Anticancer properties of 1,2,4-triazole derivatives (literature review)
DOI:
https://doi.org/10.14739/2409-2932.2024.2.299477Keywords:
triazoles, anticancer activity, toxicity, biological action, oncology, therapy, drugsAbstract
Cancer is still one of the leading causes of death worldwide. Statistical data show that more than 130,000 people in Ukraine receive this diagnosis as a sentence every year. Cancer can affect any organ and eventually the whole body. In most cases, cancer is a tumor affecting epithelial, mucous, muscle, fat, and bone tissues. Also, processes related to malignant formations can occur in the blood and lymph. The main mechanism that triggers the process of formation of neoplasms is a violation of growth and, accordingly, cell division. They begin to grow uncontrollably, multiply, and can also migrate, spreading to nearby tissue structures, and later degenerate into atypical (malignant) ones. Cancer is one of the most life-threatening diseases. Literature data show that more than 90 % of cancer patients die due to chronic metastases. Cancer therapy involves the use of drugs that block the growth and spread of cancer cells by affecting certain molecular structures involved in the growth, progression, and spread of cancer. The diversity of the use of means for cancer therapy, namely, hormone therapy, the use of angiogenesis inhibitors and apoptosis inducers, has provided scientists with various options for finding effective means to fight this disease.
Aim. The aim of the work is the analysis and systematization of new data on the anticancer activity of 1,2,4-triazole derivatives and the selection of the most promising directions for further scientific research based on the results of the analysis.
Materials and methods. The study employed various methods, including analysis, information search, bibliosemantic analysis, descriptive techniques, and generalization. Research materials primarily comprised literary sources containing information on the promising array of new biologically active compounds, particularly 1,2,4-triazole derivatives, known for their targeted anticancer properties.
Results. A literature search was carried out, 1,2,4-triazole derivatives with antitumor activity were analysed, characterized and summarized. Based on the study of available information and conducting an information and patent search, it was established that the market of Ukraine is insufficiently saturated with 1,2,4-triazole-containing drugs with anticancer activity of domestic production. It was determined that the development of new effective drugs based on 1,2,4-triazole and potential drugs with clearly directed anticancer activity requires a systematic approach both in conducting synthetic tests and screening new compounds for further structural optimization of molecules.
Conclusions. The analysis of scientific literature in recent years devoted to the study of the anticancer activity of 1,2,4-triazole derivatives convincingly proves the prospect of further research in this direction. Numerous publications indicate the possibility of constant improvement of molecules with regard to the presence of anticancer activity. Domestic and foreign authors have clearly and argumentatively proven the perspective of the scientific direction for the creation of new original drugs to combat various oncopathologies.
References
Parchenko VV. [Synthesis, transformation, physic-chemical and biological properties in a number of 5-furyl substituted 1,2,4-triazol-3-thiones] [dissertation on the Internet]. Zaporizhzhia: Zaporizhzhia State Medical University; 2014 [cited 2024 Apr 1]. Available from: https://nrat.ukrintei.ua/searchdoc/0514U000208/
Danilchenko DM, Parchenko VV, Panasenko OI, Knysh YH. [Antifatigue action of the 5-(furan-2-yl, 2-metylfuran-3-yl)-4-amino-1,2,4-triazole-3-thione alkyl derivatives]. Farmatsevtychnyi zhurnal. 2016;0(2):92-7. doi: https://doi.org/10.32352/0367-3057.2.16.05
Parchenko VV. Antiviral activity of 1,2,4-triazole derivatives. Farmacevtychnyi zhurnal. 2011;(3):49-53. Available from: https://pharmj.org.ua/index.php/journal/article/view/652
Zazharskyi V, Bigdan O, Parchenko V, Parchenko M, Fotina T, Davydenko P, et al. Antimicrobial Activity of Some Furans Containing 1,2,4-Triazoles. Arch Pharm Pract. 2021;12(2):60-5. doi: https://doi.org/10.51847/RbJb3waUBB
Danilchenko DM, Parchenko VV. Antimicrobial activity of new 5-(furan-2-yl)-4-amino-1,2,4-triazole-3-thiol derivatives. Zaporozhye medical journal. 2017;19(1):105-7. doi: https://doi.org/10.14739/2310-1210.2017.1.91735
Kumar R, Kamal R, Kumar V, Prabhakar Chetti. Single crystal XRD, spectroscopic, DFT studies and synthesis of [1,2,4]triazolo[4,3-a]pyrimidines. Chemical data collections. 2022;42(42):100949-9. doi: https://doi.org/10.1016/j.cdc.2022.100949
Emami L, Sadeghian S, Mojaddami A, Khabnadideh S, Sakhteman A, Sadeghpour H, et al. Design, synthesis and evaluation of novel 1,2,4-triazole derivatives as promising anticancer agents. BMC Chem. 2022;16(1):91. doi: https://doi.org/10.1186/s13065-022-00887-x
Sachdeva H, Saquib M, Tanwar K. Design and Development of Triazole Derivatives as Prospective Anticancer Agents: A Review. Anticancer Agents Med Chem. 2022;22(19):3269-79. doi: https://doi.org/10.2174/1871520622666220412133112
Rathod B, Kumar K. Synthetic and Medicinal Perspective of 1,2,4-Triazole as Anticancer Agents. Chem Biodivers. 2022;19(11):e202200679. doi: https://doi.org/10.1002/cbdv.202200679
Rafaat MS, Karatepe A, Keser S, İnci Ş, Dalkılıc S. In vitro Biological Evaluation of 1,2,4-triazole Mannich Base. BioMed Target Journal. 2023;1(2):22-30. doi: https://doi.org/10.59786/bmtj.123
Alzebari AM, Qadir AM, Rafaat MS, Salihi A. Therapeutic Potential of Heat Shock Protein 90 Inhibitors, Geldanamycin, and Analog Compounds in Precision Cancer Therapy. BioMed Target Journal. 2023;1(2):2-21. doi: https://doi.org/10.59786/bmtj.122
Yıldırım S, Ayvaz A, Mermer A, Kocabaş F. Development of novel 1,2,4-triazole containing compounds with anticancer and potent anti-CB1 activity. J Biomol Struct Dyn. 2023 Jul 27:1-12. doi: https://doi.org/10.1080/07391102.2023.2239909
Milošev MZ, Jakovljević K, Joksović MD, Stanojković T, Matić IZ, Perović M, et al. Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies. Chem Biol Drug Des. 2017;89(6):943-52. doi: https://doi.org/10.1111/cbdd.12920
Tugrak M, Gul HI, Bandow K, Sakagami H, Gulcin I, Ozkay Y, et al. Synthesis and biological evaluation of some new mono Mannich bases with piperazines as possible anticancer agents and carbonic anhydrase inhibitors. Bioorg Chem. 2019;90:103095. doi: https://doi.org/10.1016/j.bioorg.2019.103095
Myrko II, Chaban TI, Ohurtsov VV, Drapak IV, Matiichuk VS. [Synthesis and study of the anticancer activity of some new 7H-[1,2,4]triazolo [3,4-b][1,3,4]thiadiazines]. Current issues in pharmacy and medicine: science and practice. 2021;14(3):320-7. Ukrainian. doi: https://doi.org/10.14739/2409-2932.2021.3.240361
Holota S, Komykhov S, Sysak S, Gzella A, Cherkas A, Lesyk R. Synthesis, Characterization and In Vitro Evaluation of Novel 5-Ene-thiazolo[3,2-b][1,2,4]triazole-6(5H)-ones as Possible Anticancer Agents. Molecules. 2021;26(4):1162. doi: https://doi.org/10.3390/molecules26041162
Prodea A, Milan A, Mioc M, Mioc A, Oprean C, Racoviceanu R, et al. Novel Betulin-1,2,4-Triazole Derivatives Promote In Vitro Dose-Dependent Anticancer Cytotoxicity. Processes. 2024;12:24. doi: https://doi.org/10.3390/pr12010024
Karpenko Y, Kusdemir G, Parchenko V, Tüzün B, Taslimi P, Karatas OF, et al. A biochemistry‐oriented drug design: synthesis, anticancer activity, enzymes inhibition, molecular docking studies of novel 1,2,4-triazole derivatives. J Biomol Struct Dyn. 2024;42(3):1220-36. doi: https://doi.org/10.1080/07391102.2023.2253906
Harshitha T, Vinay Kumar T, Vineetha T. In silico characterization, molecular docking, and in vitro evaluation of triazole derivatives as potential anticancer agents. Asian J Pharm Clin Res 2021;14:22-8. doi: https://doi.org/10.22159/ajpcr.2021.v14i2.40053
Bai C, Schmidt A, Freedman LP. Steroid hormone receptors and drug discovery: therapeutic opportunities and assay designs. Assay Drug Dev Technol. 2003;1(6):843-52. doi: https://doi.org/10.1089/154065803772613471
McDonnell DP, Clevenger B, Dana S, Santiso-Mere D, Tzukerman MT, Gleeson MA. The mechanism of action of steroid hormones: a new twist to an old tale. J Clin Pharmacol. 1993;33(12):1165-72. doi: https://doi.org/10.1002/j.1552-4604.1993.tb03916.x
Agarwal DS, Sakhuja R, Beteck RM, Legoabe LJ. Steroid-triazole conjugates: A brief overview of synthesis and their application as anticancer agents. Steroids. 2023;197:109258. doi: https://doi.org/10.1016/j.steroids.2023.109258
Siegel RL, Miller KD, Fuchs HE, Jemal A. Cancer Statistics, 2021. CA Cancer J Clin. 2021;71(1):7-33. doi: https://doi.org/10.3322/caac.21654
Šermukšnytė A, Kantminienė K, Jonuškienė I, Tumosienė I, Petrikaitė V. The Effect of 1,2,4-Triazole-3-thiol Derivatives Bearing Hydrazone Moiety on Cancer Cell Migration and Growth of Melanoma, Breast, and Pancreatic Cancer Spheroids. Pharmaceuticals (Basel). 2022;15(8):1026. doi: https://doi.org/10.3390/ph15081026
Yurttaş L, Evren AE, Kubilay A, Temel HE, Çiftçi GA. 3,4,5-Trisubstituted-1,2,4-triazole Derivatives as Antiproliferative Agents: Synthesis, In vitro Evaluation and Molecular Modelling. Lett Drug Des Discov. 2020;17(12):1502-15. https://doi.org/10.2174/1570180817999200712190831
Mahanti S, Sunkara S, Bhavani R. Synthesis, biological evaluation and computational studies of fused acridine containing 1,2,4-triazole derivatives as anticancer agents. Synthetic Communications. 2019;49(13):1729-40. doi: https://doi.org/10.1080/00397911.2019.1608450
Maddali NK, Ivaturi VK, Murthy Yellajyosula LN, Malkhed V, Brahman PK, Pindiprolu SK, et al. New 1,2,4-triazole scaffolds as anticancer agents: Synthesis, biological evaluation and docking studies. ChemistrySelect. 2021;6:6788-96. doi: https://doi.org/10.1002/slct.202101387
Kaur R, Dwivedi AR, Kumar B, Kumar V. Recent Developments on 1,2,4-Triazole Nucleus in Anticancer Compounds: A Review. Anticancer Agents Med Chem. 2016;16(4):465-89. doi: https://doi.org/10.2174/1871520615666150819121106
Lei Y, Zhang D, Liu Y, Tian G, Ge H. Synthesis and X-Ray Structure of New Anticancer Nucleosides Based on 1-((2-Hydroxyethoxy)methyl)-5-(phenylthio)-1H-1,2,4-triazole-3-carboxamide. Journal of Crystallization Process and Technology. 2014;4(3):135-9. doi: https://doi.org/10.4236/jcpt.2014.43017
Farghaly T, Abdallah MA, Mmahmoud HK. Synthesis of novel 1,2,4-triazoles and triazolo-thiadiazines as anticancer agents. Turkish Journal of Chemistry. 2015;39(5):5. doi: https://doi.org/10.3906/kim-1504-13
Bekircan O, Kucuk M, Kahveci B, Bektas H. Synthesis and anticancer evaluation of some new 4-amino-3-(p-methoxybenzyl)-4,5-dihydro-1,2,4-triazole-5-one derivatives. Zeitschrift Fur Naturforschung - Section B Journal of Chemical Sciences. 2008;63(11):1305-14. doi: https://doi.org/10.1515/znb-2008-1109
Downloads
Published
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)
