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Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg

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...

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Autores principales: Ourhzif, El-Mahdi, Ricelli, Alessandra, Stagni, Venturina, Cirigliano, Angela, Rinaldi, Teresa, Bouissane, Latifa, Saso, Luciano, Chalard, Pierre, Troin, Yves, Khouili, Mostafa, Akssira, Mohamed
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9413093/
https://www.ncbi.nlm.nih.gov/pubmed/36014466
http://dx.doi.org/10.3390/molecules27165234
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author Ourhzif, El-Mahdi
Ricelli, Alessandra
Stagni, Venturina
Cirigliano, Angela
Rinaldi, Teresa
Bouissane, Latifa
Saso, Luciano
Chalard, Pierre
Troin, Yves
Khouili, Mostafa
Akssira, Mohamed
author_facet Ourhzif, El-Mahdi
Ricelli, Alessandra
Stagni, Venturina
Cirigliano, Angela
Rinaldi, Teresa
Bouissane, Latifa
Saso, Luciano
Chalard, Pierre
Troin, Yves
Khouili, Mostafa
Akssira, Mohamed
author_sort Ourhzif, El-Mahdi
collection PubMed
description 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.
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spelling pubmed-94130932022-08-27 Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg Ourhzif, El-Mahdi Ricelli, Alessandra Stagni, Venturina Cirigliano, Angela Rinaldi, Teresa Bouissane, Latifa Saso, Luciano Chalard, Pierre Troin, Yves Khouili, Mostafa Akssira, Mohamed Molecules Article 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. MDPI 2022-08-16 /pmc/articles/PMC9413093/ /pubmed/36014466 http://dx.doi.org/10.3390/molecules27165234 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ourhzif, El-Mahdi
Ricelli, Alessandra
Stagni, Venturina
Cirigliano, Angela
Rinaldi, Teresa
Bouissane, Latifa
Saso, Luciano
Chalard, Pierre
Troin, Yves
Khouili, Mostafa
Akssira, Mohamed
Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg
title Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg
title_full Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg
title_fullStr Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg
title_full_unstemmed Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg
title_short Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg
title_sort antifungal and cytotoxic activity of diterpenes and bisnorsesquiterpenoides from the latex of euphorbia resinifera berg
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9413093/
https://www.ncbi.nlm.nih.gov/pubmed/36014466
http://dx.doi.org/10.3390/molecules27165234
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