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Bio-Guided Isolation of New Compounds from Baccharis spp. as Antifungal against Botrytis cinerea

Baccharis genus Asteraceae is widely used in traditional treatment against fever, headache, hepatobiliary disorders, skin ulcers, diabetes, and rheumatism, as well as an antispasmodic and diuretic. Its phytochemistry mainly shows the presence of flavonoids and terpenoids such as monoterpenes, sesqui...

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Autores principales: Pinto, Ana A., Ruano-González, Antonio, Ezzanad, Abdellah, Pinedo-Rivilla, Cristina, Sánchez-Maestre, Rosario, Amaro-Luis, Juan Manuel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9781812/
https://www.ncbi.nlm.nih.gov/pubmed/36557330
http://dx.doi.org/10.3390/metabo12121292
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author Pinto, Ana A.
Ruano-González, Antonio
Ezzanad, Abdellah
Pinedo-Rivilla, Cristina
Sánchez-Maestre, Rosario
Amaro-Luis, Juan Manuel
author_facet Pinto, Ana A.
Ruano-González, Antonio
Ezzanad, Abdellah
Pinedo-Rivilla, Cristina
Sánchez-Maestre, Rosario
Amaro-Luis, Juan Manuel
author_sort Pinto, Ana A.
collection PubMed
description Baccharis genus Asteraceae is widely used in traditional treatment against fever, headache, hepatobiliary disorders, skin ulcers, diabetes, and rheumatism, as well as an antispasmodic and diuretic. Its phytochemistry mainly shows the presence of flavonoids and terpenoids such as monoterpenes, sesquiterpenes, diterpenes, and triterpenes. Some of them have been evaluated for biological activities presenting allelopathic, antimicrobial, cytotoxic, and anti-inflammatory properties. In this paper, our research group reported the isolation, characterization, and antifungal evaluation of several molecules isolated from the dichloromethane extract from Baccharis prunifolia, Baccharis trinervis, and Baccharis zumbadorensis against the phytopathogen fungus Botrytis cinerea. The isolated compounds have not previously been tested against Botrytis, revealing an important source of antifungals in the genus Baccharis. Six known flavones were isolated from B. prunifolia. The dichloromethane extracts of B. trinervis and B. zumbadorensis were subjected to a bio-guided isolation, obtaining three known flavones, an α-hydroxidihydrochalcone mixture, one labdane, one triterpene, and two norbisabolenes from the most active fractions. The compounds 4′-methoxy-α-hydroxydihydrochalcone (7A), 3β,15-dihydroxylabdan-7-en-17-al (8), and 13-nor-11,12-dihydroxybisabol-2-enone (11) are novel. The most active compounds were the Salvigenin (5) and 1,2-dihydrosenedigital-2-one (10) with an IC50 of 13.5 and 3.1 μg/mL, respectively.
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spelling pubmed-97818122022-12-24 Bio-Guided Isolation of New Compounds from Baccharis spp. as Antifungal against Botrytis cinerea Pinto, Ana A. Ruano-González, Antonio Ezzanad, Abdellah Pinedo-Rivilla, Cristina Sánchez-Maestre, Rosario Amaro-Luis, Juan Manuel Metabolites Article Baccharis genus Asteraceae is widely used in traditional treatment against fever, headache, hepatobiliary disorders, skin ulcers, diabetes, and rheumatism, as well as an antispasmodic and diuretic. Its phytochemistry mainly shows the presence of flavonoids and terpenoids such as monoterpenes, sesquiterpenes, diterpenes, and triterpenes. Some of them have been evaluated for biological activities presenting allelopathic, antimicrobial, cytotoxic, and anti-inflammatory properties. In this paper, our research group reported the isolation, characterization, and antifungal evaluation of several molecules isolated from the dichloromethane extract from Baccharis prunifolia, Baccharis trinervis, and Baccharis zumbadorensis against the phytopathogen fungus Botrytis cinerea. The isolated compounds have not previously been tested against Botrytis, revealing an important source of antifungals in the genus Baccharis. Six known flavones were isolated from B. prunifolia. The dichloromethane extracts of B. trinervis and B. zumbadorensis were subjected to a bio-guided isolation, obtaining three known flavones, an α-hydroxidihydrochalcone mixture, one labdane, one triterpene, and two norbisabolenes from the most active fractions. The compounds 4′-methoxy-α-hydroxydihydrochalcone (7A), 3β,15-dihydroxylabdan-7-en-17-al (8), and 13-nor-11,12-dihydroxybisabol-2-enone (11) are novel. The most active compounds were the Salvigenin (5) and 1,2-dihydrosenedigital-2-one (10) with an IC50 of 13.5 and 3.1 μg/mL, respectively. MDPI 2022-12-19 /pmc/articles/PMC9781812/ /pubmed/36557330 http://dx.doi.org/10.3390/metabo12121292 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
Pinto, Ana A.
Ruano-González, Antonio
Ezzanad, Abdellah
Pinedo-Rivilla, Cristina
Sánchez-Maestre, Rosario
Amaro-Luis, Juan Manuel
Bio-Guided Isolation of New Compounds from Baccharis spp. as Antifungal against Botrytis cinerea
title Bio-Guided Isolation of New Compounds from Baccharis spp. as Antifungal against Botrytis cinerea
title_full Bio-Guided Isolation of New Compounds from Baccharis spp. as Antifungal against Botrytis cinerea
title_fullStr Bio-Guided Isolation of New Compounds from Baccharis spp. as Antifungal against Botrytis cinerea
title_full_unstemmed Bio-Guided Isolation of New Compounds from Baccharis spp. as Antifungal against Botrytis cinerea
title_short Bio-Guided Isolation of New Compounds from Baccharis spp. as Antifungal against Botrytis cinerea
title_sort bio-guided isolation of new compounds from baccharis spp. as antifungal against botrytis cinerea
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9781812/
https://www.ncbi.nlm.nih.gov/pubmed/36557330
http://dx.doi.org/10.3390/metabo12121292
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