RESUMEN
Botrytis cinerea, which causes postharvest gray mold, is a primary pathogen that limits grape shelf-life and consumption and causes substantial yield loss worldwide. The combined use of biocontrol agents and food additives has attracted increasing interest. The effects of combined treatment with the endophyte Bacillus subtilis K1 and sodium dehydroacetate (SD) on the occurrence of gray mold and maintenance of grape fruit quality were studied. Treatment with a K1 suspension (1 × 108 CFU/ml) combined with 0.32 g/L SD resulted in markedly improved control of B. cinerea on grapes. The disease incidence and severity in the groups treated with K1 alone or in combination with SD were significantly lower than those in the control groups (P < 0.05) when the mixtures were applied 2 h after pathogen inoculation. Moreover, application of the mixture could maintain the appearance, firmness, total soluble solid (TSS) content and titratable acidity (TA) of grape fruit. Furthermore, the combination triggered increases in the activities of defense-related enzymes such as peroxidase (POD), phenylalanine ammonia lyase (PAL), catalase (CAT), superoxide dismutase (SOD) and polyphenol oxidase (PPO). Additionally, it could increase the vitamin C content. Thus, appropriate combinations of biocontrol agents and chemical reagents can provide effective protection against postharvest decay.
Asunto(s)
Bacillus subtilis , Botrytis , Endófitos , Conservación de Alimentos , Frutas , Enfermedades de las Plantas , Vitis , Vitis/microbiología , Endófitos/metabolismo , Bacillus subtilis/metabolismo , Frutas/microbiología , Frutas/química , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & control , Conservación de Alimentos/métodos , Catecol Oxidasa/metabolismo , Superóxido Dismutasa/metabolismo , Fenilanina Amoníaco-Liasa/metabolismo , Catalasa/metabolismo , Peroxidasa/metabolismo , Ácido Ascórbico/farmacología , Ácido Ascórbico/metabolismo , PironasRESUMEN
Recently, there has been a growing interest in the biocontrol activity of volatile organic compounds (VOCs) produced by microorganisms. This study specifically focuses on the effects of VOCs produced by the co-culture of Burkholderia vietnamiensis B418 and Trichoderma harzianum T11-W for the control of two phytopathogenic fungi, Botrytis cinerea and Fusarium oxysporum f. sp. cucumerium Owen. The antagonistic activity of VOCs released in mono- and co-culture modes was evaluated by inhibition assays on a Petri dish and in detached fruit experiments, with the co-culture demonstrating significantly higher inhibitory effects on the phytopathogens on both the plates and fruits compared with the mono-cultures. Metabolomic profiles of VOCs were conducted using the solid-liquid microextraction technique, revealing 341 compounds with significant changes in their production during the co-culture. Among these compounds, linalool, dimethyl trisulfide, dimethyl disulfide, geranylacetone, 2-phenylethanol, and acetophenone were identified as having strong antagonistic activity through a standard inhibition assay. These key compounds were found to be related to the improved inhibitory effect of the B418 and T11-W co-culture. Overall, the results suggest that VOCs produced by the co-culture of B. vietnamiensis B418 and T. harzianum T11-W possess great potential in biological control.
Asunto(s)
Botrytis , Burkholderia , Técnicas de Cocultivo , Fusarium , Compuestos Orgánicos Volátiles , Compuestos Orgánicos Volátiles/farmacología , Compuestos Orgánicos Volátiles/metabolismo , Compuestos Orgánicos Volátiles/química , Fusarium/metabolismo , Fusarium/efectos de los fármacos , Fusarium/crecimiento & desarrollo , Botrytis/crecimiento & desarrollo , Botrytis/efectos de los fármacos , Burkholderia/metabolismo , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & control , Hypocreales/metabolismo , Antibiosis , Antifúngicos/farmacología , Antifúngicos/química , Trichoderma/metabolismo , Trichoderma/fisiologíaRESUMEN
Botrytis cinerea is a notorious pathogen causing pre- and post-harvest spoilage in many economically important crops. Excessive application of site-specific fungicides to control the pathogen has led to the selection of strains possessing target site alterations associated with resistance to these fungicides and/or strains overexpressing efflux transporters associated with multidrug resistance (MDR). MDR in B. cinerea has been correlated with the overexpression of atrB and mfsM2, encoding an ATP-binding cassette (ABC) and a major facilitator superfamily (MFS) transporter, respectively. However, it remains unknown whether other transporters may also contribute to the MDR phenotype. In the current study, the transcriptome of a B. cinerea multidrug-resistant (MDR) field strain was analysed upon exposure to the fungicide fludioxonil, and compared to the B05.10 reference strain. The transcriptome of this field strain displayed significant differences as compared to B05.10, including genes involved in sugar membrane transport, toxin production and virulence. Among the induced genes in the field strain, even before exposure to fludioxonil, were several putatively encoding ABC and MFS transmembrane transporters. Overexpression of a highly induced MFS transporter gene in the B05.10 strain led to an increased tolerance to the fungicides fluopyram and boscalid, indicating an involvement in efflux transport of these compounds. Overall, the data from this study give insights towards better understanding the molecular mechanisms involved in MDR and fitness cost, contributing to the development of more efficient control strategies against this pathogen.
Asunto(s)
Botrytis , Dioxoles , Fungicidas Industriales , Transcriptoma , Botrytis/efectos de los fármacos , Botrytis/genética , Botrytis/patogenicidad , Transcriptoma/genética , Fungicidas Industriales/farmacología , Dioxoles/farmacología , Pirroles/farmacología , Regulación Fúngica de la Expresión Génica/efectos de los fármacos , Proteínas Fúngicas/metabolismo , Proteínas Fúngicas/genética , Perfilación de la Expresión Génica , Farmacorresistencia Fúngica Múltiple/genética , Farmacorresistencia Fúngica/genética , Farmacorresistencia Fúngica/efectos de los fármacos , Aptitud GenéticaRESUMEN
Southern root-knot nematodes are among the most pernicious phytoparasites; they are responsible for substantial yield losses in agricultural crops worldwide. The limited availability of nematicides for the prevention and control of plant-parasitic nematodes necessitates the urgent development of novel nematicides. Natural products have always been a key source for the discovery of pesticides. Waltherione A, an alkaloid, exhibits potent nematocidal activity. In this study, we designed and synthesized a series of quinoline and quinolone derivatives from Waltherione A, leveraging a strategy of structural simplification. Bioassays have revealed that the quinoline derivatives exhibit better activity than quinolone derivatives in terms of both nematocidal and fungicidal activities. Notably, compound D1 demonstrated strong nematocidal activity, with a 72 h LC50 of 23.06 µg/mL, and it effectively controlled the infection of root-knot nematodes on cucumbers. The structure-activity relationship suggests that the quinoline moiety is essential for the nematocidal efficacy of Waltherione A. Additionally, compound D1 exhibited broad-spectrum fungicidal activity, with an EC50 of 2.98 µg/mL against Botrytis cinerea. At a concentration of 200 µg/mL, it significantly inhibited the occurrence of B. cinerea on tomato fruits, with an inhibitory effect of 96.65%, which is slightly better than the positive control (90.30%).
Asunto(s)
Antinematodos , Antinematodos/farmacología , Antinematodos/síntesis química , Antinematodos/química , Relación Estructura-Actividad , Animales , Diseño de Fármacos , Enfermedades de las Plantas/parasitología , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & control , Cucumis sativus/parasitología , Cucumis sativus/microbiología , Fungicidas Industriales/farmacología , Fungicidas Industriales/síntesis química , Fungicidas Industriales/química , Quinolinas/química , Quinolinas/farmacología , Quinolinas/síntesis química , Nematodos/efectos de los fármacos , Tylenchoidea/efectos de los fármacos , Botrytis/efectos de los fármacos , Quinolonas/farmacología , Quinolonas/química , Quinolonas/síntesis química , Estructura MolecularRESUMEN
Fungal phytopathogens represent a large and economically significant challenge to food production worldwide. Thus, the application of biocontrol agents can be an alternative. In the present study, we carried out biological, metabolomic, and genetic analyses of three endophytic isolates from nodules of Chamaecytisus albus, classified as Pseudomonas chlororaphis acting as antifungal agents. The efficiency of production of their diffusible and volatile antifungal compounds (VOCs) was verified in antagonistic assays with the use of soil-borne phytopathogens: B. cinerea, F. oxysporum, and S. sclerotiorum. Diffusible metabolites were identified using chromatographic and spectrometric analyses (HPTLC, GC-MS, and LC-MS/MS). The phzF, phzO, and prnC genes in the genomes of bacterial strains were confirmed by PCR. In turn, the plant growth promotion (PGP) properties (production of HCN, auxins, siderophores, and hydrolytic enzymes, phosphate solubilization) of pseudomonads were bioassayed. The data analysis showed that all tested strains have broad-range antifungal activity with varying degrees of antagonism. The most abundant bioactive compounds were phenazine derivatives: phenazine-1-carboxylic acid (PCA), 2-hydroxy-phenazine, and diketopiperazine derivatives as well as ortho-dialkyl-aromatic acids, pyrrolnitrin, siderophores, and HCN. The results indicate that the tested P. chlororaphis isolates exhibit characteristics of biocontrol organisms; therefore, they have potential to be used in sustainable agriculture and as commercial postharvest fungicides to be used in fruits and vegetables.
Asunto(s)
Antifúngicos , Pseudomonas chlororaphis , Antifúngicos/farmacología , Antifúngicos/química , Pseudomonas chlororaphis/metabolismo , Ascomicetos/metabolismo , Fusarium/efectos de los fármacos , Fusarium/metabolismo , Botrytis/efectos de los fármacos , Endófitos/metabolismo , Metabolómica/métodos , Compuestos Orgánicos Volátiles/farmacología , Compuestos Orgánicos Volátiles/metabolismo , Compuestos Orgánicos Volátiles/química , Fenazinas/metabolismo , Fenazinas/farmacología , Fenazinas/química , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & controlRESUMEN
Naturally derived compounds show promise as treatments for microbial infections. Polyphenols, abundantly found in various plants, fruits, and vegetables, are noted for their physiological benefits including antimicrobial effects. This study introduced a new set of acylated phloroglucinol derivatives, synthesized and tested for their antifungal activity in vitro against seven different pathogenic fungi. The standout compound, 3-methyl-1-(2,4,6-trihydroxyphenyl) butan-1-one (2b), exhibited remarkable fungicidal strength, with EC50 values of 1.39 µg/mL against Botrytis cinerea and 1.18 µg/mL against Monilinia fructicola, outperforming previously screened phenolic compounds. When tested in vivo, 2b demonstrated effective antifungal properties, with cure rates of 76.26% for brown rot and 83.35% for gray mold at a concentration of 200 µg/mL, rivaling the commercial fungicide Pyrimethanil in its efficacy against B. cinerea. Preliminary research suggests that 2b's antifungal mechanism may involve the disruption of spore germination, damage to the fungal cell membrane, and leakage of cellular contents. These results indicate that compound 2b has excellent fungicidal properties against B. cinerea and holds potential as a treatment for gray mold.
Asunto(s)
Ascomicetos , Botrytis , Fungicidas Industriales , Floroglucinol , Enfermedades de las Plantas , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Floroglucinol/farmacología , Floroglucinol/química , Fungicidas Industriales/farmacología , Fungicidas Industriales/química , Ascomicetos/efectos de los fármacos , Enfermedades de las Plantas/microbiología , Pruebas de Sensibilidad MicrobianaRESUMEN
This research adopted the Fischer indole synthesis method to continue constructing a novel drug-like chemical entity based on the guidance of isocryptolepine and obtained four series of derivatives: Y, Da, Db, and Dc. The antimicrobial activity of these derivatives against plant pathogens was further evaluated. The results showed that Dc-2 had the best antifungal effect against Botrytis cinerea, and its EC50 value was up to 1.29 µg/mL. In addition, an in vivo activity test showed that the protective effect of Dc-2 on apples was 82.2% at 200 µg/mL, which was better than that of Pyrimethanil (45.4%). Meanwhile, it was found by scanning electron microscopy and transmission electron microscopy that the compound Dc-2 affected the morphology of mycelia. The compound Dc-2 was found to damage the cell membrane by PI and ROS staining. Through experiments such as leakage of cell contents, it was found that the compound Dc-2 changed the permeability of the cell membrane and caused the leakage of substances in the cell. According to the above studies, compound Dc-2 can be used as a candidate lead compound for further structural optimization and development.
Asunto(s)
Botrytis , Diseño de Fármacos , Fungicidas Industriales , Enfermedades de las Plantas , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Enfermedades de las Plantas/microbiología , Fungicidas Industriales/farmacología , Fungicidas Industriales/síntesis química , Fungicidas Industriales/química , Relación Estructura-Actividad , Antibacterianos/farmacología , Antibacterianos/síntesis química , Antibacterianos/química , Pruebas de Sensibilidad Microbiana , Malus/química , Malus/microbiología , Bacterias/efectos de los fármacos , Estructura MolecularRESUMEN
Based on previous research, this study synthesized 24 compounds by splicing the substructures of the indolyl group and the isothiocyanate group. Alternaria alternata, Phytophthora capsici, Botrytis cinerea, and Valsa mali were used to test the activity of the target compounds. At 100 µg/mL, compounds 8, 13, 14, and 17 exhibited excellent inhibitory effects of more than 80% on P. capsici, B. cinerea, and V. mail. The EC50 values of compounds 13 and 14 were 0.64 and 2.08 µg/mL, respectively. Potted antifungal activity demonstrated that compounds 13 and 14 had a protective effect of around 80% against B. cinerea at 200 µg/mL. Further physiological and biochemical studies on B. cinerea revealed that compound 13 thickened cell walls and caused mitochondrial vacuolization. Moreover, theoretical calculations indicated that the charge distribution of indolyl isothiocyanate compounds played a crucial role in the observed fungicidal activity. In summary, this study provided fundamental reference data for the derivative synthesis of these indolyl isothiocyanate compounds.
Asunto(s)
Botrytis , Fungicidas Industriales , Isotiocianatos , Phytophthora , Isotiocianatos/farmacología , Isotiocianatos/química , Isotiocianatos/síntesis química , Fungicidas Industriales/farmacología , Fungicidas Industriales/química , Fungicidas Industriales/síntesis química , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Phytophthora/efectos de los fármacos , Alternaria/efectos de los fármacos , Relación Estructura-Actividad , Estructura Molecular , Indoles/química , Indoles/farmacología , Indoles/síntesis química , Pruebas de Sensibilidad Microbiana , Hongos/efectos de los fármacosRESUMEN
Plant pathogenic fungi frequently disrupt the normal physiological and biochemical functions of plants, leading to diseases, compromising plant health, and ultimately reducing crop yield. This study aimed to address this challenge by identifying antifungal agents with innovative structures and novel mechanisms of action. We designed and synthesized a series of flavonoid derivatives substituted with 5-sulfonyl-1,3,4-thiadiazole and evaluated their antifungal activity against five phytopathogenic fungi. Most flavonoid derivatives demonstrated excellent antifungal activity against Botrytis cinerea (B. cinerea), Alternaria solani (A. solani), Rhizoctorzia solani (R. solani), Fusarium graminearum (F. graminearum), and Colletotrichum orbiculare (C. orbiculare). Specifically, the EC50 values of 38 target compounds against R. solani were below 4 µg/mL, among which the compounds C13 (EC50 = 0.49 µg/mL), C15 (EC50 = 0.37 µg/mL), and C19 (EC50 = 0.37 µg/mL) had the most prominent antifungal activity, superior to that of the control drug carbendazim (EC50 = 0.52 µg/mL). Scanning electron microscopy (SEM) and transmission electron microscopy (TEM) images of the cellular ultrastructures of R. solani mycelia and cells after treatment with the compound C19 revealed sprawling growth of hyphae, a distorted outline of their cell walls, and reduced mitochondrial numbers. Studying the 3D-QSAR between the molecular structure and antifungal activity of 5-sulfonyl-1,3,4-thiadiazole-substituted flavonoid derivatives could significantly improve conventional drug molecular design pathways and facilitate the development of novel antifungal leads.
Asunto(s)
Botrytis , Colletotrichum , Diseño de Fármacos , Flavonoides , Fungicidas Industriales , Fusarium , Enfermedades de las Plantas , Relación Estructura-Actividad Cuantitativa , Tiadiazoles , Tiadiazoles/farmacología , Tiadiazoles/química , Tiadiazoles/síntesis química , Fusarium/efectos de los fármacos , Fusarium/crecimiento & desarrollo , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Flavonoides/farmacología , Flavonoides/química , Flavonoides/síntesis química , Fungicidas Industriales/farmacología , Fungicidas Industriales/química , Fungicidas Industriales/síntesis química , Enfermedades de las Plantas/microbiología , Colletotrichum/efectos de los fármacos , Colletotrichum/crecimiento & desarrollo , Alternaria/efectos de los fármacos , Alternaria/crecimiento & desarrollo , Pruebas de Sensibilidad Microbiana , Estructura Molecular , RhizoctoniaRESUMEN
Fungal secondary metabolites play a highly significant role in crop protection, which is related to their antifungal activity against agriculturally important phytopathogens. In fact, plant diseases caused by fungi including species belonging to the genera of Alternaria, Botrytis, and Fusarium have become increasingly serious affecting crop yield and quality. Hence, there is increasing awareness by the scientific community of the importance of exploiting fungal products for finding new compounds able to inhibit phytopathogens. In this study several drimane-type sesquiterpenes have been detected for the first time as products of Aspergillus xerophilus by GC-MS analysis of the organic extracts obtained from the mycelia and culture filtrates of the fungus grown on two different substrates. Seven pure drimane-type sesquiterpenes were also isolated and identified by spectroscopic methods. The inhibitory effects of the pure compounds have been investigated against three phytopathogenic fungi of agrarian crops (i.e., Botrytis cinerea, Alternaria alternata, and Fusarium oxysporum f. sp. pisi). Among the drimane-type sesquiterpenes isolated in this study, 9,11-dihydroxy-6-oxodrim-7-ene is the most active against the three phytopathogens. Our findings also reveal the high sensitivity of A. alternata to the isolated compounds. These results pave the way for future applications in agriculture of both A. xerophilus and its metabolites.
Asunto(s)
Alternaria , Aspergillus , Botrytis , Fungicidas Industriales , Fusarium , Enfermedades de las Plantas , Metabolismo Secundario , Aspergillus/metabolismo , Aspergillus/efectos de los fármacos , Aspergillus/química , Alternaria/efectos de los fármacos , Alternaria/metabolismo , Alternaria/química , Fusarium/efectos de los fármacos , Fusarium/metabolismo , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & control , Botrytis/efectos de los fármacos , Fungicidas Industriales/farmacología , Fungicidas Industriales/química , Fungicidas Industriales/metabolismo , Productos Agrícolas/microbiología , Cromatografía de Gases y Espectrometría de Masas , Sesquiterpenos/farmacología , Sesquiterpenos/metabolismo , Sesquiterpenos/químicaRESUMEN
To develop further novel environmentally friendly antifungal agents with high efficacy, a series of pyrazole-5-sulfonamide derivatives were designed and synthesized by using the active molecules synthesized in previous works as lead compounds. Their antifungal activities were evaluated in vitro against ten highly destructive plant pathogenic fungi. The bioassay results indicated that more than half of the target compounds displayed potent antifungal activities (inhibition rate ≥85%) against Valsa mali and Sclerotinia sclerotiorum at 20 mg/L. Among them, compound C22 exhibited significant broad-spectrum antifungal activities against V. mali, S. sclerotiorum, Rhizoctonia solani, Botrytis cinerea, and Trichoderma viride, with EC50 values of 0.45, 0.49, 3.06, 0.57, and 1.43 mg/L, respectively. Moreover, compounds C21 and C22 exhibited remarkable protective effects on apple Valsa canker similar to tebuconazole (89.5%) at 50 mg/L. Preliminary antifungal mechanism investigations demonstrated that compound C22 may have inhibited V. mali mycelial growth by inducing oxidative damage to the mycelium and compromising the integrity of the cell membrane. Meanwhile, compounds C21 and C22 exhibited no obvious toxicity to worker bees (Apis mellifera ligustica). Taken together, these pyrazole-5-sulfonamide derivatives, particularly compound C22, possess huge potential to be developed as novel environmentally friendly fungicides with high efficacy.
Asunto(s)
Botrytis , Diseño de Fármacos , Fungicidas Industriales , Enfermedades de las Plantas , Pirazoles , Rhizoctonia , Sulfonamidas , Pirazoles/farmacología , Pirazoles/química , Pirazoles/síntesis química , Fungicidas Industriales/farmacología , Fungicidas Industriales/síntesis química , Fungicidas Industriales/química , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & control , Rhizoctonia/efectos de los fármacos , Rhizoctonia/crecimiento & desarrollo , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Relación Estructura-Actividad , Sulfonamidas/farmacología , Sulfonamidas/química , Sulfonamidas/síntesis química , Ascomicetos/efectos de los fármacos , Ascomicetos/crecimiento & desarrollo , Malus/microbiología , Estructura Molecular , Animales , Pruebas de Sensibilidad MicrobianaRESUMEN
Application of actinobacteria has grown exponentially in recent years in sustainable agricultural. Most actinobacterial inoculants are tailored to function as either biocontrol agents or biofertilizers. Hence, there is the need to obtain and include multifunctional actinobacterial strains in inocula formulations. In this research, 90 actinobacterial isolates were isolated from rhizospheric and non-rhizospheric soils of Algerian Saharan arid regions and were screened for their activity against the phytopathogenic fungi Alternaria alternata, Aspergillus flavus, Botrytis cinerea, Fusarium oxysporum, and Fusarium solani. Five isolates that inhibited at least three of these fungi were characterized according to morphological, environmental and biochemical parameters, and were preliminarily identified as Streptomyces enissocaesilis A1, Streptomyces olivoverticillatus A5, Streptomyces erumpens A6, Streptomyces cavourensis A8, and Streptomyces microflavus A20. These strains were then screened for plant growth promoting activities. All strains produced siderophores, hydrocyanic acid, ammonia and the auxin indole-3-acetic acid (IAA) and were capable of solubilizing phosphate. The highest producer of siderophores (69.19 percent siderophore units), ammonia (70.56 µg mL-1) and IAA (148.76 µg mL-1) was strain A8, A20, and A5, respectively. These findings showed that the five actinobacteria are multipurpose strains with simultaneous antifungal and plant growth promoting activities and have the potential to be used for sustainable agricultural practices, particularly in arid regions.
Asunto(s)
Actinobacteria , Antifúngicos , Microbiología del Suelo , Antifúngicos/farmacología , Antifúngicos/metabolismo , Actinobacteria/metabolismo , Actinobacteria/clasificación , Actinobacteria/genética , Actinobacteria/aislamiento & purificación , Actinobacteria/crecimiento & desarrollo , Alternaria/efectos de los fármacos , Alternaria/crecimiento & desarrollo , Ácidos Indolacéticos/metabolismo , Sideróforos/metabolismo , Fusarium/efectos de los fármacos , Fusarium/crecimiento & desarrollo , Reguladores del Crecimiento de las Plantas/metabolismo , Reguladores del Crecimiento de las Plantas/farmacología , Streptomyces/clasificación , Streptomyces/aislamiento & purificación , Streptomyces/genética , Streptomyces/metabolismo , Aspergillus flavus/crecimiento & desarrollo , Aspergillus flavus/efectos de los fármacos , Aspergillus flavus/metabolismo , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Filogenia , Argelia , Desarrollo de la Planta , Antibiosis , África del NorteRESUMEN
Rhamnolipids (RLs) and Fengycins (FGs) are biosurfactants with very promising antifungal properties proposed to reduce the use of synthetic pesticides in crops. They are amphiphilic molecules, both known to target the plasma membrane. They act differently on Botrytis cinerea and Sclerotinia sclerotiorum, two close Sclerotiniaceae phytopathogenic fungi. RLs are more efficient at permeabilizing S. sclerotiorum, and FGs are more efficient at permeabilizing B. cinerea mycelial cells. To study the link between the lipid membrane composition and the activity of RLs and FGs, we analyzed the lipid profiles of B. cinerea and S. sclerotiorum. We determined that unsaturated or saturated C18 and saturated C16 fatty acids are predominant in both fungi. We also showed that phosphatidylethanolamine (PE), phosphatidic acid (PA), and phosphatidylcholine (PC) are the main phospholipids (in this order) in both fungi, with more PA and less PC in S. sclerotiorum. The results were used to build biomimetic lipid membrane models of B. cinerea and S. sclerotiorum for all-atom molecular dynamic simulations and solid-state NMR experiments to more deeply study the interactions between RLs or FGs with different compositions of lipid bilayers. Distinctive effects are exerted by both compounds. RLs completely insert in all the studied model membranes with a fluidification effect. FGs tend to form aggregates out of the bilayer and insert individually more easily into the models representative of B. cinerea than those of S. sclerotiorum, with a higher fluidification effect. These results provide new insights into the lipid composition of closely related fungi and its impact on the mode of action of very promising membranotropic antifungal molecules for agricultural applications.
Asunto(s)
Ascomicetos , Botrytis , Glucolípidos , Lipidómica , Lipopéptidos , Botrytis/efectos de los fármacos , Botrytis/química , Ascomicetos/química , Ascomicetos/efectos de los fármacos , Ascomicetos/metabolismo , Glucolípidos/química , Glucolípidos/farmacología , Glucolípidos/metabolismo , Lipopéptidos/farmacología , Lipopéptidos/química , Antifúngicos/farmacología , Antifúngicos/química , Antifúngicos/metabolismo , Lípidos de la Membrana/química , Lípidos de la Membrana/metabolismo , Membrana Celular/efectos de los fármacos , Membrana Celular/metabolismo , Membrana Celular/química , Materiales Biomiméticos/química , Materiales Biomiméticos/farmacología , Materiales Biomiméticos/metabolismoRESUMEN
Methionine (Met) can inhibit plant diseases caused by phytopathogens. However, the effect of Met on gray mold resulted from Botrytis cinerea in tomato is still unclear. This study showed 5 mM Met alleviated disease development of gray mold, enhanced chitinase (CHI) and ß-1, 3-glucanase (GNS) activities and the expression of SlCHI, SlGNS, SlPR1 and SlNPR1 in tomatoes, rather than inhibited the growth of B. cinerea directly. Moreover, ethylene biosynthesis and signal transduction before pathogen inoculating were induced by 5 mM Met. Interestingly, Met reduced the nitrosylation levels of ACS4 and ACO6, enhanced the activities of nitric oxide synthase, nitrite reductase (NR) and S-nitrosoglutathione reductase (GSNOR) and the expression of SlNR and SlGSNOR. Tomatoes treated with aminoethoxyvinylglycine and carboxy-PTIO exhibited lower resistance to B. cinerea. These results indicate 5 mM Met promoted ethylene biosynthesis and signal transduction to facilitate NO synthesis and metabolism, enhancing the resistance of tomatoes to B. cinerea.
Asunto(s)
Botrytis , Etilenos , Metionina , Óxido Nítrico , Enfermedades de las Plantas , Proteínas de Plantas , Transducción de Señal , Solanum lycopersicum , Solanum lycopersicum/microbiología , Solanum lycopersicum/metabolismo , Solanum lycopersicum/química , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Etilenos/farmacología , Etilenos/metabolismo , Transducción de Señal/efectos de los fármacos , Óxido Nítrico/metabolismo , Metionina/metabolismo , Metionina/farmacología , Enfermedades de las Plantas/microbiología , Proteínas de Plantas/metabolismo , Proteínas de Plantas/genéticaRESUMEN
Sophora flavescens, a traditional Chinese herb, produces a wide range of secondary metabolites with a broad spectrum of biological activities. In this study, we isolated six isopentenyl flavonoids (1-6) from the roots of S. flavescens and evaluated their activities against phytopathogenic fungi. In vitro activities showed that kurarinone and sophoraflavanone G displayed broad spectrum and superior activities, among which sophoraflavanone G displayed excellent activity against tested fungi, with EC50 values ranging from 4.76 to 13.94 µg/mL. Notably, kurarinone was easily purified and showed potential activity against Rhizoctonia solani, Botrytis cinerea, and Fusarium graminearum with EC50 values of 16.12, 16.55, and 16.99 µg/mL, respectively. Consequently, we initially investigated the mechanism of kurarinone against B. cinerea. It was found that kurarinone disrupted cell wall components, impaired cell membrane integrity, increased cell membrane permeability, and affected cellular energy metabolism, thereby exerting its effect against B. cinerea. Therefore, kurarinone is expected to be a potential candidate for the development of plant fungicides.
Asunto(s)
Botrytis , Flavonoides , Fungicidas Industriales , Fusarium , Enfermedades de las Plantas , Raíces de Plantas , Rhizoctonia , Sophora , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Sophora/química , Flavonoides/farmacología , Flavonoides/química , Flavonoides/aislamiento & purificación , Fusarium/efectos de los fármacos , Fungicidas Industriales/farmacología , Fungicidas Industriales/química , Raíces de Plantas/química , Enfermedades de las Plantas/microbiología , Rhizoctonia/efectos de los fármacos , Rhizoctonia/crecimiento & desarrollo , Prenilación , Extractos Vegetales/farmacología , Extractos Vegetales/química , Sophora flavescensRESUMEN
The use of yeasts has been explored as an efficient alternative to fungicide application in the treatment and prevention of post-harvest fruit deterioration. Here, we evaluated the biocontrol abilities of the Antarctic yeast strain Debaryomyces hansenii UFT8244 against the post-harvest phytopathogenic fungi Botrytis cinerea and Rhizopus stolonifer for the protection and preservation of strawberry fruit. The strongest inhibition of germination of B. cinerea (57%) was observed at 0 °C, followed by 40% at 25 °C. In addition, germ tubes and hyphae of B. cinerea were strongly surrounded and colonized by D. hansenii. Production of the enzymes ß-1,3-glucanase, chitinase and protease by D. hansenii was detected in the presence of phytopathogenic fungus cell walls. The activity of ß-1,3-glucanase was highest on day 12 of incubation and remained high until day 15. Chitinase and protease activities reached their highest levels on the day 15 of incubation. D. hansenii additionally demonstrated the ability to resist oxidative stress. Our data demonstrated that the main biocontrol mechanisms displayed by D. hansenii were the control of phytopathogenic fungal spore germination, production of antifungal enzymes and resistance to oxidative stress. We conclude that isolate D. hansenii UFT8422 should be further investigated for use at commercial scales at low temperatures.
Asunto(s)
Botrytis , Fragaria , Fragaria/microbiología , Botrytis/efectos de los fármacos , Botrytis/fisiología , Rhizopus/fisiología , Rhizopus/efectos de los fármacos , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & control , Quitinasas/metabolismo , Control Biológico de Vectores/métodos , Regiones Antárticas , Debaryomyces/fisiología , Agentes de Control Biológico/farmacologíaRESUMEN
In this work, liposomes loaded with the fungicide, Fludioxonil (FLUD), for the containment of fungal diseases in agriculture were developed. Three types of vesicles with different compositions were compared: (I) plain vesicles, composed of soy phosphatidylcholine and cholesterol; (II) PEG-coated vesicles, with an additional polyethylene glycol coating; and (III) cationic vesicles, containing didodecyldimethylammonium bromide. Nanometric-sized vesicles were obtained both by the micelle-to-vesicle transition method and by the extrusion technique, and encapsulation efficiency, drug loading content, and Zeta potential were determined for all the samples. The extruded and PEGylated liposomes were the most stable over time and together with the cationic ones showed a significant prolonged FLUD release capacity. The liposomes' biological activity was evaluated on conidial germination, germ tube elongation and colony radial growth of the ascomycete Botrytis cinerea, a phytopathogenic fungus affecting worldwide many important agricultural crops in the field as well as in the postharvest phase. The extruded and PEGylated liposomes showed greater effectiveness in inhibiting germ tube elongation and colony radial growth of the fungal pathogen, even at 0.01 µg·mL-1, the lowest concentration assessed.
Asunto(s)
Botrytis , Dioxoles , Fungicidas Industriales , Liposomas , Enfermedades de las Plantas , Liposomas/química , Botrytis/efectos de los fármacos , Fungicidas Industriales/farmacología , Fungicidas Industriales/química , Dioxoles/farmacología , Dioxoles/química , Dioxoles/administración & dosificación , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & control , Polietilenglicoles/química , Agricultura/métodos , Compuestos de Amonio Cuaternario/química , Compuestos de Amonio Cuaternario/farmacología , Fosfatidilcolinas/química , Esporas Fúngicas/efectos de los fármacos , PirrolesRESUMEN
Infection of grapevines with the grey mold pathogen Botrytis cinerea results in severe problems for winemakers worldwide. Browning of wine is caused by the laccase-mediated oxidation of polyphenols. In the last decades, Botrytis management has become increasingly difficult due to the rising number of resistances and the genetic variety of Botrytis strains. During the search for sustainable fungicides, polyphenols showed great potential to inhibit fungal growth. The present study revealed two important aspects regarding the effects of grape-specific polyphenols and their polymerized oxidation products on Botrytis wild strains. On the one hand, laccase-mediated oxidized polyphenols, which resemble the products found in infected grapes, showed the same potential for inhibition of growth and laccase activity, but differed from their native forms. On the other hand, the impact of phenolic compounds on mycelial growth is not correlated to the effect on laccase activity. Instead, mycelial growth and relative specific laccase activity appear to be modulated independently. All phenolic compounds showed not only inhibitory but also inductive effects on fungal growth and/or laccase activity, an observation which is reported for the first time. The simultaneous inhibition of growth and laccase activity demonstrated may serve as a basis for the development of a natural botryticide. Yet, the results showed considerable differences between genetically distinguishable strains, impeding the use of a specific phenolic compound against the genetic variety of wild strains. The present findings might have important implications for future understanding of Botrytis cinerea infections and sustainable Botrytis management including the role of polyphenols.
Asunto(s)
Botrytis , Lacasa , Oxidación-Reducción , Polifenoles , Vitis , Botrytis/efectos de los fármacos , Botrytis/crecimiento & desarrollo , Botrytis/enzimología , Lacasa/metabolismo , Polifenoles/farmacología , Vitis/microbiología , Micelio/crecimiento & desarrollo , Micelio/efectos de los fármacos , Fungicidas Industriales/farmacología , Fungicidas Industriales/química , Vino/microbiología , Enfermedades de las Plantas/microbiologíaRESUMEN
Plant diseases caused by fungal pathogens pose a great threat to crop production. Conidiation of fungi is critical for disease epidemics and serves as a promising drug target. Here, we show that deacetylation of the FolTFIIS transcription elongation factor is indispensable for Fusarium oxysporum f. sp. lycopersici (Fol) conidiation. Upon microconidiation, Fol decreases K76 acetylation of FolTFIIS by altering the level of controlling enzymes, allowing for its nuclear translocation by FolIws1. Increased nuclear FolTFIIS enhances the transcription of sporulation-related genes and, consequently, enables microconidia production. Deacetylation of FolTFIIS is also critical for the production of macroconidia and chlamydospores, and its homolog has similar functions in Botrytis cinerea. We identify two FolIws1-targeting chemicals that block the conidiation of Fol and have effective activity against a wide range of pathogenic fungi without harm to the hosts. These findings reveal a conserved mechanism of conidiation regulation and provide candidate agrochemicals for disease management.
Asunto(s)
Proteínas Fúngicas , Fusarium , Esporas Fúngicas , Fusarium/metabolismo , Fusarium/efectos de los fármacos , Fusarium/genética , Fusarium/patogenicidad , Esporas Fúngicas/metabolismo , Esporas Fúngicas/efectos de los fármacos , Proteínas Fúngicas/metabolismo , Proteínas Fúngicas/genética , Acetilación , Enfermedades de las Plantas/microbiología , Núcleo Celular/metabolismo , Regulación Fúngica de la Expresión Génica , Transporte Activo de Núcleo Celular , Botrytis/genética , Botrytis/metabolismo , Botrytis/efectos de los fármacosRESUMEN
Using antifungal agrochemicals as the most economical solution might reduce plant diseases caused by pathogenic fungi, which have a significant negative impact on the quality and yield of food worldwide. In this work, 33 compounds (G) containing 1,2,3-triazole and malononitrile structures were synthesized. When the compounds were tested in vitro against six fungal species, they exhibited significant fungicidal activity toward Botrytis cinerea and Rhizoctonia solani. Compounds G17 and G30 displayed promising in vivo efficacy, with an EC50 of 0.19 and 0.27 mg/L respectively against R. solani. Fungal ergosterol production was suppressed by compounds G17 and G30, according to a preliminary analysis of their mechanism of action on R. solani using transcriptomics and scanning electron microscopy. It has been shown through experimentation that compounds G17 and G30 prevent R. solani from synthesizing ergosterol. Ultimately, it was anticipated that compounds G17 and G30 would be discovered to be low-toxic.