A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone

Autores
Rodriguez, Ana María del Valle; Montanaro, Susana; Bardon, Alicia del Valle; Cartagena, Elena; Borkosky, Silvia Susana
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Senecio punae Cabrera (Asteraceae–Senecioneae) is an endemic species from Puna semi-desert region of Argentina.The major compound, 4,5-eremophil7(11)9-dien-8-one, also known as dehydrofukinone (D), was isolated from the diethyl ether extract (E) of the plant. The phytochemical constituents from S. punae are presented here for the first time, as well as bioassays employing D, a molecule with versatility to carry out many different biological activities. E and D showed acute molluscicidal activity against the bilharzia vector snail Biomphalaria peregrina with LD50 values of 68.6 and 16.7 µg/mL, respectively. D exerted moderate and strong effects against promastigotes of Leishmania amazonensis and L. braziliensis, with IC50 values of 34.3±1.2 and 9.93±0.17 µg/mL, respectively. Antibacterial effects were also found. Diethyl ether extract (E) and dehydrofukinone (D) were slightly active against Pseudomonas aeruginosa and Staphylococcus aureus at 50 and 25 µg/mL, respectively. However, D and E improved the effectiveness of oxacillin at 6 µg/mL against S. aureus growth and its biofilm, but did not affect beneficial lactobacilli strains. Synergistic effects were also measured between D (23 µg/mL) and ciprofloxacin (0.25 µg/mL) against two P. aeruginosa strains (FIC index = 0.38), as well as against two S. aureus strains (FIC indexes = 0.38 and 0.25). Finally, when 250 µg of either dehydrofukinone (D) or diethyl ether extract (E) were incorporated into the diet of the pest Oryzaephillus surinamensis, an alteration in the feeding behavior of the insect (Repellency indexes = +60 and +10, respectively) was observed.
Fil: Rodriguez, Ana María del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Montanaro, Susana. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Cartagena, Elena. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Borkosky, Silvia Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Materia
Senecio Punae
Dehydrofukinone
Molluscicides
Leshmanicides
Antibacterial Activity
Selective Synergistic Interactions.
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/43680
Acceder
id CONICETDig_d6a2d5e671451402e03c49609cb083fc
oai_identifier_str oai:ri.conicet.gov.ar:11336/43680
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type KetoneRodriguez, Ana María del ValleMontanaro, SusanaBardon, Alicia del ValleCartagena, ElenaBorkosky, Silvia SusanaSenecio PunaeDehydrofukinoneMolluscicidesLeshmanicidesAntibacterial ActivitySelective Synergistic Interactions.https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Senecio punae Cabrera (Asteraceae–Senecioneae) is an endemic species from Puna semi-desert region of Argentina.The major compound, 4,5-eremophil7(11)9-dien-8-one, also known as dehydrofukinone (D), was isolated from the diethyl ether extract (E) of the plant. The phytochemical constituents from S. punae are presented here for the first time, as well as bioassays employing D, a molecule with versatility to carry out many different biological activities. E and D showed acute molluscicidal activity against the bilharzia vector snail Biomphalaria peregrina with LD50 values of 68.6 and 16.7 µg/mL, respectively. D exerted moderate and strong effects against promastigotes of Leishmania amazonensis and L. braziliensis, with IC50 values of 34.3±1.2 and 9.93±0.17 µg/mL, respectively. Antibacterial effects were also found. Diethyl ether extract (E) and dehydrofukinone (D) were slightly active against Pseudomonas aeruginosa and Staphylococcus aureus at 50 and 25 µg/mL, respectively. However, D and E improved the effectiveness of oxacillin at 6 µg/mL against S. aureus growth and its biofilm, but did not affect beneficial lactobacilli strains. Synergistic effects were also measured between D (23 µg/mL) and ciprofloxacin (0.25 µg/mL) against two P. aeruginosa strains (FIC index = 0.38), as well as against two S. aureus strains (FIC indexes = 0.38 and 0.25). Finally, when 250 µg of either dehydrofukinone (D) or diethyl ether extract (E) were incorporated into the diet of the pest Oryzaephillus surinamensis, an alteration in the feeding behavior of the insect (Repellency indexes = +60 and +10, respectively) was observed.Fil: Rodriguez, Ana María del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Montanaro, Susana. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; ArgentinaFil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Cartagena, Elena. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; ArgentinaFil: Borkosky, Silvia Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; ArgentinaNatural Products2016-08info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/43680Rodriguez, Ana María del Valle; Montanaro, Susana; Bardon, Alicia del Valle; Cartagena, Elena; Borkosky, Silvia Susana; A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone; Natural Products; Natural Product Communications; 11; 8; 8-2016; 1061-10641934-578XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://journals.sagepub.com/doi/10.1177/1934578X1601100805info:eu-repo/semantics/altIdentifier/doi/10.1177%2F1934578X1601100805info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:07:04Zoai:ri.conicet.gov.ar:11336/43680instacron: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 13:07:04.721CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone
title A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone
spellingShingle A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone
Rodriguez, Ana María del Valle
Senecio Punae
Dehydrofukinone
Molluscicides
Leshmanicides
Antibacterial Activity
Selective Synergistic Interactions.
title_short A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone
title_full A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone
title_fullStr A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone
title_full_unstemmed A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone
title_sort A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone
dc.creator.none.fl_str_mv Rodriguez, Ana María del Valle
Montanaro, Susana
Bardon, Alicia del Valle
Cartagena, Elena
Borkosky, Silvia Susana
author Rodriguez, Ana María del Valle
author_facet Rodriguez, Ana María del Valle
Montanaro, Susana
Bardon, Alicia del Valle
Cartagena, Elena
Borkosky, Silvia Susana
author_role author
author2 Montanaro, Susana
Bardon, Alicia del Valle
Cartagena, Elena
Borkosky, Silvia Susana
author2_role author
author
author
author
dc.subject.none.fl_str_mv Senecio Punae
Dehydrofukinone
Molluscicides
Leshmanicides
Antibacterial Activity
Selective Synergistic Interactions.
topic Senecio Punae
Dehydrofukinone
Molluscicides
Leshmanicides
Antibacterial Activity
Selective Synergistic Interactions.
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Senecio punae Cabrera (Asteraceae–Senecioneae) is an endemic species from Puna semi-desert region of Argentina.The major compound, 4,5-eremophil7(11)9-dien-8-one, also known as dehydrofukinone (D), was isolated from the diethyl ether extract (E) of the plant. The phytochemical constituents from S. punae are presented here for the first time, as well as bioassays employing D, a molecule with versatility to carry out many different biological activities. E and D showed acute molluscicidal activity against the bilharzia vector snail Biomphalaria peregrina with LD50 values of 68.6 and 16.7 µg/mL, respectively. D exerted moderate and strong effects against promastigotes of Leishmania amazonensis and L. braziliensis, with IC50 values of 34.3±1.2 and 9.93±0.17 µg/mL, respectively. Antibacterial effects were also found. Diethyl ether extract (E) and dehydrofukinone (D) were slightly active against Pseudomonas aeruginosa and Staphylococcus aureus at 50 and 25 µg/mL, respectively. However, D and E improved the effectiveness of oxacillin at 6 µg/mL against S. aureus growth and its biofilm, but did not affect beneficial lactobacilli strains. Synergistic effects were also measured between D (23 µg/mL) and ciprofloxacin (0.25 µg/mL) against two P. aeruginosa strains (FIC index = 0.38), as well as against two S. aureus strains (FIC indexes = 0.38 and 0.25). Finally, when 250 µg of either dehydrofukinone (D) or diethyl ether extract (E) were incorporated into the diet of the pest Oryzaephillus surinamensis, an alteration in the feeding behavior of the insect (Repellency indexes = +60 and +10, respectively) was observed.
Fil: Rodriguez, Ana María del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Montanaro, Susana. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Cartagena, Elena. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Borkosky, Silvia Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
description Senecio punae Cabrera (Asteraceae–Senecioneae) is an endemic species from Puna semi-desert region of Argentina.The major compound, 4,5-eremophil7(11)9-dien-8-one, also known as dehydrofukinone (D), was isolated from the diethyl ether extract (E) of the plant. The phytochemical constituents from S. punae are presented here for the first time, as well as bioassays employing D, a molecule with versatility to carry out many different biological activities. E and D showed acute molluscicidal activity against the bilharzia vector snail Biomphalaria peregrina with LD50 values of 68.6 and 16.7 µg/mL, respectively. D exerted moderate and strong effects against promastigotes of Leishmania amazonensis and L. braziliensis, with IC50 values of 34.3±1.2 and 9.93±0.17 µg/mL, respectively. Antibacterial effects were also found. Diethyl ether extract (E) and dehydrofukinone (D) were slightly active against Pseudomonas aeruginosa and Staphylococcus aureus at 50 and 25 µg/mL, respectively. However, D and E improved the effectiveness of oxacillin at 6 µg/mL against S. aureus growth and its biofilm, but did not affect beneficial lactobacilli strains. Synergistic effects were also measured between D (23 µg/mL) and ciprofloxacin (0.25 µg/mL) against two P. aeruginosa strains (FIC index = 0.38), as well as against two S. aureus strains (FIC indexes = 0.38 and 0.25). Finally, when 250 µg of either dehydrofukinone (D) or diethyl ether extract (E) were incorporated into the diet of the pest Oryzaephillus surinamensis, an alteration in the feeding behavior of the insect (Repellency indexes = +60 and +10, respectively) was observed.
publishDate 2016
dc.date.none.fl_str_mv 2016-08
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/11336/43680
Rodriguez, Ana María del Valle; Montanaro, Susana; Bardon, Alicia del Valle; Cartagena, Elena; Borkosky, Silvia Susana; A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone; Natural Products; Natural Product Communications; 11; 8; 8-2016; 1061-1064
1934-578X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/43680
identifier_str_mv Rodriguez, Ana María del Valle; Montanaro, Susana; Bardon, Alicia del Valle; Cartagena, Elena; Borkosky, Silvia Susana; A Puna Collection of Senecio punae, Main Source of a Versatile Eremophilane-type Ketone; Natural Products; Natural Product Communications; 11; 8; 8-2016; 1061-1064
1934-578X
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://journals.sagepub.com/doi/10.1177/1934578X1601100805
info:eu-repo/semantics/altIdentifier/doi/10.1177%2F1934578X1601100805
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Natural Products
publisher.none.fl_str_mv Natural Products
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 12.993085

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