Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents
- Autores
- Taborga, Lautaro; Sortino, Maximiliano Andrés; Carrasco, Héctor; Butassi, Estefanía; Zacchino, Susana Alicia Stella; Espinoza, Luis
- Año de publicación
- 2017
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Twenty four linear geranylphenols were evaluated for their antifungal properties against ATCC and clinical isolates of Candida albicans and Cryptococcus neoformans. For the analysis of their antifungal behavior the compounds were grouped into two series: (i) compounds with only one geranyl substituent on the benzene ring and (ii) compounds with two geranyl moieties on the benzene ring. Results showed that compounds of series (i) present better antifungal activities than those of series (ii). In addition, within group (i) all compounds showed better activities against C. neoformans than against C. albicans which can be easily verified by comparing MIC100 or MIC50 of each compound against both fungi. Di- (10 and 11) and tri-hydroxy (3 and 4) compounds showed significant anti-cryptoccocal activity, being 3, 10 and 11 highly active with MIC100 or MIC50 = 3.9 μg/mL similar to the standard drug amphotericin B. Moreover, when evaluating the toxicity of compounds 6, 10 and 11 on the HDF cell line (human dermal fibroblasts), results were obtained with IC50 values > 100 μM, considered as non-toxic for the cell. This indicates that the toxicity of the analyzed compounds is selective towards fungi, which makes them a very attractive family for the development of future drugs.
Fil: Taborga, Lautaro. Universidad Técnica Federico Santa María; Chile
Fil: Sortino, Maximiliano Andrés. 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: Carrasco, Héctor. Universidad Autónoma de Chile; Chile
Fil: Butassi, Estefanía. 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: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Espinoza, Luis. Universidad Técnica Federico Santa María; Chile - Materia
-
Antifungal Activity
Candida Albicans
Cryptococcus Neoformans.
Linear Geranylphenols - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/50214
Ver los metadatos del registro completo
id |
CONICETDig_3e4008a1efae612693e1a618955e6450 |
---|---|
oai_identifier_str |
oai:ri.conicet.gov.ar:11336/50214 |
network_acronym_str |
CONICETDig |
repository_id_str |
3498 |
network_name_str |
CONICET Digital (CONICET) |
spelling |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituentsTaborga, LautaroSortino, Maximiliano AndrésCarrasco, HéctorButassi, EstefaníaZacchino, Susana Alicia StellaEspinoza, LuisAntifungal ActivityCandida AlbicansCryptococcus Neoformans.Linear Geranylphenolshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Twenty four linear geranylphenols were evaluated for their antifungal properties against ATCC and clinical isolates of Candida albicans and Cryptococcus neoformans. For the analysis of their antifungal behavior the compounds were grouped into two series: (i) compounds with only one geranyl substituent on the benzene ring and (ii) compounds with two geranyl moieties on the benzene ring. Results showed that compounds of series (i) present better antifungal activities than those of series (ii). In addition, within group (i) all compounds showed better activities against C. neoformans than against C. albicans which can be easily verified by comparing MIC100 or MIC50 of each compound against both fungi. Di- (10 and 11) and tri-hydroxy (3 and 4) compounds showed significant anti-cryptoccocal activity, being 3, 10 and 11 highly active with MIC100 or MIC50 = 3.9 μg/mL similar to the standard drug amphotericin B. Moreover, when evaluating the toxicity of compounds 6, 10 and 11 on the HDF cell line (human dermal fibroblasts), results were obtained with IC50 values > 100 μM, considered as non-toxic for the cell. This indicates that the toxicity of the analyzed compounds is selective towards fungi, which makes them a very attractive family for the development of future drugs.Fil: Taborga, Lautaro. Universidad Técnica Federico Santa María; ChileFil: Sortino, Maximiliano Andrés. 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: Carrasco, Héctor. Universidad Autónoma de Chile; ChileFil: Butassi, Estefanía. 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: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; ArgentinaFil: Espinoza, Luis. Universidad Técnica Federico Santa María; ChilePergamon-Elsevier Science Ltd2017-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/50214Taborga, Lautaro; Sortino, Maximiliano Andrés; Carrasco, Héctor; Butassi, Estefanía; Zacchino, Susana Alicia Stella; et al.; Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents; Pergamon-Elsevier Science Ltd; Food And Chemical Toxicology; 109; Parte 2; 11-2017; 827-8350278-6915CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.fct.2017.05.027info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0278691517302557info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:51:29Zoai:ri.conicet.gov.ar:11336/50214instacron: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 09:51:30.15CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents |
title |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents |
spellingShingle |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents Taborga, Lautaro Antifungal Activity Candida Albicans Cryptococcus Neoformans. Linear Geranylphenols |
title_short |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents |
title_full |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents |
title_fullStr |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents |
title_full_unstemmed |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents |
title_sort |
Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents |
dc.creator.none.fl_str_mv |
Taborga, Lautaro Sortino, Maximiliano Andrés Carrasco, Héctor Butassi, Estefanía Zacchino, Susana Alicia Stella Espinoza, Luis |
author |
Taborga, Lautaro |
author_facet |
Taborga, Lautaro Sortino, Maximiliano Andrés Carrasco, Héctor Butassi, Estefanía Zacchino, Susana Alicia Stella Espinoza, Luis |
author_role |
author |
author2 |
Sortino, Maximiliano Andrés Carrasco, Héctor Butassi, Estefanía Zacchino, Susana Alicia Stella Espinoza, Luis |
author2_role |
author author author author author |
dc.subject.none.fl_str_mv |
Antifungal Activity Candida Albicans Cryptococcus Neoformans. Linear Geranylphenols |
topic |
Antifungal Activity Candida Albicans Cryptococcus Neoformans. Linear Geranylphenols |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Twenty four linear geranylphenols were evaluated for their antifungal properties against ATCC and clinical isolates of Candida albicans and Cryptococcus neoformans. For the analysis of their antifungal behavior the compounds were grouped into two series: (i) compounds with only one geranyl substituent on the benzene ring and (ii) compounds with two geranyl moieties on the benzene ring. Results showed that compounds of series (i) present better antifungal activities than those of series (ii). In addition, within group (i) all compounds showed better activities against C. neoformans than against C. albicans which can be easily verified by comparing MIC100 or MIC50 of each compound against both fungi. Di- (10 and 11) and tri-hydroxy (3 and 4) compounds showed significant anti-cryptoccocal activity, being 3, 10 and 11 highly active with MIC100 or MIC50 = 3.9 μg/mL similar to the standard drug amphotericin B. Moreover, when evaluating the toxicity of compounds 6, 10 and 11 on the HDF cell line (human dermal fibroblasts), results were obtained with IC50 values > 100 μM, considered as non-toxic for the cell. This indicates that the toxicity of the analyzed compounds is selective towards fungi, which makes them a very attractive family for the development of future drugs. Fil: Taborga, Lautaro. Universidad Técnica Federico Santa María; Chile Fil: Sortino, Maximiliano Andrés. 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: Carrasco, Héctor. Universidad Autónoma de Chile; Chile Fil: Butassi, Estefanía. 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: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina Fil: Espinoza, Luis. Universidad Técnica Federico Santa María; Chile |
description |
Twenty four linear geranylphenols were evaluated for their antifungal properties against ATCC and clinical isolates of Candida albicans and Cryptococcus neoformans. For the analysis of their antifungal behavior the compounds were grouped into two series: (i) compounds with only one geranyl substituent on the benzene ring and (ii) compounds with two geranyl moieties on the benzene ring. Results showed that compounds of series (i) present better antifungal activities than those of series (ii). In addition, within group (i) all compounds showed better activities against C. neoformans than against C. albicans which can be easily verified by comparing MIC100 or MIC50 of each compound against both fungi. Di- (10 and 11) and tri-hydroxy (3 and 4) compounds showed significant anti-cryptoccocal activity, being 3, 10 and 11 highly active with MIC100 or MIC50 = 3.9 μg/mL similar to the standard drug amphotericin B. Moreover, when evaluating the toxicity of compounds 6, 10 and 11 on the HDF cell line (human dermal fibroblasts), results were obtained with IC50 values > 100 μM, considered as non-toxic for the cell. This indicates that the toxicity of the analyzed compounds is selective towards fungi, which makes them a very attractive family for the development of future drugs. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-11 |
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/11336/50214 Taborga, Lautaro; Sortino, Maximiliano Andrés; Carrasco, Héctor; Butassi, Estefanía; Zacchino, Susana Alicia Stella; et al.; Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents; Pergamon-Elsevier Science Ltd; Food And Chemical Toxicology; 109; Parte 2; 11-2017; 827-835 0278-6915 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/50214 |
identifier_str_mv |
Taborga, Lautaro; Sortino, Maximiliano Andrés; Carrasco, Héctor; Butassi, Estefanía; Zacchino, Susana Alicia Stella; et al.; Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents; Pergamon-Elsevier Science Ltd; Food And Chemical Toxicology; 109; Parte 2; 11-2017; 827-835 0278-6915 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.fct.2017.05.027 info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0278691517302557 |
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 |
Pergamon-Elsevier Science Ltd |
publisher.none.fl_str_mv |
Pergamon-Elsevier Science Ltd |
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 |
_version_ |
1844613583096250368 |
score |
13.070432 |