Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies

ABSTRACT: Species of Picramnia genus are used in folk medicine to treat or prevent skin disorders, but only few species have been studied for biological activity and chemical composition. P. gracilis Tul. is a native species from Central and South America and although its fruits are edible, phytoche...

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Autores:
Robledo Restrepo, Sara María
Cardona Galeano, Wilson
Ligardo Restrepo, Karen Patricia
Henao Peláez, Jéssica Natalia
Arbeláez Córdoba, Natalia
Montoya Cuervo, Edwin Andrés
Alzate Guarín, Fernando
Pérez Cardona, Juan Manuel
Arango Valencia, Víctor Hugo
Vélez Bernal, Iván Darío
Sáez Vega, Jairo Antonio
Tipo de recurso:
Article of investigation
Fecha de publicación:
2015
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/22106
Acceso en línea:
http://hdl.handle.net/10495/22106
Palabra clave:
Enfermedades de la Piel
Skin Diseases
Leishmaniasis
Picramnia
Rights
openAccess
License
http://creativecommons.org/licenses/by/2.5/co/
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oai_identifier_str oai:bibliotecadigital.udea.edu.co:10495/22106
network_acronym_str UDEA2
network_name_str Repositorio UdeA
repository_id_str
dc.title.spa.fl_str_mv Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies
title Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies
spellingShingle Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies
Enfermedades de la Piel
Skin Diseases
Leishmaniasis
Picramnia
title_short Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies
title_full Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies
title_fullStr Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies
title_full_unstemmed Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies
title_sort Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies
dc.creator.fl_str_mv Robledo Restrepo, Sara María
Cardona Galeano, Wilson
Ligardo Restrepo, Karen Patricia
Henao Peláez, Jéssica Natalia
Arbeláez Córdoba, Natalia
Montoya Cuervo, Edwin Andrés
Alzate Guarín, Fernando
Pérez Cardona, Juan Manuel
Arango Valencia, Víctor Hugo
Vélez Bernal, Iván Darío
Sáez Vega, Jairo Antonio
dc.contributor.author.none.fl_str_mv Robledo Restrepo, Sara María
Cardona Galeano, Wilson
Ligardo Restrepo, Karen Patricia
Henao Peláez, Jéssica Natalia
Arbeláez Córdoba, Natalia
Montoya Cuervo, Edwin Andrés
Alzate Guarín, Fernando
Pérez Cardona, Juan Manuel
Arango Valencia, Víctor Hugo
Vélez Bernal, Iván Darío
Sáez Vega, Jairo Antonio
dc.subject.decs.none.fl_str_mv Enfermedades de la Piel
Skin Diseases
Leishmaniasis
topic Enfermedades de la Piel
Skin Diseases
Leishmaniasis
Picramnia
dc.subject.proposal.spa.fl_str_mv Picramnia
description ABSTRACT: Species of Picramnia genus are used in folk medicine to treat or prevent skin disorders, but only few species have been studied for biological activity and chemical composition. P. gracilis Tul. is a native species from Central and South America and although its fruits are edible, phytochemical analysis or medicinal uses of this species are not known. In the search of candidates to antileishmanial drugs, this work aimed to evaluate the antileishmanial activity of P. gracilis Tul. in in vitro and in vivo studies. Only ethanolic extract of fruits showed leishmanicidal activity. The majoritarian metabolite was 5,3′-hydroxy-7,4′-dimethoxyflavanone ether that exhibited high activity against L. (V.) panamensis (EC50 17.0 + 2.8 mg/mL, 53.7 μM) and low toxicity on mammalian U-937 cells, with an index of selectivity >11.8. In vivo studies showed that the flavanone administered in solution (2 mg/kg/day) or cream (2%) induces clinical improvement and no toxicity in hamsters with CL. In conclusion, this is the first report about isolation of 5,3′-hydroxy-7,4′-dimethoxyflavanone of P. gracilis Tul. The leishmanicidal activity attributed to this flavanone is also reported for the first time. Finally, the in vitro and in vivo leishmanicidal activity reported here for 5,3′-hydroxy-7,4′-dimethoxyflavanone offers a greater prospect towards antileishmanial drug discovery and development.
publishDate 2015
dc.date.issued.none.fl_str_mv 2015
dc.date.accessioned.none.fl_str_mv 2021-09-03T02:17:55Z
dc.date.available.none.fl_str_mv 2021-09-03T02:17:55Z
dc.type.spa.fl_str_mv info:eu-repo/semantics/article
dc.type.coarversion.fl_str_mv http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.hasversion.spa.fl_str_mv info:eu-repo/semantics/publishedVersion
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dc.type.local.spa.fl_str_mv Artículo de investigación
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dc.identifier.citation.spa.fl_str_mv Robledo, S., Cardona, W., Ligardo, K., Henao, H., Arbeláez, N., Montoya, A., Alzate, F., Pérez, J., Arango, V., Vélez, I., Sáez, J. (2015). Antileishmanial Effect of 5,3′-Hydroxy-7,4′-dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies. Advances in Pharmacological and Pharmaceutical Sciences, vol. 2015, 1-8. https://doi.org/10.1155/2015/978379
dc.identifier.issn.none.fl_str_mv 1687-6334
dc.identifier.uri.none.fl_str_mv http://hdl.handle.net/10495/22106
dc.identifier.doi.none.fl_str_mv 10.1155/2015/978379
dc.identifier.eissn.none.fl_str_mv 1687-6342
identifier_str_mv Robledo, S., Cardona, W., Ligardo, K., Henao, H., Arbeláez, N., Montoya, A., Alzate, F., Pérez, J., Arango, V., Vélez, I., Sáez, J. (2015). Antileishmanial Effect of 5,3′-Hydroxy-7,4′-dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies. Advances in Pharmacological and Pharmaceutical Sciences, vol. 2015, 1-8. https://doi.org/10.1155/2015/978379
1687-6334
10.1155/2015/978379
1687-6342
url http://hdl.handle.net/10495/22106
dc.language.iso.spa.fl_str_mv eng
language eng
dc.relation.ispartofjournalabbrev.spa.fl_str_mv Adv. Pharmacol. Sci.
dc.rights.spa.fl_str_mv info:eu-repo/semantics/openAccess
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eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/2.5/co/
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by/4.0/
dc.format.extent.spa.fl_str_mv 8
dc.format.mimetype.spa.fl_str_mv application/pdf
dc.publisher.spa.fl_str_mv Hindawi
dc.publisher.group.spa.fl_str_mv Grupo de Estudios Botánicos
Programa de Estudio y Control de Enfermedades Tropicales (PECET)
Química de Plantas Colombianas
dc.publisher.place.spa.fl_str_mv Londres, Inglaterra
institution Universidad de Antioquia
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spelling Robledo Restrepo, Sara MaríaCardona Galeano, WilsonLigardo Restrepo, Karen PatriciaHenao Peláez, Jéssica NataliaArbeláez Córdoba, NataliaMontoya Cuervo, Edwin AndrésAlzate Guarín, FernandoPérez Cardona, Juan ManuelArango Valencia, Víctor HugoVélez Bernal, Iván DaríoSáez Vega, Jairo Antonio2021-09-03T02:17:55Z2021-09-03T02:17:55Z2015Robledo, S., Cardona, W., Ligardo, K., Henao, H., Arbeláez, N., Montoya, A., Alzate, F., Pérez, J., Arango, V., Vélez, I., Sáez, J. (2015). Antileishmanial Effect of 5,3′-Hydroxy-7,4′-dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo Studies. Advances in Pharmacological and Pharmaceutical Sciences, vol. 2015, 1-8. https://doi.org/10.1155/2015/9783791687-6334http://hdl.handle.net/10495/2210610.1155/2015/9783791687-6342ABSTRACT: Species of Picramnia genus are used in folk medicine to treat or prevent skin disorders, but only few species have been studied for biological activity and chemical composition. P. gracilis Tul. is a native species from Central and South America and although its fruits are edible, phytochemical analysis or medicinal uses of this species are not known. In the search of candidates to antileishmanial drugs, this work aimed to evaluate the antileishmanial activity of P. gracilis Tul. in in vitro and in vivo studies. Only ethanolic extract of fruits showed leishmanicidal activity. The majoritarian metabolite was 5,3′-hydroxy-7,4′-dimethoxyflavanone ether that exhibited high activity against L. (V.) panamensis (EC50 17.0 + 2.8 mg/mL, 53.7 μM) and low toxicity on mammalian U-937 cells, with an index of selectivity >11.8. In vivo studies showed that the flavanone administered in solution (2 mg/kg/day) or cream (2%) induces clinical improvement and no toxicity in hamsters with CL. In conclusion, this is the first report about isolation of 5,3′-hydroxy-7,4′-dimethoxyflavanone of P. gracilis Tul. The leishmanicidal activity attributed to this flavanone is also reported for the first time. Finally, the in vitro and in vivo leishmanicidal activity reported here for 5,3′-hydroxy-7,4′-dimethoxyflavanone offers a greater prospect towards antileishmanial drug discovery and development.COL0015099COL0015329COL00082278application/pdfengHindawiGrupo de Estudios BotánicosPrograma de Estudio y Control de Enfermedades Tropicales (PECET)Química de Plantas ColombianasLondres, Inglaterrainfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARTArtículo de investigaciónhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/2.5/co/http://purl.org/coar/access_right/c_abf2https://creativecommons.org/licenses/by/4.0/Antileishmanial Effect of 5,3´ -Hydroxy-7,4´ -dimethoxyflavanone of Picramnia gracilis Tul. (Picramniaceae) Fruit: In Vitro and In Vivo StudiesEnfermedades de la PielSkin DiseasesLeishmaniasisPicramniaAdv. Pharmacol. Sci.Advances in Pharmacological Sciences182015CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8927http://bibliotecadigital.udea.edu.co/bitstream/10495/22106/2/license_rdf1646d1f6b96dbbbc38035efc9239ac9cMD52ORIGINALRobledoSara_2015_AntileishmanialEffectPicramnia.pdfRobledoSara_2015_AntileishmanialEffectPicramnia.pdfArtículo de investigaciónapplication/pdf1370909http://bibliotecadigital.udea.edu.co/bitstream/10495/22106/1/RobledoSara_2015_AntileishmanialEffectPicramnia.pdf8abf93186501a3fadc3cda7a901c42f0MD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81748http://bibliotecadigital.udea.edu.co/bitstream/10495/22106/3/license.txt8a4605be74aa9ea9d79846c1fba20a33MD5310495/22106oai:bibliotecadigital.udea.edu.co:10495/221062021-09-02 21:17:55.657Repositorio Institucional Universidad de Antioquiaandres.perez@udea.edu.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