Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae)
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNIFESP |
Texto Completo: | http://repositorio.unifesp.br/handle/11600/37812 http://dx.doi.org/10.3390/molecules19067528 |
Resumo: | Bioactivity-guided fractionation of an antimicrobial active extract from twigs of Baccharis retusa C. DC. (Asteraceae) yielded the flavanone 5,4'-dihydroxy-7-methoxy-flavanone (sakuranetin) as responsible for the detected activity. the structure of the bioactive compound was established on the basis of spectroscopic data analysis, including NMR and MS. Additionally, the structure of a new crystal form of sakuranetin was confirmed by X-ray diffratometry. the minimum inhibitory concentrations (MIC) of isolated compound were determined against pathogenic yeast belonging to the genus Candida (six species), Cryptococcus (two species/four serotypes) and S. cerevisiae BY 4742 (S288c background) and ranged from 0.32 to 0.63 mu g/mu L. Our results showed that sakuranetin, which structure was fully characterized, could be used as a tool for the design of novel and more efficacious antifungal agents. |
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Grecco, Simone dos S. [UNIFESP]Dorigueto, Antonio C.Landre, Iara M.Soares, Marisi G.Martho, Kevin [UNIFESP]Lima, Ricardo [UNIFESP]Pascon, Renata Castiglioni [UNIFESP]Vallim, Marcelo Afonso [UNIFESP]Capello, Tabata M. [UNIFESP]Romoff, PauleteSartorelli, Patricia [UNIFESP]Lago, Joao Henrique Ghilardi [UNIFESP]Universidade Federal de São Paulo (UNIFESP)Universidade Federal do ABC (UFABC)Univ Fed AlfenasUniv Presbiteriana Mackenzie2016-01-24T14:37:21Z2016-01-24T14:37:21Z2014-06-01Molecules. Basel: Mdpi Ag, v. 19, n. 6, p. 7528-7542, 2014.1420-3049http://repositorio.unifesp.br/handle/11600/37812http://dx.doi.org/10.3390/molecules19067528WOS000338586700038.pdf10.3390/molecules19067528WOS:000338586700038Bioactivity-guided fractionation of an antimicrobial active extract from twigs of Baccharis retusa C. DC. (Asteraceae) yielded the flavanone 5,4'-dihydroxy-7-methoxy-flavanone (sakuranetin) as responsible for the detected activity. the structure of the bioactive compound was established on the basis of spectroscopic data analysis, including NMR and MS. Additionally, the structure of a new crystal form of sakuranetin was confirmed by X-ray diffratometry. the minimum inhibitory concentrations (MIC) of isolated compound were determined against pathogenic yeast belonging to the genus Candida (six species), Cryptococcus (two species/four serotypes) and S. cerevisiae BY 4742 (S288c background) and ranged from 0.32 to 0.63 mu g/mu L. Our results showed that sakuranetin, which structure was fully characterized, could be used as a tool for the design of novel and more efficacious antifungal agents.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Fundacao de Amparo Pesquisa do Estado de Minas GeraisConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Universidade Federal de São Paulo, Inst Ciencias Ambientais Quim & Farmaceut, BR-09972270 Diadema, SP, BrazilUniv Fed ABC, Ctr Ciencias Nat & Humanas, BR-09090400 Santo Andre, SP, BrazilUniv Fed Alfenas, Inst Quim, BR-37130000 Alfenas, MG, BrazilUniv Presbiteriana Mackenzie, Escola Engn, BR-01302090 São Paulo, BrazilUniversidade Federal de São Paulo, Inst Ciencias Ambientais Quim & Farmaceut, BR-09972270 Diadema, SP, BrazilFAPESP: FAPESP-2006/57626-5FAPESP: 2011/51739-0FAPESP: 2011/51298-4Fundacao de Amparo Pesquisa do Estado de Minas Gerais: FAPEMIG-APQ-02600-12Fundacao de Amparo Pesquisa do Estado de Minas Gerais: PPM-00524-12Web of Science7528-7542engMdpi AgMoleculesBaccharis retusasakuranetinX-ray diffratometryantimicrobial activityStructural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae)info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UNIFESPinstname:Universidade Federal de São Paulo (UNIFESP)instacron:UNIFESPORIGINALWOS000338586700038.pdfapplication/pdf1359112${dspace.ui.url}/bitstream/11600/37812/1/WOS000338586700038.pdf90e7d642e0a008c156806415a604f905MD51open accessTEXTWOS000338586700038.pdf.txtWOS000338586700038.pdf.txtExtracted texttext/plain37375${dspace.ui.url}/bitstream/11600/37812/9/WOS000338586700038.pdf.txt6cc4fe424b8ead93b56c2d31fad8babfMD59open accessTHUMBNAILWOS000338586700038.pdf.jpgWOS000338586700038.pdf.jpgIM Thumbnailimage/jpeg6969${dspace.ui.url}/bitstream/11600/37812/11/WOS000338586700038.pdf.jpg11752a9ed6fff6dff847a808f7dc9150MD511open access11600/378122023-06-05 19:21:44.25open accessoai:repositorio.unifesp.br:11600/37812Repositório InstitucionalPUBhttp://www.repositorio.unifesp.br/oai/requestopendoar:34652023-06-05T22:21:44Repositório Institucional da UNIFESP - Universidade Federal de São Paulo (UNIFESP)false |
dc.title.en.fl_str_mv |
Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title |
Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
spellingShingle |
Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) Grecco, Simone dos S. [UNIFESP] Baccharis retusa sakuranetin X-ray diffratometry antimicrobial activity |
title_short |
Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_full |
Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_fullStr |
Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_full_unstemmed |
Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
title_sort |
Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae) |
author |
Grecco, Simone dos S. [UNIFESP] |
author_facet |
Grecco, Simone dos S. [UNIFESP] Dorigueto, Antonio C. Landre, Iara M. Soares, Marisi G. Martho, Kevin [UNIFESP] Lima, Ricardo [UNIFESP] Pascon, Renata Castiglioni [UNIFESP] Vallim, Marcelo Afonso [UNIFESP] Capello, Tabata M. [UNIFESP] Romoff, Paulete Sartorelli, Patricia [UNIFESP] Lago, Joao Henrique Ghilardi [UNIFESP] |
author_role |
author |
author2 |
Dorigueto, Antonio C. Landre, Iara M. Soares, Marisi G. Martho, Kevin [UNIFESP] Lima, Ricardo [UNIFESP] Pascon, Renata Castiglioni [UNIFESP] Vallim, Marcelo Afonso [UNIFESP] Capello, Tabata M. [UNIFESP] Romoff, Paulete Sartorelli, Patricia [UNIFESP] Lago, Joao Henrique Ghilardi [UNIFESP] |
author2_role |
author author author author author author author author author author author |
dc.contributor.institution.none.fl_str_mv |
Universidade Federal de São Paulo (UNIFESP) Universidade Federal do ABC (UFABC) Univ Fed Alfenas Univ Presbiteriana Mackenzie |
dc.contributor.author.fl_str_mv |
Grecco, Simone dos S. [UNIFESP] Dorigueto, Antonio C. Landre, Iara M. Soares, Marisi G. Martho, Kevin [UNIFESP] Lima, Ricardo [UNIFESP] Pascon, Renata Castiglioni [UNIFESP] Vallim, Marcelo Afonso [UNIFESP] Capello, Tabata M. [UNIFESP] Romoff, Paulete Sartorelli, Patricia [UNIFESP] Lago, Joao Henrique Ghilardi [UNIFESP] |
dc.subject.eng.fl_str_mv |
Baccharis retusa sakuranetin X-ray diffratometry antimicrobial activity |
topic |
Baccharis retusa sakuranetin X-ray diffratometry antimicrobial activity |
description |
Bioactivity-guided fractionation of an antimicrobial active extract from twigs of Baccharis retusa C. DC. (Asteraceae) yielded the flavanone 5,4'-dihydroxy-7-methoxy-flavanone (sakuranetin) as responsible for the detected activity. the structure of the bioactive compound was established on the basis of spectroscopic data analysis, including NMR and MS. Additionally, the structure of a new crystal form of sakuranetin was confirmed by X-ray diffratometry. the minimum inhibitory concentrations (MIC) of isolated compound were determined against pathogenic yeast belonging to the genus Candida (six species), Cryptococcus (two species/four serotypes) and S. cerevisiae BY 4742 (S288c background) and ranged from 0.32 to 0.63 mu g/mu L. Our results showed that sakuranetin, which structure was fully characterized, could be used as a tool for the design of novel and more efficacious antifungal agents. |
publishDate |
2014 |
dc.date.issued.fl_str_mv |
2014-06-01 |
dc.date.accessioned.fl_str_mv |
2016-01-24T14:37:21Z |
dc.date.available.fl_str_mv |
2016-01-24T14:37:21Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
Molecules. Basel: Mdpi Ag, v. 19, n. 6, p. 7528-7542, 2014. |
dc.identifier.uri.fl_str_mv |
http://repositorio.unifesp.br/handle/11600/37812 http://dx.doi.org/10.3390/molecules19067528 |
dc.identifier.issn.none.fl_str_mv |
1420-3049 |
dc.identifier.file.none.fl_str_mv |
WOS000338586700038.pdf |
dc.identifier.doi.none.fl_str_mv |
10.3390/molecules19067528 |
dc.identifier.wos.none.fl_str_mv |
WOS:000338586700038 |
identifier_str_mv |
Molecules. Basel: Mdpi Ag, v. 19, n. 6, p. 7528-7542, 2014. 1420-3049 WOS000338586700038.pdf 10.3390/molecules19067528 WOS:000338586700038 |
url |
http://repositorio.unifesp.br/handle/11600/37812 http://dx.doi.org/10.3390/molecules19067528 |
dc.language.iso.fl_str_mv |
eng |
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eng |
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Molecules |
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7528-7542 |
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Mdpi Ag |
publisher.none.fl_str_mv |
Mdpi Ag |
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