Chemical Constituents and Antifungal Properties of <i>Piper ceanothifolium</i> Kunth Against Phytopathogens Associated with Cocoa Crops

In this study, the antifungal potential of chemical constituents of <i>Piper ceanothifolium</i> Kunth was determined against three phytopathogenic fungi associated with the cocoa crop. The methodology included the phytochemical study of the inflorescences of <i>P. ceanothifolium<...

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Main Authors: Yudy S. Mahecha-Jimenez, Oscar J. Patiño-Ladino, Juliet A. Prieto-Rodríguez
Format: Article
Language:English
Published: MDPI AG 2025-03-01
Series:Plants
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Online Access:https://www.mdpi.com/2223-7747/14/6/934
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author Yudy S. Mahecha-Jimenez
Oscar J. Patiño-Ladino
Juliet A. Prieto-Rodríguez
author_facet Yudy S. Mahecha-Jimenez
Oscar J. Patiño-Ladino
Juliet A. Prieto-Rodríguez
author_sort Yudy S. Mahecha-Jimenez
collection DOAJ
description In this study, the antifungal potential of chemical constituents of <i>Piper ceanothifolium</i> Kunth was determined against three phytopathogenic fungi associated with the cocoa crop. The methodology included the phytochemical study of the inflorescences of <i>P. ceanothifolium</i>, the synthesis of a chroman-4-one type derivative and the evaluation of the antifungal activity against <i>Moniliophthora roreri</i>, <i>Fusarium solani</i>, and <i>Lasiodiplodia theobromae</i>. The phytochemical study led to the isolation and identification of two new hydroquinones (<b>1</b> and <b>5</b>), together with three known compounds (hydroquinones <b>2</b> and <b>3,</b> and chromene <b>4</b>). The synthesis of a new chromone <b>6</b> obtained from <b>2</b> through an oxa-Michael type intramolecular cyclization is also reported. All compounds showed strong antifungal activity, with <b>6</b> (IC<sub>50</sub> of 16.9 µM) standing out for its action against <i>F. solani</i>, while prenylated hydroquinones <b>1</b> (30.4 µM) and <b>2</b> (60.0 µM) were the most active against <i>M. roreri</i> and <i>L. theobromae</i>, respectively. The results of this research represent the first report of the chemical composition and antifungal properties for <i>P. ceanotifolium</i>, suggesting its potential use as a control method against <i>M. roreri</i>, <i>F. solani</i>, and <i>L. theobromae</i>.
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spelling doaj-art-87e6f711c0dc412da29d8e922155a24c2025-08-20T01:48:45ZengMDPI AGPlants2223-77472025-03-0114693410.3390/plants14060934Chemical Constituents and Antifungal Properties of <i>Piper ceanothifolium</i> Kunth Against Phytopathogens Associated with Cocoa CropsYudy S. Mahecha-Jimenez0Oscar J. Patiño-Ladino1Juliet A. Prieto-Rodríguez2Departamento de Química, Facultad de Ciencias, Universidad Nacional de Colombia (UNAL), Sede Bogotá, Bogotá 111711, ColombiaDepartamento de Química, Facultad de Ciencias, Universidad Nacional de Colombia (UNAL), Sede Bogotá, Bogotá 111711, ColombiaDepartamento de Química, Facultad de Ciencias, Pontificia Universidad Javeriana (PUJ), Sede Bogotá, Bogotá 110231, ColombiaIn this study, the antifungal potential of chemical constituents of <i>Piper ceanothifolium</i> Kunth was determined against three phytopathogenic fungi associated with the cocoa crop. The methodology included the phytochemical study of the inflorescences of <i>P. ceanothifolium</i>, the synthesis of a chroman-4-one type derivative and the evaluation of the antifungal activity against <i>Moniliophthora roreri</i>, <i>Fusarium solani</i>, and <i>Lasiodiplodia theobromae</i>. The phytochemical study led to the isolation and identification of two new hydroquinones (<b>1</b> and <b>5</b>), together with three known compounds (hydroquinones <b>2</b> and <b>3,</b> and chromene <b>4</b>). The synthesis of a new chromone <b>6</b> obtained from <b>2</b> through an oxa-Michael type intramolecular cyclization is also reported. All compounds showed strong antifungal activity, with <b>6</b> (IC<sub>50</sub> of 16.9 µM) standing out for its action against <i>F. solani</i>, while prenylated hydroquinones <b>1</b> (30.4 µM) and <b>2</b> (60.0 µM) were the most active against <i>M. roreri</i> and <i>L. theobromae</i>, respectively. The results of this research represent the first report of the chemical composition and antifungal properties for <i>P. ceanotifolium</i>, suggesting its potential use as a control method against <i>M. roreri</i>, <i>F. solani</i>, and <i>L. theobromae</i>.https://www.mdpi.com/2223-7747/14/6/934<i>Piper ceanothifolium</i><i>Theobroma cacao</i><i>Moniliophtora roreri</i><i>Lasiodiplodia theobromae</i><i>Fusarium solani</i>prenylated hydroquinones
spellingShingle Yudy S. Mahecha-Jimenez
Oscar J. Patiño-Ladino
Juliet A. Prieto-Rodríguez
Chemical Constituents and Antifungal Properties of <i>Piper ceanothifolium</i> Kunth Against Phytopathogens Associated with Cocoa Crops
Plants
<i>Piper ceanothifolium</i>
<i>Theobroma cacao</i>
<i>Moniliophtora roreri</i>
<i>Lasiodiplodia theobromae</i>
<i>Fusarium solani</i>
prenylated hydroquinones
title Chemical Constituents and Antifungal Properties of <i>Piper ceanothifolium</i> Kunth Against Phytopathogens Associated with Cocoa Crops
title_full Chemical Constituents and Antifungal Properties of <i>Piper ceanothifolium</i> Kunth Against Phytopathogens Associated with Cocoa Crops
title_fullStr Chemical Constituents and Antifungal Properties of <i>Piper ceanothifolium</i> Kunth Against Phytopathogens Associated with Cocoa Crops
title_full_unstemmed Chemical Constituents and Antifungal Properties of <i>Piper ceanothifolium</i> Kunth Against Phytopathogens Associated with Cocoa Crops
title_short Chemical Constituents and Antifungal Properties of <i>Piper ceanothifolium</i> Kunth Against Phytopathogens Associated with Cocoa Crops
title_sort chemical constituents and antifungal properties of i piper ceanothifolium i kunth against phytopathogens associated with cocoa crops
topic <i>Piper ceanothifolium</i>
<i>Theobroma cacao</i>
<i>Moniliophtora roreri</i>
<i>Lasiodiplodia theobromae</i>
<i>Fusarium solani</i>
prenylated hydroquinones
url https://www.mdpi.com/2223-7747/14/6/934
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