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2-Aminobenzimidazole conjugates of NSAIDS: novel compounds with immunomodulatory, anti-inflammatory and antioxidant actions

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Abstract

2-Aminobenzimidazole (ABZ) and guanidine have immunomodulatory activity, whereas NSAIDs have anti-inflammatory activity. We, therefore, developed several novel ABZ-NSAID conjugate compounds and tested their anti-inflammatory and immunomodulatory activities. We also measured their antioxidant and ulcerogenic properties. We found that all compounds had not only anti-inflammatory activity but they also had immunomodulatory and antioxidant activities. While compound 2 had immunostimulatory activity (humoral antibody titre, HAT 7.2 ± 0.20 and carbon clearance index, K 0.030 ± 0.001), compound 9 had immunosuppressive activity (HAT 3.4 ± 0.24 and K 0.012 ± 0.002). These two compounds did not produce ulcers and hence were safe to the gastric mucosa. In addition, we used Lipinski’s parameters and found that all compounds had drug-like properties. Thus, we have provided new evidences to use compounds 2 and 9 for the treatment of inflammatory and immunomodulatory disorders like rheumatoid arthritis, ulcerative colitis, multiple sclerosis, osteoarthritis and cancer.

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Acknowledgments

The authors are thankful to Crystal Pharmaceuticals (Ambala, India), FDC India Ltd (Mumbai, India), Ranbaxy Research Laboratories (Gurgaon, India) and Dr. Reddy’s Research Laboratory (Hyderabad, India) for providing the NSAIDS and other drugs as generous gift samples.

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There are no conflicts of interest.

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Authors and Affiliations

  1. Molecular Modelling Lab (MML), Department of Pharmaceutical Sciences and Drug Research, Punjabi University, Patiala, 147002, India

    Yogita Bansal & Om Silakari

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  1. Yogita Bansal
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  2. Om Silakari
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Correspondence to Om Silakari.

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Bansal, Y., Silakari, O. 2-Aminobenzimidazole conjugates of NSAIDS: novel compounds with immunomodulatory, anti-inflammatory and antioxidant actions. Med Chem Res 24, 1170–1179 (2015). https://doi.org/10.1007/s00044-014-1198-3

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