Feruloyl-amides as natural antimicrobials for crop and food protection

Abstract Background Plants have developed multiple chemical defence responses against pathogen attacks. The main mechanism of defence is based on a rapid transcriptional reprogramming of genes encoding biosynthetic enzymes that synthesize specific secondary metabolites. Increasing evidence indicates...

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Main Authors: Denise Dozio, Sharmila Ghosh, Daniele Alessandro Consolini, Josè Luis Ermini Starna, Loris Pinto, Federico Baruzzi, Martina Letizia Contente, Andrea Pinto, Paolo Cortesi, Salvatore Princiotto, Andrea Kunova, Sabrina Dallavalle
Format: Article
Language:English
Published: SpringerOpen 2025-01-01
Series:Chemical and Biological Technologies in Agriculture
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Online Access:https://doi.org/10.1186/s40538-025-00736-8
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author Denise Dozio
Sharmila Ghosh
Daniele Alessandro Consolini
Josè Luis Ermini Starna
Loris Pinto
Federico Baruzzi
Martina Letizia Contente
Andrea Pinto
Paolo Cortesi
Salvatore Princiotto
Andrea Kunova
Sabrina Dallavalle
author_facet Denise Dozio
Sharmila Ghosh
Daniele Alessandro Consolini
Josè Luis Ermini Starna
Loris Pinto
Federico Baruzzi
Martina Letizia Contente
Andrea Pinto
Paolo Cortesi
Salvatore Princiotto
Andrea Kunova
Sabrina Dallavalle
author_sort Denise Dozio
collection DOAJ
description Abstract Background Plants have developed multiple chemical defence responses against pathogen attacks. The main mechanism of defence is based on a rapid transcriptional reprogramming of genes encoding biosynthetic enzymes that synthesize specific secondary metabolites. Increasing evidence indicates phenylamides (PAs) as an important group of bioactive compounds in food plants. Results We synthesized a small collection of ferulic acid-derived phenylamides by chemoenzymatic approaches. The compounds were tested against fungal and bacterial pathogens to assess their antimicrobial potential. The treatment with the synthesized phenylamides showed modest inhibition of the fungal growth (up to 25%) and had no significant influence on spore germination, whereas some of the compounds gave a considerable inhibition of Pyricularia oryzae appressorium formation, up to 94%. They also exhibited in vitro antibacterial activity against six foodborne bacterial pathogens. Monitoring of six growth parameters (taking into account growth rate, time and absorbance) measured during 24 h incubation showed that the synthesized molecules, assayed at four concentrations between 12.5 and 100 mg/L, produced a stronger average antimicrobial effect against Gram-positive pathogenic strains than against Gram-negative ones. Conclusions The obtained results evidenced that the effect of this class of compounds is mainly related to blocking fungal virulence mechanisms, mediated by a significant effect on appressorium maturation, rather than to mycelium growth inhibition. Together with the observed in vitro antibacterial activity against foodborne bacterial pathogens, we conclude that PAs are promising candidates for future developments in the agri-food sector. Graphical Abstract
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spelling doaj-art-1266f357c04a45ae823e3bbac86fd7af2025-02-02T12:12:05ZengSpringerOpenChemical and Biological Technologies in Agriculture2196-56412025-01-0112111510.1186/s40538-025-00736-8Feruloyl-amides as natural antimicrobials for crop and food protectionDenise Dozio0Sharmila Ghosh1Daniele Alessandro Consolini2Josè Luis Ermini Starna3Loris Pinto4Federico Baruzzi5Martina Letizia Contente6Andrea Pinto7Paolo Cortesi8Salvatore Princiotto9Andrea Kunova10Sabrina Dallavalle11Department of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanDepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanDepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanDepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanInstitute of Sciences of Food Production, CNR-ISPAInstitute of Sciences of Food Production, CNR-ISPADepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanDepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanDepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanDepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanDepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanDepartment of Food, Environmental and Nutritional Sciences (DeFENS), University of MilanAbstract Background Plants have developed multiple chemical defence responses against pathogen attacks. The main mechanism of defence is based on a rapid transcriptional reprogramming of genes encoding biosynthetic enzymes that synthesize specific secondary metabolites. Increasing evidence indicates phenylamides (PAs) as an important group of bioactive compounds in food plants. Results We synthesized a small collection of ferulic acid-derived phenylamides by chemoenzymatic approaches. The compounds were tested against fungal and bacterial pathogens to assess their antimicrobial potential. The treatment with the synthesized phenylamides showed modest inhibition of the fungal growth (up to 25%) and had no significant influence on spore germination, whereas some of the compounds gave a considerable inhibition of Pyricularia oryzae appressorium formation, up to 94%. They also exhibited in vitro antibacterial activity against six foodborne bacterial pathogens. Monitoring of six growth parameters (taking into account growth rate, time and absorbance) measured during 24 h incubation showed that the synthesized molecules, assayed at four concentrations between 12.5 and 100 mg/L, produced a stronger average antimicrobial effect against Gram-positive pathogenic strains than against Gram-negative ones. Conclusions The obtained results evidenced that the effect of this class of compounds is mainly related to blocking fungal virulence mechanisms, mediated by a significant effect on appressorium maturation, rather than to mycelium growth inhibition. Together with the observed in vitro antibacterial activity against foodborne bacterial pathogens, we conclude that PAs are promising candidates for future developments in the agri-food sector. Graphical Abstracthttps://doi.org/10.1186/s40538-025-00736-8Crop protectionAntimicrobial activityAntifungal activityBacterial inhibitionFerulic acidPhenylamides
spellingShingle Denise Dozio
Sharmila Ghosh
Daniele Alessandro Consolini
Josè Luis Ermini Starna
Loris Pinto
Federico Baruzzi
Martina Letizia Contente
Andrea Pinto
Paolo Cortesi
Salvatore Princiotto
Andrea Kunova
Sabrina Dallavalle
Feruloyl-amides as natural antimicrobials for crop and food protection
Chemical and Biological Technologies in Agriculture
Crop protection
Antimicrobial activity
Antifungal activity
Bacterial inhibition
Ferulic acid
Phenylamides
title Feruloyl-amides as natural antimicrobials for crop and food protection
title_full Feruloyl-amides as natural antimicrobials for crop and food protection
title_fullStr Feruloyl-amides as natural antimicrobials for crop and food protection
title_full_unstemmed Feruloyl-amides as natural antimicrobials for crop and food protection
title_short Feruloyl-amides as natural antimicrobials for crop and food protection
title_sort feruloyl amides as natural antimicrobials for crop and food protection
topic Crop protection
Antimicrobial activity
Antifungal activity
Bacterial inhibition
Ferulic acid
Phenylamides
url https://doi.org/10.1186/s40538-025-00736-8
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