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Volume 34, Issue 2 (March & April 2026)
J Adv Med Biomed Res 2026, 34(2): 184-192 |
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Abdulmohsan Z M, Karamallah A S, Shamaya A N S. Synthesis, Characterization, and Evaluation of Schiff Base Derivatives from Sulfamethoxazole Drugs as Promising Antibacterial Agents Against Gram-positive and Gram-negative Bacteria. J Adv Med Biomed Res 2026; 34 (2) :184-192
URL: http://journal.zums.ac.ir/article-1-7925-en.html
URL: http://journal.zums.ac.ir/article-1-7925-en.html
1- College of Medicine, AL-Iraqia University, Baghdad, Iraq , zahraa.m.abdulmohsan@aliraqia.edu.iq
2- Electromechanical Engineering Department, University of Technology, Baghdad-Iraq,
3- Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq,
2- Electromechanical Engineering Department, University of Technology, Baghdad-Iraq,
3- Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq,
Abstract: (358 Views)
Background & Objective: Schiff bases are widely recognized for their diverse biological activities, particularly their antibacterial properties. These compounds hold the potential to enhance the therapeutic efficacy of existing bactericidal drugs, such as sulfamethoxazole, as validated through in silico molecular docking and in vitro antibacterial assays.
Materials & Methods: This research aimed to synthesize novel Schiff base derivatives of sulfamethoxazole and investigate their antibacterial efficacy. The derivatives were synthesized via the condensation of sulfamethoxazole with four substituted benzaldehydes: 4-chloro, 4-hydroxy, 4-bromo, and 4,4-dimethylbenzaldehyde. The resulting compounds were characterized using melting point determination, FT-IR, and H NMR spectroscopy.
Results: Compounds 3 and 4 especially showed extremely high docking scores and significant antibacterial inhibitory zones, surpassing the combined medication. Conclusion: Laboratory research demonstrated the capacity to reverse bacterial resistance processes upon inspection and the potential for antibacterial chemicals to address the existing resistance problem in the future.
Conclusion: Laboratory research demonstrated the capacity to reverse bacterial resistance processes upon inspection and the potential for antibacterial chemicals to address the existing resistance problem in the future.
Materials & Methods: This research aimed to synthesize novel Schiff base derivatives of sulfamethoxazole and investigate their antibacterial efficacy. The derivatives were synthesized via the condensation of sulfamethoxazole with four substituted benzaldehydes: 4-chloro, 4-hydroxy, 4-bromo, and 4,4-dimethylbenzaldehyde. The resulting compounds were characterized using melting point determination, FT-IR, and H NMR spectroscopy.
Results: Compounds 3 and 4 especially showed extremely high docking scores and significant antibacterial inhibitory zones, surpassing the combined medication. Conclusion: Laboratory research demonstrated the capacity to reverse bacterial resistance processes upon inspection and the potential for antibacterial chemicals to address the existing resistance problem in the future.
Conclusion: Laboratory research demonstrated the capacity to reverse bacterial resistance processes upon inspection and the potential for antibacterial chemicals to address the existing resistance problem in the future.
Type of Study: Original Research Article |
Subject:
Life Science
Received: 2025/11/29 | Accepted: 2026/05/11 | Published: 2026/05/20
Received: 2025/11/29 | Accepted: 2026/05/11 | Published: 2026/05/20
References
1. Yoneyama H, Katsumata R. Antibiotic resistance in bacteria and its future for novel antibiotic development. Biosci Biotechnol Biochem. 2006;70(5):1060-75. [DOI:10.1271/bbb.70.1060] [PMID]
2. Zafar W, Sumrra SH, Hassan AU, Chohan ZH. A review on 'sulfonamides': their chemistry and pharmacological potentials for designing therapeutic drugs in medical science. J Coordinat Chem. 2023;76(5-6):546-80. [DOI:10.1080/00958972.2023.2208260]
3. Siqueira FdS, Siqueira JD, Machado AK, Sagrillo MR, Sokolovicz YCA, Loreto MF, et al. Synthesis of new schiff bases derived from sulfamethoxazole and aromatic aldehydes with high antibiofilm activity in rapidly growing mycobacteria samples. Future Pharmacol. 2025;5(4):72. [DOI:10.3390/futurepharmacol5040072]
4. Chamundeeswari SV, Samuel EJJ, Sundaraganesan N. Molecular structure, vibrational spectra, NMR and UV spectral analysis of sulfamethoxazole. Spectrochim Acta A Mol Biomol Spectrosc. 2014;118:1-10. [DOI:10.1016/j.saa.2013.07.063] [PMID]
5. Omidi S, Kakanejadifard A. A review on biological activities of Schiff base, hydrazone, and oxime derivatives of curcumin. RSC advances. 2020;10(50):30186-202. [DOI:10.1039/D0RA05720G] [PMID] [PMCID]
6. Koçyiğit ÜM, Gezegen H, Taslimi P. Synthesis, characterization, and biological studies of chalcone derivatives containing Schiff bases: Synthetic derivatives for the treatment of epilepsy and Alzheimer's disease. Archiv Pharmazie. 2020;353(12):2000202. [DOI:10.1002/ardp.202000202] [PMID]
7. Salihović M, Pazalja M, Halilović SŠ, Veljović E, Mahmutović-Dizdarević I, Roca S, et al. Synthesis, characterization, antimicrobial activity and DFT study of some novel Schiff bases. J Molec Struct. 2021;1241:130670. [DOI:10.1016/j.molstruc.2021.130670]
8. Afzal HR, Khan NuH, Sultana K, Mobashar A, Lareb A, Khan A, et al. Schiff bases of pioglitazone provide better antidiabetic and potent antioxidant effect in a streptozotocin-nicotinamide-induced diabetic rodent model. ACS omega. 2021;6(6):4470-9. [DOI:10.1021/acsomega.0c06064] [PMID] [PMCID]
9. Sandhu Q-U-A, Pervaiz M, Majid A, Younas U, Saeed Z, Ashraf A, et al. Schiff base metal complexes as anti-inflammatory agents. J Coordinat Chem. 2023;76(9-10):1094-118. [DOI:10.1080/00958972.2023.2226794]
10. Parvarinezhad S, Salehi M. Synthesis, characterization, anti-proliferative activity and chemistry computation of DFT theoretical methods of hydrazine-based Schiff bases derived from methyl acetoacetate and α-hydroxyacetophenone. J Molec Struct. 2021;1225:129086. [DOI:10.1016/j.molstruc.2020.129086]
11. Cordeiro R, Kachroo M. Synthesis and biological evaluation of anti-tubercular activity of Schiff bases of 2-Amino thiazoles. Bioorgan Med Chem Lett. 2020;30(24):127655 [DOI:10.1016/j.bmcl.2020.127655] [PMID]
12. Kaya S, Erkan S, Karakaş D. Computational investigation of molecular structures, spectroscopic properties and antitumor-antibacterial activities of some Schiff bases. Spectrochim Acta A Molec Biomolec Spectrosc. 2021;244:118829. [DOI:10.1016/j.saa.2020.118829] [PMID]
13. Uddin N, Rashid F, Ali S, Tirmizi SA, Ahmad I, Zaib S, et al. Synthesis, characterization, and anticancer activity of Schiff bases. J Biomolec Struct Dynam. 2020;38(11):3246-59. [DOI:10.1080/07391102.2019.1654924] [PMID]
14. Al-Khuzaie MG, Hama LHkk, Al-Majidi SM. Synthesis, in silico, and in vitro evaluation of the potential antioxidant activity of new quinazoline derivatives. Russia J Bioorgan Chem. 2024;50(4):1476-90 [DOI:10.1134/S1068162024040228]
15. Bathula S, Sankaranarayanan M, Malgija B, Kaliappan I, Bhandare RR, Shaik AB. 2-Amino thiazole derivatives as prospective aurora kinase inhibitors against breast cancer: QSAR, ADMET prediction, molecular docking, and molecular dynamic simulation studies. ACS Omega. 2023;8(46):44287-311. [DOI:10.1021/acsomega.3c07003] [PMID] [PMCID]
16. Zhao Y, Shadrick WR, Wallace MJ, Wu Y, Griffith EC, Qi J, et al. Pterin-sulfa conjugates as dihydropteroate synthase inhibitors and antibacterial agents. Bioorgan Med Chem Lett. 2016;26(16):3950-4. [DOI:10.1016/j.bmcl.2016.07.006] [PMID] [PMCID]
17. Sait KHW, Alam Q, Anfinan N, Al-Ghamdi O, Malik A, Noor R, et al. Structure-based virtual screening and molecular docking for the identification of potential novel EGFRkinase inhibitors against ovarian cancer. Bio Inform. 2019;15(4):287 [DOI:10.6026/97320630015287] [PMID] [PMCID]
18. Greenwood D. Antimicrobial chemotherapy: Oxford University Press; 2007.
19. George D, Mallery P. IBM SPSS statistics 29 step by step: A simple guide and reference: routledge; 2024. [DOI:10.4324/9781032622156]
20. Hua G, Cordes DB, Slawin AM, Woollins JD. Novel five-and six-membered rings of phosphorus-selenium heterocycles from selenation of amido-schiff bases. ACS Omega. 2020;5(20):11737-44 [DOI:10.1021/acsomega.0c01064] [PMID] [PMCID]
21. Silverstein RM, Bassler GC. Spectrometric identification of organic compounds. J Chem Educ. 1962;39(11):546 [DOI:10.1021/ed039p546]
22. DeMarsh M, Bookstaver PB, Gordon C, Lim J, Griffith N, Bookstaver NK, et al. Prediction of trimethoprim/sulfamethoxazole resistance in community-onset urinary tract infections. J Glob Antimicrob Resist. 2020;21:218-22. [DOI:10.1016/j.jgar.2019.10.023] [PMID]
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