Synthesis and antifungal activities of novel polyheterocyclic spirooxindole derivatives

2015 ◽  
Vol 13 (17) ◽  
pp. 4967-4975 ◽  
Author(s):  
Jia-Shou Wu ◽  
Xue Zhang ◽  
Ying-Lao Zhang ◽  
Jian-Wu Xie
Keyword(s):  
Antifungal Activity ◽  
Phytopathogenic Fungi ◽  
Antifungal Activities ◽  
Mild Conditions ◽  
Michael Reactions ◽  
Antifungal Effects

A series of spirooxindole tetrahydrofuran derivatives were obtained in moderate to good yields via base-mediated cascade [3+2] double Michael reactions under mild conditions. Their antifungal effects on selected five target phytopathogenic fungi were investigated, and their structure antifungal activity relationships were also discussed.

scholarly journals Marine Macrolides with Antibacterial and/or Antifungal Activity

Marine Drugs ◽  
2019 ◽  
Vol 17 (4) ◽  
pp. 241 ◽  
Author(s):  
Tomasz M. Karpiński
Keyword(s):  
Antifungal Activity ◽  
Fungal Infections ◽  
Marine Organisms ◽  
Antifungal Activities ◽  
Chemical Structures ◽  
Marine Macrolides ◽  
Antifungal Effects ◽  
The Future ◽  
Antibacterial And Antifungal

Currently, the increasing resistance of microorganisms to antibiotics is a serious problem. Marine organisms are the source of thousands of substances, which also have antibacterial and antifungal effects. Among them, marine macrolides are significant. In this review, the antibacterial and/or antifungal activities of 34 groups of marine macrolides are presented. Exemplary groups are chalcomycins, curvulides, halichondramides, lobophorins, macrolactins, modiolides, scytophycins, spongistatins, or zearalanones. In the paper, 74 antibiotics or their analog sets, among which 29 with antifungal activity, 25 that are antibacterial, and 20 that are both antifungal and antibacterial are summarized. Also, 36 macrolides or their sets are produced by bacteria, 18 by fungi, ten by sponges, seven by algae, two by porifera, and one by nudibranch. Moreover, the chemical structures of representatives from each of the 34 groups of these antibiotics are presented. To summarize, marine organisms are rich in natural macrolides. Some of these may be used in the future in the treatment of bacterial and fungal infections. Marine macrolides can also be potential drugs applicable against pathogens resistant to currently known antibiotics.

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.

scholarly journals Synthesis, Characterisation and Antifungal Activities of Some New Copper(II) Complexes of Isomeric 3,5,7,7,10,12,14,14-Octamethyl-1,4,8,11-Tetraazacyclotetradecanes

1997 ◽  
Vol 4 (5) ◽  
pp. 255-265 ◽  
Author(s):  
Saroj K. S. Hazari ◽  
Tapashi G. Roy ◽  
Benu K. Dey ◽  
Suvash C. Das ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Antifungal Activity ◽  
Phytopathogenic Fungi ◽  
Antifungal Activities ◽  
X Ray ◽  
Conductance Data

Three isomeric Me8[14]anes, LA, LB and LC, undergo complexation with copper(II) salts to form a series of [CuLXn(H2O)x]Xy.(H2O)z complexes where L = LA, LB and LC; X = Cl, Br, NO3; n, x, y and z may have values of 0, 1 or 2. The complexes have been characterised on the basis of analytical, spectroscopic, magnetic and conductance data. Further, the X-ray crystal structure of one complex, [CuLB(OH2)2](NO3)2, has been determined. The antifungal activity of all three isomeric ligands and their complexes has been investigated against a range of phytopathogenic fungi.

scholarly journals Antifungal Activity of β-Pinene-Based Hydronopyl Quaternary Ammonium Salts Against Phytopathogenic Fungi

2020 ◽  
Vol 15 (8) ◽  
pp. 1934578X2094836
Author(s):  
Xue Zhen Feng ◽  
Zhuanquan Xiao ◽  
Li Zhang ◽  
Shengliang Liao ◽  
Shangxing Chen ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Plant Pathogens ◽  
Value Added ◽  
Structure Activity Relationship ◽  
Phytopathogenic Fungi ◽  
Activity Relationship ◽  
Resonance Spectroscopy ◽  
Antifungal Activities ◽  
Structure Activity ◽  
Diethyl Ammonium

β-Pinene can be used as a cheap source to synthesize a large number of high value-added derivatives. In this study, a series of β-pinene derivatives was prepared, and the antifungal activities of the compounds were assessed against phytopathogenic fungi. Eight N-alkyl hydronopyl diethyl ammonium halide salts were synthesized by the reaction of hydronopyl diethyl ammonium halide with 8 halogenated alkanes. The structures of the synthesized products were characterized by Fourier-transform infrared spectroscopy and nuclear magnetic resonance spectroscopy and mass spectrometry. The antifungal activities of these derivatives were tested against 11 plant pathogens, and the preliminary structure-activity relationship is discussed. Some derivatives exhibited moderate to significant antifungal activity due to the fusion of the hydronopyl, a long-chain alkyl, bromine, and iodine anionic groups. In contrast to the structure-activity relationship of compounds 2a, 2b, and 2c, iodine ions in 2f, 2g, and 2f had a significant effect on enhancing the antifungal activity against Colletotrichum gloeosporioides, S clerotinia sclerotiorum, Phytophthora capsici, Phomopsis, Sphaeropsis sapinea, Glomerella cingulata, and Fusicoccum aesculi. A higher molecular weight could increase the antifungal activity against Fusarium proliferatum, Alternaria kikuchiana, Sclerotinia sclerotiorum, P. capsici, Phomopsis, and S. sapinea. Compounds 2d and 2e exhibited broad-spectrum antifungal activity against the tested strains. These derivatives are expected to be used as precursor molecules for novel pesticide development in further research.

scholarly journals Synthesis, Antifungal Activities and Molecular Docking Studies of Benzoxazole and Benzothiazole Derivatives

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2457 ◽  
Author(s):  
Bo Luo ◽  
Ding Li ◽  
An-Ling Zhang ◽  
Jin-Ming Gao
Keyword(s):  
Lipid Transfer Protein ◽  
Biological Activities ◽  
Positive Control ◽  
Docking Studies ◽  
Phytopathogenic Fungi ◽  
Lipid Transfer ◽  
Antifungal Activities ◽  
Benzothiazole Derivatives ◽  
Transfer Protein ◽  
Antifungal Effects

Based on benzoxazole and benzothiazole scaffold as an important pharmacophore, two series of 2-(aryloxymethyl) benzoxazole and benzothiazole derivatives were synthesized and their antifungal effects against eight phytopathogenic fungi were evaluated. Compounds 5a, 5b, 5h, and 5i exhibited significant antifungal activities against most of the pathogens tested. Especially 5a, 5b, 5h, 5i, 5j, and 6h inhibited the growth of F. solani with IC50 of 4.34–17.61 μg/mL, which were stronger than that of the positive control, hymexazol (IC50 of 38.92 μg/mL). 5h was the most potent inhibitor (IC50 of 4.34 μg/mL) against F. Solani, which was about nine times more potent than hymexazol. Most of the test compounds displayed significant antifungal effects against B. cinerea (IC50 of 19.92–77.41 μg/mL), among them, 5a was the best one (IC50 of 19.92 μg/mL). The structure-activity relationships (SARs) were compared and analyzed. The result indicates that the electron-drawing ability and position of the substituents have a significant impact on biological activities. Furthermore, docking studies were carried out on the lipid transfer protein sec14p from S. cerevisiae, and preliminarily verified the antifungal activities. Taken together, these results provide 2-(phenoxymethyl)benzo[d]oxazole as an encouraging framework that could lead to the development of potent novel antifungal agents.

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 In-Vitro Antifungal Activity of Azadirachta indica, Ocimum tenuiflorum & Murraya paniculata Leaf Extract against Three Phytopathogenic Fungi

2021 ◽  
pp. 113-118
Keyword(s):  
Antifungal Activity ◽  
Azadirachta Indica ◽  
Leaf Extract ◽  
Phytopathogenic Fungi ◽  
Pichia Kudriavzevii ◽  
Antifungal Effect ◽  
Murraya Paniculata ◽  
Antifungal Effects ◽  
Antifungal Efficiency ◽  
Ocimum Tenuiflorum

Fungal disease is one of the major problems in agriculture. Fungal pathogens are accountable for approximately 85% of plant diseases. Apart from these, public health conditions are also influenced by consequential fungal infection as well as approximately 1.5 million killed and more than a billion people were affected by fungal disease. Our present exploration has been conducted to assess the antifungal efficiency of Azadirachta indica, Ocimum tenuiflorum, and Murraya paniculata leaf extract against three phytopathogenic fungi viz. Pichia kudriavzevii, Lasiodiplodia theobromae and Fusarium oxysporum, at the concentration of 300 µg/disc by food poisoned technique. The result showed that all of these three extracts have significant antifungal efficiency against all of the tested fungus. Maximum antifungal activity was recorded in Murraya paniculata with an inhibition percentage of 100% (0.00±0.000 mm) against three fungi. In addition, Lasiodiplodia theobromae and Fusarium oxysporum, growth was totally suppressed in terms of Ocimum tenuiflorum and Murraya paniculata extract. The lowest antifungal effect was 47.18% (34.33±0.272 mm) revealed in Azadirachta indica extract against Pichia kudriavzevii. Among these three extracts, the order of antifungal effect was Murraya paniculata˃Ocimum tenuiflorum˃Azadirachta indica. Amis of this screening to focus antifungal effects of three experimental medicinal plants. These findings indicate leaf of these three plants may be useful for the treatment of various diseases associated with these fungi and could be useful to develop novel, secure and fecund bio-fertilizer for pest control. Further phytochemicals analysis is required to evaluate the compounds responsible for their antifungal effects.

Design, Synthesis and Antifungal Activity of Novel 1-(Adamantan-1-yl) ethanone Oxime Esters

2020 ◽  
Vol 17 (5) ◽  
pp. 526-532
Author(s):  
Si Liu ◽  
Li-Zhi Niu ◽  
Yan-Hua Shi ◽  
Fu-Xian Wan ◽  
Lin Jiang
Keyword(s):  
Antifungal Activity ◽  
Biological Activities ◽  
Lead Compound ◽  
Design Synthesis ◽  
Antifungal Activities

Background: Oxime compounds, including oxime ethers and oxime esters, possess various biological activities. Many oxime ethers have been widely used in the fields of pesticides and medicines. However, oxime ethers are rarely used in the field of pesticides. Methods: We chose the excellent fungicide pyrifenox as the lead compound, integrated pyridinyl, adamantyl and benzoyl moieties into one molecule, while also designed and synthesized ten 1- (adamantan-1-yl)ethanone oxime esters containing pyridinyl moiety. Moreover, we also evaluated their preliminary antifungal activities against S. sclerotiorum and B. cinerea. Results: The target compounds were characterized by NMR, IR and HRMS. The preliminary bioactivity test showed that they exhibited some antifungal activity to S. sclerotiorum and B. cinerea, and EC50 values were in the range of 14.16-32.97 and 27.60-52.82 μg/mL, respectively. Conclusion: Some target compounds such as 3d, 3e, 3h and 3i, exhibited moderate activities against S. sclerotiorum, with EC50 values of 14.16-18.18 μg/mL.

Phytochemical Constituents of Tulbaghia violacea Harv Extract and its Antifungal Potential Against Cryptococcus neoformans and Cryptococcus gattii

2019 ◽  
Vol 9 (4) ◽  
pp. 330-340
Author(s):  
Mitradev Pattoo ◽  
Vuyokazi Belewa ◽  
Benesh Munilal Somai
Keyword(s):  
Antifungal Activity ◽  
Cryptococcus Neoformans ◽  
Antifungal Therapy ◽  
Developing World ◽  
Chemical Constituents ◽  
Cryptococcus Gattii ◽  
Plant Part ◽  
Aqueous Extracts ◽  
Antifungal Activities ◽  
Antifungal Potential

Background:In both the developed and developing world, the mortality rates of people afflicted with cryptococcosis are unacceptably high despite the availability of antifungal therapy. The disease is caused by Cryptococcus neoformans (predominantly in immunocompromised individuals) and by Cryptococcus gattii. Globally the disease is estimated to cause around 600,000 deaths annually. Antifungal therapy is available, but in the developing world, may be unaffordable to many people, there is an increasing threat of resistance to the available drugs and our repertoire of antifungal drugs is very limited. Consequently, more research has been focusing on the use of medicinal plants as therapeutic agents. The originality of the current study is that although Tulbaghia violacea is a well-documented medicinal plant, the chemical composition of aqueous extracts and their antifungal potential against pathogenic yeasts are unknown. This is the first study that evaluates the chemical constituents of aqueous T. violacea root, leaf, rhizome and tuber extracts and their corresponding antifungal activities against C. neoformans and C. gattii.Objectives:The study aimed to investigate the phytochemical composition and antifungal potential of Tulbaghia violacea root, leaf, rhizome and tuber extracts against Cryptococcus neoformans and Cryptococcus gattii.Methods:Roots, leaves, rhizomes and tubers were extracted with water only for 48 h at room temperature with continuous shaking. Extracts were filter sterilized, freeze-dried and, chemically analyzed for saponin, flavonol, phenolic and tannin content. Chemical constituents of each extract were also identified by GC-MS analysis. The Minimum Inhibitory Concentration (MIC) of suitably diluted extracts of each plant part were also performed against C. neoformans and C. gattii, yeast pathogens commonly associated with HIV/AIDS sufferers.Results:Phytochemical analysis showed different concentrations of saponins (between 1023 and 2896.73 µg/ml), phenolics (between 16.48 and 51.58 µg/ml) and tannins (between 122.30 and 543.07 µg/ml) present in the different extracts. No flavonols were detected. GC-MS analysis identified a complex mixture of phytochemicals composed predominantly of sulphide, pyran, furan and ketone containing compounds to be present in the different plant parts. All extracts were dominated by the presence of 4 H-pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl, a pyran known to have antifungal properties. Although the root, leaf, rhizome and tuber extracts exhibited antifungal activities against both fungi, the rhizome and tuber extract were found to possess the lowest MIC’s of 1.25 mg/ml and 2.5 mg/ml against Cryptococcus neoformans and Cryptococcus gattii respectively.Conclusion:T. violacea extracts have a complex constituent of phytochemicals and each plant part exhibited a strong antifungal activity against C. neoformans and C. gattii. The rhizome and tuber extracts showed the highest antifungal activity against C. neoformans and C. gattii respectively. Thus, T. violacea aqueous extracts are strong candidates for further development into an antifungal chemotherapeutic agent.

scholarly journals Potential antifungal effects of silver nanoparticles (AgNPs) of different sizes against phytopathogenic Fusarium oxysporum f. sp. radicis-lycopersici (FORL) strains

2021 ◽  
Vol 3 (4) ◽  
Author(s):  
Ilgin Akpinar ◽  
Muammer Unal ◽  
Taner Sar
Keyword(s):  
Silver Nanoparticles ◽  
Fusarium Oxysporum ◽  
Antifungal Agents ◽  
New Technology ◽  
Economic Loss ◽  
Phytopathogenic Fungi ◽  
Growth Media ◽  
Mycelium Growth ◽  
Antifungal Effects ◽  
Critical Problems

AbstractFusarium species are the primary fungal pathogen affecting agricultural foodstuffs both in crop yield and economic loss. Due to these problems, control of phytopathogenic fungi has become one of the critical problems around the World. Nanotechnology is a new technology with potential in many fields, including agriculture. This study focused on determining potential effects of silver nanoparticles (AgNPs) with different nanosizes (3, 5, 8 and 10 nm) and at different concentrations (12.5–100 ppm) against phytopathogenic Fusarium oxysporum f. sp. radicis-lycopersici (FORL) strains. The maximum antifungal activity was achieved by decreasing nanosize and increasing concentration of AgNPs. Mycelium growth abilities were decreased about 50%, 75% and 90% by AgNPs treatment with 3 nm sizes at 25 ppm, 37.5 ppm and 50 ppm concentrations, respectively. The productivity of fungal biomass in the liquid growth media was found to be too limited at the 25–37.5 ppm of AgNPs concentrations with all sizes. In addition, both septation number and dimensions of micro- and macroconidia were found to be gradually decreased with the application of silver nanoparticles. This work showed that the low concentration of AgNPs could be used as potential antifungal agents and applied for control of phytopathogens.

Sign in / Sign up

Export Citation Format

Share Document