Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2...

Autores
Mosconi, Natalia Ester; Monti, Laura Lucía; Giulidori, Cecilia María del Luján; Williams, Patricia Ana María; Raimondi, Marcela Patricia; Bellú, Sebastián Eduardo; Rizzotto, Marcela Adriana
Año de publicación
2021
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Fungal infections are still a major problem. Some limitations of current antifungals (toxicity, fungal resistance) require the search for new drugs. The interest in metal–sulfanilamide derivatives was stimulated by the successful introduction of a silver-sulfadiazine complex, yet in current use, to prevent microbial infections during burn treatment of both humans and animals. Sulfadimethoxine (HSDM) is used in medicine, most frequently veterinary, to treat many infections, such as respiratory, urinary, etc. In this work we report the synthesis, characterization by elemental analysis, FTIR, 1H NMR and 13C NMR spectra of the heteroleptic complexes [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O, named as AgSDM-SCN and AgSDM-phen, respectively, and the biological properties (lipophilicity, antifungal, phyto, cyto and genotoxicity) of AgSDM-SCN, AgSDM-phen and the homoleptic one: AgSDM. 1H NMR spectra show that the sulfonamide moiety loses its acidic proton in both complexes, in agreement with the FTIR results. The three complexes showed a moderate antifungal activity, mainly against the yeasts Candida albicans, C. tropicalis and Cryptococcus neoformans. None of the tested fungi was inhibited by the free ligand. Lipophilicity: log Koctanol/water values were 0.80, 0.84, 0.85, 0.94 and 0.43 for HSDM, NaSDM, AgSDM, AgSDM-SCN and AgSDM-phen respectively, similarly to another sulfa-metal complexes. No genotoxicity or cytotoxicity were observed for AgSDM and AgSDM-SCN in the Allium cepa test, different from AgSDM-phen. Given these results, the studied complexes could be good candidates for further pharmaceutical studies.
Fil: Mosconi, Natalia Ester. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Fil: Monti, Laura Lucía. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Fil: Giulidori, Cecilia María del Luján. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Fil: Williams, Patricia Ana María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Raimondi, Marcela Patricia. Universidad Nacional de Rosario. Facultad de Ciencias Médicas; Argentina
Fil: Bellú, Sebastián Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Rizzotto, Marcela Adriana. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Materia
SULFADRIG METAL COMPLEX
ANTIFUNGAL PROPERTIES
LIPOPHILICITY
ALLIUM CEPA TEST
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/129443
Acceder
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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2OMosconi, Natalia EsterMonti, Laura LucíaGiulidori, Cecilia María del LujánWilliams, Patricia Ana MaríaRaimondi, Marcela PatriciaBellú, Sebastián EduardoRizzotto, Marcela AdrianaSULFADRIG METAL COMPLEXANTIFUNGAL PROPERTIESLIPOPHILICITYALLIUM CEPA TESThttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Fungal infections are still a major problem. Some limitations of current antifungals (toxicity, fungal resistance) require the search for new drugs. The interest in metal–sulfanilamide derivatives was stimulated by the successful introduction of a silver-sulfadiazine complex, yet in current use, to prevent microbial infections during burn treatment of both humans and animals. Sulfadimethoxine (HSDM) is used in medicine, most frequently veterinary, to treat many infections, such as respiratory, urinary, etc. In this work we report the synthesis, characterization by elemental analysis, FTIR, 1H NMR and 13C NMR spectra of the heteroleptic complexes [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O, named as AgSDM-SCN and AgSDM-phen, respectively, and the biological properties (lipophilicity, antifungal, phyto, cyto and genotoxicity) of AgSDM-SCN, AgSDM-phen and the homoleptic one: AgSDM. 1H NMR spectra show that the sulfonamide moiety loses its acidic proton in both complexes, in agreement with the FTIR results. The three complexes showed a moderate antifungal activity, mainly against the yeasts Candida albicans, C. tropicalis and Cryptococcus neoformans. None of the tested fungi was inhibited by the free ligand. Lipophilicity: log Koctanol/water values were 0.80, 0.84, 0.85, 0.94 and 0.43 for HSDM, NaSDM, AgSDM, AgSDM-SCN and AgSDM-phen respectively, similarly to another sulfa-metal complexes. No genotoxicity or cytotoxicity were observed for AgSDM and AgSDM-SCN in the Allium cepa test, different from AgSDM-phen. Given these results, the studied complexes could be good candidates for further pharmaceutical studies.Fil: Mosconi, Natalia Ester. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; ArgentinaFil: Monti, Laura Lucía. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; ArgentinaFil: Giulidori, Cecilia María del Luján. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; ArgentinaFil: Williams, Patricia Ana María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; ArgentinaFil: Raimondi, Marcela Patricia. Universidad Nacional de Rosario. Facultad de Ciencias Médicas; ArgentinaFil: Bellú, Sebastián Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Rizzotto, Marcela Adriana. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; ArgentinaPergamon-Elsevier Science Ltd2021-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/129443Mosconi, Natalia Ester; Monti, Laura Lucía; Giulidori, Cecilia María del Luján; Williams, Patricia Ana María; Raimondi, Marcela Patricia; et al.; Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O; Pergamon-Elsevier Science Ltd; Polyhedron; 195; 2-2021; 1-250277-5387CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0277538720306227info:eu-repo/semantics/altIdentifier/doi/10.1016/j.poly.2020.114965info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:10:43Zoai:ri.conicet.gov.ar:11336/129443instacron: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 10:10:44.249CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O
title Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O
spellingShingle Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O
Mosconi, Natalia Ester
SULFADRIG METAL COMPLEX
ANTIFUNGAL PROPERTIES
LIPOPHILICITY
ALLIUM CEPA TEST
title_short Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O
title_full Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O
title_fullStr Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O
title_full_unstemmed Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O
title_sort Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O
dc.creator.none.fl_str_mv Mosconi, Natalia Ester
Monti, Laura Lucía
Giulidori, Cecilia María del Luján
Williams, Patricia Ana María
Raimondi, Marcela Patricia
Bellú, Sebastián Eduardo
Rizzotto, Marcela Adriana
author Mosconi, Natalia Ester
author_facet Mosconi, Natalia Ester
Monti, Laura Lucía
Giulidori, Cecilia María del Luján
Williams, Patricia Ana María
Raimondi, Marcela Patricia
Bellú, Sebastián Eduardo
Rizzotto, Marcela Adriana
author_role author
author2 Monti, Laura Lucía
Giulidori, Cecilia María del Luján
Williams, Patricia Ana María
Raimondi, Marcela Patricia
Bellú, Sebastián Eduardo
Rizzotto, Marcela Adriana
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv SULFADRIG METAL COMPLEX
ANTIFUNGAL PROPERTIES
LIPOPHILICITY
ALLIUM CEPA TEST
topic SULFADRIG METAL COMPLEX
ANTIFUNGAL PROPERTIES
LIPOPHILICITY
ALLIUM CEPA TEST
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Fungal infections are still a major problem. Some limitations of current antifungals (toxicity, fungal resistance) require the search for new drugs. The interest in metal–sulfanilamide derivatives was stimulated by the successful introduction of a silver-sulfadiazine complex, yet in current use, to prevent microbial infections during burn treatment of both humans and animals. Sulfadimethoxine (HSDM) is used in medicine, most frequently veterinary, to treat many infections, such as respiratory, urinary, etc. In this work we report the synthesis, characterization by elemental analysis, FTIR, 1H NMR and 13C NMR spectra of the heteroleptic complexes [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O, named as AgSDM-SCN and AgSDM-phen, respectively, and the biological properties (lipophilicity, antifungal, phyto, cyto and genotoxicity) of AgSDM-SCN, AgSDM-phen and the homoleptic one: AgSDM. 1H NMR spectra show that the sulfonamide moiety loses its acidic proton in both complexes, in agreement with the FTIR results. The three complexes showed a moderate antifungal activity, mainly against the yeasts Candida albicans, C. tropicalis and Cryptococcus neoformans. None of the tested fungi was inhibited by the free ligand. Lipophilicity: log Koctanol/water values were 0.80, 0.84, 0.85, 0.94 and 0.43 for HSDM, NaSDM, AgSDM, AgSDM-SCN and AgSDM-phen respectively, similarly to another sulfa-metal complexes. No genotoxicity or cytotoxicity were observed for AgSDM and AgSDM-SCN in the Allium cepa test, different from AgSDM-phen. Given these results, the studied complexes could be good candidates for further pharmaceutical studies.
Fil: Mosconi, Natalia Ester. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Fil: Monti, Laura Lucía. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Fil: Giulidori, Cecilia María del Luján. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Fil: Williams, Patricia Ana María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Raimondi, Marcela Patricia. Universidad Nacional de Rosario. Facultad de Ciencias Médicas; Argentina
Fil: Bellú, Sebastián Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Rizzotto, Marcela Adriana. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
description Fungal infections are still a major problem. Some limitations of current antifungals (toxicity, fungal resistance) require the search for new drugs. The interest in metal–sulfanilamide derivatives was stimulated by the successful introduction of a silver-sulfadiazine complex, yet in current use, to prevent microbial infections during burn treatment of both humans and animals. Sulfadimethoxine (HSDM) is used in medicine, most frequently veterinary, to treat many infections, such as respiratory, urinary, etc. In this work we report the synthesis, characterization by elemental analysis, FTIR, 1H NMR and 13C NMR spectra of the heteroleptic complexes [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O, named as AgSDM-SCN and AgSDM-phen, respectively, and the biological properties (lipophilicity, antifungal, phyto, cyto and genotoxicity) of AgSDM-SCN, AgSDM-phen and the homoleptic one: AgSDM. 1H NMR spectra show that the sulfonamide moiety loses its acidic proton in both complexes, in agreement with the FTIR results. The three complexes showed a moderate antifungal activity, mainly against the yeasts Candida albicans, C. tropicalis and Cryptococcus neoformans. None of the tested fungi was inhibited by the free ligand. Lipophilicity: log Koctanol/water values were 0.80, 0.84, 0.85, 0.94 and 0.43 for HSDM, NaSDM, AgSDM, AgSDM-SCN and AgSDM-phen respectively, similarly to another sulfa-metal complexes. No genotoxicity or cytotoxicity were observed for AgSDM and AgSDM-SCN in the Allium cepa test, different from AgSDM-phen. Given these results, the studied complexes could be good candidates for further pharmaceutical studies.
publishDate 2021
dc.date.none.fl_str_mv 2021-02
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/11336/129443
Mosconi, Natalia Ester; Monti, Laura Lucía; Giulidori, Cecilia María del Luján; Williams, Patricia Ana María; Raimondi, Marcela Patricia; et al.; Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O; Pergamon-Elsevier Science Ltd; Polyhedron; 195; 2-2021; 1-25
0277-5387
CONICET Digital
CONICET
url http://hdl.handle.net/11336/129443
identifier_str_mv Mosconi, Natalia Ester; Monti, Laura Lucía; Giulidori, Cecilia María del Luján; Williams, Patricia Ana María; Raimondi, Marcela Patricia; et al.; Antifungal, phyto, cyto, genotoxic and lipophilic properties of three complexes of sulfadimethoxine (HSDM) with Ag(I). Synthesis and characterization of [Ag3SDM(SCN)2]·H2O and [Ag2(SDM)2o-phenanthroline]·H2O; Pergamon-Elsevier Science Ltd; Polyhedron; 195; 2-2021; 1-25
0277-5387
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://www.sciencedirect.com/science/article/abs/pii/S0277538720306227
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.poly.2020.114965
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
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application/pdf
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
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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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