Synthesis and theoretical activity evaluation of a new steroid-oxazolone derivative against COX1-1 and COX-2

Abstract

There are some reports for the preparation of several drugs as cyclooxygenase (COX) inhibitors; however, some reagents used in the preparation are expensive and difficult to handle. The aim of this study was to synthesize a steroid-oxazolone derivativeusing some reactions such as i) hydroxylation-amiination; ii) amidation; iii) alkynyl-addition; iv) aldolization and iv) imination. In addition, a theoretical ass was carried out to evaluate the interaction of both COX-1 and COX-2 with the steroid-oxazolone derivativeusing indomethacin and rofecoxib as controls in a docking model. The structure of the compounds obtained was confirmed through elemental analysis, spectroscopy and spectrometry data. The results showed that there are differences between the interaction of the steroidoxazolone derivativewith both COX 1 and COX 2 compared with the bound of indomethacin and rofecoxib with this type of enzymes. These data suggest that the steroid-oxazolone derivativecould be a good candidate as COX-inhibitor translated as a possible drug for treatment of pain.