Synthesis, Antimicrobial and Antifungal Activity of Some New 3-Substituted Derivatives of 4-(2,4-Dichlorophenyl)-5-adamantyl-1H-1,2,4-triazole.

ChemInform ◽  
2003 ◽  
Vol 34 (14) ◽  
Author(s):  
S. Papakonstantinou-Garoufalias ◽  
N. Pouli ◽  
P. Marakos ◽  
A. Chytyroglou-Ladas
2021 ◽  
pp. 87-93
Author(s):  
О. А. Бігдан

The achievements of the world organic chemistry are most clearly represented by scientific publications that prove the promising nature of heterocyclic substances. The possibility of combining various pharmacophore fragments and 1,2,4-triazole in one molecule is quite popular. In 2018, the drug Trifuzol-NEO appeared on the veterinary market of Ukraine, which took its rightful place among synthetic immunomodulators for various groups of unproductive animals. So, further studies of new promising compounds among substituted 1,2,4-triazole, which can be used as objects for the creation of new original domestic antimicrobial and antifungal agents, remains relevant and has theoretical and practical significance. The aim of our work was to investigate the antimicrobial and antifungal activity of a number of new fluorophenyl-containing derivatives of 1,2,4-triazole and, in some cases, to trace the presence of certain patterns between structure and action. The sensitivity of new fluorophenyl-containing derivatives of 1,2.4-triazole was studied by the method of serial dilutions in accordance with the methodological recommendations. From the initial concentration of the new synthesized compounds of 1 mg/ml, a series of two-fold serial dilutions were prepared in Mueller–Hinton broth in a volume of 1 ml. Then, 0.1 ml of microbial curtain (106 m. c./ml) was added to each tube. MIC (MIC) was determined in the absence of visible growth in a test tube with the minimum concentration of the drug, the minimum bactericidal concentration (MBcK) – in the absence of growth on agar after inoculation from transparent tubes. Dimethyl sulfoxide was used as a solvent for the compounds in the studies. The research was carried out at the Department of Microbiology, Virology and Immunology of Zaporizhzhia State Medical University. Analyzing the results of studying the sensitivity of substances to Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, it should be noted that almost all compounds were active against the bacteria. It should be noted that a number of compounds were found to be the most active against Staphylococcus aureus, and 5-(2-fluorophenyl)-4-(((5-nitrofuran-2-yl)methylene)amino-4H-1,2,4-triazole-3-thiols generally exceeded several times the activity indices of the reference drug (MIC 1.95 μg/ml, MBcK 3.9 μg/ml) to Staphylococcus aureus. Most of the compounds were found to be quite active against Candida albicans. Among the corresponding 5-(2-fluorophenyl)-4-((aryl)ylidene)amino-1,2,4-triazole-3-thiols, the highest activity for Candida albicans exhibit 5-(2-fluorophenyl) -4-((4-bromophenyl)ylidene)amino-1,2,4-triazole-3-thiol and 5-(2-fluorophenyl)-4-((2,3-dimethoxyphenyl)ylidene)amino-1,2,4-triazole-3-thiol. It was found that most of the compounds exhibit a moderate antimicrobial and a fairly high antifungal effect. The most sensitive strain was S. aureus in relation to 5-(2-fluorophenyl)-4-(((5-nitrofurans-2-yl)methylene)amino-4H-1,2,4-triazole-3-thiol, Candida albicans proved to be very sensitive to 5-(2-fluorophenyl)-4-((4-bromophenyl)ylidene)amino-1,2,4-triazole-3-thiol and 5-(2-fluorophenyl)-4((2,3-dimethoxyphenyl)ylidene)amino-1,2,4-triazole-3-thiol.


2011 ◽  
Vol 44 (11) ◽  
pp. 597-600 ◽  
Author(s):  
M. G. Korochkina ◽  
R. R. Sharipova ◽  
I. Yu. Strobykina ◽  
A. D. Lantsova ◽  
A. D. Voloshina ◽  
...  

2018 ◽  
pp. 63-68
Author(s):  
Т. О. Samura

Derivatives of 1,2,4-triazole is a very  perspective class of heterocyclic compounds which have high therapeutic effectiveness. The main direction of research on these derivatives are antifungal, antiviral, antibacterial, soothing, hypnotic, anticonvulsant, anti-inflammatory and other activities. The aim was to analyze literature data and generalize recent advances in the study of antimicrobial and antifungal action of 1,2,4-triazole derivatives which can help to create new biologically active substances of this type of activity. Bibliosemantical method, systems thinking and the results of our own research were used in the work. The results of the literature review of antimicrobial and antifungal activity among new alkyl, aryl and heteryl derivatives of 1,2,4-triazole and among complex compounds, which contain 1,2,4-triazole are as ligands were analyzed and systematized. Some dependence of this type of activity on specialty of chemical structure of heterocyclic system derivatives was specified. Perspective of purposeful synthesis of new derivatives of 1,2,4-triazole and products of their transformation as available object for studying biological activity and expanding knowledge about antimicrobial and antifungal activity of this class of heterocyclic compounds were shown with informational analysis. Topicality and practical importance of finding biologically active compounds and receiving biologically active substance by synthesis of new derivatives of 1,2,4-triazole with high antimicrobial activity in relation to gram-negative and gram-positive bacteria were demonstrated.


Il Farmaco ◽  
2002 ◽  
Vol 57 (12) ◽  
pp. 973-977 ◽  
Author(s):  
S. Papakonstantinou-Garoufalias ◽  
N. Pouli ◽  
P. Marakos ◽  
A. Chytyroglou-Ladas

2010 ◽  
Vol 7 (2) ◽  
pp. 377-382 ◽  
Author(s):  
Amit Kasabe ◽  
Vijay Mohite ◽  
Jayesh Ghodake ◽  
Jaydeep Vidhate

Coumarins show promising antimicrobial and antifungal activity, this prompted to us to synthesize new derivatives of coumarins. 4-Chloro-2-oxo-2H-chromene-3-carbaldehyde was reacted with substituted aniline and rectified spirit to obtain a new series of Schiff bases of 4-chloro-(3-substituted-phenylimino) -methyl- [2H]-chromene-2-one (3a-i). Their structures were confirmed by IR,1H NMR spectral data. The synthesized compounds were investigated for antimicrobial and antifungal activities. The data reported showed that the effect of variation in chemical structure was rather unpredictable. Seldom did a particular structural modification lead to uniform alteration in activity in all tests. The substitution which appeared to be most important for high order of activity in the number of test was the 3-chloro phenylimino group. The observed antimicrobial and antifungal activities are attributed to the substitution atrdposition of phenylimino moiety.


1997 ◽  
Vol 45 (1) ◽  
pp. 3-6 ◽  
Author(s):  
Christophe Len ◽  
Denis Postel ◽  
Gino Ronco ◽  
Pierre Villa ◽  
Christel Goubert ◽  
...  

2013 ◽  
Vol 46 (12) ◽  
pp. 715-719 ◽  
Author(s):  
A. V. Velikorodov ◽  
V. A. Ionova ◽  
O. V. Degtyarev ◽  
L. T. Sukhenko

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