Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole

Fatma Gül Özçelik Demirbanka

doi:10.18016/ksutarimdoga.vi.1939425

EN TR

Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole

Abstract

The aim of this study was to evaluate the in vitro anticancer, antioxidant, and genotoxic activities of five different Schiff base derivatives containing 1,2,3-triazole (BT-3, BT-4, BT-5, BT-8, and BT-10). The MTS assay results showed that the compounds exhibited cytotoxic effects in both OUMS and HUVEC cell lines; however, they did not demonstrate a pronounced therapeutic potential due to comparable cytotoxicity and lower IC₅₀ values in healthy cells. All compounds exhibited concentration-dependent antioxidant activity, with BT-3, BT-4, BT-5, and BT-8 becoming effective at 100 µg mL⁻¹, while BT-10 showed activity starting from 150 µg mL⁻¹. DNA cleavage analyses revealed that BT-4, BT-8, and BT-10 induced strand breaks in plasmid DNA, indicating genotoxic effects, whereas no significant effect was observed for BT-3 and BT-5. Overall, the findings suggest that these compounds possess antioxidant and partially genotoxic properties; however, their selective anticancer activity is limited. Therefore, their clinical applicability, particularly in chondrosarcoma treatment, appears to be low, and further investigations involving different cell lines and mechanistic studies are required for a more comprehensive evaluation.

Keywords

1,2,3-Triazol İçeren Schiff Bazlarının Antikanser, Antioksidan ve Genotoksik Özelliklerinin İncelenmesi

Abstract

Bu çalışmanın amacı, 1,2,3-triazol içeren beş farklı Schiff bazı türevinin (BT-3, BT-4, BT-5, BT-8 ve BT-10) antikanser, antioksidan ile genotoksik aktiviteleri in vitro olarak değerlendirmektir. MTS testi sonuçları, bileşiklerin hem OUMS hem de HUVEC hücre hatlarında sitotoksik etki gösterdiğini, ancak sağlıklı hücrelerde daha düşük IC₅₀ değerleriyle benzer sitotoksisite sergilemeleri nedeniyle belirgin bir terapötik potansiyel ortaya koymadığını göstermiştir. Tüm bileşiklerin konsantrasyona bağlı antioksidan aktivite sergilediği, özellikle BT-3, BT-4, BT-5 ve BT-8’in 100 µg mL⁻¹’den, BT-10’un ise 150 µg mL⁻¹’den itibaren etkili olduğu belirlenmiştir. DNA kesim analizleri ise BT-4, BT-8 ve BT-10’un plazmit DNA’da zincir kırıkları oluşturarak genotoksik etki gösterdiğini ortaya koyarken, BT-3 ve BT-5 için anlamlı bir etki gözlenmemiştir. Genel olarak, bileşiklerin antioksidan ve kısmen genotoksik özellikler sergilediği, ancak seçici antikanser etkinliklerinin sınırlı olduğu sonucuna varılmıştır. Bu nedenle, özellikle kondrosarkom tedavisi açısından klinik olarak uygulanabilirliklerinin düşük olduğu, ancak farklı hücre hatları ve mekanistik çalışmalarla daha kapsamlı şekilde değerlendirilmesi gerektiği düşünülmektedir.

Keywords

References

Agulnik, M., Wilky, B. A., Thorpe, S. W., & Zuckerman, L. M. (2026). Chondrosarcoma: Clinical behavior, molecular mechanisms, and emerging therapeutic strategies. Critical Reviews in Oncology/Hematology, 218, 105075. https://doi.org/10.1016/j.critrevonc.2025.105075
Arif, K., Leelavathi, P., & Padmavati, K. (2025). Synthesis of imidazole-1,2,3-triazole conjugates: Characterization, antibiotic, and anticancer activity. African Journal of Biomedical Research, 28(1S), 1975–1979. https://doi.org/10.53555/AJBR.v28i1S.6583
Belay, Y., Muller, A., Mokoena, F. S., Adeyinka, A. S., Motadi, L. R., & Oyebamiji, A. K. (2024). 1,2,3-triazole and chiral Schiff base hybrids as potential anticancer agents: DFT, molecular docking and ADME studies. Scientific Reports, 14, 6951. https://doi.org/10.1038/s41598-024-57689-5
Ceylan, G., & Cömertpay, S. (2020). Kapsaisinin H2452 Mezotelyoma Hücre Hattından Seçilen Klon larda Sitotoksisitesinin ve Kaspaz-3 Üzerine Etkilerinin Belirlenmesi. Kahramanmaraş Sütçü İmam Üniversitesi Tarım ve Doğa Dergisi, 23(5), 1125-1134.
Cömertpay, S., & Ceylan, G. (2019). Öncül afidikolin ve nokodazol muamelesinin kanserli ve ölümsüzleştirilmiş mezotelyum hücrelerinde kapsaisin sitotoksitesine etkisi. KSÜ Tarım ve Doğa Dergisi, 22(3), 456–465. https://doi.org/10.18016/ksutarimdoga.vi.496108
Göktürk, T., Hökelek, T., Karaman, S. G., Ağar, H., Aksu, E. N., Çetin, E. S., Canlı, E., & Güp, R. (2025). Syntheses of novel 1,2,3-triazole-based Schiff base ligands and their Co(II) complexes: DNA/BSA binding, DNA cleavage, topoisomerase IIα inhibition and cytotoxicity studies. Inorganic Chemistry Communications, 182(2), 115544. https://doi.org/10.1016/j.inoche.2025.115544
Gup, R., Erer, O., & Dilek, N. (2017). A rapid synthesis of 2-substituted 1,2,3-triazole-1-oxide derivative starting from 4-(methyl)isonitrosoacetophenone and its Ni(II) complex: Characterization, DNA binding and cleavage properties. Journal of Molecular Structure, 1129, 142–151. https://doi.org/10.1016/j.molstruc.2016.09.066.
Güngör, O., Gül, A., Güngör, S. A., Cömertpay, S., & Köse, M. (2024). Synthesis, DNA binding and anticancer properties of new Cu(II) and Zn(II) complexes of a Schiff base ligand containing a triphenylphosphonium as a lipophilic cation. Journal of Photochemistry and Photobiology A: Chemistry, 450, 115453. https://doi.org/10.1016/j.jphotochem.2023.115453

He, D., Shi, J., Qiu, J., Hou, Y., Du, Y., Gao, T., Huang, W., Wu, J., Lee, Y.-W., Mohamed, S. R., Liu, X., & Xu, J. (2023). Antifungal activities of a novel triazole fungicide, mefentrifluconazole, against the major maize pathogen Fusarium verticillioides. Pesticide Biochemistry and Physiology, 192, 105398. https://doi.org/10.1016/ j.pestbp.2023.105398
Joshi, R., Kumari, A., Singh, K., Mishra, H., & Pokharia, S. (2019). New diorganotin(IV) complexes of Schiff base derived from 4-amino-3-hydrazino-5-mercapto-4H-1,2,4-triazole: Synthesis, structural characterization, density functional theory studies, atoms-in-molecules analysis and antifungal activity. Applied Organometallic Chemistry, 33(5), e4894. https://doi.org/10.1002/aoc.4894
Kobayashi, S., Ueda, K., & Komano, T. (1990). The effects of metal ions on the DNA damage induced by hydrogen peroxide. Agricultural and Biological Chemistry, 54(1), 69–76. https://doi.org/10.1271/bbb1961.54.69
Liu, Y., & Nair, M. G. (2010). An efficient and economical MTT assay for determining the antioxidant activity of plant natural product extracts and pure compounds. Journal of Natural Products, 73(7), 1193–1195. https://doi.org/10.1021/np1001524
Neamah, F. O., Abbas, I. A., & Ali, S. H. (2025). Synthesis, characterization, and antioxidant activity of new Schiff base triazole transition metal ion complexes. Indian Journal of Heterocyclic Chemistry, 35(2), 245–254.
Nural, Y., Özdemir, S., Yalçın, M. S., Demir, B., Atabey, H., Seferoğlu, Z., & Ece, A. (2022). New bis- and tetrakis-1,2,3-triazole derivatives: Synthesis, DNA cleavage, molecular docking, antimicrobial, antioxidant activity and acid dissociation constants. Bioorganic & Medicinal Chemistry Letters, 55, 128453. https://doi.org/10.1016/j.bmcl.2021.128453
Rock, A., Ali, S., & Chow, W. A. (2022). Systemic therapy for chondrosarcoma. Current Treatment Options in Oncology, 23, 199–209.
Sumrra, S. H., Habiba, U., Zafar, W., Imran, M., & Chohan, Z. H. (2020). A review on the efficacy and medicinal applications of metal-based triazole derivatives. Journal of Coordination Chemistry, 73(20–22), 2838–2877. https://doi.org/10.1080/00958972.2020.1839751
Sung, H., Ferlay, J., Siegel, R. L., Laversanne, M., Soerjomataram, I., Jemal, A., & Bray, F.. (2021). Global cancer statistics 2020: GLOBOCAN estimates of incidence and mortality worldwide for 36 cancers in 185 countries. CA: A Cancer Journal for Clinicians, 71, 209–249. https://doi.org/10.3322/caac.21660
Wang, J., Shi, H., & Lu, A. (2024). Design, Synthesis, and Antifungal/Anti-Oomycete Activities of Novel 1,2,4-Triazole Derivatives Containing Carboxamide Fragments. Journal of Fungi, 10(2), 160. https://doi.org/10.3390/ jof10020160
Yin, L., Zhang, S., Zhou, T., Hu, Z., & Zhang, S. (2023). Synthesis, characterization, and anticancer activity of mononuclear Schiff-base metal complexes. Journal of Molecular Structure, 1275, 134683. https://doi.org/ 10.1016/j.molstruc.2022.134683
Zhao, S., Liu, J., Lv, Z., Zhang, G., & Xu, Z. (2023). Recent updates on 1,2,3-triazole-containing hybrids with in vivo therapeutic potential against cancers: A mini-review. European Journal of Medicinal Chemistry, 251, 115254. https://doi.org/10.1016/j.ejmech.2023.115254
Zhu, Y., Wang, Y., Zhao, H., Wei, J., Chen, H., Javed, M., Zhuang, L., & Wang, G. (2025). Synthesis, antioxidant activity, DFT simulations, molecular docking studies of Schiff base derivatives containing 2-(2-hydrazinyl) thiazole moiety. Journal of Molecular Structure, 1336, 142150. https://doi.org/10.1016/j.molstruc.2025.142150
Zumpe, C., Bachmann, C. L., Metzger, A. U., & Wiedemann, N. (2010). Comparison of potency assays using different read-out systems and their suitability for quality control. Journal of Immunological Methods, 360(1–2), 129–140. https://doi.org/10.1016/j.jim.2010.06.019

Details

Primary Language

English

Subjects

Biochemistry and Cell Biology (Other)

Journal Section

Research Article

Authors

Fatma Gül Özçelik Demirbanka ^*
0000-0003-0554-0404
Türkiye

Early Pub Date

October 23, 2026

Publication Date

-

Submission Date

April 28, 2026

Acceptance Date

August 22, 2026

Published in Issue

Year 2026 Number: Advanced Online Publication

DOI

https://doi.org/10.18016/ksutarimdoga.vi.1939425

IZ

https://izlik.org/JA27HS49BY

Cite

RIS / Bibtex

APA

Özçelik Demirbanka, F. G. (2026). Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole. Kahramanmaraş Sütçü İmam Üniversitesi Tarım Ve Doğa Dergisi, Advanced Online Publication. https://doi.org/10.18016/ksutarimdoga.vi.1939425

AMA

1.Özçelik Demirbanka FG. Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole. KSU J. Agric Nat. 2026;(Advanced Online Publication). doi:10.18016/ksutarimdoga.vi.1939425

Chicago

Özçelik Demirbanka, Fatma Gül. 2026. “Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole”. Kahramanmaraş Sütçü İmam Üniversitesi Tarım Ve Doğa Dergisi, no. Advanced Online Publication. https://doi.org/10.18016/ksutarimdoga.vi.1939425.

EndNote

Özçelik Demirbanka FG (October 1, 2026) Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole. Kahramanmaraş Sütçü İmam Üniversitesi Tarım ve Doğa Dergisi Advanced Online Publication

IEEE

[1]F. G. Özçelik Demirbanka, “Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole”, KSU J. Agric Nat., no. Advanced Online Publication, Oct. 2026, doi: 10.18016/ksutarimdoga.vi.1939425.

ISNAD

Özçelik Demirbanka, Fatma Gül. “Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole”. Kahramanmaraş Sütçü İmam Üniversitesi Tarım ve Doğa Dergisi. Advanced Online Publication (October 1, 2026). https://doi.org/10.18016/ksutarimdoga.vi.1939425.

JAMA

1.Özçelik Demirbanka FG. Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole. KSU J. Agric Nat. 2026. doi:10.18016/ksutarimdoga.vi.1939425.

MLA

Özçelik Demirbanka, Fatma Gül. “Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole”. Kahramanmaraş Sütçü İmam Üniversitesi Tarım Ve Doğa Dergisi, no. Advanced Online Publication, Oct. 2026, doi:10.18016/ksutarimdoga.vi.1939425.

Vancouver

1.Fatma Gül Özçelik Demirbanka. Anticancer, Antioxidant, and Genotoxic Properties of Schiff Bases Containing 1,2,3-Triazole. KSU J. Agric Nat. 2026 Oct. 1;(Advanced Online Publication). doi:10.18016/ksutarimdoga.vi.1939425