Structural Crystalline Characterization of Sakuranetin - An Antimicrobial Flavanone from Twigs of Baccharis retusa (Asteraceae)

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...

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Detalhes bibliográficos
Autores: 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]
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:Brasil
Recursos:Universidade Federal de São Paulo (UNIFESP)
Repositorio:Repositório Institucional da UNIFESP
Idioma:inglés
OAI Identifier:oai:repositorio.unifesp.br:11600/37812
Acesso em linha:http://dx.doi.org/10.3390/molecules19067528
http://repositorio.unifesp.br/handle/11600/37812
Access Level:acceso abierto
Palavra-chave:Baccharis retusa
sakuranetin
X-ray diffratometry
antimicrobial activity
Descrição
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.