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Vol. 37 No. 2 (2025): Vol 37 Issue 2, 2025

Copyright (c) 2025 RAJIV MALL, Dr. Maninder Kaur, Dr. Varinder Singh

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

Synthesis and Antioxidant Potential of Novel Benzimidazole Derivatives: A Comparative Study of Experimental and DFT Insights

https://doi.org/10.14233/ajchem.2025.33029
Rajiv Mall
Department of Chemistry, Punjabi University, Patiala-147002, India
https://orcid.org/0000-0001-5560-2031
Maninder Kaur
Department of Physics, Punjabi University, Patiala-147002, India
https://orcid.org/0000-0003-0388-2689
Varinder Singh
Department of Chemistry, RIMT University, Mandi Gobindgarh, Fatehgarh Sahib-147301, India
https://orcid.org/0000-0003-1794-174X

Corresponding Author(s) : Rajiv Mall

rajivmall@pbi.ac.in

Asian Journal of Chemistry, Vol. 37 No. 2 (2025): Vol 37 Issue 2, 2025

Abstract

Benzimidazole based novel compounds were synthesized and characterized using NMR, FTIR and mass spectrometry. Quantum computations, encompassing optimized structure, FTIR and NMR analyses, were conducted through density functional theory (DFT) employing the B3LYP/6-311G(d,p) basis set. Compounds with the oxygen linker (6a and 6b) exhibit higher ZPVE (zero-point vibrational energy) and dipole moments than those with a direct linker, while chlorobenzyl-substituted compounds (6b and 7b) have higher dipole moments than their benzyl counterparts. The strong correlation (R2 ≈ 1) between experimental and computed 1H NMR and FTIR spectra confirms the accuracy of the B3LYP method. Among them, compound 7b shows the highest softness (0.927 eV–1), the smallest HOMO-LUMO gap (2.158 eV) and the best antioxidant potency (EC50 = 0.316 ± 0.001 mM), making it the most promising compound. This study underscores the pharmacological potential of the synthesized benzimidazole derivatives for future development.

Keywords

Benzimidazole derivatives Antioxidant study Zero-point vibrational energy HOMO-LUMO gap Dipole moment
Mall, R., Kaur, M., & Singh, V. (2025). Synthesis and Antioxidant Potential of Novel Benzimidazole Derivatives: A Comparative Study of Experimental and DFT Insights. Asian Journal of Chemistry, 37(2), 331–339. https://doi.org/10.14233/ajchem.2025.33029
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References
  1. S. Banerjee, S. Mukherjee, P. Nath, A. Mukherjee, S. Mukherjee, S.K. Ashok Kumar, S. De and S. Banerjee, Results Chem., 6, 101013 (2023); https://doi.org/10.1016/j.rechem.2023.101013
  2. A. Choudhary, R.H. Viradiya, R.N. Ghoghari and K.H. Chikhalia, ChemistrySelect, 8, e202204910 (2023); https://doi.org/10.1002/slct.202204910
  3. H. Li, C. Gao, Z. Li, Y. Guo, S. Cao and Y. Zhao, CrystEngComm, 26, 5380 (2024); https://doi.org/10.1039/D4CE00714J
  4. Y.H. Chen, C.H. Chen, C.M. Chang, B.A. Fan, D.G. Chen, J.H. Lee, T.L. Chiu, P.T. Chou and M.K. Leung, J. Mater. Chem. C Mater. Opt. Electron. Devices, 8, 3571 (2020); https://doi.org/10.1039/C9TC06550D
  5. E.O. Olufunmilayo, M.B. Gerke-Duncan and R.D. Holsinger, Antioxidants, 12, 517 (2023); https://doi.org/10.3390/antiox12020517
  6. A.V. Kozlov, S. Javadov and N. Sommer, Antioxidants, 13, 602 (2024); https://doi.org/10.3390/antiox13050602
  7. S.R. Brishty, M.J. Hossain, M.U. Khandaker, M.R.I. Faruque, H. Osman and S.M. Abdur Rahman, Front. Pharmacol., 12, 762807 (2021); https://doi.org/10.3389/fphar.2021.762807
  8. H. Gurer-Orhan, H. Orhan, S. Suzen, M. Orhan Püsküllü and E. Buyukbingol, J. Enzyme Inhib. Med. Chem., 21, 241 (2006); https://doi.org/10.1080/14756360600586031
  9. B.B. Kashid, A.A. Ghanwat, V.M. Khedkar, B.B. Dongare, M.H. Shaikh, P.P. Deshpande and Y.B. Wakchaure, J. Heterocycl. Chem., 56, 895 (2019); https://doi.org/10.1002/jhet.3467
  10. M.A. Argirova, M.K. Georgieva, N.G. Hristova-Avakumova, D.I. Vuchev, G.V. Popova-Daskalova, K.K. Anichina and D.Y. Yancheva, RSC Adv., 11, 39848 (2021); https://doi.org/10.1039/D1RA07419A
  11. G. Singh, A. Singh, V. Singh, R.K. Verma, J. Tomar and R. Mall, Med. Chem. Res., 29, 1846 (2020); https://doi.org/10.1007/s00044-020-02605-5
  12. S. Aslam, M. Haroon, T. Akhtar, M. Arshad, M. Khalid, Z. Shafiq, M. Imran and A. Ullah, ACS Omega, 7, 31036 (2022); https://doi.org/10.1021/acsomega.2c02805
  13. K. Upendranath, T. Venkatesh, Y. Arthoba Nayaka, M. Shashank and G. Nagaraju, Inorg. Chem. Commun., 139, 109354 (2022); https://doi.org/10.1016/j.inoche.2022.109354
  14. M.W. Wong, P.M. Gill, R.H. Nobes and L. Radom, J. Phys. Chem., 92, 4875 (1988); https://doi.org/10.1021/j100328a015
  15. V. Singh, N. Sharma, A.K. Malik and S. Kaur, J. Mol. Struct., 1294, 136459 (2023); https://doi.org/10.1016/j.molstruc.2023.136459
  16. S. Mahmoudi, M.M. Dehkordi and M.H. Asgarshamsi, J. Mol. Model., 27, 271 (2021); https://doi.org/10.1007/s00894-021-04891-1
  17. R.K. Verma, R. Mall, P. Ghosh and V. Kumar, Synth. Commun., 43, 1882 (2013); https://doi.org/10.1080/00397911.2012.678461
  18. G. Singh, A. Singh, R.K. Verma, R. Mall and U. Azeem, Comput. Biol. Chem., 72, 45 (2018); https://doi.org/10.1016/j.compbiolchem.2017.12.010
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