Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor

Autores
Escalante, Andrea Marta; Riera, Micaela Belen; Salazar, Mario Oscar; Furlan, Ricardo Luis Eugenio
Año de publicación
2024
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Traditional methods for discovering bioactive compounds can be time-consuming and resource-intensive, often requiring extensive synthesis and evaluation. To address these challenges, thisstudy combines TLC-based assays with dithioacetal mixture-library preparation, enabling rapid and effective bioactivity screening. Tyrosinase, an enzyme crucial for melanin production and fruitbrowning, serves as a significant therapeutic target in this context. Despite the substantial potential of sulfur-containing compounds in medicinal chemistry, the use of dithioacetals in drug discoveryremains limited. In this study, two small libraries of dithioacetals, comprising more than 150 compounds, were prepared as mixturelibraries and screened on TLC by directly measuring tyrosinase activity on the plate surface. This approach facilitated the efficient preparation and identification of a potent, simple, and readily accessible dithioacetal inhibitor of tyrosinase, with the entire process being conducted on a low milligram scale.
Fil: Escalante, Andrea Marta. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas.; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
Fil: Riera, Micaela Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Salazar, Mario Oscar. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
Fil: Furlan, Ricardo Luis Eugenio. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
Materia
dithioacetal
effect-directed
tyrosinase-inhibitor
thin-layer-chromatography
Nivel de accesibilidad
acceso embargado
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:11336/247759
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Effect‐Directed Synthesis of a Dithioacetal Tyrosinase InhibitorEscalante, Andrea MartaRiera, Micaela BelenSalazar, Mario OscarFurlan, Ricardo Luis Eugeniodithioacetaleffect-directedtyrosinase-inhibitorthin-layer-chromatographyhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Traditional methods for discovering bioactive compounds can be time-consuming and resource-intensive, often requiring extensive synthesis and evaluation. To address these challenges, thisstudy combines TLC-based assays with dithioacetal mixture-library preparation, enabling rapid and effective bioactivity screening. Tyrosinase, an enzyme crucial for melanin production and fruitbrowning, serves as a significant therapeutic target in this context. Despite the substantial potential of sulfur-containing compounds in medicinal chemistry, the use of dithioacetals in drug discoveryremains limited. In this study, two small libraries of dithioacetals, comprising more than 150 compounds, were prepared as mixturelibraries and screened on TLC by directly measuring tyrosinase activity on the plate surface. This approach facilitated the efficient preparation and identification of a potent, simple, and readily accessible dithioacetal inhibitor of tyrosinase, with the entire process being conducted on a low milligram scale.Fil: Escalante, Andrea Marta. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas.; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; ArgentinaFil: Riera, Micaela Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; ArgentinaFil: Salazar, Mario Oscar. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; ArgentinaFil: Furlan, Ricardo Luis Eugenio. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; ArgentinaWiley VCH Verlag2024-10info:eu-repo/date/embargoEnd/2025-04-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/247759Escalante, Andrea Marta; Riera, Micaela Belen; Salazar, Mario Oscar; Furlan, Ricardo Luis Eugenio; Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor; Wiley VCH Verlag; European Journal of Organic Chemistry; 10-2024; 1-61434-193XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202401006info:eu-repo/semantics/altIdentifier/doi/10.1002/ejoc.202401006info:eu-repo/semantics/embargoedAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T12:09:27Zoai:ri.conicet.gov.ar:11336/247759instacron: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:34982025-10-22 12:09:27.752CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor
title Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor
spellingShingle Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor
Escalante, Andrea Marta
dithioacetal
effect-directed
tyrosinase-inhibitor
thin-layer-chromatography
title_short Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor
title_full Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor
title_fullStr Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor
title_full_unstemmed Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor
title_sort Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor
dc.creator.none.fl_str_mv Escalante, Andrea Marta
Riera, Micaela Belen
Salazar, Mario Oscar
Furlan, Ricardo Luis Eugenio
author Escalante, Andrea Marta
author_facet Escalante, Andrea Marta
Riera, Micaela Belen
Salazar, Mario Oscar
Furlan, Ricardo Luis Eugenio
author_role author
author2 Riera, Micaela Belen
Salazar, Mario Oscar
Furlan, Ricardo Luis Eugenio
author2_role author
author
author
dc.subject.none.fl_str_mv dithioacetal
effect-directed
tyrosinase-inhibitor
thin-layer-chromatography
topic dithioacetal
effect-directed
tyrosinase-inhibitor
thin-layer-chromatography
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Traditional methods for discovering bioactive compounds can be time-consuming and resource-intensive, often requiring extensive synthesis and evaluation. To address these challenges, thisstudy combines TLC-based assays with dithioacetal mixture-library preparation, enabling rapid and effective bioactivity screening. Tyrosinase, an enzyme crucial for melanin production and fruitbrowning, serves as a significant therapeutic target in this context. Despite the substantial potential of sulfur-containing compounds in medicinal chemistry, the use of dithioacetals in drug discoveryremains limited. In this study, two small libraries of dithioacetals, comprising more than 150 compounds, were prepared as mixturelibraries and screened on TLC by directly measuring tyrosinase activity on the plate surface. This approach facilitated the efficient preparation and identification of a potent, simple, and readily accessible dithioacetal inhibitor of tyrosinase, with the entire process being conducted on a low milligram scale.
Fil: Escalante, Andrea Marta. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas.; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
Fil: Riera, Micaela Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Salazar, Mario Oscar. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
Fil: Furlan, Ricardo Luis Eugenio. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
description Traditional methods for discovering bioactive compounds can be time-consuming and resource-intensive, often requiring extensive synthesis and evaluation. To address these challenges, thisstudy combines TLC-based assays with dithioacetal mixture-library preparation, enabling rapid and effective bioactivity screening. Tyrosinase, an enzyme crucial for melanin production and fruitbrowning, serves as a significant therapeutic target in this context. Despite the substantial potential of sulfur-containing compounds in medicinal chemistry, the use of dithioacetals in drug discoveryremains limited. In this study, two small libraries of dithioacetals, comprising more than 150 compounds, were prepared as mixturelibraries and screened on TLC by directly measuring tyrosinase activity on the plate surface. This approach facilitated the efficient preparation and identification of a potent, simple, and readily accessible dithioacetal inhibitor of tyrosinase, with the entire process being conducted on a low milligram scale.
publishDate 2024
dc.date.none.fl_str_mv 2024-10
info:eu-repo/date/embargoEnd/2025-04-11
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/11336/247759
Escalante, Andrea Marta; Riera, Micaela Belen; Salazar, Mario Oscar; Furlan, Ricardo Luis Eugenio; Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor; Wiley VCH Verlag; European Journal of Organic Chemistry; 10-2024; 1-6
1434-193X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/247759
identifier_str_mv Escalante, Andrea Marta; Riera, Micaela Belen; Salazar, Mario Oscar; Furlan, Ricardo Luis Eugenio; Effect‐Directed Synthesis of a Dithioacetal Tyrosinase Inhibitor; Wiley VCH Verlag; European Journal of Organic Chemistry; 10-2024; 1-6
1434-193X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202401006
info:eu-repo/semantics/altIdentifier/doi/10.1002/ejoc.202401006
dc.rights.none.fl_str_mv info:eu-repo/semantics/embargoedAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv embargoedAccess
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
application/pdf
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
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 12.982451

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