Analysis of biological properties of 1,2,4-triazole-containing compounds (literature review)

Authors

DOI:

https://doi.org/10.14739/2409-2932.2022.1.252392

Keywords:

1,2,4-triazole, biological properties, activity

Abstract

In the latest conditions of development and formation of the pharmaceutical industry, the introduction of new synthetic medicines requires continuous monitoring of the quality and safety of their use. For many years, synthetic drugs have remained an essential tool in the prevention and control of diseases of various etiologies. Among the synthetic class of substances, first of all, those that are low-toxic, safe, and effective deserve attention. In recent decades scientific publications prove the prospects of searching for new biologically active compounds among derivatives of 1,2,4-triazoles with fragments of various heterocyclic systems. Scientists claim that the combination of several structural fragments of heterocycles in one molecule leads to the emergence of new types of biological action, and sometimes to an increase in known pharmacological effects. At the same time, the synthesized compounds belong to the class of low-toxic or practically non-toxic substances.

The aim of our work is to analyze foreign and native sources on the biological activity of 1,2,4-triazole derivatives.

Conclusions. Among these derivatives, molecules that exhibit broad antifungal and antimicrobial activity, antitubercular, antiviral, actoprotective, antihypoxic, analgesic effects, etc. were found. After analyzing the known data, a number of «structure-action» regularities were established. The obtained results will be useful for further research work of scientists.

Author Biographies

A. V. Khilkovets, Zaporizhzhia State Medical University, Ukraine

PhD-student of the Department of Natural Sciences for Foreign Students and Toxicological Chemistry

V. V. Parchenko, Zaporizhzhia State Medical University, Ukraine

PhD, DSc, Professor of the Department of Natural Sciences for Foreign Students and Toxicological Chemistry

References

Zhang, J., Wang, S., Ba, Y., & Xu, Z. (2019). 1,2,4-Triazole-quinoline/quinolone hybrids as potential anti-bacterial agents. European journal of medicinal chemistry, 174, 1-8. https://doi.org/10.1016/j.ejmech.2019.04.033

Zafar, W., Sumrra, S. H., & Chohan, Z. H. (2021). A review: Pharmacological aspects of metal based 1,2,4-triazole derived Schiff bases. European journal of medicinal chemistry, 222, 113602. https://doi.org/10.1016/j.ejmech.2021.113602

Xu, Z. (2020). 1,2,3-Triazole-containing hybrids with potential antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA). European journal of medicinal chemistry, 206, 112686. https://doi.org/10.1016/j.ejmech.2020.112686

Sumrra, S. H., Zafar, W., Asghar, M. L., Mushtaq, F., Raza, M. A., Nazar, M. F., Nazar M., Nadeem M., Imran M., Mumtaz, S. (2021). Computational investigation of molecular structures, spectroscopic properties, cholinesterase inhibition and antibacterial activities of triazole Schiff bases endowed metal chelates. Journal of Molecular Structure, 1238. https://doi.org/10.1016/j.molstruc.2021.130382

Shaykoon, M. S., Marzouk, A. A., Soltan, O. M., Wanas, A. S., Radwan, M. M., Gouda, A. M., Youssif, B., & Abdel-Aziz, M. (2020). Design, synthesis and antitrypanosomal activity of heteroaryl-based 1,2,4-triazole and 1,3,4-oxadiazole derivatives. Bioorganic chemistry, 100, 103933. https://doi.org/10.1016/j.bioorg.2020.103933

Scarim, C. B., & Pavan, F. R. (2021). Thiazole, triazole, thio- and semicarbazone derivatives - Promising moieties for drug development for the treatment of tuberculosis. European Journal of Medicinal Chemistry Reports, 1, 100002. https://doi.org/10.1016/j.ejmcr.2021.100002

Yang, P., Luo, J. B., Wang, Z. Z., Zhang, L. L., Feng, J., Xie, X. B., Xie X., Shi Q., Zhang, X. G. (2021). Synthesis, molecular docking, and evaluation of antibacterial activity of 1,2,4-triazole-norfloxacin hybrids. Bioorganic Chemistry, 115. https://doi.org/10.1016/j.bioorg.2021.105270

Yang, P., Luo, J. B., Wang, Z. Z., Zhang, L. L., Feng, J., Xie, X. B., Shi, Q. S., & Zhang, X. G. (2021). Synthesis, molecular docking, and evaluation of antibacterial activity of 1,2,4-triazole-norfloxacin hybrids. Bioorganic chemistry, 115, 105270. https://doi.org/10.1016/j.bioorg.2021.105270

Qin, H. L., Zhang, Z. W., Ravindar, L., & Rakesh, K. P. (2020). Antibacterial activities with the structure-activity relationship of coumarin derivatives. European journal of medicinal chemistry, 207, 112832. https://doi.org/10.1016/j.ejmech.2020.112832

Qi, L., Li, M. C., Bai, J. C., Ren, Y. H., & Ma, H. X. (2021). In vitro antifungal activities, molecular docking, and DFT studies of 4-amine-3-hydrazino-5-mercapto-1,2,4-triazole derivatives. Bioorganic & medicinal chemistry letters, 40, 127902. https://doi.org/10.1016/j.bmcl.2021.127902

Bіhdan, O. A. (2020). Aktoprotektorna aktyvnist deiakykh pokhidnykh 5-(tiofen-3-ilmetyl)-4-R1-1,2,4-tryazol-3-tiolu [Actoprotective activity of some 5-(thiophen-3-ylmethyl)-4-R1-1,2,4-triazole-3-thiols derivatives]. Farmatsevtychnyi zhurnal, 75(3), 80-85. [in Ukrainian]. https://doi.org/10.32352/0367-3057.3.20.08

Safonov, A. A. (2020). A study of actoprotective activity of new 3-(thiophen-2-ylmethyl)-1H-1,2,4-triazole-5-thiol derivatives. Current issues in pharmacy and medicine: science and practice, 13(3), 365-370. https://doi.org/10.14739/2409-2932.2020.3.216211

Bihdan, O. A. (2021). Protymіkrobna ta protyhrybkova aktvnіst novykh ftorfenіlvmіsnykh 1.2.4-triazolіv [Antimicrobial and antifungal activity of new fluorophenyl-containing 1,2,4-triazoles]. Farmatsevtychnyi zhurnal, 76(2), 87-93. [in Ukrainian]. https://doi.org/10.32352/0367-3057.2.21.09

Karpun, Ye. O., & Polіshchuk, N. M. (2020). Protimіkrobna ta protigribkovikh novikh 4-(5-(((5-(alkіltіo)-4-R-4 1H-1.2.4-trіazol-3-іl)pіridinі [Antimicrobial and antifungal activity of new 4-(5-((5-(alkylthio)-4-R-4H-1,2,4-triazole-3-yl)thio)-1H-1,2,4-triazole-3-yl)pyridines]. Current issues in pharmacy and medicine: science and practice, 13(3), 354-358. [in Ukrainian]. https://doi.org/10.14739/2409-2932.2020.3.216204

Karpun E. O., & Parchenko, V. V. (2020). Syntez. fіzyko-khіmіchnі vlastyvostі ta antyhіpoksychna aktyvnіst deiakykh S-pokhіdnykh 4-R-5-(((3-(pіridin-4-іl)-1N-1.2.4-triazol-5-іl)tіo)metil)-4N-1.2.4-triazol-3-tіolіv [Synthesis, physicochemical properties and antigypoxic activity of some S-derivatives of 4-alkyl-5-(((3-(pyridin-4-yl)-1H-1,2,4-triazol-5-yl)thio)methyl)-4H-1,2,4-triazole-3-thiol]. Farmatsevtychnyi zhurnal, 75(6), 56-64. [in Ukrainian]. https://doi.org/10.32352/0367-3057.6.20.06

Bilay, I. M., Galushko, A. J., Hnitko, I. V., Pruhlo, E. S., Kaplaushenko, A. G., Parchenko, V. V., Hotsulya, A. S., Panasenko, O. І., & Knish, E. G. (2013). Hіpolіpіdemіchna aktyvnіst deiakykh pokhіdnykh 1.2.4-trіazolu [Hypolipidemic activity of some 1,2,4-triazoles]. Current issues in pharmacy and medicine: science and practice, (1), 15-17. [in Ukrainian].

Demchenko, A. M., Yadlovskyi, O. Ye., Koval, A. Ya., Bobkova, L. S., Yanchenko, V. O., & Demchenko, D. A. (2016). 5,7-Diatsyl-3-n(alkil)-6-aryl-5N-[1,2,4]tryazolo[3,4-b][1,3,4]tiadiazyny, shcho proiavliaiut analhetychni vlastyvosti [5,7-Diacyl-3-H(alkyl)-6-aryl-5N-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines exhibiting analgesic properties]. Ukraine Patent UA 112372. [in Ukrainian].

Ogorodnik, A. G., Yanchenko, V. A., Bobkova, L. S., Seredinska, N. M., & Demchenko, A. M. (2018). Syntez, ta analhetychni vlastyvosti pokhidnykh 5-metyl-3-aryl-[1,2,4]tryazolo[4,3-a]pirymydyn-7-olu [Synthesis and anаlgеsic activity 5-methyl-3-aryl[1,2,4]triazolo[4,3-a]pyrimidin-7-oles derivatives]. Farmatsevtychnyi Zhurnal, (2), 55-61. [in Ukrainian]. https://doi.org/10.32352/0367-3057.2.17.07

Chudinov, M. V., Prutkov, A. N., Matveev, A. V., Grebenkina, L. E., Konstantinova, I. D., & Berezovskaya, Y. V. (2016). An alternative route to the arylvinyltriazole nucleosides. Bioorganic & medicinal chemistry letters, 26(14), 3223-3225. https://doi.org/10.1016/j.bmcl.2016.05.072

Simurova, N. V., & Maiboroda, O. I. (2021). Antiviral activity of 1,2,4-triazole derivatives (microreview). Chemistry of heterocyclic compounds, 57(4), 420-422. https://doi.org/10.1007/s10593-021-02919-1

Wang, Z., Yu, Z., Kang, D., Zhang, J., Tian, Y., Daelemans, D., De Clercq, E., Pannecouque, C., Zhan, P., & Liu, X. (2019). Design, synthesis and biological evaluation of novel acetamide-substituted doravirine and its prodrugs as potent HIV-1 NNRTIs. Bioorganic & medicinal chemistry, 27(3), 447-456. https://doi.org/10.1016/j.bmc.2018.12.039

Ulomskiy, E. N., Ivanova, A. V., Gorbunov, E. B., Esaulkova, I. L., Slita, A. V., Sinegubova, E. O., Voinkov, E. K., Drokin, R. A., Butorin, I. I., Gazizullina, E. R., Gerasimova, E. L., Zarubaev, V. V., & Rusinov, V. L. (2020). Synthesis and biological evaluation of 6-nitro-1,2,4-triazoloazines containing polyphenol fragments possessing antioxidant and antiviral activity. Bioorganic & medicinal chemistry letters, 30(13), 127216. https://doi.org/10.1016/j.bmcl.2020.127216

Downloads

Published

2022-02-15

How to Cite

1.
Khilkovets AV, Parchenko VV. Analysis of biological properties of 1,2,4-triazole-containing compounds (literature review). Current issues in pharmacy and medicine: science and practice [Internet]. 2022Feb.15 [cited 2024Nov.29];15(1):102-6. Available from: http://pharmed.zsmu.edu.ua/article/view/252392

Issue

Vol. 15 No. 1 (2022)

Section

Review

License

Authors who publish with this journal agree to the following terms:

    1. 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.     Лицензия Creative Commons
    2. 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.
    3. 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)