Synthesis and Antifungal Activities of Some 2,6-Bis-(Un)Substituted Phenoxymethylpyridines

2010 ◽  
Vol 65 (7-8) ◽  
pp. 433-436
Author(s):  
Hui Xu ◽  
Huan Qu
Keyword(s):  
Antifungal Activity ◽  
Fusarium Oxysporum ◽  
Fusarium Graminearum ◽  
Broad Spectrum ◽  
Alternaria Alternata ◽  
Phytopathogenic Fungi ◽  
Alternaria Brassicae ◽  
Antifungal Activities

Several 2,6-bis-(un)substituted phenoxymethylpyridines were synthesized and evaluated in vitro against Fusarium graminearum, Helminthosporium sorokinianum, Alternaria brassicae, Alternaria alternata, and Fusarium oxysporum f. sp. vasinfectum. Among all derivatives, compound 3 a exhibited a broad-spectrum antifungal activity against the five phytopathogenic fungi.

Antifungal Activities of Some Indole Derivatives

2010 ◽  
Vol 65 (7-8) ◽  
pp. 437-439 ◽  
Author(s):  
Hui Xu ◽  
Qin Wang ◽  
Wen-Bin Yang
Keyword(s):  
Fusarium Oxysporum ◽  
Fusarium Graminearum ◽  
Broad Spectrum ◽  
Alternaria Alternata ◽  
Phytopathogenic Fungi ◽  
Pyricularia Oryzae ◽  
Indole Derivatives ◽  
Alternaria Brassicae ◽  
Antifungal Activities

Nine indole derivatives were evaluated in vitro against Fusarium graminearum, Alternaria alternata, Helminthosporium sorokinianum, Pyricularia oryzae, Fusarium oxysporum f. sp. vasinfectum, Fusarium oxysporum f. sp. cucumarinum, and Alternaria brassicae. Most of the compounds were found to possess antifungal activities. Especially compounds 2, 5, 8, and 9 exhibited broad-spectrum antifungal activities against the above-mentioned seven phytopathogenic fungi, and showed more potent activities than hymexazole, a commercial agricultural fungicide.

Synthesis and Antifungal Activities of 2-(N-Arylsulfonylindol-3-yl)-3-aryl-1,3-thiazinan-4-ones

2013 ◽  
Vol 68 (3-4) ◽  
pp. 77-81 ◽  
Author(s):  
Huan Qu ◽  
Rui Zhang ◽  
Ying Hu ◽  
Yazhen Ke ◽  
Zhinan Gao ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Fusarium Graminearum ◽  
Alternaria Alternata ◽  
Alternaria Solani ◽  
Phytopathogenic Fungi ◽  
Pyricularia Oryzae ◽  
Alternaria Brassicae ◽  
Antifungal Activities ◽  
Valsa Mali

4j A series of 2-(N-arylsulfonylindol-3-yl)-3-aryl-1,3-thiazinan-4-one derivatives were synthesized and evaluated in vitro against seven phytopathogenic fungi, namely Fusarium graminearum, Alternaria solani, Fusarium oxysporium f. sp. vasinfectum, Alternaria brassicae, Valsa mali, Alternaria alternata, and Pyricularia oryzae. Among all derivatives, especially compound exhibited a potential antifungal activity against four phytopathogenic fungi.

scholarly journals Chromatographic profiles of antifungal exo- and endometabolites of Bacillus velezensis

2021 ◽  
Vol 2(26) ◽  
pp. 191-199
Author(s):  
T.M. Sidorova ◽  
◽  
A.M. Asaturova ◽  
V.V. Allakhverdyan ◽  
◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Fusarium Oxysporum ◽  
Phytopathogenic Fungi ◽  
Antagonistic Activity ◽  
Active Metabolites ◽  
Fungicidal Action ◽  
Antifungal Metabolites ◽  
Alternaria Sp ◽  
Tlc Analysis

The antifungal activity of the Bacillus bacteria is based on their ability to produce metabolites. Therefore, when selecting a strain that produces an effective biofungicide, it is necessary to assess the metabolism of bacteria. The aim of this work is to isolate exo- and endometabolites of the promising B. velezensis BZR 336g and B. velezensis BZR 517 strains and assess their antifungal activity. Studies were carried out in 2020–2021. The object of the study is a liquid culture of the B. velezensis BZR 336g and B. velezensis BZR 517 strains. Methods of liquid extraction, ascending thin layer chromatography (TLC), bioautography with a test-culture of Fusarium oxysporum var. orthoceras and Alternaria sp. fungi were used to analyze metabolites. The ability of the strains to accumulate a complex of active metabolites showing antifungal effect from fungistatic to fungicidal action was revealed. On the bioautogram of exometabolites, we found two most pronounced zones (Rf 0.18 and 0.29) of Fusarium oxysporum var. orthoceras BZR P1 growth inhibition (fungicide). Zones with Rf 0.58 for B. velezensis BZR 336g and Rf 0.70 for B. velezensis BZR 517 correspond to the test fungus growth retardation (fungistatic). Significant suppression of Alternaria sp. BZR P8 growth was also observed in two zones (Rf 0.18 and 0.29). The use of surfactin, iturin A, fengycin (Sigma-Aldrich®) in the TLC analysis made it possible to detect similar lipopeptides in the composition of metabolite complexes produced by the studied bacteria. It should be noted that the studied strains differed both in their ability to produce metabolites of different structure (can be found when analyzing chromatograms under ultraviolet light) and in their effect on phytopathogenic fungi in vitro. This may indicate possible differences in the mechanism of antagonistic activity of bacteria against phytopathogenic fungi. Thus, B. velezensis BZR 336g and B. velezensis BZR 517 produce a significant set of antifungal metabolites and can be used as strains to produce effective biofungicides.

Antifungal Activity of Essential Oil and Hydrosol Extract of Ballota nigra L. and their Protective Effects Against the Black Rot of Tomatoes

2019 ◽  
Vol 15 (7) ◽  
pp. 662-671 ◽  
Author(s):  
Nabila A. Sebaa ◽  
Amina T. Zatla ◽  
Mohammed E.A. Dib ◽  
Boufeldja Tabti ◽  
Jean Costa ◽  
...  
Keyword(s):  
Gas Chromatography ◽  
Antifungal Activity ◽  
Essential Oil ◽  
Essential Oils ◽  
Alternaria Alternata ◽  
Penicillium Expansum ◽  
Protective Effects ◽  
Antifungal Activities

Background: Bellota species are used to treat various diseases in traditional folk medicine. Objectives: This study aimed to chemically characterize the essential oils and the hydrosol extract and regional specificity of the major components of Ballota nigra essential oil and to evaluate their in vitro and in vivo antifungal activities. Methods: Essential oils were obtained by a Clevenger-type apparatus and analyzed by using Gas Chromatography (GC) and Gas Chromatography Mass Spectroscopy (GC/MS). The antifungal activities were tested to three phytopathogenic stains (Penicillium expansum, Aspergillus niger and Alternaria alternata). Results: Altogether, 38 compounds were identified in the essential oils, representing 92.1-96.8% of the total oil composition. Their main constituents were E-β-caryophyllene (4.8-24.6%), E-β-farnesene (3.3-22.9%), β-bisabolene (7.6-30.2%), α-humulene (2.1-13.3%) and geranyl linalool (1.1-8.2%). The statistical methods deployed confirmed that there is a relation between the essential oil compositions and the harvest locations. Hydrosol extract was constituted by seven components, represented principally by methyl eugenol (75.2%) and caryophyllene oxide (12.5%). The results of in vitro antifungal activity with essential oil and hydrosol extract have shown very interesting antifungal activities on Penicillium expansum and Alternaria alternata strains with percentage reductions up to 80%. Additionally, in in vivo assays, Ballota nigra essential oil and hydrosol extract significantly reduce decay in artificially inoculated tomato by Alternaria alternata. Conclusion: The essential oil and hydrosol extract can be used as a potential source of sustainable eco-friendly botanical fungicides to protect stored tomatoes from pathogens, saprophytic fungi causing bio-deterioration to a variety of food commodities.

scholarly journals Novel Pyrimidine-Triazole Schiff Bases: Synthesis, Antifungal Activities, DFT and Molecular Docking

2020 ◽  
Vol 72 (4) ◽  
pp. 65-74
Author(s):  
Mou-Cui Li ◽  
Ying-Hui Ren ◽  
Yu-Ying Han ◽  
Yang-Ming Dong ◽  
Shao-Jie Wu ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Antifungal Activity ◽  
Broad Spectrum ◽  
Energy Gap ◽  
Stable Complex ◽  
Spectroscopic Techniques ◽  
Molecular Docking Study ◽  
Standard Drug ◽  
Antifungal Activities

Seven 4-amino-5-substituted-1,2,4-triazole-3-thione Schiff base compounds were synthesized reacting 4-amino-5-substituted-1,2,4-triazole-3-thione with dichloro-substituted 5-pyrimidines, and the structures were verified by elemental analysis and spectroscopic techniques (FT-IR, 1H NMR). Additionally, in vitro antifungal activities of the compounds (named F1~F2; A1~A5) against Grape anthracnose and Wheat gibberellic have been evaluated. The compounds of F1, A4 and A5 were found to be potentially effective antifungal agents against Grape anthracnose, while the others showed the low bioactivity. The antifungal activity of all compounds against Wheat gibberellic were superior to that of fluconazole (standard drug, SD). Particularly, compounds of F1, A1, A4 and A5 exhibited a broad-spectrum antifungal activity against two fungus as compared to the others. Therefore, molecular docking study was carried out to explore the potential interaction between ligands and Fusarium graminearum (PDB ID: 5E9H). The results showed that four compounds had higher affinity compared with fluconazole and form the stable complex with the receptor. Besides, the frontier molecular orbitals (FMOs) and molecular electrostatic potentials (MEP) of four compounds with broad-spectrum antimicrobial activity were also calculated with DFT/ B3LYP /6-31G (d, p) method. The energy gap values (△ELUMO-HOMO) of all the synthesized compounds ranged from 3.307-3.375 eV, which was lower than that of SD (6.248 eV). Additionally, according to MEP the electrophile reaction of 5-substituted groups was beneficial to improving the biological activity against Wheat gibberellic and Grape anthracnose.

Antifungal diterpenes from the bark of Cryptomeria japonica D. Don

Holzforschung ◽  
2006 ◽  
Vol 60 (1) ◽  
pp. 20-23 ◽  
Author(s):  
Hisayoshi Kofujita ◽  
Youji Fujino ◽  
Michikazu Ota ◽  
Kouetsu Takahashi
Keyword(s):  
Antifungal Activity ◽  
Rhizoctonia Solani ◽  
Fusarium Oxysporum ◽  
Alternaria Alternata ◽  
Cryptomeria Japonica ◽  
Phytopathogenic Fungi ◽  
Pyricularia Oryzae ◽  
Spectral Analyses ◽  
Hexane Extracts ◽  
Related Compounds

Abstract Bioassay-guided isolation of compounds from n-hexane extracts of the bark of Cryptomeria japonica resulted in six abietane- and two pimarane-type diterpenoids, including a new compound, 12-methoxy-6α,11-dihydroxyabieta-8,11,13-triene. The structure of the new substance was established by spectral analyses and comparison with related compounds. The antifungal activities of these diterpenes were evaluated against the phytopathogenic fungi Alternaria alternata, Pyricularia oryzae, Rhizoctonia solani and Fusarium oxysporum. The diterpenes showed moderate antifungal activity against the fungi examined.

scholarly journals Antifungal activity of essential oils on mycelial growth of Fusarium oxysporum and Bortytis cinerea

2019 ◽  
pp. 544 ◽  
Author(s):  
Marina Palfi ◽  
Paško Konjevoda ◽  
Karolina Vrandečić
Keyword(s):  
Antifungal Activity ◽  
Essential Oil ◽  
Essential Oils ◽  
Fusarium Oxysporum ◽  
Mycelial Growth ◽  
In Vitro Study ◽  
Phytopathogenic Fungi ◽  
Phytopathogenic Fungus ◽  
Antifungal Effect

In vitro study of the effect of different volumes of twelve essential oils on the mycelial growth of economically significant phytopathogenic fungi (Fusarium oxysporum and Botrytis cinerea) and it was compared to the effect of a fungicide. The antifungal activity of essential oils is decreased with the duration of incubation and it differs depending on the type of phytopathogenic fungus and the applied volume. The most effective antifungal effect on both tested fungi was in the essential oil of thyme, with lowest values of IC50 while the weakest effect was in essential oils of eucalyptus and lemon, with the highest values of IC50. Certain essential oils, when applied in certain volumes, had the same or even better effect on the inhibition of the growth of mycelium when compared to the tested fungicides.

scholarly journals In Vitro Antifungal Activity of Sanguinarine and Chelerythrine Derivatives against Phytopathogenic Fungi

Molecules ◽  
2012 ◽  
Vol 17 (11) ◽  
pp. 13026-13035 ◽  
Author(s):  
Xin-Juan Yang ◽  
Fang Miao ◽  
Yao Yao ◽  
Fang-Jun Cao ◽  
Rui Yang ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Phytopathogenic Fungi ◽  
Sanguinarine And Chelerythrine ◽  
In Vitro Antifungal Activity

Ethyl p -coumarate exerts antifungal activity in vitro and in vivo against fruit Alternaria alternata via membrane-targeted mechanism

2018 ◽  
Vol 278 ◽  
pp. 26-35 ◽  
Author(s):  
Wusun Li ◽  
Shuzhi Yuan ◽  
Jing Sun ◽  
Qianqian Li ◽  
Weibo Jiang ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Alternaria Alternata

scholarly journals Synthesis, Antifungal Activity and Structure-Activity Relationships of Vanillin Oxime-N-O-Alkanoates

2012 ◽  
Vol 7 (12) ◽  
pp. 1934578X1200701 ◽  
Author(s):  
Vivek Ahluwalia ◽  
Nandini Garg ◽  
Birendra Kumar ◽  
Suresh Walia ◽  
Om P. Sati
Keyword(s):  
Antifungal Activity ◽  
Chain Length ◽  
Acyl Chain ◽  
Sclerotium Rolfsii ◽  
Hydroxylamine Hydrochloride ◽  
Macrophomina Phaseolina ◽  
Phytopathogenic Fungi ◽  
Acyl Chlorides ◽  
Acyl Chain Length

Vanillin oxime- N-O-alkanoates were synthesized following reaction of vanillin with hydroxylamine hydrochloride, followed by reaction of the resultant oxime with acyl chlorides. The structures of the compounds were confirmed by IR, 1H, 13C NMR and mass spectral data. The test compounds were evaluated for their in vitro antifungal activity against three phytopathogenic fungi Macrophomina phaseolina, Rhizoctonia solani and Sclerotium rolfsii by the poisoned food technique. The moderate antifungal activity of vanillin was slightly increased following its conversion to vanillin oxime, but significantly increased after conversion of the oxime to oxime- N-O-alkanoates. While vanillin oxime- N-O-dodecanoate with an EC50 value 73.1 μg/mL was most active against M. phaseolina, vanillin oxime- N-O-nonanoate with EC50 of value 66.7 μg/mL was most active against R. solani. The activity increased with increases in the acyl chain length and was maximal with an acyl chain length of nine carbons.

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