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Amide derivatives of [6-acyl-2-benzothiazolinon-3-yl] acetic acids as potential analgesic and anti-inflammatory compounds

Abstract

In this study, we investigated the analgesic and anti-inflammatory activities of [6-acyl-2-benzothiazolinon-3-yl]acetic acids by the derivatization of the carboxylate moiety into amides. We have tested the analgesic and anti-inflammatory activities of the synthesized compounds in vivo by using p-benzoquinone-induced writhing test and carrageenan-induced hind paw edema model, respectively. Compounds 4h, 4i, 4n, and 4o showed comparable analgesic and anti-inflammatory activities to the references without gastric lesions in the tested animals. In addition, all compounds also tested for their inhibitory activity against cyclooxygenase (COX)-1, COX-2 and 5-lipoxygenase (LOX), but no significant inhibition was observed under assayed conditions.

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Fig. 1
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Acknowledgements

This study was supported by a grant from Research Foundation of Gazi University (EF-02/2004-16). We greatly appreciate Dr. Zhaoyin Wang for testing the compounds for 5-LOX inhibitory activity.

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Correspondence to Tijen Önkol.

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Önkol, T., Banoglu, E., Dündar, Y. et al. Amide derivatives of [6-acyl-2-benzothiazolinon-3-yl] acetic acids as potential analgesic and anti-inflammatory compounds. Med Chem Res 19, 11–24 (2010). https://doi.org/10.1007/s00044-009-9168-x

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Keywords

  • Benzothiazolinone
  • Analgesic
  • Anti-inflammatory
  • 5-LOX
  • COX-1
  • COX-2