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

Molecules

Simone dos S. Grecco¹  Antônio C. Dorigueto²  Iara M. Landre²  Marisi G. Soares²  Kevin Martho¹  Ricardo Lima¹  Renata C. Pascon¹  Marcelo A. Vallim¹  Tabata M. Capello¹  Paulete Romoff³  Patricia Sartorelli¹ 

[1] Instituto de Ciências Ambientais, Químicas e Farmacêuticas, Universidade Federal de São Paulo, 09972-270 Diadema–SP, Brazil;Instituto de Química, Universidade Federal de Alfenas, 37130-000 Alfenas–MG, Brazil;Escola de Engenharia, Universidade Presbiteriana Mackenzie, 01302-090 São Paulo–SP, Brazil

关键词: Baccharis retusa;    sakuranetin;    X-ray diffratometry;    antimicrobial activity;   

DOI  :  10.3390/molecules19067528

来源: mdpi

【 摘 要 】

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 μg/μL. 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.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.