A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms
- Autores
- Lombardo, Andrea Laura; Ortega, María Gabriela; Cabrera, Jose Luis; Peralta, Mariana Andrea; Paraje, María Gabriela
- Año de publicación
- 2020
- Idioma
- inglés
- Tipo de recurso
- documento de conferencia
- Estado
- versión publicada
- Descripción
- Currently, a wide variety of natural products are used for medicinal purposes, both to prevent and treat health problems, as well as in the research and development of new drugs. Previous studies on the species Dalea elegans Gillies ex Hook. et Arn, led to the isolation and elucidation of a prenylated flavonoid: 2’,4’-dihydroxy-5’-(1’’’,1’’’-dimethylallyl)-8 prenylpinocembrin (8PP). This compound exhibited antimicrobial activity against bacterial and fungal strains and was also reported with activity against Candida albicans mature biofilms. This species is the most frequently isolated from candidiasis, however, the incidence of fungal infections produced by C. non-albicans has increased in recent years in Latin America. Antifungal treatment can be difficult, often associated with the ability to form a biofilm, with high resistance to antifungal agents. This work aimed to perform the chemical study and evaluations of the antibiofilm activity of the species D. boliviana Britton (Fabaceae) as a potential source of new structures for the investigation of antifungal drugs. The chemical study of D. boliviana was performed by obtaining the hexane extract from its roots. This extract was purified by column chromatography and thin-laye chromatography. A solid, amorphous, and orange-colored compound (N3) was isolated and purified. N3 structure was determined by spectroscopic methodologies (NMR H1 and C13 in one and two dimensions) and UV-Vis spectrophotometry. N3 activity was evaluated in vitro on mature biofilms of C. tropicalis (NCPF 1111). The mature biofilm was treated with N3 dissolved in dimethyl sulfoxide (2% DMSO), at a final concentration of 25 µg/mL, with Amphotericin B (AmB) at 100 µg/mL, and with the combination of both. The results were reported as relative percentages of inhibition with respect to the control (mature biofilms without treatment). As a result of the analysis of the spectral data, the new structure named 5,2’-dihydroxy-6’’,6’’-dimethylchromeno-(7,8:2’’,3’’)-flavanone (N3), is postulated. It is a chromeno flavanone reported for the first time in the species D. boliviana. Compound N3 by itself reduced 54 ± 4% of the mature biofilm of C. tropicalis, while Amb reduced 86 ± 2%. For the combination of both compounds, the inhibition resulted in 98 ± 3%. In conclusion, this work presents a new compound obtained from the Argentine native flora showing activity against a highly resistant structure such as the mature biofilm of C. tropicalis. Furthermore, when the compound N3 was combined with AmB, the total eradication of the biofilm was obtained. Since Candida biofilms have marked resistance to antifungals for clinical use, it is important to obtain new active compounds against this form of growth, so it would merit the continuity of this research, especially in the search for synergistic combinations and studies on the mechanism of action.
Fil: Lombardo, Andrea Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Ortega, María Gabriela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Cabrera, Jose Luis. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Peralta, Mariana Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Paraje, María Gabriela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
LVI Annual Meeting Argentine Society for Biochemistry and Molecular Biology; XV Annual Meeting Argentinean Society for General Microbiology
Argentina
Sociedad Argentina de Investigación en Bioquímica y Biología Molecular
Sociedad Argentina de Microbiología General - Materia
-
Chromene Flavonone
Dalea boliviana
Biofilms
Candida tropicalis - 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:11336/150531
Ver los metadatos del registro completo
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A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilmsLombardo, Andrea LauraOrtega, María GabrielaCabrera, Jose LuisPeralta, Mariana AndreaParaje, María GabrielaChromene FlavononeDalea bolivianaBiofilmsCandida tropicalishttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1Currently, a wide variety of natural products are used for medicinal purposes, both to prevent and treat health problems, as well as in the research and development of new drugs. Previous studies on the species Dalea elegans Gillies ex Hook. et Arn, led to the isolation and elucidation of a prenylated flavonoid: 2’,4’-dihydroxy-5’-(1’’’,1’’’-dimethylallyl)-8 prenylpinocembrin (8PP). This compound exhibited antimicrobial activity against bacterial and fungal strains and was also reported with activity against Candida albicans mature biofilms. This species is the most frequently isolated from candidiasis, however, the incidence of fungal infections produced by C. non-albicans has increased in recent years in Latin America. Antifungal treatment can be difficult, often associated with the ability to form a biofilm, with high resistance to antifungal agents. This work aimed to perform the chemical study and evaluations of the antibiofilm activity of the species D. boliviana Britton (Fabaceae) as a potential source of new structures for the investigation of antifungal drugs. The chemical study of D. boliviana was performed by obtaining the hexane extract from its roots. This extract was purified by column chromatography and thin-laye chromatography. A solid, amorphous, and orange-colored compound (N3) was isolated and purified. N3 structure was determined by spectroscopic methodologies (NMR H1 and C13 in one and two dimensions) and UV-Vis spectrophotometry. N3 activity was evaluated in vitro on mature biofilms of C. tropicalis (NCPF 1111). The mature biofilm was treated with N3 dissolved in dimethyl sulfoxide (2% DMSO), at a final concentration of 25 µg/mL, with Amphotericin B (AmB) at 100 µg/mL, and with the combination of both. The results were reported as relative percentages of inhibition with respect to the control (mature biofilms without treatment). As a result of the analysis of the spectral data, the new structure named 5,2’-dihydroxy-6’’,6’’-dimethylchromeno-(7,8:2’’,3’’)-flavanone (N3), is postulated. It is a chromeno flavanone reported for the first time in the species D. boliviana. Compound N3 by itself reduced 54 ± 4% of the mature biofilm of C. tropicalis, while Amb reduced 86 ± 2%. For the combination of both compounds, the inhibition resulted in 98 ± 3%. In conclusion, this work presents a new compound obtained from the Argentine native flora showing activity against a highly resistant structure such as the mature biofilm of C. tropicalis. Furthermore, when the compound N3 was combined with AmB, the total eradication of the biofilm was obtained. Since Candida biofilms have marked resistance to antifungals for clinical use, it is important to obtain new active compounds against this form of growth, so it would merit the continuity of this research, especially in the search for synergistic combinations and studies on the mechanism of action.Fil: Lombardo, Andrea Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; ArgentinaFil: Ortega, María Gabriela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; ArgentinaFil: Cabrera, Jose Luis. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; ArgentinaFil: Peralta, Mariana Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; ArgentinaFil: Paraje, María Gabriela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; ArgentinaLVI Annual Meeting Argentine Society for Biochemistry and Molecular Biology; XV Annual Meeting Argentinean Society for General MicrobiologyArgentinaSociedad Argentina de Investigación en Bioquímica y Biología MolecularSociedad Argentina de Microbiología GeneralTech Science Press2020info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/conferenceObjectReuniónJournalhttp://purl.org/coar/resource_type/c_5794info:ar-repo/semantics/documentoDeConferenciaapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/150531A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms; LVI Annual Meeting Argentine Society for Biochemistry and Molecular Biology; XV Annual Meeting Argentinean Society for General Microbiology; Argentina; 2020; 1-1730327-9545CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.saib.org.ar/index.php?q=node/562Nacionalinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:11:53Zoai:ri.conicet.gov.ar:11336/150531instacron: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:34982025-09-03 10:11:53.587CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms |
title |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms |
spellingShingle |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms Lombardo, Andrea Laura Chromene Flavonone Dalea boliviana Biofilms Candida tropicalis |
title_short |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms |
title_full |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms |
title_fullStr |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms |
title_full_unstemmed |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms |
title_sort |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms |
dc.creator.none.fl_str_mv |
Lombardo, Andrea Laura Ortega, María Gabriela Cabrera, Jose Luis Peralta, Mariana Andrea Paraje, María Gabriela |
author |
Lombardo, Andrea Laura |
author_facet |
Lombardo, Andrea Laura Ortega, María Gabriela Cabrera, Jose Luis Peralta, Mariana Andrea Paraje, María Gabriela |
author_role |
author |
author2 |
Ortega, María Gabriela Cabrera, Jose Luis Peralta, Mariana Andrea Paraje, María Gabriela |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
Chromene Flavonone Dalea boliviana Biofilms Candida tropicalis |
topic |
Chromene Flavonone Dalea boliviana Biofilms Candida tropicalis |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.6 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Currently, a wide variety of natural products are used for medicinal purposes, both to prevent and treat health problems, as well as in the research and development of new drugs. Previous studies on the species Dalea elegans Gillies ex Hook. et Arn, led to the isolation and elucidation of a prenylated flavonoid: 2’,4’-dihydroxy-5’-(1’’’,1’’’-dimethylallyl)-8 prenylpinocembrin (8PP). This compound exhibited antimicrobial activity against bacterial and fungal strains and was also reported with activity against Candida albicans mature biofilms. This species is the most frequently isolated from candidiasis, however, the incidence of fungal infections produced by C. non-albicans has increased in recent years in Latin America. Antifungal treatment can be difficult, often associated with the ability to form a biofilm, with high resistance to antifungal agents. This work aimed to perform the chemical study and evaluations of the antibiofilm activity of the species D. boliviana Britton (Fabaceae) as a potential source of new structures for the investigation of antifungal drugs. The chemical study of D. boliviana was performed by obtaining the hexane extract from its roots. This extract was purified by column chromatography and thin-laye chromatography. A solid, amorphous, and orange-colored compound (N3) was isolated and purified. N3 structure was determined by spectroscopic methodologies (NMR H1 and C13 in one and two dimensions) and UV-Vis spectrophotometry. N3 activity was evaluated in vitro on mature biofilms of C. tropicalis (NCPF 1111). The mature biofilm was treated with N3 dissolved in dimethyl sulfoxide (2% DMSO), at a final concentration of 25 µg/mL, with Amphotericin B (AmB) at 100 µg/mL, and with the combination of both. The results were reported as relative percentages of inhibition with respect to the control (mature biofilms without treatment). As a result of the analysis of the spectral data, the new structure named 5,2’-dihydroxy-6’’,6’’-dimethylchromeno-(7,8:2’’,3’’)-flavanone (N3), is postulated. It is a chromeno flavanone reported for the first time in the species D. boliviana. Compound N3 by itself reduced 54 ± 4% of the mature biofilm of C. tropicalis, while Amb reduced 86 ± 2%. For the combination of both compounds, the inhibition resulted in 98 ± 3%. In conclusion, this work presents a new compound obtained from the Argentine native flora showing activity against a highly resistant structure such as the mature biofilm of C. tropicalis. Furthermore, when the compound N3 was combined with AmB, the total eradication of the biofilm was obtained. Since Candida biofilms have marked resistance to antifungals for clinical use, it is important to obtain new active compounds against this form of growth, so it would merit the continuity of this research, especially in the search for synergistic combinations and studies on the mechanism of action. Fil: Lombardo, Andrea Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina Fil: Ortega, María Gabriela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina Fil: Cabrera, Jose Luis. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina Fil: Peralta, Mariana Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina Fil: Paraje, María Gabriela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina LVI Annual Meeting Argentine Society for Biochemistry and Molecular Biology; XV Annual Meeting Argentinean Society for General Microbiology Argentina Sociedad Argentina de Investigación en Bioquímica y Biología Molecular Sociedad Argentina de Microbiología General |
description |
Currently, a wide variety of natural products are used for medicinal purposes, both to prevent and treat health problems, as well as in the research and development of new drugs. Previous studies on the species Dalea elegans Gillies ex Hook. et Arn, led to the isolation and elucidation of a prenylated flavonoid: 2’,4’-dihydroxy-5’-(1’’’,1’’’-dimethylallyl)-8 prenylpinocembrin (8PP). This compound exhibited antimicrobial activity against bacterial and fungal strains and was also reported with activity against Candida albicans mature biofilms. This species is the most frequently isolated from candidiasis, however, the incidence of fungal infections produced by C. non-albicans has increased in recent years in Latin America. Antifungal treatment can be difficult, often associated with the ability to form a biofilm, with high resistance to antifungal agents. This work aimed to perform the chemical study and evaluations of the antibiofilm activity of the species D. boliviana Britton (Fabaceae) as a potential source of new structures for the investigation of antifungal drugs. The chemical study of D. boliviana was performed by obtaining the hexane extract from its roots. This extract was purified by column chromatography and thin-laye chromatography. A solid, amorphous, and orange-colored compound (N3) was isolated and purified. N3 structure was determined by spectroscopic methodologies (NMR H1 and C13 in one and two dimensions) and UV-Vis spectrophotometry. N3 activity was evaluated in vitro on mature biofilms of C. tropicalis (NCPF 1111). The mature biofilm was treated with N3 dissolved in dimethyl sulfoxide (2% DMSO), at a final concentration of 25 µg/mL, with Amphotericin B (AmB) at 100 µg/mL, and with the combination of both. The results were reported as relative percentages of inhibition with respect to the control (mature biofilms without treatment). As a result of the analysis of the spectral data, the new structure named 5,2’-dihydroxy-6’’,6’’-dimethylchromeno-(7,8:2’’,3’’)-flavanone (N3), is postulated. It is a chromeno flavanone reported for the first time in the species D. boliviana. Compound N3 by itself reduced 54 ± 4% of the mature biofilm of C. tropicalis, while Amb reduced 86 ± 2%. For the combination of both compounds, the inhibition resulted in 98 ± 3%. In conclusion, this work presents a new compound obtained from the Argentine native flora showing activity against a highly resistant structure such as the mature biofilm of C. tropicalis. Furthermore, when the compound N3 was combined with AmB, the total eradication of the biofilm was obtained. Since Candida biofilms have marked resistance to antifungals for clinical use, it is important to obtain new active compounds against this form of growth, so it would merit the continuity of this research, especially in the search for synergistic combinations and studies on the mechanism of action. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/publishedVersion info:eu-repo/semantics/conferenceObject Reunión Journal http://purl.org/coar/resource_type/c_5794 info:ar-repo/semantics/documentoDeConferencia |
status_str |
publishedVersion |
format |
conferenceObject |
dc.identifier.none.fl_str_mv |
http://hdl.handle.net/11336/150531 A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms; LVI Annual Meeting Argentine Society for Biochemistry and Molecular Biology; XV Annual Meeting Argentinean Society for General Microbiology; Argentina; 2020; 1-173 0327-9545 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/150531 |
identifier_str_mv |
A new chromene flavanone from Dalea boliviana Britton (Fabaceae) against Candida tropicalis biofilms; LVI Annual Meeting Argentine Society for Biochemistry and Molecular Biology; XV Annual Meeting Argentinean Society for General Microbiology; Argentina; 2020; 1-173 0327-9545 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/url/http://www.saib.org.ar/index.php?q=node/562 |
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/ |
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application/pdf application/pdf application/pdf |
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Nacional |
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Tech Science Press |
publisher.none.fl_str_mv |
Tech Science Press |
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reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
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CONICET Digital (CONICET) |
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Consejo Nacional de Investigaciones Científicas y Técnicas |
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CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas |
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dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar |
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