Search Results (69)

Biogenic silver nanoparticles (AgNPs) were synthesized via a green chemistry strategy using wheat extract and subsequently functionalized with a carboxymethyl chitosan–cinnamaldehyde (CMC=CIN) conjugate through covalent imine bonding. The resulting nanohybrid (AgNP–CMC=CIN) was extensively characterized to confirm successful biofunctionalization: UV–Vis spectroscopy revealed characteristic cinnamaldehyde absorption peaks; ATR-FTIR spectra confirmed polymer–terpene bonding; and TEM analysis evidenced uniform nanoparticle morphology. Dynamic light scattering (DLS) measurements indicated an increase in hydrodynamic size upon coating (from 59.46 ± 12.63 nm to 110.17 ± 4.74 nm), while maintaining low polydispersity (PDI: 0.29 to 0.27) and stable surface charge (zeta potential ~ −30 mV), suggesting colloidal stability and homogeneous polymer encapsulation. Antifungal activity was evaluated against Fusarium oxysporum, Penicillium citrinum, Aspergillus niger, and Aspergillus brasiliensis. The minimum inhibitory concentration (MIC) against F. oxysporum was significantly reduced to 83 μg/mL with AgNP–CMC=CIN, compared to 708 μg/mL for uncoated AgNPs, and was comparable to the reference fungicide tebuconazole (52 μg/mL). Seed priming with AgNP–CMC=CIN led to improved germination (85%) and markedly reduced fungal colonization, while maintaining a favorable phytotoxicity profile. These findings highlight the potential of polysaccharide-terpene-functionalized biogenic AgNPs as a sustainable alternative to conventional fungicides, supporting their application in precision agriculture and integrated crop protection strategies. Full article

The disposal of olive mill wastewater (OMWW) poses significant environmental challenges due to its high content of phytotoxic and pollutant compounds. This study aims to explore the chemical composition of OMWW derived from various olive varieties (Buža, Buža puntoža, Istarska bjelica, Leccino, and Rosinjola) and assess its antifungal potential against phytopathogenic fungi from the Botryosphaeriaceae family. OMWW samples were analyzed for their physicochemical properties, phenolic composition via LC-MS/MS, and antifungal activity against Botryosphaeria dothidea (Moug. ex Fr.) Ces. & De Not., Diplodia mutila (Fr.) Fr., D. seriata De Not., Dothiorella iberica A.J.L. Phillips, J. Luque & A. Alves, Do. sarmentorum (Fr.) A.J.L. Phillips, Alves & Luque, and Neofusicoccum parvum (Pennycook & Samuels) Crous, Slippers & A.J.L. Phillips. Antifungal efficacy was tested at varying concentrations, alongside the phenolic compounds hydroxytyrosol and vanillic acid. Antifungal activity varied across fungal species and OMWW concentrations. Lower OMWW concentrations inhibited mycelial growth in some pathogens, while higher concentrations often had a stimulatory effect. Among the OMWW treatments, Leccino and Buža showed the most significant antifungal activity against species from the Botryosphaeriaceae family. The results demonstrated significant variability in OMWW composition, with Istarska bjelica exhibiting the highest concentrations of phenolic compounds, sugars, dry matter, and carbon and nitrogen content. The results also highlight the impact of acidification on the phenolic profile of OMWW. Treatment with HCl significantly altered the concentration of individual phenolic compounds, either enhancing their release or contributing to their degradation. Among the two compounds, vanillic acid showed greater efficacy than hydroxytyrosol. In addition, microorganisms isolated from OMWW, including Bacillus velezensis Ruiz-Garcia et al., Rhodotorula mucilaginosa (A. Jörg.) F.C. Harrison, Nakazawaea molendiniolei (N. Cadez, B. Turchetti & G. Peter) C. P. Kurtzman & C. J. Robnett, and Penicillium crustosum Thom, demonstrated antagonistic potential against fungal pathogens, with B. velezensis showing the strongest inhibitory effect. The greatest antagonistic effect against fungi was observed with the species Do. Iberica. The findings highlight the potential of OMWW as a sustainable alternative to chemical fungicides, simultaneously contributing to the management of waste and protection of plants through circular economy principles. Full article

Anthracnose is a disease caused by phytopathogenic fungi such as Colletotrichum siamense that attacks plants and fruits causing great postharvest losses. Different alternatives for the control of this fungus have been studied. In the present study, we evaluated the in vitro antifungal activity of the methanolic extracts of Baccharis glutinosa (ExB) and Jacquinia macrocarpa (ExJ) individually, as well as in combination with chitosan (CS), along with their toxicity in different models. Using the radial growth technique, it was observed that the mycelial development of C. siamense was altered and reduced during exposure to the different treatments evaluated during the first hours of incubation, indicating a fungistatic effect. While the cell viability, by colorimetric assay using the XTT salt, showed alteration since the chitosan reduced proliferation by 50%, while the plant extracts and their mixtures with chitosan reduced approximately 40% indicating cell damage, which was confirmed by fluorescence microscopy. In addition, toxicity tests demonstrated that the J. macrocarpa extract significantly affected the germination percentage of Lactuca sativa seeds, whereas radicle length was reduced in all treatments except for chitosan. The larval survival test for Artemia salina with the extracts indicated their potential toxicity by causing up to 60% mortality. The results indicate that ExB and ExJ mixed with CS are a good option for controlling C. siamense; however, at the concentrations used, they exhibit a toxic effect on the evaluated models. Full article

With the long-term use of certain types of traditional chemical fungicides, phytopathogen resistance and environmental pollution have made the application of these fungicides face unprecedented challenges. Therefore, using the low toxicity and structural diversity of natural product analogs to develop alternatives has become an important tactic to improve control efficiency and reduce pathogen resistance, as well as environmental risks. In this study, thirty-eight rhein derivatives were synthesized after our continuous efforts aiming to discover new anthraquinone-based antifungal agents. Their structures were characterized by ¹H-NMR, ¹³C-NMR and high-resolution mass spectrometry. The antifungal activities of rhein derivatives were first evaluated against four phytopathogenic fungi. The bioassay results indicated that most derivatives exhibited good antifungal activity against Rhizoctonia solani at 0.5 mM in vitro. Compounds 3e, 3j, 4a, 9d and 10f showed potent activities against R. solani, with inhibition rates over 50% at a low concentration of 0.2 mM in vitro. In particular, compound 10a strongly inhibited the growth of Sclerotinia sclerotiorum, Fusarium graminearum and P. capsica, with EC₅₀ values of 0.079 mM, 0.082 mM and 0.134 mM, respectively, which are comparable to the commercial biofungicide phenazine-1-carboxylic acid (PCA). An in vivo study showed that 10a presented excellent curative and protective activities (92.1% and 91.1%, 0.2 mM) against wheat powdery mildew. The phytotoxicity results indicated that rhein amino acid derivatives could significantly eliminate phytotoxicity to rice and rape and could be safely used in these two crops. The resistance development assay indicated that these rhein derivatives could effectively avoid the risk of resistance development in these two strains of fungi, R. solani and S. sclerotiorum. In conclusion, rhein derivatives can be used for the development of potential agricultural fungicides. Full article

Sustainable agricultural practices increasingly focus on natural bioactive agents for managing phytopathogens. This study investigates the antifungal and phytotoxic properties of methanolic bioextracts derived from Plantago major leaves (MBPm) and Sambucus nigra roots (MBSn) to explore their potential applications. Bioextracts were prepared through methanolic maceration, with yields of 6.02% (P. major) and 6.42% (S. nigra). Antifungal assays evaluated inhibitory effects on Fusarium oxysporum, Corynespora cassiicola, and Penicillium oxalicum, while phytotoxicity assays assessed concentration-dependent impacts on Solanum lycopersicum seed germination. A qualitative evaluation of major polyphenolic compounds was conducted using Ultra-Performance Liquid Chromatography coupled with a Photodiode Array Detector and Electrospray Ionization Mass Spectrometry (UPLC-PDA-ESI-MS) to identify bioactive compounds known for their significant biological activity. P. major bioextracts demonstrated significant inhibition of F. oxysporum (90.06%) and C. cassiicola (83.19%), while S. nigra bioextracts achieved 89.65% and 92.16% inhibition, respectively. Both bioextracts showed minimal impact on P. oxalicum, with effects observed only at 50 mg/mL. Low concentrations of S. nigra bioextract enhanced seed germination, whereas higher doses inhibited it. Identified bioactive compounds included acteoside, isoacteoside, chlorogenic acid, and dicaffeoylquinic acid isomers. The findings highlight the potential of these bioextracts as biocontrol agents and modulators of seed germination processes, contributing to sustainable agricultural strategies. While this study was conducted under controlled laboratory conditions, these results provide a strong foundation for future evaluations in field settings to explore their broader agricultural applications. Full article

Maize contamination with aflatoxin B1 (AFB1) is of significance on a global scale due to its major contribution to food security. It is very probable that substantial amounts of AFB1 may be absorbed by germinating seeds grown in contaminated soil and cause deleterious effects on the growth and development of maize. In this study, the effect of green-synthesised ZnO-CuO hybrid nanoparticles (NPs) on antifungal activity and reducing the toxic effects of AFB1 on seed germination was examined. A notable inhibitory effect of green-synthesised ZnO-CuO nanoparticles (NPs) on A. flavus was observed at a concentration of 0.5 ppm, resulting in 13.1% inhibition, which was more effective than the higher concentration of 1.0 ppm and the control. The results showed that the final germination percentage of the seeds that were inoculated with 320 ppb was significantly increased by the treatment with 125 mg/mL of green ZnO-CuO hybrid NPs. This study indicated the potential of green-synthesised ZnO-CuO hybrid NPs as alternative antifungal agents to control aflatoxin production in maize to improve food security and safety by supressing the threat posed by AFB1. Full article

Endolichenic fungi represent an important ecological group of microorganisms that form associations with photobionts in the lichen thallus. These endofungi that live in and coevolve with lichens are known for synthesizing secondary metabolites with novel structures and diverse chemical skeletons making them an unexplored microbial community of great interest. As part of our search for new phytoprotectants, in this work, we studied the endolichenic fungus Xylaria sp. isolated from the lichen Hypogymnia tubulosa, which grows as an epiphyte on the bark of the endemic Canarian tree Pinus canariensis. From the extract of the liquid fermentation, we isolated two unreported piliformic derivatives, (+)-9-hydroxypiliformic acid (1) and (+)-8-hydroxypiliformic acid (2), along with four previously reported compounds, (+)-piliformic acid (3), hexylaconitic acid A anhydride (4), 2-hydroxyphenylacetic acid (5), and 4-hydroxyphenylacetic acid (6). Their structures were elucidated based on NMR and HRESIMS data. The extract and the isolated compounds were tested for their insect antifeedant (Myzus persicae, Rhopalosiphum padi, and Spodoptera littoralis), antifungal (Alternaria alternata, Botrytis cinerea, and Fusarium oxysporum), nematicidal (Meloidogyne javanica), and phytotoxic effects on mono- and dicotyledonous plant models (Lolium perenne and Lactuca sativa). Compounds 4, 5, and 6 were effective antifeedants against M. persicae and 4 was also active against R. padi. Moreover, 3 and 4 showed antifungal activity against B. cinerea and 4 was the only nematicidal. The extract had a strong phytotoxic effect on L. sativa and L. perenne growth, with compounds 3, 4, and 5 identified as the phytotoxic agents, while at low concentrations compounds 3 and 4 stimulated L. sativa root growth. Full article

Chili anthracnose, caused by Colletotrichum truncatum, causes significant yield loss in chili production. In this study, we investigated the elicitor properties of a rhamnolipid (RL)-enriched PA3 fraction derived from Pseudomonas aeruginosa SWUC02 in inducing systemic resistance in yellow chili seedlings and antifungal activity against C. truncatum CFPL01 (Col). Fractionation of the ethyl acetate extract yielded 12 fractions, with PA3 demonstrating the most effective disease suppression, reducing the disease severity index to 4 ± 7.35% at 7 days post-inoculation compared with Col inoculation alone (83 ± 23.57%). PA3 also exhibited direct antifungal activity, inhibiting Col mycelial growth by 41 ± 0.96% at 200 µg/mL. Subfractionation revealed PA3 as a mixture of mono- and di-RLs, confirmed by ¹H nuclear magnetic resonance and electrospray ionization mass spectrometry data. Additionally, PA3 enhanced seed germination and promoted plant growth without causing phytotoxicity. Transcriptomics revealed that PA3 pre-treatment prior to Col infection primed the defense response, upregulating defense-related genes involved in the phenylpropanoid, flavonoid, and jasmonic acid biosynthesis pathways, as well as those associated with cell wall reinforcement. Our findings highlight the potential of RL-enriched PA3 as both an antifungal agent and a plant defense elicitor, with transcriptome data providing new insights into defense priming and resistance pathways in chili, offering an eco-friendly solution for sustainable anthracnose management. Full article

Fusarium species are commonly found in soil, water, plants, and animals. A variety of secondary metabolites with multiple biological activities have been recently isolated from Fusarium species, making Fusarium fungi a treasure trove of bioactive compounds. This mini-review comprehensively highlights the newly isolated secondary metabolites produced by Fusarium species and their various biological activities reported from 2019 to October 2024. About 276 novel metabolites were revealed from at least 21 Fusarium species in this period. The main metabolites were nitrogen-containing compounds, polyketides, terpenoids, steroids, and phenolics. The Fusarium species mostly belonged to plant endophytic, plant pathogenic, soil-derived, and marine-derived fungi. The metabolites mainly displayed antibacterial, antifungal, phytotoxic, antimalarial, anti-inflammatory, and cytotoxic activities, suggesting their medicinal and agricultural applications. This mini-review aims to increase the diversity of Fusarium metabolites and their biological activities in order to accelerate their development and applications. Full article

Controlling anthracnose in crops usually depends on synthetic chemicals, but essential oils offer a promising alternative with a potentially lower risk to human health and the environment. This study examines the use of noni (Morinda citrifolia L.) essential oil for preventive and curative control of anthracnose in cassava plants. Extracted from ripe noni fruit, the oil was tested at concentrations of 0.1, 0.5, 1.0, 1.5, 2.0, 2.5, and 5.0 µL/mL for its antifungal properties against Colletotrichum species isolated from cassava. We applied the oil both preventively and curatively, monitoring for phytotoxic effects. Phytochemical analysis revealed that the main compounds were octanoic acid (64.03%), hexanoic acid (10.16%), and butanoic acid (8.64%). The oil effectively inhibited C. chrysophillum and C. musicola at 2.0 µL/mL, while C. truncatum required 5.0 µL/mL for significant inhibition. Higher concentrations reduced disease progression but showed phytotoxicity at only 5 µL/mL. Molecular docking suggested that octanoic acid interacts with the fungi’s tyrosine-tRNA ligase enzyme, hinting at its mechanism of action. Collectively, our findings reinforce the potential of noni essential oil as an alternative agent against Colletotrichum spp. in cassava crops. Full article

Fruit rots caused by filamentous fungi such as Monilinia fructicola and Monilinia laxa have a strong impact on crop yield and fruit commercialization, especially as they affect a wide variety of stone fruits. The antifungal efficacy of benzylidene-cycloalkanones has been previously described in in vitro assays against M. fructicola; so, this study aims to evaluate the in vivo inhibitory potential of these hybrids on fruits that have been inoculated with M. fructicola, and use molecular docking to visualize the main interactions of these molecules in the active site of the enzyme succinate dehydrogenase (SDH). The results indicate that compound C achieves the highest inhibition of both Monilinia species (15.7–31.4 µg/mL), spore germination in vitro (<10 µg/mL), and has promising results in vivo, without causing phytotoxicity in fruits. The results from molecular docking suggest that hydroxyl groups play a crucial role in enhancing the binding of compound C to SDH and contribute to the formation of hydrogen bonds with amino acid residues on the enzyme active site. Full article

Phytopathogenic fungi are responsible for diseases in commercially important crops and cause major supply problems in the global food chain. Plants were able to protect themselves from disease before humans played an active role in protecting plants. They are known to synthesize a variety of secondary metabolites (SMs), such as terpenes, alkaloids, and phenolic compounds, which can be extracted using conventional and unconventional techniques to formulate biofungicides; plant extracts have antifungal activity and various mechanisms of action against these organisms. In addition, they are considered non-phytotoxic and potentially effective in disease control. They are a sustainable and economically viable alternative for use in agriculture, which is why biofungicides are increasingly recognized as an attractive option to solve the problems caused by synthetic fungicides. Currently, organic farming continues to grow, highlighting the importance of developing environmentally friendly alternatives for crop production. This review provides a compilation of the literature on biosynthesis, mechanisms of action of secondary metabolites against phytopathogens, extraction techniques and formulation of biofungicides, biological activity of plant extracts on phytopathogenic fungi, regulation, advantages, disadvantages and an overview of the current use of biofungicides in agriculture. Full article

This study evaluates the efficacy of the salts sodium metabisulfite (SMB), ammonium bicarbonate, sodium bicarbonate, and potassium dihydrogen orthophosphate first in vitro against the main postharvest fruit rot fungi, Alternaria alternata, Botrytis cinerea, Penicillium italicum, and Penicillium digitatum. Results showed that 0.2% SMB completely inhibited the mycelium growth of the fungal species. Ammonium bicarbonate and sodium bicarbonate were less effective at 0.2% in inhibiting mycelial growth, ranging from 57.6% to 77.6%. The least effective was potassium dihydrogen orthophosphate. Experiments were also performed in vivo on wounded apples inoculated with the most pathogenic fungus, B. cinerea, and treated with SMB at concentrations of 0.2, 0.5, 1, 2, and 3%, both preventively and curatively. Results based on the decay size showed that SMB, when used as a preventive treatment, had a reduced efficacy, even with the highest concentration. However, this salt proved to be very effective at 0.5% in curative treatment since the decay was completely blocked. Our results suggest that the appropriate concentration of SMB for post-harvest treatment is 0.5% as a curative treatment. On the other hand, the 1% dose induced the onset of phytotoxicity around the wound. To assess the extent of the phytotoxicity reaction, higher concentrations of 1–4% SMB were applied to wounded fruit. Apples and oranges were inoculated or not with B. cinerea and P. digitatum, respectively. Doses of 1–4% induced phytotoxicity in the form of a discolored ring surrounding the wound on the epidermis of the fruit; this phytotoxicity enlarged as the concentration of SMB increased. The phytotoxic features were similar on apples and oranges. The methodological procedure made it possible to carry out a quantitative assessment of SMB phytotoxicity. This method is proposed as an easy-to-use technique for quantitatively estimating the phytotoxicity of antifungal compounds on post-harvest fruit. Full article

The research on new compounds against plant pathogens is still socially and economically important. It results from the increasing resistance of pests to plant protection products and the need to maintain high yields of crops, particularly oilseed crops used to manufacture edible and industrial oils and biofuels. We tested thirty-five semi-synthetic hydrazide–hydrazones with aromatic fragments of natural origin against phytopathogenic laccase-producing fungi such as Botrytis cinerea, Sclerotinia sclerotiorum, and Cerrena unicolor. Among the investigated molecules previously identified as potent laccase inhibitors were also strong antifungal agents against the fungal species tested. The highest antifungal activity showed derivatives of 4-hydroxybenzoic acid and salicylic aldehydes with 3-tert-butyl, phenyl, or isopropyl substituents. S. sclerotiorum appeared to be the most susceptible to the tested compounds, with the lowest IC₅₀ values between 0.5 and 1.8 µg/mL. We applied two variants of phytotoxicity tests for representative crop seeds and selected hydrazide–hydrazones. Most tested molecules show no or low phytotoxic effect for flax and sunflower seeds. Moreover, a positive impact on seed germination infected with fungi was observed. With the potential for application, the cytotoxicity of the hydrazide–hydrazones of choice toward MCF-10A and BALB/3T3 cell lines was lower than that of the azoxystrobin fungicide tested. Full article

The primary objective of this investigation was to assess the potential applicability of hemp (Cannabis sativa L. var. sativa) lateral inflorescence extract in mitigating the growth of fungi, including phytopathogens, on agricultural plants. The extract, comprising a blend of biologically active compounds, holds promise for integration into contemporary plant protection methodologies. The research involved a comprehensive analysis of the extract’s chemical composition, encompassing the determination of total polyphenol and flavonoid content (utilizing spectrophotometric methods), antioxidant activity (evaluated through the DPPH method employing synthetic 2,2-diphenyl-1-picrylhydrazyl radical), and cannabinoid content (analyzed using HPLC techniques). Additionally, this study employed the poisoned substrate method to gauge the impact of 5, 10, and 20% extract concentrations on the growth of various microfungi, including Alternaria alternata, Botrytis cinerea, Colletotrichum coccodes, Fusarium avenaceum, F. culmorum, F. graminearum, F. oxysporum, F. sporotrichioides, and Trichoderma koningii. The hemp extract demonstrated a substantial presence of total polyphenolic compounds, with polyphenol and flavonoid concentrations measuring 149.65 mg/mL and 1.55 mg/mL, respectively. Furthermore, the extract contained cannabinoids at a concentration of 0.12%. The most pronounced antifungal activity was observed with the 20% extract, particularly against T. koningii (62.22–84.79%), C. coccodes (61.65–81.82%), and B. cinerea (45.00–75.42%). However, the efficacy of hemp extracts exhibited large differences against Fusarium spp. (3.10–72.95%), dependent on the specific extract and fungus strain. Introduction of hemp extracts to the substrate induced a reduction in substrate pigment and a discernible color alteration in the mycelium to a lighter shade compared to the control. These findings mark the initial phase in the exploration of practical applications for plant extracts, setting the groundwork for subsequent field trials to ascertain the extract’s impact on phytotoxicity and the health status of agricultural plants. Full article