scholarly journals A Rapid Microwave Induced Synthesis of Isonicotinamide Derivatives and their Antifungal Activity

2019 ◽  
Vol 92 (1) ◽  
pp. 125-135 ◽  
Author(s):  
Valentina Bušić ◽  
Karolina Vrandečić ◽  
Tamara Siber ◽  
Sunčica Roca ◽  
Dražen Vikić Topić ◽  
...  

Ten novel isonicotinamide derivatives were prepared by quaternization reactions of isonicotinamide with methyl iodide and nine differently substituted 2 bromoacetophenones under rapid microwave irradiation of 10 minutes. The microwave preparations were significantly faster and with yields higher up to 8 times, than the preparations by conventional method. The structures of synthesized molecules were determined by one- and two dimensional NMR and IR spectroscopy, mass spectrometry and elemental analysis. Antifungal activity of all compounds was tested in two different concentrations (10 and 100 µg mL–1) against Fusarium oxysporum, Fusarium culmorum, Macrophomina phaseolina and Sclerotinia sclerotiorum in vitro. From the antifungal assay it can be seen that the most prepared compounds have moderate to weak activity against M. phaseolina and F. culmorum. A very high inhibitory rate was observed against S. sclerotiorum, 62–87.5 % in concentration of 10 µg mL–1 and 83.7–93.2 % in concentration of 100 µg mL–1.

2015 ◽  
Vol 2015 ◽  
pp. 1-10 ◽  
Author(s):  
Séverine Boisard ◽  
Anne-Marie Le Ray ◽  
Anne Landreau ◽  
Marie Kempf ◽  
Viviane Cassisa ◽  
...  

During this study, thein vitroantifungal and antibacterial activities of different extracts (aqueous and organic) obtained from a French propolis batch were evaluated. Antifungal activity was evaluated by broth microdilution on three pathogenic strains:Candida albicans, C. glabrata, andAspergillus fumigatus. Antibacterial activity was assayed using agar dilution method on 36 Gram-negative and Gram-positive strains includingStaphylococcus aureus. Organic extracts showed a significant antifungal activity againstC. albicansandC. glabrata(MIC80between 16 and 31 µg/mL) but only a weak activity towardsA. fumigatus(MIC80= 250 µg/mL). DCM based extracts exhibited a selective Gram-positive antibacterial activity, especially againstS. aureus(SA) and several of its methicillin-resistant (MRSA) and methicillin-susceptible (MSSA) strains (MIC10030–97 µg/mL). A new and active derivative of catechin was also identified whereas a synergistic antimicrobial effect was noticed during this study.


2012 ◽  
Vol 7 (12) ◽  
pp. 1934578X1200701 ◽  
Author(s):  
Vivek Ahluwalia ◽  
Nandini Garg ◽  
Birendra Kumar ◽  
Suresh Walia ◽  
Om P. Sati

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.


2018 ◽  
Vol 53 (6) ◽  
pp. 1510-1517 ◽  
Author(s):  
Konstantinos Papoutsis ◽  
Quan V. Vuong ◽  
Len Tesoriero ◽  
Penta Pristijono ◽  
Costas E. Stathopoulos ◽  
...  

2011 ◽  
Vol 83 (3) ◽  
pp. 715-722 ◽  
Author(s):  
Yury Morzherin ◽  
Polina E. Prokhorova ◽  
Dmitry A. Musikhin ◽  
Tatiana V. Glukhareva ◽  
Zhijin Fan

A series of novel 5-(2-hydroxypropyl)amino-1,2,3-thiadiazole and 5-(2-hydroxy-propyl)sulfanyl-1,2,3-triazole derivatives were designed and synthesized as candidate fungicides. The new compounds were identified by NMR and IR spectroscopy, mass spectrometry, and elemental analysis. Their antifungal activities were evaluated.


Molecules ◽  
2019 ◽  
Vol 24 (7) ◽  
pp. 1304 ◽  
Author(s):  
Longzhu Bao ◽  
Shuangshuang Wang ◽  
Di Song ◽  
Jingjing Wang ◽  
Xiufang Cao ◽  
...  

A series of novel 3-aryl-4-hydroxy-2(5H) furanone-acrylate hybrids were designed and synthesized based on the natural butenolides and acrylates scaffolds. The structures of the prepared compounds were characterized by 1H-NMR, 13C-NMR and electrospray ionization mass spectrometry (ESI-MS), and the bioactivity of the target compounds against twelve phytopathogenic fungi was investigated. The preliminary in vitro antifungal activity screening showed that most of the target compounds had moderate inhibition on various pathogenic fungi at the concentration of 100 mg·L−1, and presented broad-spectrum antifungal activities. Further studies also indicated that compounds 7e and 7k still showed some inhibitory activity against Pestallozzia theae, Sclerotinia sclerotiorum and Gibberella zeae on rape plants at lower concentrations, which could be optimized as a secondary lead for further research.


2002 ◽  
Vol 9 (1-2) ◽  
pp. 91-96 ◽  
Author(s):  
Libor Dostál ◽  
Aleš Růžička ◽  
Roman Jambor ◽  
Vladimír Buchta ◽  
Petra Kubanová ◽  
...  

The in vitro antifungal activity of compounds 1-3 ({[(CH3)2NCH2]2C6H3}R2SnX; (where X=Cl, R=n-Bu for 1, X=Br, R=n-Bu for 2 and x=PF6, R=n=Bu for 3)) was estimated with the help of a modified microdilution format of the M27-A guidelines and was compared with in vitro activity of their diphenyltin(IV) analogues 4 and 5 (where X=Br, R=Ph for 4 and X=PF6, R=Ph for 5), and of drugs currently in clinical use (ketoconazole, fluconazole and amphotericin B). It was found that in coordinating solvents the more soluble derivative 2 is less active than the phenyl one (4), and compounds 1 and 3 are even inactive.In this paper, the in vitro antitumour activity of ionic diphenyltin(IV) complexes 4 and 5 against seven tumoural cell lines of human origin is also reported. The preparation and characterization (H1, C13 and Sn119 NMR spectroscopy and electrospray ionization mass spectrometry) of the novel compound 3 is mentioned too.


2021 ◽  
Vol 25 (05) ◽  
pp. 1075-1084
Author(s):  
Anayancy Lam-Gutiérrez

Hemileia vastatrix is a fungus associated with coffee leaf rust, the most destructive disease of Coffea arabica. The objective of this work was to evaluate the antifungal activity of alcoholic extracts from roots of Baccharis salicina and to determine the metabolites present in these fractions. Antifungal activity was evaluated under in vitro conditions by monitoring the germination ability of H. vastatrix, the coffee leaf rust pathogen. In order to determine the presence of metabolites, chemical characterization of fractions obtained from methanolic root extracts was performed with help of an untargeted metabolomic approach and by using high-resolution mass spectrometry (MS) and MS2 based on direct-injection electrospray mass spectrometry (DIESI-MS) and hierarchical cluster analysis (HCA). Germination percentage was evaluated by leaves fixation technique. The MEBs significantly decreased the percentage of germination of H. vastatrix to levels below 5% as the dose increased. The multivariable analysis confirmed that the distribution of three fractions of methanolic extracts belonged to polyketides, organoheterocyclic compounds, fatty acyls, prenol-lipids, organo-oxygen and farnesene classes. This report comprises the first study of the metabolomic profile and biological activity study of roots from B. salicina against coffee leaf rust pathogen H. vastatrix. © 2021 Friends Science Publishers


2007 ◽  
Vol 2 (1) ◽  
pp. 108-113
Author(s):  
Irina Lunga ◽  
Pavel Chintea ◽  
Stepan Shvets ◽  
Anna Favelb ◽  
Cosimo Pizza

Phytochemical analysis of the seeds of Hyocyamus niger L. (Solonaceae) resulted in the isolation of six steroidal glycosides, two furostanol (1, 2) and four spirostanol saponins (3, 4, 5, 6), which were found in this plant for the first time. The structures of these compounds were determined by detailed analysis of their spectral data, including two-dimensional NMR spectroscopy and MS spectroscopy. The antifungal activity of a crude steroidal glycoside extract, fractions of spirostanoles and individual glicosides was investigated in vitro against a panel of human pathogenic fungi, yeasts as well as dermatophytes and filamentous species.


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