The study of antimicrobial activity of 2-((4-R-3-(morpholinomethylene)-4H-1,2,4-triazole-5-yl)thio)acetic acid salts

• Main Authors: R. О. Shcherbyna, O. I. Panasenko, Ye. G. Knysh, H. A. Fotina, E. V. Vashchyk, T. I. Fotina
• Format: Article
• Language: English
• Published: Zaporozhye State Medical University 2016-08-01
• Series: Zaporožskij Medicinskij Žurnal
• Subjects: triazole; antimicrobial action; hanging drop method; serial dilution method
• Online Access: http://zmj.zsmu.edu.ua/article/view/79775/77610

The purpose of the work was to study the antimicrobial activity of 2-((4-R-3-(morfolinomethylene)-4H-1,2,4-triazole-5-yl)thio) acetic acid salts by "hanging drop" and “serial dilution” methods in broth (limiting concentration option) and establish some patterns of "structure – action" depending. Materials and methods. The objects of research were 9 new compounds of 2-((4-R-3-(morfolinomethylene)-4H-1,2,4-triazole-5-yl)thio) acetic acid salts. These compounds are the crystal substances which are odorless, soluble in water and organic solvents. To achieve a more objective picture of the research we applied two methods: "hanging drop" and “serial dilution” in broth (limiting concentration option). To study the effectiveness of substances we used the test cultures of E. coli, Salmonella typhymurium, Staphylococcus epidermidis, P. aeruginosa. Results and discussion. In the study we have found that 2-((4-R-3-(morfolinomethylene)-4H-1,2,4-triazole-5-yl)thio) acetic acid salts can differently inhibit the growth of test cultures. The results show that the data obtained by two methods correlated with each other. Thus, the 2-((4-R-3-(morfolinomethylene)-4H-1,2,4-triazole-5-yl)thio) acetic acid salts are active against most strains of E. Coli. and Salmonella typhymurium. Analyzing the impact of 2-((4-R-3-(morfolinomethylene)-4H-1,2,4-triazole-5-yl)thio) acetic acid salts we have noted that the replacement of the phenyl radical (PKR-135, 139) on the free amino group at N4 nitrogen of 1,2,4- triazole cycle (PKR-173, 177) leads to the disappearance of antimicrobial activity against the studied strains. It was established that the transition from morfolin cation (PKR-133) to the piperydyn cation (PKR-134) in the molecules of 2-((4-phenyl-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl) thio) acetic acid is accompanied by a significant increase in antimicrobial effect. It was interesting that among all the cations in the molecules of 2-((4-amino-3-(morfolinometylen)-4H-1,2,4-triazole-5-yl) thio) acetic acid salt (PKR-173, 174, 177, 234) only the presence of sodium cation (PKR-174) leads to a pronounced antimicrobial effect against studied strains. Conclusions. The study had found that the most effective in relation to the main groups of pathogenic bacteria are substances PKR-134, 135, 136, 139 and 174. Certain regularities based on "structure-action" have been established, this information can be integrated into future targeted search of substances with antimicrobial properties.