Design, Synthesis and Pharmacological Evaluation of Some Novel Tetrahydrocarbazoles as Potential COX-2 Inhibitors

Author(s): Padmavathi Sakinala, Rupesh Chikhale, Madhukar Tajne*.

Journal Name: Letters in Drug Design & Discovery

Volume 15 , Issue 4 , 2018

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Graphical Abstract:


Background: NSAIDs have been extensively used for the treatment of pain and inflammation. There are about 30 different NSAIDs available in market and about 80 percent of prescriptions throughout the world contains one or the other painkiller. Chronic use of these drugs has many side effects such as gastric ulceration and the COX-2 inhibitors suffer from major drawback of cardiac toxicity. The need for a potential and safe NSAIDs has always led to the development of newer, better and safer drug molecules. In this article design and development of tetrahydrocarbazole derivatives with very low ulcerative index is reported.

Methods: Fifteen tetrahydrocarbazole derivatives were synthesized on the basis of structural homology to indomethacin. Compounds were synthesized and characterized on the basis of spectral data. These were studied for their analgesic, anti-inflammatory and ulcerogenic activities. These compounds were subjected to molecular docking studies for understanding the possible mechanism of action and target.

Results: The designed compounds were synthesized successfully in good yield and purity without much efforts. All compounds were evaluated by in vitro and in vivo assay, molecular modelling studies and ulcerative index. One of the compound (3-Aminophenyl) (6-chloro-1,2,3,4-tetrahydro- 9H-carbazol-9-yl) methanone 13 was found to be highly active in the in vitro and in vivo assessment also it was found to be highly safe on ulcerogenic index compared to the standard drugs.

Conclusion: Tetrahydrocarbazoles were found to be promising scaffolds which can be developed into safe and potential non-steroidal anti-inflammatory agents.

Keywords: Analgesic, anti-inflammatory activity, molecular docking, tetrahydrocarbazoles, in vitro, in vivo.

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Article Details

Year: 2018
Page: [437 - 449]
Pages: 13
DOI: 10.2174/1570180814666170602084037
Price: $65

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