Synthesis and biological evaluation of ester derivatives of indomethacin as selective COX-2 inhibitors

The ester derivatives of indomethacin were prepared by condensing indomethacin with an equimolar quantity of an appropriate alcoholic compound in anhydrous dichloromethane in the presence of DCC and DMAP. Spectral studies comprising of IR, 1 H NMR, mass, and microanalysis were performed in order to...

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Bibliographic Details
Published in:Medicinal chemistry research 2012-09, Vol.21 (9), p.2223-2228
Main Authors: Arockia Babu, M., Shukla, Rakesh, Nath, Chandishwar, Kaskhedikar, S. G.
Format: Article
Language:English
Subjects:
Biochemistry
Biomedical and Life Sciences
Biomedicine
Cell Biology
Original Research
Pharmacology/Toxicology
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Summary:The ester derivatives of indomethacin were prepared by condensing indomethacin with an equimolar quantity of an appropriate alcoholic compound in anhydrous dichloromethane in the presence of DCC and DMAP. Spectral studies comprising of IR, 1 H NMR, mass, and microanalysis were performed in order to confirm their structures. In vivo anti-inflammatory studies were carried out using carrageenan rat paw edema method and in vivo ulcerogenic studies by ulcer index method for the panel of synthesized compounds. Out of eleven compounds, the compound IIc displayed moderate anti-inflammatory activity with no observable ulcerogenic effect when compared to indomethacin. Furthermore, compound IIc , indomethacin and celecoxib were tested at a concentration of 20 μM against COX-1 and COX-2 enzymes by colorimetric COX inhibitor screening assay. Compound IIc was found to be active against COX-2 and COX-1 enzymes exhibiting 62.0 and 12.9% inhibition, respectively.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-011-9747-5