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Vol. 32 No. 12 (2020): Vol 32 Issue 12, 2020

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Design and Synthesis of 2-Mercapto Benzoxazole coupled Benzyl Triazoles as Anti-inflammatory Agents Targeting COX-2 Enzyme

https://doi.org/10.14233/ajchem.2020.22956
K. Praveen Kumar
Fluoro Agro Chemicals, C.S.I.R.-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India
Y. Prashanthi
Department of Chemistry, Mahatma Gandhi University, Nalgonda-508001, India
G. Rambabu
Department of Chemistry, School of Technology, GITAM, Hyderabad-502329, India
Md. Ataur Rahman
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, U.S.A.
J.S. Yadav
Fluoro Agro Chemicals, C.S.I.R.-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India ; School of Science, Indrashil University, Kadi, Mehsana, Gujarat-382740, India

Corresponding Author(s) : Y. Prashanthi

puttaprashanthi@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 12 (2020): Vol 32 Issue 12, 2020

Abstract

In this study, we report the design, synthesis and the biological evaluation of 19 analogues of 2-mercapto benzoxazole coupled benzyl triazoles (BOTs) based on analysis of the binding site and literature of chemical space. These BOTs were evaluated both in vitro and in vivo for their anti-inflammatory activity. Eleven compounds showed less than 10 μM in vitro COX-2 enzyme activities. The most potent analogue among the BOT analogues were BOT15, BOT3 and BOT19 with IC50 3.40 μM, 4.50 μM and 4.57 μM respectively against COX-2. The in vivo anti-inflammatory activity of two BOTs has significantly higher than that of standard drug, ibuprofen. 2-Mercapto benzoxazole coupled benzyl triazoles (BOTs) were also tested for their antioxidant capacity and proved to be an as active scavenger, better than ascorbic acid.

Keywords

2-Mercapto benzoxazole Benzyl Triazoles Anti-inflammatory Anti-oxidants Cyclooxgenase-1 Cyclooxygenase-2
Praveen Kumar, K., Prashanthi, Y., Rambabu, G., Ataur Rahman, M., & Yadav, J. (2020). Design and Synthesis of 2-Mercapto Benzoxazole coupled Benzyl Triazoles as Anti-inflammatory Agents Targeting COX-2 Enzyme. Asian Journal of Chemistry, 32(12), 3209–3218. https://doi.org/10.14233/ajchem.2020.22956
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