Synthesis, Spectroscopic Characterization and Antimicrobial Activity of Imidazole Derivatives

Authors

  • Ajay M. Patil  Department of Chemistry, Pratishthan College Paithan, Chh. Sambhajinagar, India
  • Chandrashekhar G. Devkate  Department of Chemistry, Indraraj Arts, Commerce and Science College, Sillod, India
  • Archana Kachare  Department of Chemistry, Sunderrao Solanke Mahavidyalaya Majalgaon, Beed, India
  • Mahananda Raut  Department of Chemistry, Pratishthan College Paithan, Chh. Sambhajinagar, India

Keywords:

Imidazole, Antimicrobial, Catalyst, Chitosan

Abstract

In this study, Substituted Imidazole is prepared from substituted aromatic aldehydes, Benzil and Ammonium Acetate using commercially available chitosan in 2% acetic acid in aqueous media at 65?70°C.Chitosan presence of Chitosan Catalyst. Imidazole ring is an important scaffold in many biologically important molecules. Green synthetic catalyst is used for the synthesis of imidazole. The structures of all synthesized compounds were chracterized by spectroscopic methods such as FT-IR, 1H NMR, 13C NMR and mass. Several methods of generating imidazole rings were reported and reviewed. In the recent past, synthesis of imidazole using metal-free conditions has become an important synthetic strategy. Compound showed an excellent antibacterial activity for all the tested bacterial and Fungal Strains

References

  1. T. Vincent &E.Guibal, "Chitosan-supported palladium catalyst. 3. Influence of experimental parameters on nitrophenol degradation", Langmuir, 19,20, 8475-8483,2003.
  2. Deng, D., & Zhang, L. (2020). Electrospinning and Electrospun Nanofibers. 21st Century Nanoscience–A Handbook: Low-Dimensional Materials and Morphologies (Volume Four), 21-1.
  3. Schwarz, J. A., Contescu, C. I., & Putyera, K. (Eds.). (2004). Dekker encyclopedia of nanoscience and nanotechnology (Vol. 5). CRC press.
  4. Quignard, F., Valentin, R., & Di Renzo, F. (2008). Aerogel materials from marine polysaccharides. New journal of chemistry, 32(8), 1300-1310.
  5. Guibal, E. (2005). Heterogeneous catalysis on chitosan-based materials: a review. Progress in polymer science, 30(1), 71-109.
  6. Molnar,A. (2019). The use of chitosan-based metal catalysts in organic transformations. Coordination Chemistry Reviews, 388, 126-171.
  7. Kadib, A. E., Bousmina, M., & Brunel, D. (2014). Recent progress in chitosan bio-based soft nanomaterials. Journal of Nanoscience and Nanotechnology, 14(1), 308-331.
  8. Parkinson, G. S. (2016). Iron oxide surfaces. Surface Science Reports, 71(1), 272-365.
  9. Wu, H. X., Wang, T. J., & Jin, Y. (2007). Effects of− OH Groups on Fe3O4 Particles on the Heterogeneous Coating in a Hydrous Alumina Coating Process. Industrial & engineering chemistry research, 46(3), 761-766.
  10. Hranjec, M., Piantanida, I., Kralj, M., Suman, L., Pavelic?, K., & Karminski-Zamola, G. (2008). Novel amidino-substituted thienyl-and furylvinylbenzimidazole: derivatives and their photochemical conversion into corresponding diazacyclopenta [c] fluorenes. synthesis, interactions with DNA and RNA, and antitumor evaluation. 4. Journal of medicinal chemistry, 51(16), 4899-4910.
  11. Khan, M. S., Hayat, M. U., Khanam, M., Saeed, H., Owais, M., Khalid, M., ... & Ahmad, M. (2021). Role of biologically important imidazole moiety on the antimicrobial and anticancer activity of Fe (III) and Mn (II) complexes. Journal of Biomolecular Structure and Dynamics, 39(11), 4037-4050.
  12. Sahibaa, N., Telia, P., Agarwalb, D. K., & Agarwala, S. (2021). Miscellaneous biological activity profile of imidazole-based compounds: An aspirational goal for medicinal chemistry. Imidazole-Based Drug Discovery, 291.
  13. Kuçukbay, H., Cetinkaya, E., & Durmaz, R. (1995). Synthesis and antimicrobial activity of substituted benzimidazole, benzothiazole and imidazole derivatives. Arzneimittel-forschung, 45(12), 1331-1334.
  14. Fahim, N. A. E. (2021). Prevalence and antimicrobial susceptibility profile of multidrug-resistant bacteria among intensive care units patients at Ain Shams University Hospitals in Egypt—a retrospective study. Journal of the Egyptian Public Health Association, 96(1), 1-10.
  15. Antolini, M., Bozzoli, A., Ghiron, C., Kennedy, G., Rossi, T., & Ursini, A. (1999). Analogues of 4, 5-bis (3, 5-dichlorophenyl)-2-trifluoromethyl-1H-imidazole as potential antibacterial agents. Bioorganic & medicinal chemistry letters, 9(7), 1023-1028.
  16. Vanelle, P., Meuche, J., Maldonado, J., Crozet, M. P., Delmas, F., & Timon-David, P. (2000). Functional derivatives of 5-benzo [1, 3] dioxol-5-yl-1-methyl-1H-imidazole-2-carbaldehyde and evaluation of leishmanicidal activity. European journal of medicinal chemistry, 35(1), 157-162.
  17. Karakurt, A., Dalkara, S., Özalp, M., Özbey, S., Kendi, E., & Stables, J. P. (2001). Synthesis of some 1-(2-naphthyl)-2-(imidazole-1-yl) ethanone oxime and oxime ether derivatives and their anticonvulsant and antimicrobial activities. European journal of medicinal chemistry, 36(5), 421-433.
  18. Khabnadideh, S., & Rezaei, Z. (2003). khalafi-Nezhad, A.; Bahrinajafi, R.; Mohamadi, R.; Farrokhroz, AA Bioorg. Med. Chem. Lett, 13, 2863-2865.
  19. Khalafi-Nezhad, A., Rad, M. S., Mohabatkar, H., Asrari, Z., & Hemmateenejad, B. (2005). Design, synthesis, antibacterial and QSAR studies of benzimidazole and imidazole chloroaryloxyalkyl derivatives. Bioorganic & medicinal chemistry, 13(6), 1931-1938.
  20. A.W.Bauer,D.M.Perry,and Kirby,“Single-Disk Antibiotic-Sensitivity Testing of Staphylococci: An Analysis of Technique and Results”,AMA Arch Intern Med.,104,No.2,208–216,1959.
  21. P. K.Sahu, P. K. Sahu, S. K., Gupta, & D. D.Agarwal,Chitosan: An efficient, reusable, and biodegradable catalyst for green synthesis of heterocycles. Industrial & Engineering Chemistry Research,53,No.6,2085-2091,2014.
  22. Kanawaade, P., Sharma, N., Pandhare, R., & Kanawade, M. P. A Review On: Imidazole Derivatives As A Multifunctional Moiety. European Journal of Molecular & Clinical Medicine, 10(01), 2023.
  23.  S. A.Siddiqui, U. C.Narkhede, S. S.Palimkar, T.Daniel, R. J.Lahoti, & K. V. Srinivasan, . Room temperature ionic liquid promoted improved and rapid synthesis of 2, 4, 5-triaryl imidazoles from aryl aldehydes and 1, 2-diketones or α-hydroxyketone. Tetrahedron,61,No.14,3539-3546,2005.
  24. Chaudhury, D., Banerjee, J., Sharma, N., & Shrestha, N. (2015). Routes of synthesis and biological significances of Imidazole derivatives. World Journal of Pharmaceutical Sciences, 1668-1681.
  25. Emami, L., Faghih, Z., Ataollahi, E., Sadeghian, S., Rezaei, Z., & Khabnadideh, S. (2023). Azole derivatives: Recent advances as potent antibacterial and antifungal agents. Current Medicinal Chemistry, 30(2), 220-249.

International Journal of Scientific Research in Chemistry

Downloads

Published

2023-10-30

Issue

Volume 8, Issue 5, September-October-2023

Section

Research Articles

License

Copyright (c) IJSRCH

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
Ajay M. Patil, Chandrashekhar G. Devkate, Archana Kachare, Mahananda Raut, " Synthesis, Spectroscopic Characterization and Antimicrobial Activity of Imidazole Derivatives, International Journal of Scientific Research in Chemistry(IJSRCH), ISSN : 2456-8457, Volume 8, Issue 5, pp.37-42, September-October-2023.