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Design, Synthesis, Pharmacological Screening and Molecular Docking Study of New Substituted Benzimidazole Derivatives

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Pharmaceutical Chemistry Journal Aims and scope

The present work aimed to study the therapeutic significance of various substituted benzimidazole derivatives in the treatment of peptic ulcers. Aspirin induced gastric ulcer model was used for the study of antiulcer activity using acetyl salicylic acid as ulcer inducing agent and albino rats as the screening model. Pharmacological screening protocol for the antiulcer activity of synthesized compounds was based on the aspirin induced pylorus ligation method. The synthesized compounds were estimated by determining biochemical parameters such as pH, ulcer index, free acidity and total acidity. The acute oral toxicity studies were performed as per OECD 423 guidelines. The effect of several synthesized substituted benzimidazole compounds were compared to that of the standard drug omeprazole. It was found that compounds R1, R2 and R8 exhibited potent inhibitory activity. The results of molecular docking showed that compound R8 had a maximum binding affinity for H+/K+ ATPase of –9.3 kcal/mol. The study revealed that compound R8 has a potent activity and can be used as a lead molecule. Physicochemical properties of synthesized drugs were characterized by spectral techniques.

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References

  1. L. Kuna, J. Jakab, R. Smolic, et al., J. Clin. Med., 8(2), 179 (2019).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. A. R. Ramos, J. B. Kirsner, and W. L. Palmer, AMA J. Dis. Children, 99(2), 135 – 148 (1960).

  3. A. O’Connor, T. Furuta, J. P. Gisbert, and C. O’Morain, Helicobacter, 25, e12743 (2020).

    PubMed  Google Scholar 

  4. A. M. Asali, M. A. Alghamdi, S. A. Fallatah, et al., Int. J. Community Med. Public Health, 5(10), 4617 – 4624 (2018).

    Article  Google Scholar 

  5. J. J. Y. Sung, E. J. Kuipers, and H. B. El-Serag, Aliment. Pharmacol. Ther., 29(9), 938 – 946 (2009).

    Article  CAS  PubMed  Google Scholar 

  6. K. Shah, S. Chhabra, S. K. Shrivastava, P. Mishra, Med. Chem. Res., 22(11), 5077 – 5104 (2013).

    Article  CAS  Google Scholar 

  7. M. S. Vasava, M. N. Bhoi, S. K. Rathwa, et al., Mini-Rev. Med. Chem., 20(7), 532 – 565 (2020).

    Article  CAS  PubMed  Google Scholar 

  8. G. E. Rao, P. S. Babu, O. S. Koushik, et al., Int. J. Pharm. Chem. Biol. Sci., 6(2), 227 – 232 (2016).

    CAS  Google Scholar 

  9. A. Patil, S. Ganguly, S. Surana, Rasayan J. Chem., 1(3), 447 – 460 (2008).

    CAS  Google Scholar 

  10. K. P. Barot, S. Nikolova, I. Ivanov, M. D. Ghate, Mini-Rev. Med. Chem., 13(10), 1421 – 1447 (2013).

    Article  CAS  PubMed  Google Scholar 

  11. G. Yadav and S. Ganguly, Eur. J. Med. Chem., 97, 419 – 443 (2015).

    Article  CAS  PubMed  Google Scholar 

  12. S. Choudhary, M. Arora, H. Verma, et al., Eur. J. Pharmacol., 899, 174027 (2021).

    Article  CAS  PubMed  Google Scholar 

  13. V. A. Vare, T. R. Bagle, and R. C. Hire, Int. J. Basic Clin. Pharmacol., 7(1), 38 (2018).

    Article  Google Scholar 

  14. S. I. Alaqeel, J. Saudi Chem. Soc., 21(2), 229 – 237 (2017).

    Article  CAS  Google Scholar 

  15. E. Cereda, M. Turconi, A. Ezhaya, et al., Eur. J. Med. Chem., 22(6), 527 – 537 (1987).

    Article  CAS  Google Scholar 

  16. G. Navarette-Vazquez, H. Moreno-Diaz, F. Aguirre-Crespo, et al., Bioorg. Med. Chem. Lett., 16, 4169 – 4173 (2006).

    Article  Google Scholar 

  17. D. I. Shah, M. Sharma, Y. Bansal, et al., Eur. J. Med. Chem., 950 – 969 (2006).

  18. E. Schlede, et al., Arch. Toxicol, 69, 659 – 670 (1994).

    Article  Google Scholar 

  19. A. Patil, S. Ganguly, and S. Surana, J. Chem. Sci., 122(3), 443 – 450 (2010).

    Article  CAS  Google Scholar 

  20. H. G. Vogel and W. H. Vogel, Drug Discovery Eval., 52(1998), Biomedicine & Pharmacotherapy, p. 825.

  21. S. Maity, T. Chaudhuri, J. R. Vedasiromoni, and D. K. Ganguly, Indian J. Pharmacol., 35(4), 213 – 219 (2003).

    Google Scholar 

  22. Z. Li, H. Wan, Y. Shi, and P. Ouyang, J. Chem. Inform. Computer Sci., 44(5), 1886 – 1890 (2004).

    Article  CAS  Google Scholar 

  23. A. D. Hunter, J. Chem. Educ., 74(8), 905 – 906 (1997).

    Article  CAS  Google Scholar 

  24. J. Kirchmair, P. Markt, S. Distinto, et al., J. Med. Chem., 51(22), 7021 – 7040 (2008).

    Article  CAS  PubMed  Google Scholar 

  25. D. S. Goodsell, Cold Spring Harbor Protocols, 5, pdb-prot5200 (2009).

  26. R. Radhamanalan, M. Alagumuthu, and N. Nagaraju, Future Med. Chem., 10(15), 1805 – 1820 (2018).

  27. N. Agarwal, A. Bajpai, V. Srivastava, and S. P. Gupta, Struct. Biol., 2013, 810691 (2013).

    Article  Google Scholar 

  28. S. Sharma, A. Sharma, and U. Gupta, Ann. Antivir. Antiretrovir., 5(1), 028 – 032 (2021).

    Google Scholar 

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Acknowledgments

We express our immense debt of gratitude to the Management of C. L. Baid Metha College of Pharmacy for providing us with necessary requirements and facilities at every stage of our project work. Their support and guidance have enabled us to execute the present work successfully.

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, C. L. Baid Metha College of Pharmacy, Thoraipakkam, Chennai-97, Tamilnadu, India

    C. N. Nalini, A. Prabakaran & R. Jayasree

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  1. C. N. Nalini
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  2. A. Prabakaran
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  3. R. Jayasree
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Correspondence to C. N. Nalini.

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Nalini, C.N., Prabakaran, A. & Jayasree, R. Design, Synthesis, Pharmacological Screening and Molecular Docking Study of New Substituted Benzimidazole Derivatives. Pharm Chem J 57, 51–59 (2023). https://doi.org/10.1007/s11094-023-02850-z

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