Synthesis And Anti-Inflammatory Activity Of Novel Chalcone Derivatives

Chalcone was a kind of active substrate widely existed in plants. Because its structure have better flexibility, chalcone exhibit broad spectrum of biological activity, such as anticancer, antivirals, antibacterial, anti-inflammatory and so on. In addition, its α,β-enone structure belong to soft electrophilic reagent, so chalcone prone to reaction with sulfhydryl compound belonging to soft nucleophilic reagent other than hard nucleophilic reagents, such as amino group and hydroxyl group. Therefore, structure modification using chalcone as leading compound has very important value.Aryl piperazine was a hetero structure containing potential anti-inflammation activity. Insertion of aryl piperazine structure would increase the anti-inflammation activity of the molecules. Derivatives bearing aryl piperzaine fragment exhibited highly selectivity to cyclooxygenase. Aryl sulfonyl piperazine is also a important pharmaceutical structure. Compounds containing aryl sulfonyl piperazine fragment have been reported possessing better anti-tumor, anti-bacterial, anti-convulsant activity. The molecule structure of rigid phenyl ring containing sulfonyl group or sulfonylaminol group side chain were the important inhibitor of cyclo-oxygen-ase 2 (COX-2) which provide a enssential basis for designing of Nonsteroidal Antiinflammatory Drugs (NSAIDs) with selectivity.Based on the anti-inflammatory activity of chalcone, the favorable biological activity of piperazine and special pharmacological action of benzenesulfonyl, two series of thirty-six novel compounds were synthesized and all the target compounds were characterized by IR, MS and -H-NMR.In this paper, two classical anti-inflammatory model were used to test in vivo activity for chalcone derivatives. The test result showed that most tested compounds have clear inhabitation for xylene induced ear swelling in mice, and moderate inhabitation for carrageenan induced paw edema in mice. In addition, compounds 2d,2e,2j,4c exhibited inhabitation activity better than Asprin and close to Dexamethasone.