Express assessment of thiosemicarbazones of 2,4-disubstituted 1-aryl-imidazole-5-carbaldehydes and some of their derivatives antimicrobial activity
DOI:
https://doi.org/10.14739/2310-1210.2017.4.105279Keywords:
thiosemicarbazones of 2, 4-disubstituted 1-aryl-imidazole-5-carbaldehydes, antimicrobial properties, antibacterial compounds, antifungal actionAbstract
Aim – to investigate antimicrobial activity of thiosemicarbazones of 2,4-disubstituted 1-aryl-imidazole-5-carbaldehydes and certain their derivatives in vitro as a precondition for further targeted synthesis of new compounds with predicted antimicrobial properties.
Material and Methods. Up to 25 new chemical compounds of chemical synthesis underwent an express evaluation of antimicrobial activity – thiosemicarbazones of 2,4-disubstituted 1-aryl-imidazole-5-carbaldehydes and some of their derivatives. Study of antibacterial and antifungal action of the compounds on reference strains of Gram-positive and Gram-negative bacteria and yeasts was conducted using common methods of twofold serial dilutions in liquid culture medium and determination of the minimal fungistatic and bacteriostatic or bactericidal and minimal fungicidal concentrations.
Results. Conducted microbiological study has revealed that the tested compounds showed moderate antimicrobial activity – minimal bacteriostatic concentration of the vast majority of them regarding the reference strains of Staphylococcus aureus ATCC 25923 and Escherichia coli ATCC 25922 was in the range of 31.25–62.5 mg/ml, and the minimal bactericidal concentration was two - four times higher and were 62.5–500 mg/ml. In the study of thiosemicarbazones of 2,4-disubstituted 1-aryl-imidazole-5-carbaldehydes and some of their derivatives anticandida activity it has been found that it exceeded their antibacterial activity. Minimal fungistatic concentration for the vast majority (84 %) of the investigated compounds on Candida albicans ATCC 885–653 was in the range of 15.62 to 31.25 mg/ml, and the minimal fungicidal concentrations, respectively, from 15.62 to 250 mg/ml. It has been established that the introduction of the azide group cycle in the position 2 of imidazole cycle reduced bactericidal activity twice and the introduction of thiazolide fragment – by 4 times.
Conclusions. Thiosemicarbazones of 2,4-disubstituted 1-aryl-imidazole-5-carbaldehydes and some of their derivatives show antimicrobial activity against both Gram-positive and Gram-negative bacteria and yeast-like fungi. It has been established that the antimicrobial activity of the studied compounds depended on their chemical structure. The results are a prerequisite for further targeted synthesis of new compounds with predicted antimicrobial properties.
References
Berendonk, T., Manaia, C., Merlin, C., Fatta-Kassinos, D., Cytryn, E., Walsh, F., et al. (2015). Tackling antibiotic resistance: the environmental framework. Nature Reviews Microbiology, 13, 310–317. doi: 10.1038/nrmicro3439.
Willems, R. (2016). EVOTAR-Evolution and Transfer of Antibiotic Resistance-FP7 Project. Impact, 1, 28–30. doi: https://doi.org/10.21820/23987073.2016.1.28.
Bhullar, K., Waglechner, N., Pawlowski, A., Koteva, K., Banks, E., Johnston, M., Barton, H. A, & Wright, G. D. (2012). Antibiotic resistance is prevalent in an isolated cave microbiome. PLoS ONE, 7(4), 1 e34953. doi: 10.1371/journal.pone.0034953.
Amábile-Cuevas, C. F. (2015). Antibiotics and Antibiotic Resistance in the Environment. Mexico.
Pei, R., Joyner, M., & Knisley, J. (2015). Revised Model for Antibiotic Resistance in a Hospital. East Tennessee state university.
Bell, B. G., Schellevis, F., Stobberingh, E., Goossens, H. & Pringle, M. (2014). A systematic review and meta-analysis of the effects of antibiotic consumption on antibiotic resistance. BMC Infectious Diseases, 14, 13, doi: 10.1186/1471-2334-14-13.
Carlet, J., Jarlier, V., Harbarth, S., Voss, A., Goossens, H., & Pittet, D. (2012). Ready for a world without antibiotics? The pensières antibiotic resistance call to action. Antimicrobial Resistance and Infection Control, 1(1), 11, doi: 10.1186/2047-2994-1-11.
Marti, E., Variatza, E., & Balcazar, J. (2014). The role of aquatic ecosystems as reservoirs of antibiotic resistance. Trends in microbiology, 22(1), 36–41, doi: 10.1016/j.tim.2013.11.001.
Lewis, K. (2012). Persister cells: molecular mechanisms related to antibiotic tolerance. Springer Berlin Heidelberg, 211, 121–133. doi: 10.1007/978-3-642-28951-4_8.
Sengupta, S., Chattopadhyay, M. K., & Grossart, H-P. (2013). The multifaceted roles of antibiotics and antibioticresistance in nature. Frontiers in microbiology, 4, 47. doi: 10.3389/fmicb.2013.00047.
Spellberg, B., Bartlett, J. G., & Gilbert, D. N. (2013). The Future of Antibiotics and Resistance. N. Engl. J. Med., 368, 299–302. doi: 10.1056/NEJMp1215093.
Chornous, V. A., Grozav, A. N., Todoriko, L. D., & Vovk, M. V. (2014) Synthesis and biological activity of 4-chloro-1H-imidazole-5-carbaldehyde thiosemicarbazones. Pharmaceutical Chemistry Journal, 47(10), 524–526. doi:10.1007/s11094-014-0996-8.
(2007). Vyznachennia chutlyvosti mikroorhanizmiv do antybakterialnykh preparativ [Determination of the sensitivity of microorganisms to antibiotics»]. Kyiv: MOZ Ukrainy. [in Ukrainian].
Downloads
How to Cite
Issue
Section
License
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access)
