of the molecular conformation during the structural representation. The obtained results would contribute to guide the design of more effective compounds for HIV treatment.
publishDate 2018
dc.date.none.fl_str_mv 2018-02
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/141435
url http://sedici.unlp.edu.ar/handle/10915/141435
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/1054-2523
info:eu-repo/semantics/altIdentifier/issn/1554-8120
info:eu-repo/semantics/altIdentifier/doi/10.1007/s00044-017-2069-5
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
dc.format.none.fl_str_mv application/pdf
420-428
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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