Improvement of the antibacterial activity of sesquiterpene lactones

Autores
Cartagena, Elena; Montanaro. Susana; Bardon, Alicia del Valle
Año de publicación
2008
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Thirty six sesquiterpene lactones of the guaianolide and germacranolide-type from species of the Tribes Heliantheae and Vernonieae (Asteraceae) were evaluated for their antibacterial action. Thirty of them exhibited selective antibacterial activity, in hole-plate diffusion and liquid media assays, against two strains of Staphylococcus aureus and one of Enterococcus faecalis but resulted inactive on Lactobacillus paracasei, L. plantarum ,Escherichia coli , and Pseudomonas aeruginosa . The most active antibacterial compound was a melampolide-type sesquiterpene lactone, with a MIC = 78 microg/mL, against a methicillin-resistant S. aureus strain. An experimental strategy was also introduced to evaluate the effects of UV light on bacterial growth when certain sesquiterpene lactones were incorporated in hole-plate diffusion assays. Programmed UV irradiation (320-380 nm) during the first two hours of incubation of the agar plates produced increments of the antibacterial activity as a result of the incorporation of certain a, b -unsaturated lactones. In addition, an innovative method to increase the bioavailability of sesquiterpene lactones in antibacterial assays carried out in liquid media is also described. In fact, when polyethyleneglycol 400 (PEG 400) was incorporated (2.5%) to the bacterial cultures, an increment of the antibacterial activity was observed. Finally, hydrogenation of a natural sesquiterpene lactone gave two synthetic analogs whose antibacterial properties were also evaluated in order to set structure-activity relationships.
Fil: Cartagena, Elena. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
Fil: Montanaro. Susana. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
Fil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Tucumán. Instituto de Química del Noroeste. Grupo Vinculado Unse-inquinoa; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
Materia
Antibacterial Activity
Uv Irradiation Effects
Sesquiterpene Lactones
Heliantheae
Vernonieae
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:11336/61256
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/61256
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Improvement of the antibacterial activity of sesquiterpene lactonesCartagena, ElenaMontanaro. SusanaBardon, Alicia del ValleAntibacterial ActivityUv Irradiation EffectsSesquiterpene LactonesHeliantheaeVernonieaehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1https://purl.org/becyt/ford/3.4https://purl.org/becyt/ford/3Thirty six sesquiterpene lactones of the guaianolide and germacranolide-type from species of the Tribes Heliantheae and Vernonieae (Asteraceae) were evaluated for their antibacterial action. Thirty of them exhibited selective antibacterial activity, in hole-plate diffusion and liquid media assays, against two strains of Staphylococcus aureus and one of Enterococcus faecalis but resulted inactive on Lactobacillus paracasei, L. plantarum ,Escherichia coli , and Pseudomonas aeruginosa . The most active antibacterial compound was a melampolide-type sesquiterpene lactone, with a MIC = 78 microg/mL, against a methicillin-resistant S. aureus strain. An experimental strategy was also introduced to evaluate the effects of UV light on bacterial growth when certain sesquiterpene lactones were incorporated in hole-plate diffusion assays. Programmed UV irradiation (320-380 nm) during the first two hours of incubation of the agar plates produced increments of the antibacterial activity as a result of the incorporation of certain a, b -unsaturated lactones. In addition, an innovative method to increase the bioavailability of sesquiterpene lactones in antibacterial assays carried out in liquid media is also described. In fact, when polyethyleneglycol 400 (PEG 400) was incorporated (2.5%) to the bacterial cultures, an increment of the antibacterial activity was observed. Finally, hydrogenation of a natural sesquiterpene lactone gave two synthetic analogs whose antibacterial properties were also evaluated in order to set structure-activity relationships.Fil: Cartagena, Elena. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Montanaro. Susana. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Tucumán. Instituto de Química del Noroeste. Grupo Vinculado Unse-inquinoa; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaLaboratorios Mixim S.A.2008-10info: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/11336/61256Cartagena, Elena; Montanaro. Susana; Bardon, Alicia del Valle; Improvement of the antibacterial activity of sesquiterpene lactones; Laboratorios Mixim S.A.; Revista Latinoamericana de Quimica; 36; 10-2008; 43-510370-5943CONICET DigitalCONICETenginfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:04:04Zoai:ri.conicet.gov.ar:11336/61256instacron: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:34982025-09-10 13:04:04.622CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Improvement of the antibacterial activity of sesquiterpene lactones
title Improvement of the antibacterial activity of sesquiterpene lactones
spellingShingle Improvement of the antibacterial activity of sesquiterpene lactones
Cartagena, Elena
Antibacterial Activity
Uv Irradiation Effects
Sesquiterpene Lactones
Heliantheae
Vernonieae
title_short Improvement of the antibacterial activity of sesquiterpene lactones
title_full Improvement of the antibacterial activity of sesquiterpene lactones
title_fullStr Improvement of the antibacterial activity of sesquiterpene lactones
title_full_unstemmed Improvement of the antibacterial activity of sesquiterpene lactones
title_sort Improvement of the antibacterial activity of sesquiterpene lactones
dc.creator.none.fl_str_mv Cartagena, Elena
Montanaro. Susana
Bardon, Alicia del Valle
author Cartagena, Elena
author_facet Cartagena, Elena
Montanaro. Susana
Bardon, Alicia del Valle
author_role author
author2 Montanaro. Susana
Bardon, Alicia del Valle
author2_role author
author
dc.subject.none.fl_str_mv Antibacterial Activity
Uv Irradiation Effects
Sesquiterpene Lactones
Heliantheae
Vernonieae
topic Antibacterial Activity
Uv Irradiation Effects
Sesquiterpene Lactones
Heliantheae
Vernonieae
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/3.4
https://purl.org/becyt/ford/3
dc.description.none.fl_txt_mv Thirty six sesquiterpene lactones of the guaianolide and germacranolide-type from species of the Tribes Heliantheae and Vernonieae (Asteraceae) were evaluated for their antibacterial action. Thirty of them exhibited selective antibacterial activity, in hole-plate diffusion and liquid media assays, against two strains of Staphylococcus aureus and one of Enterococcus faecalis but resulted inactive on Lactobacillus paracasei, L. plantarum ,Escherichia coli , and Pseudomonas aeruginosa . The most active antibacterial compound was a melampolide-type sesquiterpene lactone, with a MIC = 78 microg/mL, against a methicillin-resistant S. aureus strain. An experimental strategy was also introduced to evaluate the effects of UV light on bacterial growth when certain sesquiterpene lactones were incorporated in hole-plate diffusion assays. Programmed UV irradiation (320-380 nm) during the first two hours of incubation of the agar plates produced increments of the antibacterial activity as a result of the incorporation of certain a, b -unsaturated lactones. In addition, an innovative method to increase the bioavailability of sesquiterpene lactones in antibacterial assays carried out in liquid media is also described. In fact, when polyethyleneglycol 400 (PEG 400) was incorporated (2.5%) to the bacterial cultures, an increment of the antibacterial activity was observed. Finally, hydrogenation of a natural sesquiterpene lactone gave two synthetic analogs whose antibacterial properties were also evaluated in order to set structure-activity relationships.
Fil: Cartagena, Elena. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
Fil: Montanaro. Susana. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
Fil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Tucumán. Instituto de Química del Noroeste. Grupo Vinculado Unse-inquinoa; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
description Thirty six sesquiterpene lactones of the guaianolide and germacranolide-type from species of the Tribes Heliantheae and Vernonieae (Asteraceae) were evaluated for their antibacterial action. Thirty of them exhibited selective antibacterial activity, in hole-plate diffusion and liquid media assays, against two strains of Staphylococcus aureus and one of Enterococcus faecalis but resulted inactive on Lactobacillus paracasei, L. plantarum ,Escherichia coli , and Pseudomonas aeruginosa . The most active antibacterial compound was a melampolide-type sesquiterpene lactone, with a MIC = 78 microg/mL, against a methicillin-resistant S. aureus strain. An experimental strategy was also introduced to evaluate the effects of UV light on bacterial growth when certain sesquiterpene lactones were incorporated in hole-plate diffusion assays. Programmed UV irradiation (320-380 nm) during the first two hours of incubation of the agar plates produced increments of the antibacterial activity as a result of the incorporation of certain a, b -unsaturated lactones. In addition, an innovative method to increase the bioavailability of sesquiterpene lactones in antibacterial assays carried out in liquid media is also described. In fact, when polyethyleneglycol 400 (PEG 400) was incorporated (2.5%) to the bacterial cultures, an increment of the antibacterial activity was observed. Finally, hydrogenation of a natural sesquiterpene lactone gave two synthetic analogs whose antibacterial properties were also evaluated in order to set structure-activity relationships.
publishDate 2008
dc.date.none.fl_str_mv 2008-10
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/11336/61256
Cartagena, Elena; Montanaro. Susana; Bardon, Alicia del Valle; Improvement of the antibacterial activity of sesquiterpene lactones; Laboratorios Mixim S.A.; Revista Latinoamericana de Quimica; 36; 10-2008; 43-51
0370-5943
CONICET Digital
CONICET
url http://hdl.handle.net/11336/61256
identifier_str_mv Cartagena, Elena; Montanaro. Susana; Bardon, Alicia del Valle; Improvement of the antibacterial activity of sesquiterpene lactones; Laboratorios Mixim S.A.; Revista Latinoamericana de Quimica; 36; 10-2008; 43-51
0370-5943
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
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 Laboratorios Mixim S.A.
publisher.none.fl_str_mv Laboratorios Mixim S.A.
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_ 1842980126430593024
score 12.993085

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