Argentinean propolis associated with the medicinal plant Larrea nitida Cav.: phytochemical characterization and antifungal activity.

AGÜERO, M.B.; SVETAZ, L.; SANCHEZ, M.; LUNA, L.; LIMA, B; LOPEZ, M.L.; ZACCHINO, S.; PALERMO, J.A.; WUNDERLIN, D.A.; FERESIN, G.E.; TAPIA, A.

FOOD AND CHEMICAL TOXICOLOGY

PERGAMON-ELSEVIER SCIENCE LTD

Año: 2011 vol. 58 p. 194 - 201

0278-6915

The chemical profile and botanical origin of Andean Argentinian propolis were studied by HPLC–ESI–MS/MS and GC–MS techniques as well as the antifungal activity according to CLSI protocols. Dermatophytes and yeasts tested were strongly inhibited by propolis extracts (MICs between 31.25 and 125 lg/mL). The main antifungal compounds were: 30methyl-nordihydroguaiaretic acid (MNDGA) 1, nordihydroguaiaretic acid (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum antifungal compounds were: 30methyl-nordihydroguaiaretic acid (MNDGA) 1, nordihydroguaiaretic acid (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum antifungal compounds were: 30methyl-nordihydroguaiaretic acid (MNDGA) 1, nordihydroguaiaretic acid (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum antifungal compounds were: 30methyl-nordihydroguaiaretic acid (MNDGA) 1, nordihydroguaiaretic acid (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum antifungal compounds were: 30methyl-nordihydroguaiaretic acid (MNDGA) 1, nordihydroguaiaretic acid (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum lg/mL). The main antifungal compounds were: 30methyl-nordihydroguaiaretic acid (MNDGA) 1, nordihydroguaiaretic acid (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum 0methyl-nordihydroguaiaretic acid (MNDGA) 1, nordihydroguaiaretic acid (NDGA) 2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum2 and a NDGA derivative 3, showing strong activity against Trichophyton mentagrophytes, T. rubrum and Microsporum gypseum (MICs between 15.6 and 31.25 lg/mL). The lignans 1 and 2 showed activities against clinical isolates of Candidas spp., Cryptococcus spp., T. rubrum and T. mentagrophytes (MICs and MFCs between 31.25 and 62.5 lg/mL). The lignan and volatile organic compounds (VOCs) profiles from propolis matched with those of exudates of Larrea nitida providing strong evidences on its botanical origin. These results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and matched with those of exudates of Larrea nitida providing strong evidences on its botanical origin. These results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and matched with those of exudates of Larrea nitida providing strong evidences on its botanical origin. These results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and matched with those of exudates of Larrea nitida providing strong evidences on its botanical origin. These results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and matched with those of exudates of Larrea nitida providing strong evidences on its botanical origin. These results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and between 31.25 and 62.5 lg/mL). The lignan and volatile organic compounds (VOCs) profiles from propolis matched with those of exudates of Larrea nitida providing strong evidences on its botanical origin. These results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and matched with those of exudates of Larrea nitida providing strong evidences on its botanical origin. These results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and matched with those of exudates of Larrea nitida providing strong evidences on its botanical origin. These results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1 and results support that Argentinian Andean propolis are a valuable natural product with potential to improve human health. Six compounds (1–6) were isolated from propolis for the first time, while compounds 1