Synthesis, Characterization, Antibacterial Evaluation and Study of Organic Separation Behavior for Five Membered Ring for Pyridine Derivatives

Year : 2025 | Volume : 16 | Issue : 03 | Page : 106 121
    By

    Sarah Mohammed Abed Alwan,

  • Marwah Tahseen Neamah,

  • Nagham Mahmood Aljamali,

  1. Lecturer, Chemistry Field, Holy Karbala Education Directorate, Karbala, Iraq
  2. Assist. Lecturer, Department of Chemistry, College of Education for Girls, Kufa University, Kufa, Iraq
  3. Professor, Department of Chemistry, Synthetic Organic Chemistry, Kufa, Iraq

Abstract

Imidazoles can be prepared by condensation between amines and various aldehydes and ketones. Imidazole derivatives are important compounds due to their broad biological activity and pharmacological properties, such as antifungal, antioxidant, cytotoxic, anti-inflammatory, analgesic, anti-YFV (yellow fever virus), anti-tuberculosis, and antimicrobial activity. In recent years, many studies have been conducted on the preparation of biological imidazole derivatives, especially derivatives linked to heterogeneous rings containing nitrogen or any other donor atom. Therefore, we prepared in this study some types of five-membered rings derived from imidazole, pyridine, and sulfonated derivatives. Then, they were studied spectroscopically to prove their formation through the appearance of active groups in the compounds and the frequencies of their bands in the diagnostic chemical spectra, which gave values that prove and confirm the purity of the prepared derivatives of pyridine. Then, the Organic Separation Behaviors were studied as additional applications for research. It is known that the imidazole or pyridine nucleus is a highly effective hybrid compound, so it has been linked with other derivatives to study its efficiency in other applications.

Keywords: Imidazole, sulphone, pyridine, hetero, five membered.

[This article belongs to Research and Reviews: A Journal of Pharmaceutical Science ]

How to cite this article:
Sarah Mohammed Abed Alwan, Marwah Tahseen Neamah, Nagham Mahmood Aljamali. Synthesis, Characterization, Antibacterial Evaluation and Study of Organic Separation Behavior for Five Membered Ring for Pyridine Derivatives. Research and Reviews: A Journal of Pharmaceutical Science. 2025; 16(03):106-121.
How to cite this URL:
Sarah Mohammed Abed Alwan, Marwah Tahseen Neamah, Nagham Mahmood Aljamali. Synthesis, Characterization, Antibacterial Evaluation and Study of Organic Separation Behavior for Five Membered Ring for Pyridine Derivatives. Research and Reviews: A Journal of Pharmaceutical Science. 2025; 16(03):106-121. Available from: https://journals.stmjournals.com/rrjops/article=2025/view=224974


References

  1. Abe M, Shimizu A, Yokoyama Y, Takeuchi Y, Ishikawa O. A possible inhibitory action of diaminodiphenyl sulfone on tumour necrosis factor-alpha production from activated mononuclear cells on cutaneous lupus erythematosus. Clin Exp Dermatol. 2008; 33:759–763.
  2. Ahmad RA, Rogers HJ. Pharmacokinetics and protein binding interactions of dapsone and pyrimethamine. Br J Clin Pharmacol. 1980;10:519–524.
  3. Al-Said MS, Ghorab MM, Nissan YM. Dapson heterocytic chemistry, part VIII: synthesis, molecular docking and anticancer activity of some novel sulfonylbiscompounds carrying biologically active 1,3-dihydropyridine, chromene and chromenopyridine moieties. Chem Cent J. 2012;6:64.
  4. Altagracia M, Monroy-Noyola A, Osorio-Rico L, Kravzov J, Varado-Calvillo R, Manjarrez-Marmolejo J, Rios C. Dapsone attenuates kainic acid-induced seizures in rats. Neurosci Lett. 1994;176:52–54.
  5. Anderson R, Gatner EM, van Rensburg CE, Grabow G, Imkamp FM, Kok SK, van Rensburg AJ. In vitro and in vivo effects of dapsone on neutrophil and lymphocyte functions in normal individuals and patients with lepromatous leprosy. Anitmicrob Agents Chemother. 1981;19:495–503.
  6. Anderson R. Enhancement by clofazimine and inhibition by dapsone of production of prostaglandin E2 by human polymorphonuclear leukocytes in vitro. Antimicrob Agents Chemother. 1985;27:257–362.
  7. N Mahmood   2015. Synthesis and Chemical Identification of Macro Compounds of (Thiazol and Imidazol)”., Research Journal of Pharmacy and Technology ,8 (1),78-84., DOI: 10.5958/0974-360X.2015.00016.5.
  8. Ashurst JV, Wasson MN, Hauger W, Fritz WT. Pathophysiologic mechanisms, diagnosis, and management of dapsone-induced methemoglobinemia. J Am Osteopath Assoc. 2010;110:16–20.
  9. Barranco VP. Inhibition of lysosomal enzymes by dapsone. Arch Dermatol. 1974;110:563–566.
  10. Beiguelman B, Pisam RC. Effect of DDS on phytohemagglutinin-induced lymphocyte transformation. Int J Lepr Other Mycobact Dis. 1974;42:412–415.
  11. N Mahmood A. 2016. Synthesis and Biological Study of Hetero (Atoms and Cycles) Compounds., Der Pharma Chemica, 8,6, 40-48.
  12. Berlow BA, Liebhaber MI, Dyer Z, Spiegel TM. The effect of dapsone in steroid-dependent asthma. J Allergy Clin Immunol. 1991;87:710–715.
  13. Bernstein JE, Lorincz AL. Sulfonamides and sulfones in dermatologic therapy. Int J Dermatol. 1981;20:81–88.
  14. Bissinger EM, Heinke R, Spannhoff A, Eberlin A, Metzger E, Cura V, Hassenboehler P, Cavarelli J, Schüle R, Bedford MT, Sippl W, Jung M. Acyl derivatives of p-aminosulfonamides and dapsone as new inhibitors of the arginine methyltransferase hPRMT1. Bioorg Med Chem. 2011;29:3717–3731.
  15. Blasum C (1998) Untersuchung zur Beinflussung der Interleukin-8-Spiegel in Lipopolysaccharid-stimulierten Vollblut gesunder Probanden durch in der Dermatologie angewandte antiinflammatorische Pharmaka mit antioxidativer Potenz. (Thesis). Technical University, University Hospital, Department of Dermatology, Dresden
  16. Boehm I, Bauer R, Bieber T. Urticaria treated with dapsone. 1999;54:765–766.
  17. Perro, S. Reculusa, E. Bourgeat-Lami, E. Duguet, S. Ravaine. Synthesis of hybrid colloidal particles: from snowman-like to raspberry-like morphologies Colloids Surf, Physicochem. Eng. Asp., 284 (2006), pp. 78-83.
  18. Nemah Sahib Mohammed Husien,Nagham Mahmood Aljamali.(2024). Designation of Nano-Analytical Reagents and Evaluation of Nano-Applications., Journal of Advanced Research in Fluid Mechanics and Thermal Sciences 116, Issue 2 (2024) 27-40
  19. Bonney RJ, Wightman PD, Dahlgren ME, Sadowski SJ, Davies P, Jensen N, Lanza T, Humes JL. Inhibition of the release of prostaglandins, leukotrienes and lysosomal acid hydrolases from macrophages by selective inhibitors of lecithin biosynthesis. Biochem Pharmacol. 1983;32:361–366
  20. Booth SA, Moody CE, Dahl MV, Herron MJ, Nelson RD. Dapsone suppresses integrin-mediated neutrophil adherence function. J Invest Dermatol. 1992;98:135–140.
  21. Bordin L, Fiore C, Zen F, Coleman MD, Ragazzi E, Clari G. Dapsone hydroxylamine induces premature removal of human erythrocytes by membrane reorganization and antibody binding. Br J Pharmacol. 2010;161:1186–1199.
  22. Wang, Cuiling; Yan, Jiaxu; Du, Mo; Burlison, Joseph A.; Li, Chi; Sun, Yanni; Zhao, Danqing; Liu, Jianli (2017). “One step synthesis of indirubins by reductive coupling of isatins with KBH4” .  Tetrahedron . 73 (19): 2780–2785. doi:1016/j.tet.2017.03.077.
  23. Lattuada, T.A. Hatton. Synthesis, properties and applications of Janus nanoparticles., Nano Today, 6 (3) (2011), pp. 286-308.
  24. Song, S. Chen . Janus nanoparticles: preparation, characterization, and applications ., Chem. Asian J., 9 (2) (2014), pp. 418-430.
  25. Liang, C. Zhang, Z. Yang. Rational design and synthesis of Janus composite.  Adv. Mater ., 26 (40) (2014), pp. 6944-6949.
  26. Perro, F. Meunier, V. Schmitt, S. Ravaine. Production of large quantities of “Janus” nanoparticles using wax-in-water emulsions., Colloids Surf. Physicochem. Eng. Asp ., 332 (1) (2009), pp. 57-62.
  27. Mhammd AbdAli, N Mahmood A. (2021). Synthesis, Spectral, Bio Assay, Chromatographic – Studying of New Imidazole Reagents Via Three Components Reaction . NeuroQuantology ,July 2021 , Volume 19 , Issue 7 ,Page 115-122 ., doi: 10.14704/nq.2021.19.7.NQ21092
  28. Slamet Wahyudi, Nanda Raihan Vardiansyah, & Putu Hadi Setyorini. (2022). Effect of Blood Perfusion on Temperature Distribution in the Multilayer of the Human Body with Interstitial Hyperthermia Treatment for Tumour Therapy. CFD Letters, 14(6), 102–114. https://doi.org/10.37934/cfdl.14.6.102114.
  29. N Mahmood A. Synthesis of Antifungal Chemical Compounds from Fluconazole with (Pharma-Chemical) Studying, Research journal of Pharmaceutical, biological and chemical sciences, 2017, 8 (3), 564 -573.
  30. Pradhan, L.-P. Xu, S. Chen. Janus nanoparticles by interfacial engineering. Adv. Funct. Mater., 17 (14) (2007), pp. 2385-2392.
  31. Matheus ME, de Almeida Violante F, Garden SJ. Isatins inhibit cyclooxygenase-2 and inducible nitric oxide synthase in a mouse macrophage cell line. Eur J Pharmacol. 2007; 556 :200–6.
  32. Mhammd AbdAli, N Mahmood A. (2021). Synthesis, Spectral, Bio Assay, Chromatographic – Studying of New Imidazole Reagents Via Three Components Reaction . NeuroQuantology ,July 2021 , Volume 19 , Issue 7 ,Page 115-122 ., doi: 10.14704/nq.2021.19.7.NQ21092
  33. Pera-Titus, L. Leclercq, J.-M. Clacens, F. De Campo, V.  Nardello-RatajPickering interfacial catalysis for biphasic systems: from emulsion design to green reactions., Angew Chem. Int. Ed., 54 (7) (2015), pp. 2006-2021
  34. Fan, A. Tay, M. Pera-Titus, W.-J. Zhou, S. Benhabbari, X. Feng.Pickering Interfacial Catalysts for solvent-free biomass transformation: physicochemical behavior of non-aqueous emulsions. J. Colloid Interface Sci., 427 (2014), pp. 80-90.
  35. Mehta SL, Manhas N, Raghubiz R. Molecular targets in cerebral ischemia for developing novel therapeutics . Brain Res Rev. 2007;54:34–66.
  36. Faria, M.P. Ruiz, D.E. Resasco .Phase-selective catalysis in emulsions stabilized by Janus silica-nanoparticles., Adv. Synth. Catal., 352 (14-15) (2010), pp. 2359-2364.
  37. S R. Rasool, N Mahmood A, Ali Jassim A., Guanine substituted heterocyclic derivatives as bioactive compounds., Biochem. Cell. Arch. Vol. 20, Supplement 2, pp. 3651-3655, 2020 ., DocID: https://connectjournals.com/03896.2020.20.3651.
  38. N Mahmood A, Intisar Obaid Alfatlawi. “Synthesis of Sulfur Heterocyclic Compounds and Study of Expected Biological Activity”, Research Journal of Pharmacy and Technology., 2015, 8,9 ,1225-1242 , DOI: 10.5958/0974-360X.2015 .00224.3.
  39. Naumann d’Alnoncourt, Raoul; Csepei, Lénárd-István; Hävecker, Michael; Girgsdies, Frank; Schuster, Manfred E.; Schlögl, Robert; Trunschke, Annette (2014). “The reaction network in propane oxidation over phase-pure MoVTeNb M1 oxide catalysts”. Journal of Catalysis. 311: 369–385 . doi:1016/j.jcat. 2013.12.008. hdl:11858/00-001M-0000-0014-F434-5 .
  40. N Mahmood A. Inventing of Macrocyclic Formazan Compounds with Their Evaluation in Nano- Behavior in the Scanning Microscope and Chromatography. Biomedical Journal of Scientific & Technical Research. 41, (3), 2022., P: 32783-32792.; BJSTR. MS.ID.006616.; DOI: 10.26717/BJSTR.2022.41.006616.
  41. Mokrani, Touhami; van Reenen, Albert; Amer, Ismael (2015). “Molecular weight and tacticity effect on morphological and mechanical properties of Ziegler–Natta catalyzed isotactic polypropylenes”. Polímeros . 25(6): 556–563. doi:1590/0104-1428.2158.
Regular Issue Subscription Original Research
Volume 16
Issue 03
Received 02/08/2025
Accepted 25/08/2025
Published 27/08/2025
Publication Time 25 Days
228

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