Your browser doesn't support javascript.
loading
Montrer: 20 | 50 | 100
Résultats 1 - 20 de 450
Filtrer
1.
J Agric Food Chem ; 72(32): 17802-17812, 2024 Aug 14.
Article de Anglais | MEDLINE | ID: mdl-39092526

RÉSUMÉ

Succinate dehydrogenase (SDH) has been considered an ideal target for discovering fungicides. To develop novel SDH inhibitors, in this work, 31 novel benzothiazol-2-ylthiophenylpyrazole-4-carboxamides were designed and synthesized using active fragment exchange and a link approach as promising SDH inhibitors. The findings from the tests on antifungal activity indicated that most of the synthesized compounds displayed remarkable inhibition against the fungi tested. Compound Ig N-(2-(((5-chlorobenzo[d]thiazol-2-yl)thio)methyl)phenyl)-3-(difluoromethyl)-1-methyl-1H-yrazole-4-carboxamide, with EC50 values against four kinds of fungi tested below 10 µg/mL and against Cercospora arachidicola even below 2 µg/mL, showed superior antifungal activity than that of commercial fungicide thifluzamide, and specifically compounds Ig and Im were found to show preventative potency of 90.6% and 81.3% against Rhizoctonia solani Kühn, respectively, similar to the positive fungicide thifluzamide. The molecular simulation studies suggested that hydrophobic interactions were the main driving forces between ligands and SDH. Encouragingly, we found that compound Ig can effectively promote the wheat seedlings and the growth of Arabidopsis thaliana. Our further studies indicated that compound Ig could stimulate nitrate reductase activity in planta and increase the biomass of plants.


Sujet(s)
Antienzymes , Fongicides industriels , Pyrazoles , Succinate Dehydrogenase , Succinate Dehydrogenase/antagonistes et inhibiteurs , Succinate Dehydrogenase/métabolisme , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/synthèse chimique , Relation structure-activité , Antienzymes/pharmacologie , Antienzymes/composition chimique , Antienzymes/synthèse chimique , Pyrazoles/pharmacologie , Pyrazoles/composition chimique , Pyrazoles/synthèse chimique , Rhizoctonia/effets des médicaments et des substances chimiques , Rhizoctonia/croissance et développement , Simulation de docking moléculaire , Benzothiazoles/composition chimique , Benzothiazoles/pharmacologie , Protéines fongiques/antagonistes et inhibiteurs , Protéines fongiques/métabolisme , Protéines fongiques/composition chimique , Ascomycota/effets des médicaments et des substances chimiques , Ascomycota/enzymologie , Structure moléculaire
2.
J Agric Food Chem ; 72(36): 19618-19628, 2024 Sep 11.
Article de Anglais | MEDLINE | ID: mdl-39193844

RÉSUMÉ

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.


Sujet(s)
Botrytis , Flavonoïdes , Fongicides industriels , Fusarium , Maladies des plantes , Racines de plante , Rhizoctonia , Sophora , Botrytis/effets des médicaments et des substances chimiques , Botrytis/croissance et développement , Sophora/composition chimique , Flavonoïdes/pharmacologie , Flavonoïdes/composition chimique , Flavonoïdes/isolement et purification , Fusarium/effets des médicaments et des substances chimiques , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Racines de plante/composition chimique , Maladies des plantes/microbiologie , Rhizoctonia/effets des médicaments et des substances chimiques , Rhizoctonia/croissance et développement , Prénylation , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique , Sophora flavescens
3.
Environ Sci Pollut Res Int ; 31(39): 52540-52561, 2024 Aug.
Article de Anglais | MEDLINE | ID: mdl-39153063

RÉSUMÉ

Twenty-two eco-friendly, novel Schiff bases were synthesized from 2,4,5-trichloro aniline and characterized by using FT-IR, 1H NMR, and 13C NMR techniques. Fungicidal activity against pathogenic fungi Sclerotium rolfsii and Rhizoctonia bataticola and insecticidal activity against the stored grain insect pest Callosobruchus maculatus of the test compounds were evaluated under control condition. All of the investigated compounds, according to the study, exhibited moderate to good antifungal and insecticidal activities. The best antifungal activity against both pathogenic fungi was demonstrated by C15 and C16 whose ED50 values were recorded 11.4 and 10.4 µg/mL against R. bataticola and 10.6 and 11.9 µg/mL against S. rolfsii, respectively. They were further screened in for disease suppression against both pathogenic fungi under pot condition through different methods of applications in green gram (Vigna radiata L.) crop. The compounds C10 and C18 had the highest insecticidal activity, with LD50 values of 0.024 and 0.042 percentages, respectively. Stepwise regression analysis using root mean square error (RMSE) and correlation coefficient (R) method used to validate the quantitative structure activity relationship (QSAR) of synthesized compounds in addition to their fungicidal and insecticidal actions. To the best of our knowledge, this investigation on the 22 new Schiff bases as possible agrochemicals is the first one that has been fully reported.


Sujet(s)
Rhizoctonia , Bases de Schiff , Vigna , Rhizoctonia/effets des médicaments et des substances chimiques , Animaux , Insecticides/pharmacologie , Antifongiques/pharmacologie , Champignons/effets des médicaments et des substances chimiques , Fongicides industriels/pharmacologie , Coléoptères/effets des médicaments et des substances chimiques
4.
J Agric Food Chem ; 72(35): 19274-19285, 2024 Sep 04.
Article de Anglais | MEDLINE | ID: mdl-39185617

RÉSUMÉ

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.


Sujet(s)
Botrytis , Fongicides industriels , Nitriles , Rhizoctonia , Triazoles , Triazoles/composition chimique , Triazoles/pharmacologie , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/synthèse chimique , Rhizoctonia/effets des médicaments et des substances chimiques , Nitriles/composition chimique , Nitriles/pharmacologie , Botrytis/effets des médicaments et des substances chimiques , Conception de médicament , Relation structure-activité , Maladies des plantes/microbiologie , Structure moléculaire
5.
Carbohydr Res ; 544: 109238, 2024 Oct.
Article de Anglais | MEDLINE | ID: mdl-39159583

RÉSUMÉ

Five novel imidazole-functionalized chitosan derivatives 3a-3e were synthesized via addition reactions of chitosan with imidazole derivatives. The partial incorporation of imidazole moiety in chitosan were confirmed by FTIR, UV, 1H NMR, XRD, SEM and GPC. Meanwhile, the antifungal activity against three common plant pathogenic fungi: Phytophthora nicotianae (P. nicotianae), Fusarium graminearum (F. graminearum) and Rhizoctonia solani (R. solani), was assayed in vitro at 0.5 and 1.0 mg/mL by hyphal measurement, and the introduction of imidazole group can influence the antifungal activity. At 0.5 mg/mL, 3e inhibited P. nicotianae growth by 42 % and had an inhibitory index against R. solani of 50 %. Derivative 3e was more effective than unmodified chitosan whose antifungal index was 17 % against P. nicotianae and 22 % against R. solani. To our surprise, at 1.0 mg/mL, the inhibition rate of 3e against R. solani can reach 99 %, while the inhibition rate of chitosan is only 38 %. These results indicated that some imidazole chitosan derivatives with enhanced antifungal activities could serve as potential biomaterial for antifungal application.


Sujet(s)
Antifongiques , Chitosane , Imidazoles , Tests de sensibilité microbienne , Chitosane/composition chimique , Chitosane/pharmacologie , Chitosane/synthèse chimique , Imidazoles/composition chimique , Imidazoles/pharmacologie , Imidazoles/synthèse chimique , Antifongiques/pharmacologie , Antifongiques/synthèse chimique , Antifongiques/composition chimique , Fusarium/effets des médicaments et des substances chimiques , Rhizoctonia/effets des médicaments et des substances chimiques , Phytophthora/effets des médicaments et des substances chimiques
6.
J Agric Food Chem ; 72(28): 15474-15486, 2024 Jul 17.
Article de Anglais | MEDLINE | ID: mdl-38949855

RÉSUMÉ

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.


Sujet(s)
Alternaria , Fongicides industriels , Fusarium , Simulation de docking moléculaire , Rhizoctonia , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/synthèse chimique , Alternaria/effets des médicaments et des substances chimiques , Fusarium/effets des médicaments et des substances chimiques , Rhizoctonia/effets des médicaments et des substances chimiques , Relation structure-activité , Maladies des plantes/microbiologie , 4-Butyrolactone/analogues et dérivés , 4-Butyrolactone/composition chimique , 4-Butyrolactone/pharmacologie , Protéines fongiques/composition chimique , Protéines fongiques/génétique , Protéines fongiques/métabolisme , Récepteurs aux stéroïdes/métabolisme , Récepteurs aux stéroïdes/génétique , Récepteurs aux stéroïdes/composition chimique , Découverte de médicament , Zea mays/composition chimique , Zea mays/microbiologie , Structure moléculaire
7.
J Agric Food Chem ; 72(31): 17608-17616, 2024 Aug 07.
Article de Anglais | MEDLINE | ID: mdl-39046798

RÉSUMÉ

The diphenyl ether molecular pharmacophore has played a significant role in the development of fungicidal compounds. In this study, a variety of pyrazol-5-yl-phenoxybenzamide derivatives were synthesized and evaluated for their potential to act as succinate dehydrogenase inhibitors (SDHIs). The bioassay results indicate certain compounds to display a remarkable and broad-spectrum in their antifungal activities. Notably, compound 12x exhibited significant in vitro activities against Valsa mali, Gaeumannomyces graminis, and Botrytis cinerea, with EC50 values of 0.52, 1.46, and 3.42 mg/L, respectively. These values were lower or comparable to those of Fluxapyroxad (EC50 = 12.5, 1.93, and 8.33 mg/L, respectively). Additionally, compound 12x showed promising antifungal activities against Sclerotinia sclerotiorum (EC50 = 0.82 mg/L) and Rhizoctonia solani (EC50 = 1.86 mg/L), albeit lower than Fluxapyroxad (EC50 = 0.23 and 0.62 mg/L). Further in vivo experiments demonstrated compound 12x to possess effective protective antifungal activities against V. mali and S. sclerotiorum at a concentration of 100 mg/L, with inhibition rates of 66.7 and 89.3%, respectively. In comparison, Fluxapyroxad showed inhibition rates of 29.2 and 96.4% against V. mali and S. sclerotiorum, respectively. Molecular docking analysis revealed that compound 12x interacts with SDH through hydrogen bonding, π-cation, and π-π interactions, providing insights into the probable mechanism of action. Furthermore, compound 12x exhibited greater binding energy and SDH enzyme inhibitory activity than Fluxapyroxad (ΔGcal = -46.8 kcal/mol, IC50 = 1.22 mg/L, compared to ΔGcal = -41.1 kcal/mol, IC50 = 8.32 mg/L). Collectively, our results suggest that compound 12x could serve as a promising fungicidal lead compound for the development of more potent SDHIs for crop protection.


Sujet(s)
Ascomycota , Benzamides , Antienzymes , Protéines fongiques , Fongicides industriels , Simulation de docking moléculaire , Succinate Dehydrogenase , Succinate Dehydrogenase/antagonistes et inhibiteurs , Succinate Dehydrogenase/composition chimique , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/synthèse chimique , Relation structure-activité , Benzamides/pharmacologie , Benzamides/composition chimique , Ascomycota/effets des médicaments et des substances chimiques , Antienzymes/pharmacologie , Antienzymes/composition chimique , Antienzymes/synthèse chimique , Protéines fongiques/antagonistes et inhibiteurs , Protéines fongiques/composition chimique , Rhizoctonia/effets des médicaments et des substances chimiques , Botrytis/effets des médicaments et des substances chimiques , Botrytis/croissance et développement , Pyrazoles/composition chimique , Pyrazoles/pharmacologie , Découverte de médicament , Structure moléculaire , Maladies des plantes/microbiologie
8.
J Agric Food Chem ; 72(31): 17229-17239, 2024 Aug 07.
Article de Anglais | MEDLINE | ID: mdl-39052285

RÉSUMÉ

In this study, a series of novel hydrazide-containing flavonol derivatives was designed, synthesized, and evaluated for antifungal activity. In the in vitro antifungal assay, most of the target compounds exhibited potent antifungal activity against seven tested phytopathogenic fungi. In particular, compound C32 showed the best antifungal activity against Rhizoctonia solani (EC50 = 0.170 µg/mL), outperforming carbendazim (EC50 = 0.360 µg/mL) and boscalid (EC50 = 1.36 µg/mL). Compound C24 exhibited excellent antifungal activity against Valsa mali, Botrytis cinerea, and Alternaria alternata with EC50 values of 0.590, 0.870, and 1.71 µg/mL, respectively. The in vivo experiments revealed that compounds C32 and C24 were potential novel agricultural antifungals. 3D quantitative structure-activity relationship (3D-QSAR) models were used to analyze the structure-activity relationships of these compounds. The analysis results indicated that introducing appropriate electronegative groups at position 4 of a benzene ring could effectively improve the anti-R. solani activity. In the antifungal mechanism study, scanning electron microscopy and transmission electron microscopy analyses revealed that C32 disrupted the normal growth of hyphae by affecting the structural integrity of the cell membrane and cellular respiration. Furthermore, compound C32 exhibited potent succinate dehydrogenase (SDH) inhibitory activity (IC50 = 8.42 µM), surpassing that of the SDH fungicide boscalid (IC50 = 15.6 µM). The molecular dynamics simulations and docking experiments suggested that compound C32 can occupy the active site and form strong interactions with the key residues of SDH. Our findings have great potential for aiding future research on plant disease control in agriculture.


Sujet(s)
Alternaria , Botrytis , Flavonols , Fongicides industriels , Simulation de docking moléculaire , Relation quantitative structure-activité , Rhizoctonia , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/synthèse chimique , Rhizoctonia/effets des médicaments et des substances chimiques , Rhizoctonia/croissance et développement , Botrytis/effets des médicaments et des substances chimiques , Botrytis/croissance et développement , Alternaria/effets des médicaments et des substances chimiques , Alternaria/croissance et développement , Flavonols/pharmacologie , Flavonols/composition chimique , Maladies des plantes/microbiologie , Structure moléculaire , Protéines fongiques/composition chimique , Protéines fongiques/métabolisme , Succinate Dehydrogenase/antagonistes et inhibiteurs , Succinate Dehydrogenase/métabolisme , Ascomycota/effets des médicaments et des substances chimiques , Ascomycota/croissance et développement , Ascomycota/composition chimique , Antifongiques/pharmacologie , Antifongiques/composition chimique , Antifongiques/synthèse chimique
9.
Molecules ; 29(13)2024 Jul 02.
Article de Anglais | MEDLINE | ID: mdl-38999100

RÉSUMÉ

Plant diseases caused by pathogenic fungi seriously affect the yield and quality of crops, cause huge economic losses, and pose a considerable threat to global food security. Phenylpyrrole analogues were designed and synthesized based on alkaloid lycogalic acid. All target compounds were characterized by 1H NMR, 13C NMR, and HRMS. Their antifungal activities against seven kinds of phytopathogenic fungi were evaluated. The results revealed that most compounds had broad-spectrum fungicidal activities at 50 µg/mL; 14 compounds displayed more than 60% fungicidal activities against Rhizoctonia cerealis and Sclerotinia sclerotiorum, and in particular, the fungicidal activities of compounds 8g and 8h against Rhizoctonia cerealis were more than 90%, which could be further developed as lead agents for water-soluble fungicides. The molecular docking results indicate that compounds 8g and 8h can interact with 14α-demethylase (RcCYP51) through hydrogen bonding with strong affinity.


Sujet(s)
Alcaloïdes , Antifongiques , Conception de médicament , Simulation de docking moléculaire , Pyrroles , Rhizoctonia , Antifongiques/pharmacologie , Antifongiques/synthèse chimique , Antifongiques/composition chimique , Pyrroles/composition chimique , Pyrroles/pharmacologie , Pyrroles/synthèse chimique , Alcaloïdes/composition chimique , Alcaloïdes/pharmacologie , Alcaloïdes/synthèse chimique , Rhizoctonia/effets des médicaments et des substances chimiques , Relation structure-activité , Tests de sensibilité microbienne , Structure moléculaire , Ascomycota/effets des médicaments et des substances chimiques
10.
J Agric Food Chem ; 72(31): 17260-17270, 2024 Aug 07.
Article de Anglais | MEDLINE | ID: mdl-39057603

RÉSUMÉ

Bioisosteric silicon replacement has proven to be a valuable strategy in the design of bioactive molecules for crop protection and drug development. Twenty-one novel carboxamides possessing a silicon-containing biphenyl moiety were synthesized and tested for their antifungal activity and succinate dehydrogenase (SDH) enzymatic inhibitory activity. Among these novel succinate dehydrogenase inhibitors (SDHIs), compounds 3a, 3e, 4l, and 4o possessing appropriate clog P and topological polar surface area values showed excellent inhibitory effects against Rhizoctonia solani, Sclerotinia sclerotiorum, Botrytis cinerea, and Fusarium graminearum at 10 mg/L in vitro, and the EC50 values of 4l and 4o were 0.52 and 0.16 mg/L against R. solani and 0.066 and 0.054 mg/L against S. sclerotiorum, respectively, which were superior to those of Boscalid. Moreover, compound 3a demonstrated superior SDH enzymatic inhibitory activity (IC50 = 8.70 mg/L), exhibiting 2.54-fold the potency of Boscalid (IC50 = 22.09 mg/L). Docking results and scanning electron microscope experiments revealed similar mode of action between compound 3a and Boscalid. The new silicon-containing carboxamide 3a is a promising SDHI candidate that deserves further investigation.


Sujet(s)
Ascomycota , Conception de médicament , Fongicides industriels , Fusarium , Simulation de docking moléculaire , Rhizoctonia , Silicium , Succinate Dehydrogenase , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/synthèse chimique , Silicium/composition chimique , Silicium/pharmacologie , Rhizoctonia/effets des médicaments et des substances chimiques , Succinate Dehydrogenase/antagonistes et inhibiteurs , Succinate Dehydrogenase/métabolisme , Fusarium/effets des médicaments et des substances chimiques , Relation structure-activité , Ascomycota/effets des médicaments et des substances chimiques , Botrytis/effets des médicaments et des substances chimiques , Protéines fongiques/antagonistes et inhibiteurs , Protéines fongiques/composition chimique , Protéines fongiques/métabolisme , Maladies des plantes/microbiologie , Antienzymes/pharmacologie , Antienzymes/composition chimique , Antienzymes/synthèse chimique , Structure moléculaire , Amides/composition chimique , Amides/pharmacologie , Amides/synthèse chimique
11.
J Agric Food Chem ; 72(31): 17283-17294, 2024 Aug 07.
Article de Anglais | MEDLINE | ID: mdl-39074377

RÉSUMÉ

A series of new piperidine-4-carbohydrazide derivatives bearing a quinazolinyl moiety were prepared and evaluated for their fungicidal activities against agriculturally important fungi. Among these derivatives, the chemical structure of compound A45 was clearly verified by X-ray crystallographic analysis. The antifungal bioassays revealed that many compounds in this series possessed good to excellent inhibition effects toward the tested fungi. For example, compounds A13 and A41 had EC50 values of 0.83 and 0.88 µg/mL against Rhizoctonia solani in vitro, respectively, superior to those of positive controls Chlorothalonil and Boscalid (1.64 and 0.96 µg/mL, respectively). Additionally, the above two compounds also exhibited notable inhibitory activities against Verticillium dahliae (with EC50 values of 1.12 and 3.20 µg/mL, respectively), far better than the positive controls Carbendazim and Chlorothalonil (19.3 and 11.0 µg/mL, respectively). More importantly, compound A13 could potently inhibit the proliferation of R. solani in the potted rice plants, showing good in vivo curative and protective efficiencies of 76.9% and 76.6% at 200 µg/mL, respectively. Furthermore, compound A13 demonstrated an effective inhibition of succinate dehydrogenase (SDH) activity in vitro with an IC50 value of 6.07 µM. Finally, the molecular docking study revealed that this compound could be well embedded into the active pocket of SDH via multiple noncovalent interactions, involving residues like SER39, ARG43, and GLY46.


Sujet(s)
Conception de médicament , Fongicides industriels , Hydrazines , Simulation de docking moléculaire , Pipéridines , Rhizoctonia , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/synthèse chimique , Hydrazines/composition chimique , Hydrazines/pharmacologie , Relation structure-activité , Rhizoctonia/effets des médicaments et des substances chimiques , Pipéridines/pharmacologie , Pipéridines/composition chimique , Pipéridines/synthèse chimique , Structure moléculaire , Protéines fongiques/composition chimique , Protéines fongiques/antagonistes et inhibiteurs , Protéines fongiques/métabolisme , Succinate Dehydrogenase/antagonistes et inhibiteurs , Succinate Dehydrogenase/métabolisme , Succinate Dehydrogenase/composition chimique , Quinazolines/pharmacologie , Quinazolines/composition chimique , Quinazolines/synthèse chimique , Tests de sensibilité microbienne
12.
J Hazard Mater ; 476: 135084, 2024 Sep 05.
Article de Anglais | MEDLINE | ID: mdl-38991649

RÉSUMÉ

In the present investigation, we utilized zinc nanoparticles (Zn-NPs) and bacterial endophytes to address the dual challenge of heavy metal (HM) toxicity in soil and Rhizoctonia solani causing root rot disease of tomato. The biocontrol potential of Bacillus subtilis and Bacillus amyloliquefaciens was harnessed, resulting in profound inhibition of R. solani mycelial growth and efficient detoxification of HM through strong production of various hydrolytic enzymes and metabolites. Surprisingly, Zn-NPs exhibited notable efficacy in suppressing mycelial growth and enhancing the seed germination (%) while Gas chromatography-mass spectrometry (GC-MS) analysis unveiled key volatile compounds (VOCs) crucial for the inhibition of pathogen. Greenhouse trials underscored significant reduction in the disease severity (%) and augmented biomass in biocontrol-mediated plants by improving photosynthesis-related attributes. Interestingly, Zn-NPs and biocontrol treatments enhanced the antioxidant enzymes and mitigate oxidative stress indicator by increasing H2O2 concentration. Field experiments corroborated these findings, with biocontrol-treated plants, particularly those receiving consortia-mediated treatments, displayed significant reduction in disease severity (%) and enhanced the fruit yield under field conditions. Root analysis confirmed the effective detoxification of HM, highlighting the eco-friendly potential of these endophytes and Zn-NPs as fungicide alternative for sustainable production that foster soil structure, biodiversity and promote plant health.


Sujet(s)
Endophytes , Photosynthèse , Maladies des plantes , Rhizoctonia , Solanum lycopersicum , Photosynthèse/effets des médicaments et des substances chimiques , Endophytes/métabolisme , Rhizoctonia/croissance et développement , Rhizoctonia/effets des médicaments et des substances chimiques , Solanum lycopersicum/microbiologie , Solanum lycopersicum/croissance et développement , Solanum lycopersicum/effets des médicaments et des substances chimiques , Solanum lycopersicum/métabolisme , Maladies des plantes/microbiologie , Maladies des plantes/prévention et contrôle , Zinc/métabolisme , Polluants du sol/toxicité , Polluants du sol/métabolisme , Bacillus amyloliquefaciens/métabolisme , Bacillus subtilis/métabolisme , Nanoparticules métalliques/composition chimique , Oligoéléments/métabolisme , Microbiologie du sol , Racines de plante/microbiologie , Racines de plante/croissance et développement , Racines de plante/métabolisme , Racines de plante/effets des médicaments et des substances chimiques , Régulation de l'expression des gènes végétaux/effets des médicaments et des substances chimiques
13.
PLoS One ; 19(6): e0302440, 2024.
Article de Anglais | MEDLINE | ID: mdl-38870165

RÉSUMÉ

Rhizoctonia solani, the causative agent of sheath blight disease in rice, poses a significant threat to agricultural productivity. Traditional management approaches involving chemical fungicides have been effective but come with detrimental consequences for the ecosystem. This study aimed to investigate sustainable alternatives in the form of antifungal peptides derived from Solanaceous plant species as potential agents against R. solani. Peptide extracts were obtained using an optimized antimicrobial peptide (AMP) extraction method and desalted using the solid-phase extraction technique. The antifungal potential of peptide-rich extracts from Solanum tuberosum and Capsicum annum was assessed through in vitro tests employing the agar well diffusion method. Furthermore, peptide-protein docking analysis was performed on HPEPDOCK and HDOCK server; and molecular dynamics simulations (MDS) of 100 ns period were performed using the Gromacs 2020.4. The results demonstrated significant inhibition zones for both extracts at concentrations of 100 mg/mL. Additionally, the extracts of Solanum tuberosum and Capsicum annum had minimum inhibitory concentrations of 50 mg/mL and 25 mg/mL, respectively with minimum fungicidal concentrations of 25 mg/mL. Insights into the potential mechanisms of key peptides inhibiting R. solani targets were gleaned from in-silico studies. Notably, certain AMPs exhibited favorable free energy of binding against pathogenicity-related targets, including histone demethylase, sortin nexin, and squalene synthase, in protein-peptide docking simulations. Extended molecular dynamics simulations lasting 100 ns and MM-PBSA calculations were performed on select protein-peptide complexes. AMP10 displayed the most favorable binding free energy against all target proteins, with AMP3, AMP12b, AMP6, and AMP15 also exhibiting promising results against specific targets of R. solani. These findings underscore the potential of peptide extracts from S. tuberosum and C. annum as effective antifungal agents against rice sheath blight caused by R. solani.


Sujet(s)
Simulation de docking moléculaire , Simulation de dynamique moléculaire , Oryza , Maladies des plantes , Rhizoctonia , Oryza/microbiologie , Maladies des plantes/microbiologie , Rhizoctonia/effets des médicaments et des substances chimiques , Peptides antimicrobiens/pharmacologie , Peptides antimicrobiens/composition chimique , Antifongiques/pharmacologie , Antifongiques/composition chimique , Antifongiques/isolement et purification , Solanum tuberosum/microbiologie , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Solanaceae/composition chimique , Tests de sensibilité microbienne , Simulation numérique , Capsicum/microbiologie , Capsicum/composition chimique
14.
Sci Rep ; 14(1): 13580, 2024 06 12.
Article de Anglais | MEDLINE | ID: mdl-38866928

RÉSUMÉ

Rhizoctonia solani, the causal agent of banded leaf and sheath blight (BL&SB), poses a significant threat to maize and various crops globally. The increasing concerns surrounding the environmental and health impacts of chemical fungicides have encouraged intensified concern in the development of biological control agents (BCAs) as eco-friendly alternatives. In this study, we explored the potential of 22 rhizobacteria strains (AS1-AS22) isolates, recovered from the grasslands of the Pithoragarh region in the Central Himalayas, as effective BCAs against BL&SB disease. Among these strains, two Pseudomonas isolates, AS19 and AS21, exhibited pronounced inhibition of fungal mycelium growth in vitro, with respective inhibition rates of 57.04% and 54.15% in cell cultures and 66.56% and 65.60% in cell-free culture filtrates. Additionally, both strains demonstrated effective suppression of sclerotium growth. The strains AS19 and AS21 were identified as Pseudomonas sp. by 16S rDNA phylogeny and deposited under accession numbers NAIMCC-B-02303 and NAIMCC-B-02304, respectively. Further investigations revealed the mechanisms of action of AS19 and AS21, demonstrating their ability to induce systemic resistance (ISR) and exhibit broad-spectrum antifungal activity against Alternaria triticina, Bipolaris sorokiniana, Rhizoctonia maydis, and Fusarium oxysporum f. sp. lentis. Pot trials demonstrated significant reductions in BL&SB disease incidence (DI) following foliar applications of AS19 and AS21, with reductions ranging from 25 to 38.33% compared to control treatments. Scanning electron microscopy revealed substantial degradation of fungal mycelium by the strains, accompanied by the production of hydrolytic enzymes. These findings suggest the potential of Pseudomonas strains AS19 and AS21 as promising BCAs against BL&SB and other fungal pathogens. However, further field trials are warranted to validate their efficacy under natural conditions and elucidate the specific bacterial metabolites responsible for inducing systemic resistance. This study contributes to the advancement of sustainable disease management strategies and emphasizes the potential of Pseudomonas strains AS19 and AS21 in combating BL&SB and other fungal diseases affecting agricultural crops.


Sujet(s)
Maladies des plantes , Pseudomonas , Rhizoctonia , Zea mays , Maladies des plantes/microbiologie , Maladies des plantes/prévention et contrôle , Zea mays/microbiologie , Pseudomonas/métabolisme , Rhizoctonia/physiologie , Rhizoctonia/effets des médicaments et des substances chimiques , Feuilles de plante/microbiologie , Agents de lutte biologique , Lutte biologique contre les nuisibles/méthodes , Antibiose , Phylogenèse
15.
Molecules ; 29(11)2024 May 25.
Article de Anglais | MEDLINE | ID: mdl-38893377

RÉSUMÉ

Plant pathogenic fungi pose a major threat to global food security, ecosystem services, and human livelihoods. Effective and broad-spectrum fungicides are needed to combat these pathogens. In this study, a novel antifungal 2-oxyacetate hydrazide quinoxaline scaffold as a simple analogue was designed and synthesized. Their antifungal activities were evaluated against Botrytis cinerea (B. cinerea), Altemaria solani (A. solani), Gibberella zeae (G. zeae), Rhizoctonia solani (R. solani), Colletotrichum orbiculare (C. orbiculare), and Alternaria alternata (A. alternata). These results demonstrated that most compounds exhibited remarkable inhibitory activities and possessed better efficacy than ridylbacterin, such as compound 15 (EC50 = 0.87 µg/mL against G. zeae, EC50 = 1.01 µg/mL against C. orbiculare) and compound 1 (EC50 = 1.54 µg/mL against A. alternata, EC50 = 0.20 µg/mL against R. solani). The 3D-QSAR analysis of quinoxaline-2-oxyacetate hydrazide derivatives has provided new insights into the design and optimization of novel antifungal drug molecules based on quinoxaline.


Sujet(s)
Antifongiques , Tests de sensibilité microbienne , Relation quantitative structure-activité , Quinoxalines , Antifongiques/pharmacologie , Antifongiques/synthèse chimique , Antifongiques/composition chimique , Quinoxalines/pharmacologie , Quinoxalines/composition chimique , Quinoxalines/synthèse chimique , Conception de médicament , Alternaria/effets des médicaments et des substances chimiques , Rhizoctonia/effets des médicaments et des substances chimiques , Botrytis/effets des médicaments et des substances chimiques , Structure moléculaire , Colletotrichum/effets des médicaments et des substances chimiques , Gibberella/effets des médicaments et des substances chimiques
16.
J Hazard Mater ; 474: 134807, 2024 Aug 05.
Article de Anglais | MEDLINE | ID: mdl-38850939

RÉSUMÉ

Nanocrop protectants have attracted much attention as sustainable platforms for controlling pests and diseases and improving crop nutrition. Here, we reported the fungicidal activity and disease inhibition potential of pectin-coated metal-iron organic framework nanoparticles (Fe-MOF-PT NPs) against rice stripe blight (RSB). An in vitro bacterial inhibition assay showed that Fe-MOF-PT NPs (80 mg/L) significantly inhibited mycelial growth and nucleus formation. The Fe-MOF-PT NPs adsorbed to the surface of mycelia and induced toxicity by disrupting cell membranes, mitochondria, and DNA. The results of a nontargeted metabolomics analysis showed that the metabolites of amino acids and their metabolites, heterocyclic compounds, fatty acids, and nucleotides and their metabolites were significantly downregulated after treatment with 80 mg/L NPs. The difference in metabolite abundance between the CK and Fe-MOF-PT NPs (80 mg/L) treatment groups was mainly related to nucleotide metabolism, pyrimidine metabolism, purine metabolism, fatty acid metabolism, and amino acid metabolism. The results of the greenhouse experiment showed that Fe-MOF-PT NPs improved rice resistance to R. solani by inhibiting mycelial invasion, enhancing antioxidant enzyme activities, activating the jasmonic acid signaling pathway, and enhancing photosynthesis. These findings indicate the great potential of Fe-MOF-PT NPs as a new RSB disease management strategy and provide new insights into plant fungal disease management.


Sujet(s)
Fer , Réseaux organométalliques , Oryza , Pectine , Maladies des plantes , Rhizoctonia , Oryza/métabolisme , Oryza/effets des médicaments et des substances chimiques , Oryza/microbiologie , Rhizoctonia/effets des médicaments et des substances chimiques , Maladies des plantes/prévention et contrôle , Maladies des plantes/microbiologie , Fer/composition chimique , Fer/métabolisme , Pectine/composition chimique , Pectine/pharmacologie , Réseaux organométalliques/composition chimique , Réseaux organométalliques/pharmacologie , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/toxicité , Nanoparticules métalliques/composition chimique , Nanoparticules métalliques/toxicité , Résistance à la maladie/effets des médicaments et des substances chimiques
17.
Pestic Biochem Physiol ; 202: 105956, 2024 Jun.
Article de Anglais | MEDLINE | ID: mdl-38879338

RÉSUMÉ

Pepper southern blight, caused by Sclerotium rolfsii, is a devastating soil-borne disease resulting in significant loss to pepper, Capsicum annuum L. production. Here, we isolated an antagonistic bacterial strain XQ-29 with antifungal activity against S. rolfsii from rhizospheric soil of pepper. Combining the morphological and biochemical characteristics with the 16S rDNA sequencing, XQ-29 was identified as Streptomyces griseoaurantiacus. It exhibited an inhibition of 96.83% against S. rolfsii and displayed significant inhibitory effects on Botrytis cinerea, Phytophthora capsica and Rhizoctonia solani. Furthermore, XQ-29 significantly reduced the pepper southern blight by 100% and 70.42% during seedling and growth stages, respectively. The antifungal mechanism involved altering the mycelial morphology, disrupting cell wall and membrane integrity, accompanied by accumulation of reactive oxygen species and lipid peroxidation in S. rolfsii mycelia. Furthermore, XQ-29 promoted growth and stimulated resistance of pepper plants by increasing defense-related enzyme activities and upregulating defense-related genes. Correspondingly, XQ-29 harbors numerous functional biosynthesis gene clusters in its genome, including those for siderophores and melanin production. The metabolic constituents present in the ethyl acetate extracts, which exhibited an EC50 value of 85.48 ± 1.62 µg/mL, were identified using LC-MS. Overall, XQ-29 demonstrates significant potential as a biocontrol agent against southern blight disease.


Sujet(s)
Botrytis , Capsicum , Maladies des plantes , Rhizoctonia , Streptomyces , Maladies des plantes/microbiologie , Maladies des plantes/prévention et contrôle , Capsicum/microbiologie , Streptomyces/génétique , Streptomyces/physiologie , Botrytis/effets des médicaments et des substances chimiques , Botrytis/physiologie , Rhizoctonia/physiologie , Rhizoctonia/effets des médicaments et des substances chimiques , Basidiomycota/physiologie , Phytophthora/physiologie , Phytophthora/effets des médicaments et des substances chimiques , Agents de lutte biologique/pharmacologie , Antifongiques/pharmacologie
18.
Curr Microbiol ; 81(7): 207, 2024 Jun 04.
Article de Anglais | MEDLINE | ID: mdl-38831110

RÉSUMÉ

The current study aimed to evaluate the plant growth-promoting (PGP) potential of endophytic strain Bacillus subtilis KU21 isolated from the roots of Rosmarinus officinalis. The strain exhibited multiple traits of plant growth promotion viz., phosphate (P) solubilization, nitrogen fixation, indole-3-acetic acid (IAA), siderophore, hydrogen cyanide (HCN), lytic enzymes production, and 1-aminocyclopropane-1-carboxylate (ACC) deaminase activity. The isolate also exhibited antagonistic activity against phytopathogenic fungi, i.e., Fusarium oxysporum, Fusarium graminiarum, and Rhizoctonia solani. The P-solubilization activity of B. subtilis KU21 was further elucidated via detection of glucose dehydrogenase (gdh) gene involved in the production of gluconic acid which is responsible for P-solubilization. Further, B. subtilis KU21 was evaluated for in vivo growth promotion studies of tomato (test crop) under net house conditions. A remarkable increase in seed germination, plant growth parameters, nutrient acquisition, and soil quality parameters (NPK) was observed in B. subtilis KU21-treated plants over untreated control. Hence, the proposed module could be recommended for sustainable tomato production in the Northwest Himalayan region without compromising soil health and fertility.


Sujet(s)
Bacillus subtilis , Endophytes , Racines de plante , Rosmarinus , Bacillus subtilis/génétique , Bacillus subtilis/croissance et développement , Bacillus subtilis/isolement et purification , Bacillus subtilis/métabolisme , Endophytes/isolement et purification , Endophytes/métabolisme , Endophytes/génétique , Endophytes/classification , Rosmarinus/composition chimique , Rosmarinus/microbiologie , Racines de plante/microbiologie , Racines de plante/croissance et développement , Solanum lycopersicum/microbiologie , Solanum lycopersicum/croissance et développement , Fusarium/croissance et développement , Fusarium/génétique , Fusarium/métabolisme , Microbiologie du sol , Développement des plantes , Germination , Acides indolacétiques/métabolisme , Rhizoctonia/croissance et développement , Rhizoctonia/effets des médicaments et des substances chimiques , Fixation de l'azote , Phosphates/métabolisme
19.
J Agric Food Chem ; 72(26): 14535-14546, 2024 Jul 03.
Article de Anglais | MEDLINE | ID: mdl-38906830

RÉSUMÉ

The development of new fungicide molecules is a crucial task for agricultural chemists to enhance the effectiveness of fungicides in agricultural production. In this study, a series of novel fluoroalkenyl modified succinate dehydrogenase inhibitors were synthesized and evaluated for their antifungal activities against eight fungi. The results from the in vitro antifungal assay demonstrated that compound 34 exhibited superior activity against Rhizoctonia solani with an EC50 value of 0.04 µM, outperforming commercial fluxapyroxad (EC50 = 0.18 µM) and boscalid (EC50 = 3.07 µM). Furthermore, compound 34 showed similar effects to fluxapyroxad on other pathogenic fungi such as Sclerotinia sclerotiorum (EC50 = 1.13 µM), Monilinia fructicola (EC50 = 1.61 µM), Botrytis cinerea (EC50 = 1.21 µM), and also demonstrated protective and curative efficacies in vivo on rapeseed leaves and tomato fruits. Enzyme activity experiments and protein-ligand interaction analysis by surface plasmon resonance revealed that compound 34 had a stronger inhibitory effect on succinate dehydrogenase compared to fluxapyroxad. Additionally, molecular docking and DFT calculation confirmed that the fluoroalkenyl unit in compound 34 could enhance its binding capacity with the target protein through p-π conjugation and hydrogen bond interactions.


Sujet(s)
Conception de médicament , Antienzymes , Protéines fongiques , Fongicides industriels , Rhizoctonia , Succinate Dehydrogenase , Succinate Dehydrogenase/antagonistes et inhibiteurs , Succinate Dehydrogenase/composition chimique , Succinate Dehydrogenase/métabolisme , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique , Fongicides industriels/synthèse chimique , Rhizoctonia/effets des médicaments et des substances chimiques , Rhizoctonia/enzymologie , Relation structure-activité , Antienzymes/composition chimique , Antienzymes/pharmacologie , Antienzymes/synthèse chimique , Protéines fongiques/antagonistes et inhibiteurs , Protéines fongiques/composition chimique , Protéines fongiques/métabolisme , Maladies des plantes/microbiologie , Simulation de docking moléculaire , Botrytis/effets des médicaments et des substances chimiques , Botrytis/enzymologie , Ascomycota/effets des médicaments et des substances chimiques , Ascomycota/enzymologie , Solanum lycopersicum/microbiologie , Solanum lycopersicum/composition chimique , Structure moléculaire
20.
PLoS One ; 19(6): e0304817, 2024.
Article de Anglais | MEDLINE | ID: mdl-38889131

RÉSUMÉ

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.


Sujet(s)
Technologie de la chimie verte , Nanoparticules métalliques , Oryza , Maladies des plantes , Rhizoctonia , Argent , Rhizoctonia/effets des médicaments et des substances chimiques , Oryza/microbiologie , Argent/composition chimique , Argent/pharmacologie , Nanoparticules métalliques/composition chimique , Maladies des plantes/microbiologie , Maladies des plantes/prévention et contrôle , Diffraction des rayons X , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Fongicides industriels/pharmacologie , Fongicides industriels/composition chimique
SÉLECTION CITATIONS
DÉTAIL DE RECHERCHE