New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina

Autores
Simirgiotis, Mario Juan; Jiménez, Carlos; Rodríguez, Jaime; Giordano, Oscar Santiago; Tonn, Carlos Eugenio
Año de publicación
2003
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Two new dammarane triterpenes have been isolated from the aerial parts of Ibicella lutea, 3-acetyl-24- epi-polacandrin (1) and 1,3-diacetyl-24-epi-polacandrin (2), and were obtained along with the known compounds 20S*,24S*-epoxy-3â,12â,25-trihydroxydammarane (3) and apigenin. The structures of compounds 1 and 2 were deduced by spectroscopic studies and by chemical transformations leading to the preparation of derivatives 4-11. The structure and relative stereochemistry of 1 were verified by single-crystal X-ray analysis. The natural compounds and selected semisynthetic derivatives were evaluated against several tumor cells.
Fil: Simirgiotis, Mario Juan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; Argentina
Fil: Jiménez, Carlos. Universidad da Coruña; España
Fil: Rodríguez, Jaime. Universidad da Coruña; España
Fil: Giordano, Oscar Santiago. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; Argentina
Fil: Tonn, Carlos Eugenio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; Argentina
Materia
Cytotoxicity
Triterpenes
Isolation
Chemical modifications
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:11336/156907
Acceder
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network_name_str CONICET Digital (CONICET)
spelling New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in ArgentinaSimirgiotis, Mario JuanJiménez, CarlosRodríguez, JaimeGiordano, Oscar SantiagoTonn, Carlos EugenioCytotoxicityTriterpenesIsolationChemical modificationshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Two new dammarane triterpenes have been isolated from the aerial parts of Ibicella lutea, 3-acetyl-24- epi-polacandrin (1) and 1,3-diacetyl-24-epi-polacandrin (2), and were obtained along with the known compounds 20S*,24S*-epoxy-3â,12â,25-trihydroxydammarane (3) and apigenin. The structures of compounds 1 and 2 were deduced by spectroscopic studies and by chemical transformations leading to the preparation of derivatives 4-11. The structure and relative stereochemistry of 1 were verified by single-crystal X-ray analysis. The natural compounds and selected semisynthetic derivatives were evaluated against several tumor cells.Fil: Simirgiotis, Mario Juan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; ArgentinaFil: Jiménez, Carlos. Universidad da Coruña; EspañaFil: Rodríguez, Jaime. Universidad da Coruña; EspañaFil: Giordano, Oscar Santiago. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; ArgentinaFil: Tonn, Carlos Eugenio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; ArgentinaAmerican Chemical Society2003-12-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/156907Simirgiotis, Mario Juan; Jiménez, Carlos; Rodríguez, Jaime; Giordano, Oscar Santiago; Tonn, Carlos Eugenio; New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina; American Chemical Society; Journal of Natural Products; 66; 12; 03-12-2003; 1586-15920163-38641520-6025CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/np030273iinfo:eu-repo/semantics/altIdentifier/doi/10.1021/np030273iinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:06:13Zoai:ri.conicet.gov.ar:11336/156907instacron: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 13:06:13.615CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina
title New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina
spellingShingle New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina
Simirgiotis, Mario Juan
Cytotoxicity
Triterpenes
Isolation
Chemical modifications
title_short New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina
title_full New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina
title_fullStr New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina
title_full_unstemmed New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina
title_sort New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina
dc.creator.none.fl_str_mv Simirgiotis, Mario Juan
Jiménez, Carlos
Rodríguez, Jaime
Giordano, Oscar Santiago
Tonn, Carlos Eugenio
author Simirgiotis, Mario Juan
author_facet Simirgiotis, Mario Juan
Jiménez, Carlos
Rodríguez, Jaime
Giordano, Oscar Santiago
Tonn, Carlos Eugenio
author_role author
author2 Jiménez, Carlos
Rodríguez, Jaime
Giordano, Oscar Santiago
Tonn, Carlos Eugenio
author2_role author
author
author
author
dc.subject.none.fl_str_mv Cytotoxicity
Triterpenes
Isolation
Chemical modifications
topic Cytotoxicity
Triterpenes
Isolation
Chemical modifications
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Two new dammarane triterpenes have been isolated from the aerial parts of Ibicella lutea, 3-acetyl-24- epi-polacandrin (1) and 1,3-diacetyl-24-epi-polacandrin (2), and were obtained along with the known compounds 20S*,24S*-epoxy-3â,12â,25-trihydroxydammarane (3) and apigenin. The structures of compounds 1 and 2 were deduced by spectroscopic studies and by chemical transformations leading to the preparation of derivatives 4-11. The structure and relative stereochemistry of 1 were verified by single-crystal X-ray analysis. The natural compounds and selected semisynthetic derivatives were evaluated against several tumor cells.
Fil: Simirgiotis, Mario Juan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; Argentina
Fil: Jiménez, Carlos. Universidad da Coruña; España
Fil: Rodríguez, Jaime. Universidad da Coruña; España
Fil: Giordano, Oscar Santiago. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; Argentina
Fil: Tonn, Carlos Eugenio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Investigaciones en Tecnología Química. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Investigaciones en Tecnología Química; Argentina
description Two new dammarane triterpenes have been isolated from the aerial parts of Ibicella lutea, 3-acetyl-24- epi-polacandrin (1) and 1,3-diacetyl-24-epi-polacandrin (2), and were obtained along with the known compounds 20S*,24S*-epoxy-3â,12â,25-trihydroxydammarane (3) and apigenin. The structures of compounds 1 and 2 were deduced by spectroscopic studies and by chemical transformations leading to the preparation of derivatives 4-11. The structure and relative stereochemistry of 1 were verified by single-crystal X-ray analysis. The natural compounds and selected semisynthetic derivatives were evaluated against several tumor cells.
publishDate 2003
dc.date.none.fl_str_mv 2003-12-03
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/11336/156907
Simirgiotis, Mario Juan; Jiménez, Carlos; Rodríguez, Jaime; Giordano, Oscar Santiago; Tonn, Carlos Eugenio; New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina; American Chemical Society; Journal of Natural Products; 66; 12; 03-12-2003; 1586-1592
0163-3864
1520-6025
CONICET Digital
CONICET
url http://hdl.handle.net/11336/156907
identifier_str_mv Simirgiotis, Mario Juan; Jiménez, Carlos; Rodríguez, Jaime; Giordano, Oscar Santiago; Tonn, Carlos Eugenio; New Dammarane Triterpenes from the aerial parts of Ibicella lutea grown in Argentina; American Chemical Society; Journal of Natural Products; 66; 12; 03-12-2003; 1586-1592
0163-3864
1520-6025
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://pubs.acs.org/doi/10.1021/np030273i
info:eu-repo/semantics/altIdentifier/doi/10.1021/np030273i
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 American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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_ 1842980252301656064
score 13.004268

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