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1.
PeerJ ; 12: e17620, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-38952982

RESUMO

Background: This study examined the effects of microbial agents on the enzyme activity, microbial community construction and potential functions of inter-root soil of aubergine (Fragaria × ananassa Duch.). This study also sought to clarify the adaptability of inter-root microorganisms to environmental factors to provide a theoretical basis for the stability of the microbiology of inter-root soil of aubergine and for the ecological preservation of farmland soil. Methods: Eggplant inter-root soils treated with Bacillus subtilis (QZ_T1), Bacillus subtilis (QZ_T2), Bacillus amyloliquefaciens (QZ_T3), Verticillium thuringiensis (QZ_T4) and Verticillium purpureum (QZ_T5) were used to analyse the effects of different microbial agents on the inter-root soils of aubergine compared to the untreated control group (QZ_CK). The effects of different microbial agents on the characteristics and functions of inter-root soil microbial communities were analysed using 16S rRNA and ITS (internal transcribed spacer region) high-throughput sequencing techniques. Results: The bacterial diversity index and fungal diversity index of the aubergine inter-root soil increased significantly with the application of microbial fungicides; gas exchange parameters and soil enzyme activities also increased. The structural and functional composition of the bacterial and fungal communities in the aubergine inter-root soil changed after fungicide treatment compared to the control, with a decrease in the abundance of phytopathogenic fungi and an increase in the abundance of beneficial fungi in the soil. Enhancement of key community functions, reduction of pathogenic fungi, modulation of environmental factors and improved functional stability of microbial communities were important factors contributing to the microbial stability of fungicide-treated aubergine inter-root soils.


Assuntos
Fungicidas Industriais , Fotossíntese , Microbiologia do Solo , Fungicidas Industriais/farmacologia , Fotossíntese/efeitos dos fármacos , Microbiota/efeitos dos fármacos , Solanum melongena/microbiologia , Raízes de Plantas/microbiologia , Solo/química , RNA Ribossômico 16S/genética
2.
Arch Microbiol ; 206(8): 356, 2024 Jul 18.
Artigo em Inglês | MEDLINE | ID: mdl-39026110

RESUMO

The metabolic breakdown of propiconazole by fungi was examined, and it was found that the microbial model (Cunninghamella elegans ATCC36112) efficiently degrades the triazole fungicide propiconazole through the action of cytochrome P450. This enzyme primarily facilitates the oxidation and hydrolysis processes involved in phase I metabolism. We observed major metabolites indicating hydroxylation/oxidation of propyl groups of propiconazole. Around 98% of propiconazole underwent degradation within a span of 3 days post-treatment, leading to the accumulation of five metabolites (M1-M5). The experiments started with a preliminary identification of propiconazole and its metabolites using GC-MS. The identified metabolites were then separated and identified by in-depth analysis using preparative UHPLC and MS/MS. The metabolites of propiconazole are M1 (CGA-118245), M2(CGA-118244), M3(CGA-136735), M4(GB-XLIII-42-1), and M5(SYN-542636). To further investigate the role of key enzymes in potential fungi, we treated the culture medium with piperonyl butoxide (PB) and methimazole (MZ), and then examined the kinetic responses of propiconazole and its metabolites. The results indicated a significant reduction in the metabolism rate of propiconazole in the medium treated with PB, while methimazole showed weaker inhibitory effects on the metabolism of propiconazole in the fungus C. elegans.


Assuntos
Cunninghamella , Sistema Enzimático do Citocromo P-450 , Fungicidas Industriais , Triazóis , Triazóis/metabolismo , Triazóis/farmacologia , Cunninghamella/metabolismo , Fungicidas Industriais/metabolismo , Fungicidas Industriais/farmacologia , Sistema Enzimático do Citocromo P-450/metabolismo , Cromatografia Gasosa-Espectrometria de Massas , Espectrometria de Massas em Tandem , Oxirredução , Butóxido de Piperonila/metabolismo , Butóxido de Piperonila/farmacologia
3.
Sci Rep ; 14(1): 16427, 2024 Jul 16.
Artigo em Inglês | MEDLINE | ID: mdl-39013912

RESUMO

The ecotoxicological consequences of azoxystrobin on land snails have not yet been addressed. Therefore, the present study aims to provide novel data on the threat of a commercial grade azoxystrobin (AMISTAR) at two environmentally relevant concentrations (0.3 µg/ml) and tenfold (3 µg/ml) on the model species, Theba pisana by physiological, biochemical, and histopathological markers for 28 days. Our results showed a reduction in animal food consumption and growth due to exposure to both azoxystrobin concentrations. It also induced oxidative stress and led to a significant decrease in lipid peroxidation (LPO) levels after 7 days of exposure, while the opposite effect occurred after 28 days. Except for the 7-day exposure, all treated snails had significantly reduced glutathione (GSH) content and increased catalase (CAT) activity at all-time intervals. Glutathione peroxidase (GPx), glutathione-S-transferase (GST) activities, and protein content (PC) were elevated in treated snails at all-time intervals. Moreover, alterations in acetylcholinesterase (AChE) activity between a decrease and an increase were noticed. Additionally, azoxystrobin exerted changes in T. pisana hepatopancreas architecture. Our study suggests that azoxystrobin may have negative ecological consequences for T. pisana and highlights its potential risks to the natural environment.


Assuntos
Fungicidas Industriais , Glutationa , Metacrilatos , Estresse Oxidativo , Pirimidinas , Caramujos , Estrobilurinas , Animais , Estrobilurinas/toxicidade , Pirimidinas/toxicidade , Estresse Oxidativo/efeitos dos fármacos , Fungicidas Industriais/toxicidade , Metacrilatos/toxicidade , Caramujos/efeitos dos fármacos , Caramujos/metabolismo , Glutationa/metabolismo , Peroxidação de Lipídeos/efeitos dos fármacos , Glutationa Transferase/metabolismo , Acetilcolinesterase/metabolismo , Ecotoxicologia , Catalase/metabolismo , Glutationa Peroxidase/metabolismo
4.
Bull Environ Contam Toxicol ; 113(1): 6, 2024 Jul 09.
Artigo em Inglês | MEDLINE | ID: mdl-38980453

RESUMO

Pesticide transport in the environment is impacted by the kinetics of its adsorption onto soil. The adsorption kinetics of pyrimethanil was investigated in ten soil samples of varying physicochemical properties. The highest adsorption was in the soil having the maximum silt and CaCO3 contents, pH and electrical conductance but the lowest amorphous Fe oxides and CaCl2 extractable Mn. Pseudo-second order kinetics and intra-particle diffusion model best accounted the adsorption kinetics of pyrimethanil. The equilibrium adsorption estimated by pseudo-second order kinetics (q02) was significantly and positively correlated with CaCl2 extractable Cu content (r = 0.709) while rate coefficient (k02) had a negative correlation with crystalline iron oxides content (r = -0.675). The intra-particle diffusion coefficient (ki.d.) had inverse relationship with CaCl2 extractable Mn content in soils (r = -0.689). FTIR spectra showed a significant interaction of pyrimethanil with micronutrient cations. Adsorption kinetic parameters of pyrimethanil could be successfully predicted by soil properties. The findings may help to evolve fungicide management decisions.


Assuntos
Fungicidas Industriais , Pirimidinas , Poluentes do Solo , Solo , Adsorção , Fungicidas Industriais/química , Fungicidas Industriais/análise , Cinética , Poluentes do Solo/química , Poluentes do Solo/análise , Solo/química , Pirimidinas/química , Pirimidinas/análise , Modelos Químicos
5.
J Agric Food Chem ; 72(29): 16112-16127, 2024 Jul 24.
Artigo em Inglês | MEDLINE | ID: mdl-38985656

RESUMO

The active splicing strategy has witnessed improvement in bioactivity and antifungal spectra in pesticide discovery. Herein, a series of simple-structured molecules (Y1-Y53) containing chloro-substituted benzyl esters were designed using the above strategy. The structure-activity relationship (SAR) analysis demonstrated that the fatty acid fragment-structured esters were more effective than those containing an aromatic acid moiety or naphthenic acid part. Compounds Y36 and Y41, which featured a thiazole-4-acid moiety and trifluoromethyl aliphatic acid part, respectively, exhibited excellent in vivo curative activity (89.4%, 100 mg/L Y36) and in vitro fungicidal activity (EC50 = 0.708 mg/L, Y41) against Botrytis cinerea. Determination of antifungal spectra and analysis of scanning electron microscopy (SEM), membrane permeability, cell peroxidation, ergosterol content, oxalic acid pathways, and enzymatic assays were performed separately here. Compound Y41 is cost effective due to its simple structure and shows promise as a disease control candidate. In addition, Y41 might act on a novel target through a new pathway that disrupts the cell membrane integrity by inducing cell peroxidation.


Assuntos
Botrytis , Desenho de Fármacos , Ésteres , Fungicidas Industriais , Ésteres/química , Ésteres/farmacologia , Relação Estrutura-Atividade , Botrytis/efeitos dos fármacos , Fungicidas Industriais/farmacologia , Fungicidas Industriais/química , Fungicidas Industriais/síntese química , Estrutura Molecular , Doenças das Plantas/microbiologia , Testes de Sensibilidade Microbiana
6.
J Agric Food Chem ; 72(29): 16128-16139, 2024 Jul 24.
Artigo em Inglês | MEDLINE | ID: mdl-39003764

RESUMO

Currently, allosteric inhibitors have emerged as an effective strategy in the development of preservatives against the drug-resistant Botrytis cinerea (B. cinerea). However, their passively driven development efficiency has proven challenging to meet the practical demands. Here, leveraging the deep learning Neural Relational Inference (NRI) framework, we actively identified an allosteric inhibitor targeting B. cinerea Chitinase, namely, 2-acetonaphthone. 2-Acetonaphthone binds to the crucial domain of Chitinase, forming the strong interaction with the allosteric sites. Throughout the interaction process, 2-acetonaphthone diminished the overall connectivity of the protein, inducing conformational changes. These findings align with the results obtained from Chitinase activity experiments, revealing an IC50 value of 67.6 µg/mL. Moreover, 2-acetonaphthone exhibited outstanding anti-B. cinerea activity by inhibiting Chitinase. In the gray mold infection model, 2-acetonaphthone significantly extended the preservation time of cherry tomatoes, positioning it as a promising preservative for fruit storage.


Assuntos
Botrytis , Quitinases , Doenças das Plantas , Solanum lycopersicum , Botrytis/efeitos dos fármacos , Quitinases/química , Quitinases/metabolismo , Quitinases/antagonistas & inibidores , Doenças das Plantas/microbiologia , Solanum lycopersicum/microbiologia , Conservação de Alimentos/métodos , Fungicidas Industriais/farmacologia , Fungicidas Industriais/química , Proteínas Fúngicas/química , Proteínas Fúngicas/metabolismo , Proteínas Fúngicas/antagonistas & inibidores , Frutas/química , Frutas/microbiologia , Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Regulação Alostérica/efeitos dos fármacos , Descoberta de Drogas
7.
J Agric Food Chem ; 72(29): 16359-16367, 2024 Jul 24.
Artigo em Inglês | MEDLINE | ID: mdl-39011851

RESUMO

In our screening program for natural products that are effective in controlling plant diseases, we found that the culture filtrate of Paraconiothyrium sporulosum SFC20160907-M11 effectively suppressed the development of tomato late blight disease caused by Phytophthora infestans. Using a bioassay-guided fractionation of antioomycete activity, 12 active compounds (1-12) were obtained from an ethyl acetate extract of the culture filtrate. Chemical structures of five new compounds 1-5 were determined by the extensive analyses of nuclear magnetic resonance (NMR), high resolution mass spectrometry (HRMS), and circular dichroism (CD) data. Interestingly, mycosporulonol (1) and botrallin (8) completely inhibited the growth of P. infestans at concentrations of 8 and 16 µg/mL, respectively. Furthermore, the spray treatment of 1 and 8 (500 µg/mL) successfully protected tomato seedlings against P. infestans with disease control values of 92%. Taken together, these results suggest that the culture filtrates of P. sporulosum SFC20160907-M11 and their bioactive metabolites can be used as new antioomycete agents for Phytophthora late blight control.


Assuntos
Ascomicetos , Fungicidas Industriais , Phytophthora infestans , Doenças das Plantas , Solanum lycopersicum , Solanum lycopersicum/microbiologia , Solanum lycopersicum/química , Doenças das Plantas/microbiologia , Phytophthora infestans/efeitos dos fármacos , Phytophthora infestans/crescimento & desenvolvimento , Ascomicetos/química , Ascomicetos/metabolismo , Fungicidas Industriais/farmacologia , Fungicidas Industriais/química , Estrutura Molecular , Espectroscopia de Ressonância Magnética
8.
Int J Mol Sci ; 25(13)2024 Jun 22.
Artigo em Inglês | MEDLINE | ID: mdl-38999990

RESUMO

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.


Assuntos
Agricultura Orgânica , Extratos Vegetais , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Agricultura Orgânica/métodos , Fungos/efeitos dos fármacos , Doenças das Plantas/microbiologia , Doenças das Plantas/prevenção & controle , Produtos Agrícolas/microbiologia , Antifúngicos/farmacologia , Antifúngicos/química , Metabolismo Secundário , Fungicidas Industriais/farmacologia , Fungicidas Industriais/química
9.
Sci Rep ; 14(1): 15709, 2024 Jul 08.
Artigo em Inglês | MEDLINE | ID: mdl-38977768

RESUMO

Honey bees are commonly co-exposed to pesticides during crop pollination, including the fungicide captan and neonicotinoid insecticide thiamethoxam. We assessed the impact of exposure to these two pesticides individually and in combination, at a range of field-realistic doses. In laboratory assays, mortality of larvae treated with captan was 80-90% greater than controls, dose-independent, and similar to mortality from the lowest dose of thiamethoxam. There was evidence of synergism (i.e., a non-additive response) from captan-thiamethoxam co-exposure at the highest dose of thiamethoxam, but not at lower doses. In the field, we exposed whole colonies to the lowest doses used in the laboratory. Exposure to captan and thiamethoxam individually and in combination resulted in minimal impacts on population growth or colony mortality, and there was no evidence of synergism or antagonism. These results suggest captan and thiamethoxam are each acutely toxic to immature honey bees, but whole colonies can potentially compensate for detrimental effects, at least at the low doses used in our field trial, or that methodological differences of the field experiment impacted results (e.g., dilution of treatments with natural pollen). If compensation occurred, further work is needed to assess how it occurred, potentially via increased queen egg laying, and whether short-term compensation leads to long-term costs. Further work is also needed for other crop pollinators that lack the social detoxification capabilities of honey bee colonies and may be less resilient to pesticides.


Assuntos
Captana , Sinergismo Farmacológico , Fungicidas Industriais , Inseticidas , Tiametoxam , Animais , Tiametoxam/toxicidade , Abelhas/efeitos dos fármacos , Abelhas/fisiologia , Inseticidas/toxicidade , Fungicidas Industriais/toxicidade , Captana/toxicidade , Larva/efeitos dos fármacos , Neonicotinoides/toxicidade , Tiazóis/toxicidade , Nitrocompostos/toxicidade
10.
BMC Vet Res ; 20(1): 303, 2024 Jul 09.
Artigo em Inglês | MEDLINE | ID: mdl-38982442

RESUMO

BACKGROUND: The inappropriate use of pesticides including fungicides creates severe biological hazards that can endanger fish health and impede sustainable aquaculture. OBJECTIVE: This study investigated the negative impacts of metiram (MET), a fungicide on the health status of Nile tilapia (Oreochromis niloticus) for a 96-hour duration as an acute exposure in a static renewal system. METHODS: Three hundred fish (average body weight: 37.50 ± 0.22 g) were assigned into six groups (50 fish/group) with five replicates (10 fish/replicate). Fish were exposed to various six concentrations (0, 1.5, 3, 4.5, 6, and 7.5 mg/L) of MET as a water exposure to for 96-hour without water exchange. The fish's behavior, clinical signs, and mortalities were documented every day of the exposure period. Additionally, MET's impact on blood profile, stress biomarkers, hepato-renal functions, immune-antioxidant status, and brain biomarker were closely monitored. RESULTS: The lethal concentration (LC50) of MET estimated using Finney's probit technique was 3.77 mg/L. The fish's behavior was severely impacted by acute MET exposure, as clear by an increase in surfacing, loss of equilibrium, unusual swimming, laterality, abnormal movement, and a decline in aggressive behaviors. The survivability and hematological indices (white and red blood cell count, differential white blood cell count, hematocrit value, and hemoglobin) were significantly reduced in a concentration-dependent manner following MET exposure. Acute exposure to MET (1.5-7.5 mg/L) incrementally increased stress biomarkers (nor-epinephrine, cortisol, and glucose), lipid peroxides (malondialdehyde), and brain oxidative DNA damage biomarker (8-hydroxy-2-deoxyguanosine). A hepato-renal dysfunction by MET exposure (4.5-7.5 mg/L) was evidenced by the significant increase in the alanine and aspartate aminotransferases and creatinine values. Moreover, a substantial decline in the immune parameters (lysozyme, complement 3, serum bactericidal activity, and antiprotease activity) and antioxidant variables (total antioxidant capacity, superoxide dismutase, and glutathione peroxidase) resulted from acute MET exposure. CONCLUSION: According to these findings, the 96-hour LC50 of MET in Nile tilapia was 3.77 mg/L. MET exposure triggered toxicity in Nile tilapia, as seen by alterations in fish neuro-behaviors, immune-antioxidant status, hepato-renal functioning, and signifying physiological disturbances. This study emphasizes the potential ecological dangers provoked by MET as an environmental contaminant to aquatic systems. However, the long-term MET exposure is still needed to be investigated.


Assuntos
Ciclídeos , Fungicidas Industriais , Animais , Ciclídeos/metabolismo , Ciclídeos/fisiologia , Fungicidas Industriais/toxicidade , Poluentes Químicos da Água/toxicidade , Comportamento Animal/efeitos dos fármacos , Estresse Oxidativo/efeitos dos fármacos , Biomarcadores/sangue , Dose Letal Mediana , Encéfalo/metabolismo , Encéfalo/efeitos dos fármacos
11.
Microbiol Res ; 286: 127816, 2024 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-38964072

RESUMO

Apple scab, caused by the hemibiotrophic fungus Venturia inaequalis, is currently the most common and damaging disease in apple orchards. Two strains of V. inaequalis (S755 and Rs552) with different sensitivities to azole fungicides and the bacterial metabolite fengycin were compared to determine the mechanisms responsible for these differences. Antifungal activity tests showed that Rs552 had reduced sensitivity to tebuconazole and tetraconazole, as well as to fengycin alone or in a binary mixture with other lipopeptides (iturin A, pumilacidin, lichenysin). S755 was highly sensitive to fengycin, whose activity was close to that of tebuconazole. Unlike fengycin, lipopeptides from the iturin family (mycosubtilin, iturin A) had similar activity on both strains, while those from the surfactin family (lichenysin, pumilacidin) were not active, except in binary mixtures with fengycin. The activity of lipopeptides varies according to their family and structure. Analyses to determine the difference in sensitivity to azoles (which target the CYP51 enzyme involved in the ergosterol biosynthesis pathway) showed that the reduced sensitivity in Rs552 is linked to (i) a constitutive increased expression of the Cyp51A gene caused by insertions in the upstream region and (ii) greater efflux by membrane pumps with the involvement of ABC transporters. Microscopic observations revealed that fengycin, known to interact with plasma membranes, induced morphological and cytological changes in cells from both strains. Sterol and phospholipid analyses showed a higher level of ergosta-7,22-dien-3-ol and a lower level of PI(C16:0/C18:1) in Rs552 compared with S755. These differences could therefore influence the composition of the plasma membrane and explain the differential sensitivity of the strains to fengycin. However, the similar antifungal activities of mycosubtilin and iturin A in the two strains indirectly indicate that sterols are probably not involved in the fengycin resistance mechanism. This leads to the conclusion that different mechanisms are responsible for the difference in susceptibility to azoles or fengycin in the strains studied.


Assuntos
Ascomicetos , Azóis , Lipopeptídeos , Malus , Doenças das Plantas , Lipopeptídeos/farmacologia , Malus/microbiologia , Doenças das Plantas/microbiologia , Ascomicetos/efeitos dos fármacos , Ascomicetos/metabolismo , Ascomicetos/genética , Azóis/farmacologia , Farmacorresistência Fúngica/genética , Testes de Sensibilidade Microbiana , Antifúngicos/farmacologia , Antifúngicos/metabolismo , Fungicidas Industriais/farmacologia , Regulação Fúngica da Expressão Gênica/efeitos dos fármacos , Proteínas Fúngicas/genética , Proteínas Fúngicas/metabolismo
12.
J Agric Food Chem ; 72(28): 15541-15551, 2024 Jul 17.
Artigo em Inglês | MEDLINE | ID: mdl-38959381

RESUMO

Benzimidazoles, the representative pharmacophore of fungicides, have excellent antifungal potency, but their simple structure and single site of action have hindered their wider application in agriculture. In order to extend the structural diversity of tubulin-targeted benzimidazoles, novel benzimidazole derivatives were prepared by introducing the attractive pyrimidine pharmacophore. 2-((6-(4-(trifluoromethyl)phenoxy)pyrimidin-4-yl)thio)-1H-benzo[d]imidazole (A25) exhibited optimal antifungal activity against Sclerotinia sclerotiorum (S. s.), affording an excellent half-maximal effective concentration (EC50) of 0.158 µg/mL, which was higher than that of the reference agent carbendazim (EC50 = 0.594 µg/mL). Pot experiments revealed that compound A25 (200 µg/mL) had acceptable protective activity (84.7%) and curative activity (78.1%), which were comparable with that of carbendazim (protective activity: 90.8%; curative activity: 69.9%). Molecular docking displayed that multiple hydrogen bonds and π-π interactions could be formed between A25 and ß-tubulin, resulting in a stronger bonding effect than carbendazim. Fluorescence imaging revealed that the structure of intracellular microtubules can be changed significantly after A25 treatment. Overall, these remarkable antifungal profiles of constructed novel benzimidazole derivatives could facilitate the application of novel microtubule-targeting agents.


Assuntos
Ascomicetos , Benzimidazóis , Fungicidas Industriais , Simulação de Acoplamento Molecular , Tubulina (Proteína) , Benzimidazóis/química , Benzimidazóis/farmacologia , Tubulina (Proteína)/química , Tubulina (Proteína)/metabolismo , Fungicidas Industriais/farmacologia , Fungicidas Industriais/química , Fungicidas Industriais/síntese química , Relação Estrutura-Atividade , Ascomicetos/efeitos dos fármacos , Ascomicetos/crescimento & desenvolvimento , Ascomicetos/química , Doenças das Plantas/microbiologia , Estrutura Molecular , Moduladores de Tubulina/química , Moduladores de Tubulina/farmacologia , Proteínas Fúngicas/química , Proteínas Fúngicas/metabolismo
13.
J Agric Food Chem ; 72(28): 15653-15661, 2024 Jul 17.
Artigo em Inglês | MEDLINE | ID: mdl-38959424

RESUMO

Phenamacril (PHA) is a highly selective fungicide for controlling fusarium head blight (FHB) mainly caused by F. graminearum and F. asiaticum. However, the C423A mutation in myosin I of F. graminearum (FgMyoI) leads to natural resistance to PHA. Here, based on the computational approaches and biochemical validation, we elucidate the atomic-level mechanism behind the natural resistance of F. graminearum to the fungicide PHA due to the C423A mutation in FgMyoI. The mutation leads to a rearrangement of pocket residues, resulting in increased size and flexibility of the binding pocket, which impairs the stable binding of PHA. MST experiments confirm that the mutant protein FgMyoIC423A exhibits significantly reduced affinity for PHA compared to wild-type FgMyoI and the nonresistant C423K mutant. This decreased binding affinity likely underlies the development of PHA resistance in F. graminearum. Conversely, the nonresistant C423K mutant retains sensitivity to PHA due to the introduction of a strong hydrogen bond donor, which facilitates stable binding of PHA in the pocket. These findings shed light on the molecular basis of PHA resistance and provide new directions for the creation of new myosin inhibitors.


Assuntos
Farmacorresistência Fúngica , Fungicidas Industriais , Fusarium , Mutação , Fusarium/efeitos dos fármacos , Fusarium/genética , Fusarium/metabolismo , Fungicidas Industriais/farmacologia , Fungicidas Industriais/química , Farmacorresistência Fúngica/genética , Proteínas Fúngicas/genética , Proteínas Fúngicas/metabolismo , Proteínas Fúngicas/química , Doenças das Plantas/microbiologia , Doenças das Plantas/genética
14.
J Agric Food Chem ; 72(28): 15474-15486, 2024 Jul 17.
Artigo em Inglês | MEDLINE | ID: mdl-38949855

RESUMO

Corn ear rot and fumonisin caused by Fusarium verticillioides pose a serious threat to food security. To find more highly active fungicidal and antitoxic candidates with structure diversity based on naturally occurring lead xanthatin, a series of novel spiropiperidinyl-α-methylene-γ-butyrolactones were rationally designed and synthesized. The in vitro bioassay results indicated that compound 7c showed broad-spectrum in vitro activity with EC50 values falling from 3.51 to 24.10 µg/mL against Rhizoctonia solani and Alternaria solani, which was more active than the positive controls xanthatin and oxathiapiprolin. In addition, compound 7c also showed good antitoxic efficacy against fumonisin with a 48% inhibition rate even at a concentration of 20 µg/mL. Fluorescence quenching and the molecular docking validated both 7c and oxathiapiprolin targeting at FvoshC. RNA sequencing analysis discovered that FUM gene cluster and protein processing in endoplasmic reticulum were downregulated. Our studies have discovered spiropiperidinyl-α-methylene-γ-butyrolactone as a novel FvoshC target-based scaffold for fungicide lead with antitoxin activity.


Assuntos
Alternaria , Fungicidas Industriais , Fusarium , Simulação de Acoplamento Molecular , Rhizoctonia , Fungicidas Industriais/farmacologia , Fungicidas Industriais/química , Fungicidas Industriais/síntese química , Alternaria/efeitos dos fármacos , Fusarium/efeitos dos fármacos , Rhizoctonia/efeitos dos fármacos , Relação Estrutura-Atividade , Doenças das Plantas/microbiologia , 4-Butirolactona/análogos & derivados , 4-Butirolactona/química , 4-Butirolactona/farmacologia , Proteínas Fúngicas/química , Proteínas Fúngicas/genética , Proteínas Fúngicas/metabolismo , Receptores de Esteroides/metabolismo , Receptores de Esteroides/genética , Receptores de Esteroides/química , Descoberta de Drogas , Zea mays/química , Zea mays/microbiologia , Estrutura Molecular
15.
Int J Mol Sci ; 25(13)2024 Jun 27.
Artigo em Inglês | MEDLINE | ID: mdl-39000159

RESUMO

The fungicide tebuconazole (TEB) poses risks to human and animal health via various exposure routes. It induces toxicity in multiple organs and disrupts reproductive health by affecting steroid hormone synthesis and fetal development. In this study, we investigated the impact of TEB on fetal testes using in vitro models, focusing on germ, Sertoli, and Leydig cells, and explored the mechanisms underlying cellular damage. The results revealed significant damage to germ cells and disruption of Leydig cell development. TEB exposure led to a decrease in germ cell numbers, as indicated by histological and immunostaining analyses. TEB induced the up- and down-regulation of the expression of fetal and adult Leydig cell markers, respectively. Additionally, TEB-treated fetal testes exhibited increased expression of oxidative-stress-related genes and proteins. However, co-treatment with the antioxidant N-acetylcysteine mitigated TEB-induced germ cell damage and prevented abnormal Leydig cell development. These findings suggest that administration of antioxidants can prevent the intratesticular damage typically caused by TEB exposure.


Assuntos
Células Intersticiais do Testículo , Técnicas de Cultura de Órgãos , Estresse Oxidativo , Espécies Reativas de Oxigênio , Testículo , Triazóis , Masculino , Animais , Testículo/efeitos dos fármacos , Testículo/metabolismo , Triazóis/farmacologia , Camundongos , Espécies Reativas de Oxigênio/metabolismo , Células Intersticiais do Testículo/efeitos dos fármacos , Células Intersticiais do Testículo/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Técnicas de Cultura de Órgãos/métodos , Células de Sertoli/efeitos dos fármacos , Células de Sertoli/metabolismo , Antioxidantes/farmacologia , Feto/efeitos dos fármacos , Fungicidas Industriais/toxicidade , Células Germinativas/efeitos dos fármacos , Células Germinativas/metabolismo
16.
J Agric Food Chem ; 72(28): 15601-15612, 2024 Jul 17.
Artigo em Inglês | MEDLINE | ID: mdl-38950526

RESUMO

Peanut southern blight, caused by the soil-borne pathogen Sclerotium rolfsii, is a widespread and devastating epidemic. Frequently, it is laborious to effectively control by labor-intensive foliar sprays of agrochemicals due to untimely find. In the present study, seed treatment with physcion (PHY) at doses of 0.08, 0.16, and 0.32 g AI kg-1 seed significantly improved the growth and photosynthetic activity of peanuts. Furthermore, PHY seed treatment resulted in an elevated enzymatic activity of key enzymes in peanut roots, including peroxidase, superoxide dismutase, polyphenol oxidase, catalase, lipoxygenase, and phenylalanine ammonia-lyase, as well as an increase in callus accumulation and lignin synthesis at the infection site, ultimately enhancing the root activity. This study revealed that PHY seed treatment could promote the accumulation of reactive oxygen species, salicylic acid (SA), and jasmonic acid (JA)/ethylene (ET) in peanut roots, while also decreasing the content of malondialdehyde levels in response to S. rolfsii infection. The results were further confirmed by transcriptome data and metabolomics. These findings suggest that PHY seed treatment activates the plant defense pathways mediated by SA and JA/ET in peanut roots, enhancing the resistance of peanut plants to S. rolfsii. In short, PHY is expected to be developed into a new plant-derived immunostimulant or fungicide to increase the options and means for peanut disease control.


Assuntos
Arachis , Basidiomycota , Doenças das Plantas , Arachis/microbiologia , Arachis/metabolismo , Arachis/crescimento & desenvolvimento , Doenças das Plantas/microbiologia , Doenças das Plantas/prevenção & controle , Fungicidas Industriais/farmacologia , Proteínas de Plantas/metabolismo , Proteínas de Plantas/genética , Raízes de Plantas/microbiologia , Raízes de Plantas/metabolismo , Raízes de Plantas/crescimento & desenvolvimento , Sementes/microbiologia , Sementes/crescimento & desenvolvimento , Sementes/metabolismo , Sementes/efeitos dos fármacos , Ácido Salicílico/metabolismo , Ácido Salicílico/farmacologia , Superóxido Dismutase/metabolismo , Superóxido Dismutase/genética
17.
J Agric Food Chem ; 72(28): 15427-15448, 2024 Jul 17.
Artigo em Inglês | MEDLINE | ID: mdl-38967261

RESUMO

With fungal diseases posing a major threat to agricultural production, the application of fungicides to control related diseases is often considered necessary to ensure the world's food supply. The search for new bioactive agents has long been a priority in crop protection due to the continuous development of resistance against currently used types of active compounds. Heterocyclic compounds are an inseparable part of the core structures of numerous lead compounds, these rings constitute pharmacophores of a significant number of fungicides developed over the past decade by agrochemists. Among heterocycles, nitrogen-based compounds play an essential role. To date, diazole (imidazole and pyrazole) and diazine (pyrimidine, pyridazine, and pyrazine) derivatives make up an important series of synthetic fungicides. In recent years, many reports have been published on the design, synthesis, and study of the fungicidal activity of these scaffolds, but there was a lack of a comprehensive classified review on nitrogen-containing scaffolds. Regarding this issue, here we have reviewed the published articles on the fungicidal activity of the diazole and diazine families. In current review, we have classified the molecules synthesized so far based on the size of the ring.


Assuntos
Fungicidas Industriais , Fungicidas Industriais/química , Fungicidas Industriais/farmacologia , Fungicidas Industriais/síntese química , Fungos/efeitos dos fármacos , Fungos/crescimento & desenvolvimento , Pirazóis/química , Pirazóis/farmacologia , Desenho de Fármacos , Doenças das Plantas/microbiologia , Doenças das Plantas/prevenção & controle , Pirimidinas/química , Pirimidinas/farmacologia , Estrutura Molecular , Imidazóis/química , Imidazóis/farmacologia
18.
Sci Total Environ ; 943: 173821, 2024 Sep 15.
Artigo em Inglês | MEDLINE | ID: mdl-38866165

RESUMO

Nanoformulations of pesticides are an effective way to increase utilization efficiency and alleviate the adverse impacts on the environments caused by conventional pesticide formulations. However, the complex preparation process, high cost, and potential environmental risk of nanocarriers severely restricted practical applications of carrier-based pesticide nanoformulations in agriculture. Herein, carrier-free self-assembled nanoparticles (FHA-PRO NPs) based on fenhexamid (FHA) and prochloraz (PRO) were developed by a facile co-assembly strategy to improve utilization efficiency and reduce toxicity to aquatic organism of pesticides. The results showed that noncovalent interactions between negatively charged FHA and positively charged PRO led to core-shell structured nanoparticles arranged in an orderly manner dispersing in aqueous solution with a diameter of 256 nm. The prepared FHA-PRO NPs showed a typical pH-responsive release profile and exhibited excellent physicochemical properties including low surface tension and high max retention. The photostability of FHA-PRO NPs was improved 2.4 times compared with free PRO. The FHA-PRO NPs displayed superior fungicidal activity against Sclerotinia sclerotiorum and Botrytis cinerea and longer duration against Sclerotinia sclerotiorum on potted rapeseed plants. Additionally, the FHA-PRO NPs reduced the acute toxicity of PRO to zebrafish significantly. Therefore, this work provided a promising strategy to develop nanoformulations of pesticides with stimuli-responsive controlled release characteristics for precise pesticide delivery.


Assuntos
Fungicidas Industriais , Imidazóis , Nanopartículas , Poluentes Químicos da Água , Nanopartículas/toxicidade , Nanopartículas/química , Animais , Poluentes Químicos da Água/química , Poluentes Químicos da Água/toxicidade , Imidazóis/química , Imidazóis/toxicidade , Fungicidas Industriais/toxicidade , Fungicidas Industriais/química , Peixe-Zebra , Organismos Aquáticos/efeitos dos fármacos , Praguicidas/toxicidade , Praguicidas/química , Botrytis/efeitos dos fármacos , Ascomicetos/efeitos dos fármacos
19.
Fungal Biol ; 128(4): 1847-1858, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38876537

RESUMO

Post-harvest decay of fresh agricultural produce is a major threat to food security globally. Synthetic fungicides, commonly used in practice for managing the post-harvest losses, have negative impacts on consumers' health. Studies have reported the effectiveness of fungal isolates from plants as biocontrol agents of post-harvest diseases, although this is still poorly established in tomatoes (Solanum lycopersicum L. cv. Jasmine). In this study, 800 endophytic fungi were isolated from mature green and ripe untreated and fungicide-treated tomato fruits grown in open soil and hydroponics systems. Of these, five isolates (Aureobasidium pullulans SUG4.1, Coprinellus micaceus SUG4.3, Epicoccum nigrum SGT8.6, Fusarium oxysporum HTR8.4, Preussia africana SUG3.1) showed antagonistic properties against selected post-harvest pathogens of tomatoes (Alternaria alternata, Fusarium solani, Fusarium oxysporum, Geotrichum candidum, Rhizopus stolonifera, Rhizoctonia solani), with Lactiplantibacillus plantarum as a positive control. P. africana SUG3.1 and C. micaceus SUG4.3 significantly inhibited growth of all the pathogens, with antagonistic capabilities comparable to that exhibited by L. plantarum. Furthermore, the isolates produced an array of enzymes, including among others, amylase, cellulose and protease; and were able to utilize several carbohydrates (glucose, lactose, maltose, mannitol, sucrose). In conclusion, P. africana SUG3.1 and C. micaceus SUG4.3 may complement L. plantarum as biocontrol agents against post-harvest pathogens of tomatoes.


Assuntos
Endófitos , Frutas , Fungos , Doenças das Plantas , Solanum lycopersicum , Solanum lycopersicum/microbiologia , Doenças das Plantas/microbiologia , Doenças das Plantas/prevenção & controle , Frutas/microbiologia , Endófitos/isolamento & purificação , Endófitos/fisiologia , Endófitos/classificação , Fungos/isolamento & purificação , Fungos/fisiologia , Fungos/classificação , Fungos/efeitos dos fármacos , Antibiose , Agentes de Controle Biológico , Fungicidas Industriais/farmacologia
20.
PLoS One ; 19(6): e0304817, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-38889131

RESUMO

Rice (Oryza sativa) stands as a crucial staple food worldwide, especially in Bangladesh, where it ranks as the third-largest producer. However, intensified cultivation has made high-yielding rice varieties susceptible to various biotic stresses, notably sheath blight caused by Rhizoctonia solani, which inflicts significant yield losses annually. Traditional fungicides, though effective, pose environmental and health risks. To address this, nanotechnology emerges as a promising avenue, leveraging the antimicrobial properties of nanoparticles like silver nanoparticles (AgNPs). This study explored the green synthesis of AgNPs using Ipomoea carnea leaf extract and silver nitrate (AgNO3), and also examined their efficacy against sheath blight disease in rice. The biosynthesized AgNPs were characterized through various analytical techniques such as UV-vis spectrophotometer, X-ray Diffraction (XRD), Fourier Transform Infrared Spectroscopy (FTIR), Particle size analyzer, Zeta potential, Scanning Electron Microscope (SEM), Field Emission Scanning Electron Microscope (FESEM), Transmission Electron Microscope (TEM) for confirming their successful production and crystalline nature of nanoparticles. The results of UV-visible spectrophotometers revealed an absorption peak ranging from 421 to 434 nm, validated the synthesis of AgNPs in the solution. XRD, DLS, and TEM estimated AgNPs sizes were ~45 nm, 66.2nm, and 46.38 to 73.81 nm, respectively. SEM and FESEM demonstrated that the synthesized AgNPs were spherical in shape. In vitro assays demonstrated the significant inhibitory effects of AgNPs on mycelial growth of Rhizoctonia solani, particularly at higher concentrations and pH levels. Further greenhouse and field experiments validated the antifungal efficacy of AgNPs against sheath blight disease in rice, exhibiting comparable effectiveness to commercial fungicides. The findings highlight the potential of AgNPs as a sustainable and effective alternative for managing rice sheath blight disease, offering a safer solution amidst environmental concerns associated with conventional fungicides.


Assuntos
Química Verde , Nanopartículas Metálicas , Oryza , Doenças das Plantas , Rhizoctonia , Prata , Rhizoctonia/efeitos dos fármacos , Oryza/microbiologia , Prata/química , Prata/farmacologia , Nanopartículas Metálicas/química , Doenças das Plantas/microbiologia , Doenças das Plantas/prevenção & controle , Difração de Raios X , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Fungicidas Industriais/farmacologia , Fungicidas Industriais/química
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