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Volume 33, Issue 162 (Special Issue 2025)
J Adv Med Biomed Res 2025, 33(162): 110-122 |
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Kadhim Z Y, Al-khafaji S A, Mankhi R N, Abddulameer M A. Design, Synthesis, In Silico Studies, and Pharmacological Evaluation of New Chalcone Derivatives as Anticancer and Antioxidant Agents. J Adv Med Biomed Res 2025; 33 (162) :110-122
URL: http://journal.zums.ac.ir/article-1-7909-en.html
URL: http://journal.zums.ac.ir/article-1-7909-en.html
1- Department of Physiology, College of Veterinary Medicine, Al-Muthanna University, Samawah, Iraq
2- Department of Microbiology, College of Veterinary Medicine, Al-Muthanna University, Samawah, Iraq
3- Department of Pharmaceutical Chemistry, College of Pharmacy, University of Misan, Maysan, Iraq ,rusul.naaem@uomisan.edu.iq
4- Department of Sciences, College of Basic Education, Al-Muthanna University, Samawah, Iraq
2- Department of Microbiology, College of Veterinary Medicine, Al-Muthanna University, Samawah, Iraq
3- Department of Pharmaceutical Chemistry, College of Pharmacy, University of Misan, Maysan, Iraq ,
4- Department of Sciences, College of Basic Education, Al-Muthanna University, Samawah, Iraq
Abstract: (158 Views)
Background & Objective: Chalcones are promising compounds in the pharmaceutical field due to their antioxidant and anticancer properties. The aim of this study was to synthesize two novel chalcone derivatives (A1 and A2) and evaluate their biological activities, including antioxidant potential and cytotoxicity against cancer cells.
Materials & Methods: The chemical structures of compounds A1 and A2 were confirmed using spectroscopic techniques including Proton Nuclear Magnetic Resonance (1H-NMR), Gas Chromatography-Mass Spectrometry (GC-MS), and Ultraviolet-Visible (UV-Vis) spectroscopy. A hemolysis assay was conducted to assess biocompatibility. Antioxidant activity was measured using the DPPH radical scavenging assay at various concentrations (12.4-1000µg/ml). Cytotoxicity was evaluated against human breast cancer cells (MCF-7).
Results: Both A1 and A2 exhibited low hemolytic activity (4.09% and 3.99% respectively, at 100µg/ml), indicating good biocompatibility. Compound A1 exhibited more potent antioxidant activity than A2. Cytotoxicity assays demonstrated that both compounds were more toxic to MCF-7 cancer cells, with IC50 values for the produced compounds A1, A2, and Tamoxifen were 34.67µg/ml, 28.34µg/ml, and 15.48µg/ml, respectively, indicating potential selective anticancer activity.
Conclusion: Compounds A1 and A2 exhibited promising antioxidant and anticancer properties, with minimal hemolytic effects and selective toxicity toward cancer cells, making them potential candidates for further pharmaceutical development.
Keywords: Sulfonamide Chalcone Derivatives, Antioxidant, Hemolysis, In silico Docking, GC-MS, 1H-NMR, UV-Vis, MCF-7 Breast Cancer
Type of Study: Original Research Article |
Subject:
Pharmacology
Received: 2025/10/8 | Accepted: 2025/11/19 | Published: 2025/12/29
Received: 2025/10/8 | Accepted: 2025/11/19 | Published: 2025/12/29
References
1. Wijayanti LW, Swasono RT, Lee W, Jumina J. Synthesis and Evaluation of Chalcone Derivatives as Novel Sunscreen Agent. Molecules. 2021;26(9):2698. [DOI:10.3390/molecules26092698] [PMID] [PMCID]
2. Elavarasan M, Thendral MT, Shafi SS. Synthesis, Characterisation and Antimicrobial Activity of Some New Chalcones. Int J Pharm Sci Res. 2018;9(5):1969-73.
3. Jumina J, Styaningrum RW, Siswanta D, Triono S, Priastomo Y, Harizal H, et al. Synthesis and preliminary evaluation of several chalcone derivatives as sunscreen compounds. Chem J Mold. 2019;14(2):90-6. [DOI:10.19261/cjm.2019.624]
4. Aguiar ASN, Dias PGM, Queiroz JE, Firmino PP, Custódio JMF, Dias LD, et al. Insights on potential photoprotective activity of two butylchalcone derivatives: synthesis, spectroscopic characterization and molecular modeling. Photonics 2023;10(3):228. [DOI:10.3390/photonics10030228]
5. Rocha S, Ribeiro D, Fernandes E, Freitas M. A systematic review on anti-diabetic properties of chalcones. Curr Med Chem. 2020;27(14):2257-321. [DOI:10.2174/0929867325666181001112226] [PMID]
6. Sooknual P, Pingaew R, Phopin K, Ruankham W, Prachayasittikul S, Ruchirawat S, et al. Synthesis and neuroprotective effects of novel chalcone-triazole hybrids. Bioorg Chem. 2020;105:104384. [DOI:10.1016/j.bioorg.2020.104384] [PMID]
7. Custodio JMF, Guimaraes-Neto JJA, Awad R, Queiroz JE, Verde GMV, Mottin M, et al. Molecular modelling and optical properties of a novel fluorinated chalcone. Arab J Chem. 2020;13(1):3362-71. [DOI:10.1016/j.arabjc.2018.11.010]
8. Borges ID, Danielli JAV, Silva VEG, Sallum LO, Queiroz JE, Dias LD, et al. Synthesis and structural studies on (E)-3-(2,6-difluorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one: a promising nonlinear optical material. RSC Adv. 2020;10(38):22542-55. [DOI:10.1039/D0RA03634J] [PMID] [PMCID]
9. Custodio JMF, Perez CN, Valverde C, Osorio FAP, Napolitano HB. Enhanced nonlinear optics properties of a bromine chalcone from a novel polymorph. Chem Phys Lett. 2020;738:136852. [DOI:10.1016/j.cplett.2019.136852]
10. Elkanzi NAA, Hrichi H, Alolayan RA, Derafa W, Zahou FM, Bakr RB. Synthesis of Chalcones Derivatives and Their Biological Activities: A Review. ACS Omega. 2022;7(32):27769-86. [DOI:10.1021/acsomega.2c01779] [PMID] [PMCID]
11. Ahn S, Truong VN-P, Kim B, Yoo M, Lim Y, Cho SK, et al. Design, synthesis, and biological evaluation of chalcones for anticancer properties targeting glycogen synthase kinase 3 beta. Appl Biol Chem. 2022;65(1):17. [DOI:10.1186/s13765-022-00686-x]
12. Li T, Li W, Yang X, Chen G, Jin X, Chen W, et al. Design, Synthesis, anticancer evaluation and in silico studies of 2,4,6-trimethoxychalcone derivatives. Saudi Pharm J. 2023;31(1):65-84. [DOI:10.1016/j.jsps.2022.11.006] [PMID] [PMCID]
13. Henry EJ, Bird SJ, Gowland P, Collins M, Cassella JP. Ferrocenyl chalcone derivatives as possible antimicrobial agents. J Antibiot (Tokyo). 2020;73(5):299-308. [DOI:10.1038/s41429-020-0280-y] [PMID]
14. Farghaly TA, Masaret GS, Muhammad ZA, Harras MF. Discovery of thiazole-based-chalcones and 4-hetarylthiazoles as potent anticancer agents: Synthesis, docking study and anticancer activity. Bioorg Chem. 2020;98:103761. [DOI:10.1016/j.bioorg.2020.103761] [PMID]
15. Gao F, Huang G, Xiao J. Chalcone hybrids as potential anticancer agents: Current development, mechanism of action, and structure-activity relationship. Med Res Rev. 2020;40(5):2049-84. [DOI:10.1002/med.21698] [PMID]
16. El-Wakil MH, Khattab SN, El-Yazbi AF, El-Nikhely N, Soffar A, Khalil HH. New chalcone-tethered 1,3,5-triazines potentiate the anticancer effect of cisplatin against human lung adenocarcinoma A549 cells by enhancing DNA damage and cell apoptosis. Bioorg Chem. 2020;105:104393. [DOI:10.1016/j.bioorg.2020.104393] [PMID]
17. Ahmad MR, Sastry VG, Bano N, Anwar S. Synthesis of novel chalcone derivatives by conventional and microwave irradiation methods and their pharmacological activities. Arab J Chem. 2016;9:S931-S5. [DOI:10.1016/j.arabjc.2011.09.002]
18. Ridha AA, Kashanian S, Azandaryani AH, Rafipour R, Mahdavian E. New Folate-Modified Human Serum Albumin Conjugated to Cationic Lipid Carriers for Dual Targeting of Mitoxantrone against Breast Cancer. Curr Pharm Biotechnol. 2020;21(4):305-15. [DOI:10.2174/1389201020666191114113022] [PMID]
19. Kadhim ZY, Alqaraghuli HGJ, Abd MT. Synthesis, Characterization, Molecular Docking, In Vitro Biological Evaluation and In Vitro Cytotoxicity Study of Novel Thiazolidine-4-One Derivatives as Anti-Breast Cancer Agents. Anticancer Agents Med Chem. 2021;21(17):2397-406. [DOI:10.2174/1871520621666210401100801] [PMID]
20. Kadhim ZY, Magtoof MS. Synthesis, characterization, novel oxazolone derivatives of study cytotoxicity, antioxidant and antibacterial activity in vitro. HIV Nursing. 2022;22(2):528-33.
21. Mankhi RN, Abdul-Rida NA. New Fenofibrate Derivatives As Anticancer And Antioxidant Agents: Synthesis, In Silico Study And Biological Evaluation. Kimya Problemleri. 2025;23(2):286-93. [DOI:10.32737/2221-8688-2025-2-286-293]
22. Singh D, Kaundal V, Aggarwal N, Jindal S, Ankalgi AD, Goyal K. A concise review on synthesis, anti-inflammatory and antioxidant activities of chalcone. Asian J Pharm Res. 2022;12(1):37-44. [DOI:10.52711/2231-5691.2022.00007]
23. Septianingtyas D, Zafira N, Zulhipri, Kurniadewi F, Dianhar H. Green synthesis of chalcones derivatives. InAIP Conference Proceedings. 2021. (Vol. 2331, No. 1, p. 040020). Melville, NY, USA: AIP Publishing LLC. [DOI:10.1063/5.0042002]
24. Jawad AM, Salih MNM, Helal TA, Obaid NH, Aljamali NM. Review on chalcone (preparation, reactions, medical and bio applications). Int J Chem Synth Chem Reac. 2019;5(1):16-27.
25. Khairul WM, Daud AI, Augustine E, Arshad S, Razak IA. FT-IR, NMR and X-ray crystallography dataset for newly synthesized alkoxy-chalcone featuring (E)-1-(4-ethylphenyl)-3-(4-(heptyloxy) phenyl) prop‑2-en-1-one. Chem Data Collect. 2020;28:100473. [DOI:10.1016/j.cdc.2020.100473]
26. Lee Y, Koh D, Lim Y. 1 H and 13C NMR spectral assignments of 25 ethyl 2‐oxocyclohex‐3‐enecarboxylates. Magn Reson Chem. 2018;56(12):1188-200. [DOI:10.1002/mrc.4778] [PMID]
27. Lee MS, Yang YL, Wu CY, Chen YL, Lee CK, Tzean SS, et al. Efficient identification of fungal antimicrobial principles by tandem MS and NMR database. J Food Drug Anal. 2019;27(4):860-8. [DOI:10.1016/j.jfda.2019.06.003] [PMID] [PMCID]
28. Müller WH, Verdin A, De Pauw E, Malherbe C, Eppe G. Surface-assisted laser desorption/ionization mass spectrometry imaging: A review. Mass Spectrom Rev. 2022;41(3):373-420. [DOI:10.1002/mas.21670] [PMID] [PMCID]
29. Lavakumar S, Vivekanand PA, Prince AAM. Simultaneous analysis of octylmethoxycinnamate and butylmethoxydibenzoylmethane in sunscreen products by a validated UV-spectrophotometric method. Mater Today Proc. 2021;36:893-7. [DOI:10.1016/j.matpr.2020.07.025]
30. Kadhim ZY, Alqaraghuli HGJ. Synthesis, Docking Study, and Structural Characterization of New Bioactive Thiazolidine-4-one Derivatives as Antibacterial and Antioxidant Agents. Russ J Bioorg Chem. 2025;51(2):729-42. [DOI:10.1134/S1068162024605007]
31. Bhattacharya S, Sherje AP. Development of resveratrol and green tea sunscreen formulation for combined photoprotective and antioxidant properties. J Drug Deliv Technol. 2020;60:102000. [DOI:10.1016/j.jddst.2020.102000]
32. Almeida-Neto FWQ, da Silva LP, Ferreira MKA, Mendes FRS, de Castro KKA, Bandeira PN, et al. Characterization of the structural, spectroscopic, nonlinear optical, electronic properties and antioxidant activity of the N-{4'-[(E)-3-(Fluorophenyl)-1-(phenyl)-prop-2-en-1-one]}-acetamide. J Mol Struct. 2020;1220:128765. [DOI:10.1016/j.molstruc.2020.128765]
33. Siddiqui L, Hawsawi MB, Chotana GA, Saleem RSZ. Bis-Chalcones: Recent Reports of Their Diverse Applications in Biological and Material Sciences. ACS Omega. 2024;9(41):42061-90. [DOI:10.1021/acsomega.4c04635] [PMID] [PMCID]
34. Sager A, Abbood AF, Abaies JK, Khazal FA. A Design, Molecular Docking, ADMET Studies, Synthesis, Characterization, and Invitro Pharmacological Evaluation of Tetrazole Derivatives. Iraqi J Pharm Sci. 2025;34(1):10-25.
35. Constantinescu T, Lungu CN. Anticancer Activity of Natural and Synthetic Chalcones. Int J Mol Sci. 2021;22(21):11306. [DOI:10.3390/ijms222111306] [PMID] [PMCID]
36. Dos Santos MB, Bertholin Anselmo D, de Oliveira JG, Jardim-Perassi BV, Alves Monteiro D, Silva G, et al. Antiproliferative activity and p53 upregulation effects of chalcones on human breast cancer cells. J Enzyme Inhib Med Chem. 2019;34(1):1093-9. [DOI:10.1080/14756366.2019.1615485] [PMID] [PMCID]
37. Coskun D, Aydin İ, Cinar-Asa S, Coskun MF, Ari F. A dual-targeted attack: 2-benzofuran chalcone-tamoxifen combination induces apoptosis and suppresses metastatic behavior in ER+ breast cancer. Results Chem. 2025;18:102683. [DOI:10.1016/j.rechem.2025.102683]
38. Salum KA, Alidmat MM, Khairulddean M, Kamal NNSNM, Muhammad M. Design, synthesis, characterization, and cytotoxicity activity evaluation of mono-chalcones and new pyrazolines derivatives. J Appl Pharm Sci. 2020;10(8):020-36.
39. Kuttithodi AM, Nikhitha D, Jacob J, Narayanankutty A, Mathews M, Olatunji OJ, et al. Antioxidant, Antimicrobial, Cytotoxicity, and Larvicidal Activities of Selected Synthetic Bis-Chalcones. Molecules. 2022;27(23):8209. [DOI:10.3390/molecules27238209] [PMID] [PMCID]
40. Ouyang Y, Li J, Chen X, Fu X, Sun S, Wu Q. Chalcone Derivatives: Role in Anticancer Therapy. Biomolecules. 2021;11(6):894. [DOI:10.3390/biom11060894] [PMID] [PMCID]
41. Lai SL, Mustafa MR, Wong PF. Panduratin A induces protective autophagy in melanoma via the AMPK and mTOR pathway. Phytomedicine. 2018;42:144-51. [DOI:10.1016/j.phymed.2018.03.027] [PMID]
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