Argentinean Propolis from Zuccagnia punctata Cav. (Caesalpinieae) Exudates: Phytochemical Characterization and Antifungal Activity.

AGÜERO, M.B.; GONZALEZ, M.; LIMA, B; SVETAZ, L.; SANCHEZ, M.; ZACCHINO, S.; FERESIN, G.E.; SCHMEDA-HIRSCHMANN, G.; PALERMO, J.A.; WUNDERLIN, D.A.; TAPIA, A.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

AMERICAN CHEMICAL SOCIETY

Año: 2010 vol. 58 p. 194 - 201

0021-8561

This paper reports the in vitro antifungal activity of propolis extracts from the province of TucumaLn (Argentina) as well as the identification of their main antifungal compounds and botanical origin. The antifungal activity was determined by the microdilution technique, using reference microorganisms and clinical isolates. All dermatophytes and yeasts tested were strongly inhibited by different propolis extracts (MICs between 16 and 125 ƒÊg mL-1). The most susceptible species were antifungal activity was determined by the microdilution technique, using reference microorganisms and clinical isolates. All dermatophytes and yeasts tested were strongly inhibited by different propolis extracts (MICs between 16 and 125 ƒÊg mL-1). The most susceptible species were antifungal activity was determined by the microdilution technique, using reference microorganisms and clinical isolates. All dermatophytes and yeasts tested were strongly inhibited by different propolis extracts (MICs between 16 and 125 ƒÊg mL-1). The most susceptible species were antifungal activity was determined by the microdilution technique, using reference microorganisms and clinical isolates. All dermatophytes and yeasts tested were strongly inhibited by different propolis extracts (MICs between 16 and 125 ƒÊg mL-1). The most susceptible species were antifungal activity was determined by the microdilution technique, using reference microorganisms and clinical isolates. All dermatophytes and yeasts tested were strongly inhibited by different propolis extracts (MICs between 16 and 125 ƒÊg mL-1). The most susceptible species were Argentina) as well as the identification of their main antifungal compounds and botanical origin. The antifungal activity was determined by the microdilution technique, using reference microorganisms and clinical isolates. All dermatophytes and yeasts tested were strongly inhibited by different propolis extracts (MICs between 16 and 125 ƒÊg mL-1). The most susceptible species were(MICs between 16 and 125 ƒÊg mL-1). The most susceptible species were Microsporum gypseum, Trichophyton mentagrophytes, and Trichophyton rubrum. The main bioactive compounds were 20,40-dihydroxy-30-methoxychalcone 2 and 20,40-dihydroxychalcone 3. Both displayed strong activity against clinical isolates of T. rubrum and T. mentagrophytes (MICs and MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of displayed strong activity against clinical isolates of T. rubrum and T. mentagrophytes (MICs and MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of MFCs between 1.9 and 2.9 ƒÊg mL-1). Additionally, galangin 5, pinocembrin 6, and 7-hydroxy- 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of 8-methoxyflavanone 9 were isolated from propolis samples and Zuccagnia punctata exudates, showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of showing moderate antifungal activity. This is the first study matching the chemical profile of