Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of <i>Euphorbia resinifera</i> Berg
El-Mahdi Ourhzif,
Alessandra Ricelli,
Venturina Stagni,
Angela Cirigliano,
Teresa Rinaldi,
Latifa Bouissane,
Luciano Saso,
Pierre Chalard,
Yves Troin,
Mostafa Khouili,
Mohamed Akssira
Affiliations
El-Mahdi Ourhzif
Institut de Chimie de Clermont-Ferrand (ICCF), Dep. Chimie Organique et Medicinale, Université Clermont Auvergne CNRS SIGMA, F-63000 Clermont-Ferrand, France
Alessandra Ricelli
Institute of Molecular Biology and Pathology-CNR, P.le Aldo Moro, 5, 00185 Rome, Italy
Venturina Stagni
Institute of Molecular Biology and Pathology-CNR, P.le Aldo Moro, 5, 00185 Rome, Italy
Angela Cirigliano
Institute of Molecular Biology and Pathology-CNR, P.le Aldo Moro, 5, 00185 Rome, Italy
Teresa Rinaldi
Department of Biology and Biotechnology, “Charles Darwin” Sapienza University, P.le Aldo Moro, 5, 00185 Rome, Italy
Latifa Bouissane
Laboratoire de Chimie Moléculaire, Matériaux et Catalyse (LCMMC), Faculté des Sciences et Techniques, Université Sultan Moulay Slimane, BP 523, Beni-Mellal 23000, Morocco
Luciano Saso
Department of Physiology and Pharmacology, “Vittorio Erspamer” Sapienza University, P.le Aldo Moro, 5, 00185 Rome, Italy
Pierre Chalard
Institut de Chimie de Clermont-Ferrand (ICCF), Dep. Chimie Organique et Medicinale, Université Clermont Auvergne CNRS SIGMA, F-63000 Clermont-Ferrand, France
Yves Troin
Institut de Chimie de Clermont-Ferrand (ICCF), Dep. Chimie Organique et Medicinale, Université Clermont Auvergne CNRS SIGMA, F-63000 Clermont-Ferrand, France
Mostafa Khouili
Laboratoire de Chimie Moléculaire, Matériaux et Catalyse (LCMMC), Faculté des Sciences et Techniques, Université Sultan Moulay Slimane, BP 523, Beni-Mellal 23000, Morocco
Mohamed Akssira
Laboratoire de Chimie Physique et Biotechnologie des Biomolécules et des Matériaux, Faculté des Sciences et Techniques, Université Hassan II Casablanca, BP 146, Mohammedia 28800, Morocco
Euphorbia resinifera latex has been extensively utilized in traditional medicine due to its range of bioactivities. Chromatographic separations on silica gel of ethanol extract of E. resinifera latex led to the development of a new procedure for isolating resiniferatoxin (4) via dried E. resinifera latex and the identification of nine compounds. Among these, catechol (7), protocatechuic acid (8) and 3,4-dihydroxyphenylacetic acid (9), known phenolic compounds, were identified for the first time in E. resinifera latex. Herein we investigated the effects of major compounds of the latex of E. resinifera on the yeast Saccharomyces cerevisiae, on the growth of Aspergillus carbonarius, a widespread fungal contaminant, and on the breast cancer cell line MCF7 as well as on MCF10A normal breast cells. 12-deoxyphorbol-13-isobutyrate-20-acetate (2) had an inhibiting effect on the growth of A. carbonarius, and 7-p-metoxyphenylacetate-3,8,12-triacetate ingol (3) showed a negative effect on yeast cell growth and also a cytotoxic effect on breast cancer cell line MCF7, but not on MCF10A cells. Deglucosyl euphorbioside A (5) and euphorbioside A (6) showed a discoloration effect that was possibly related to mitochondrial functionality in yeast, and also cytotoxicity only on the cancer cell line that was tested. Interestingly, treatment of MCF7 cells with 7-p-metoxyphenylacetate-3,8,12-triacetate ingol (3) and deglucosyl euphorbioside A (5) not only led to a specific cytotoxic effect but also to the increase in the level of intracellular ROS.
