Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds

Autores
Ramirez, Daniela Andrea; Marchevsky, Eduardo Jorge; Luco, Juan Maria; Camargo, Alejandra Beatriz
Año de publicación
2019
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
CYP2A6 is a human enzyme responsible for the metabolic elimination of nicotine, and it is also involved in the activation of procarcinogenic nitrosamines, especially those present in tobacco smoke. Several investigations have reported that reducing this enzyme activity may contribute to anti-smoking therapy as well as reducing the risk of promutagens in the body. For these reasons, several authors investigate selective inhibitors molecules toward this enzyme. The aim of this study was to evaluate the interactions between a set of organosulfur compounds and the CYP2A6 enzyme by a quantitative structure-activity relationship (QSAR) analysis. The present work provides a better understanding of the mechanisms involved, with the final goal of providing information for the future design of CYP2A6 inhibitors based on dietary compounds. The reported activity data were modeled by means of multiple regression analysis (MLR) and partial least-squares (PLS) techniques. The results indicate that hydrophobic and steric factors govern the union, while electronic factors are strongly involved in the case of monosulfides.
Fil: Ramirez, Daniela Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mendoza. Instituto de Biología Agrícola de Mendoza. Universidad Nacional de Cuyo. Facultad de Ciencias Agrarias. Instituto de Biología Agrícola de Mendoza; Argentina
Fil: Marchevsky, Eduardo Jorge. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Luco, Juan Maria. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina
Fil: Camargo, Alejandra Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mendoza. Instituto de Biología Agrícola de Mendoza. Universidad Nacional de Cuyo. Facultad de Ciencias Agrarias. Instituto de Biología Agrícola de Mendoza; Argentina
Materia
QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP (QSAR)
CYP2A6
INHIBITORS
ORGANOSULFUR COMPOUNDS
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:11336/104663
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compoundsRamirez, Daniela AndreaMarchevsky, Eduardo JorgeLuco, Juan MariaCamargo, Alejandra BeatrizQUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP (QSAR)CYP2A6INHIBITORSORGANOSULFUR COMPOUNDShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1CYP2A6 is a human enzyme responsible for the metabolic elimination of nicotine, and it is also involved in the activation of procarcinogenic nitrosamines, especially those present in tobacco smoke. Several investigations have reported that reducing this enzyme activity may contribute to anti-smoking therapy as well as reducing the risk of promutagens in the body. For these reasons, several authors investigate selective inhibitors molecules toward this enzyme. The aim of this study was to evaluate the interactions between a set of organosulfur compounds and the CYP2A6 enzyme by a quantitative structure-activity relationship (QSAR) analysis. The present work provides a better understanding of the mechanisms involved, with the final goal of providing information for the future design of CYP2A6 inhibitors based on dietary compounds. The reported activity data were modeled by means of multiple regression analysis (MLR) and partial least-squares (PLS) techniques. The results indicate that hydrophobic and steric factors govern the union, while electronic factors are strongly involved in the case of monosulfides.Fil: Ramirez, Daniela Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mendoza. Instituto de Biología Agrícola de Mendoza. Universidad Nacional de Cuyo. Facultad de Ciencias Agrarias. Instituto de Biología Agrícola de Mendoza; ArgentinaFil: Marchevsky, Eduardo Jorge. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Luco, Juan Maria. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; ArgentinaFil: Camargo, Alejandra Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mendoza. Instituto de Biología Agrícola de Mendoza. Universidad Nacional de Cuyo. Facultad de Ciencias Agrarias. Instituto de Biología Agrícola de Mendoza; ArgentinaIAPC Publishing2019-08info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/104663Ramirez, Daniela Andrea; Marchevsky, Eduardo Jorge; Luco, Juan Maria; Camargo, Alejandra Beatriz; Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds; IAPC Publishing; ADMET & DMPK; 7; 3; 8-2019; 196-2091848-7718CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.5599/admet.678info:eu-repo/semantics/altIdentifier/url/http://pub.iapchem.org/ojs/index.php/admet/article/view/678info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:35:13Zoai:ri.conicet.gov.ar:11336/104663instacron: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:34982025-09-29 09:35:13.479CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds
title Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds
spellingShingle Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds
Ramirez, Daniela Andrea
QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP (QSAR)
CYP2A6
INHIBITORS
ORGANOSULFUR COMPOUNDS
title_short Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds
title_full Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds
title_fullStr Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds
title_full_unstemmed Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds
title_sort Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds
dc.creator.none.fl_str_mv Ramirez, Daniela Andrea
Marchevsky, Eduardo Jorge
Luco, Juan Maria
Camargo, Alejandra Beatriz
author Ramirez, Daniela Andrea
author_facet Ramirez, Daniela Andrea
Marchevsky, Eduardo Jorge
Luco, Juan Maria
Camargo, Alejandra Beatriz
author_role author
author2 Marchevsky, Eduardo Jorge
Luco, Juan Maria
Camargo, Alejandra Beatriz
author2_role author
author
author
dc.subject.none.fl_str_mv QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP (QSAR)
CYP2A6
INHIBITORS
ORGANOSULFUR COMPOUNDS
topic QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP (QSAR)
CYP2A6
INHIBITORS
ORGANOSULFUR COMPOUNDS
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv CYP2A6 is a human enzyme responsible for the metabolic elimination of nicotine, and it is also involved in the activation of procarcinogenic nitrosamines, especially those present in tobacco smoke. Several investigations have reported that reducing this enzyme activity may contribute to anti-smoking therapy as well as reducing the risk of promutagens in the body. For these reasons, several authors investigate selective inhibitors molecules toward this enzyme. The aim of this study was to evaluate the interactions between a set of organosulfur compounds and the CYP2A6 enzyme by a quantitative structure-activity relationship (QSAR) analysis. The present work provides a better understanding of the mechanisms involved, with the final goal of providing information for the future design of CYP2A6 inhibitors based on dietary compounds. The reported activity data were modeled by means of multiple regression analysis (MLR) and partial least-squares (PLS) techniques. The results indicate that hydrophobic and steric factors govern the union, while electronic factors are strongly involved in the case of monosulfides.
Fil: Ramirez, Daniela Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mendoza. Instituto de Biología Agrícola de Mendoza. Universidad Nacional de Cuyo. Facultad de Ciencias Agrarias. Instituto de Biología Agrícola de Mendoza; Argentina
Fil: Marchevsky, Eduardo Jorge. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Luco, Juan Maria. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina
Fil: Camargo, Alejandra Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mendoza. Instituto de Biología Agrícola de Mendoza. Universidad Nacional de Cuyo. Facultad de Ciencias Agrarias. Instituto de Biología Agrícola de Mendoza; Argentina
description CYP2A6 is a human enzyme responsible for the metabolic elimination of nicotine, and it is also involved in the activation of procarcinogenic nitrosamines, especially those present in tobacco smoke. Several investigations have reported that reducing this enzyme activity may contribute to anti-smoking therapy as well as reducing the risk of promutagens in the body. For these reasons, several authors investigate selective inhibitors molecules toward this enzyme. The aim of this study was to evaluate the interactions between a set of organosulfur compounds and the CYP2A6 enzyme by a quantitative structure-activity relationship (QSAR) analysis. The present work provides a better understanding of the mechanisms involved, with the final goal of providing information for the future design of CYP2A6 inhibitors based on dietary compounds. The reported activity data were modeled by means of multiple regression analysis (MLR) and partial least-squares (PLS) techniques. The results indicate that hydrophobic and steric factors govern the union, while electronic factors are strongly involved in the case of monosulfides.
publishDate 2019
dc.date.none.fl_str_mv 2019-08
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/11336/104663
Ramirez, Daniela Andrea; Marchevsky, Eduardo Jorge; Luco, Juan Maria; Camargo, Alejandra Beatriz; Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds; IAPC Publishing; ADMET & DMPK; 7; 3; 8-2019; 196-209
1848-7718
CONICET Digital
CONICET
url http://hdl.handle.net/11336/104663
identifier_str_mv Ramirez, Daniela Andrea; Marchevsky, Eduardo Jorge; Luco, Juan Maria; Camargo, Alejandra Beatriz; Quantitative structure-activity relationship to elucidate human CYP2A6 inhibition by organosulfur compounds; IAPC Publishing; ADMET & DMPK; 7; 3; 8-2019; 196-209
1848-7718
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.5599/admet.678
info:eu-repo/semantics/altIdentifier/url/http://pub.iapchem.org/ojs/index.php/admet/article/view/678
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
application/pdf
dc.publisher.none.fl_str_mv IAPC Publishing
publisher.none.fl_str_mv IAPC Publishing
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 13.070432

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