Synthesis of 1,5-Diarylpyrazoles as Potential COX-2 Inhibitors with Nitric Oxide Releasing Ability

Title:Synthesis of 1,5-Diarylpyrazoles as Potential COX-2 Inhibitors with Nitric Oxide Releasing Ability

Volume: 10 Issue: 7

Author(s): Bolla Narasimha Rao, Meyyappan Muthuppalaniappan, Saketh Sriram Dinavahi, Srikant Viswanadha, Chandrakant Bagul, Kolupula Srinivas, Swaroop Kumar V. S. Vakkalanka, Krishnam Raju Atcha and Ahmed Kamal

Affiliation:

Keywords: CINODs, COX-2 inhibition, Coxib prodrugs, 1, 5-Diarylpyrazoles, Nitrate esters, NO-Donors.

Abstract: A few celecosib like 1,5-diarylpyrazoles conjugated with nitric oxide (NO) donating nitrate ester group were synthesized and evaluated for their selective COX-2 inhibitory activity along with NO releasing ability of corresponding nitrate esters. Most of the synthesized compounds exhibited improved COX-2 inhibition when compared with the reference drug celecoxib. The nitrate ester derivatives (coxib prodrugs) 7 (nitrate ester of 1,5-diarylpyrazole with 2 carbon linker), and 9 (nitrate ester of 1,5-diarylpyrazole with 3 carbon linker), upon incubation in human whole blood were partly transformed into the corresponding alcohols 6, and 8 respectively. Molecular docking studies were performed on alcohol derivatives and revealed additional H-bond interactions compared to celecoxib.

Cite this article as:

Rao Narasimha Bolla, Muthuppalaniappan Meyyappan, Dinavahi Sriram Saketh, Viswanadha Srikant, Bagul Chandrakant, Srinivas Kolupula, Vakkalanka Kumar V. S. Swaroop, Atcha Raju Krishnam and Kamal Ahmed, Synthesis of 1,5-Diarylpyrazoles as Potential COX-2 Inhibitors with Nitric Oxide Releasing Ability, Letters in Drug Design & Discovery 2013; 10 (7) . https://dx.doi.org/10.2174/1570180811310070006

DOI https://dx.doi.org/10.2174/1570180811310070006	Print ISSN 1570-1808
Publisher Name Bentham Science Publisher	Online ISSN 1875-628X