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Green synthesis and biological screening of some fluorinated pyrazole chalcones in search of potent anti-inflammatory and analgesic agents

S. Y. Jadhav, NargisbanoA Peerzade, RakhiG Gawali, RaghunathB Bhosale, AmolA Kulkarni, BhushanD Varpe

2020Egyptian Pharmaceutical Journal11 citationsDOI

Abstract

Background and objective Fluorinated pyrazoles are widely studied for their anti-inflammatory activities. A new series of fluorinated pyrazole chalcones (4a-g and 5a-g) were synthesized and screened for anti-inflammatory and analgesic activities.Materials and methods Fluorinated pyrazole chalcones were synthesized using polyethylene glycol 400 (PEG-400) as an alternative reaction medium. The anti-inflammatory activity of compounds 4a-g and 5a-g were assessed by the carrageenan paw edema model in rats. Analgesic activity was studied by the tail-flick method in rats.Result and conclusion Among the series, compound 5f was found to be the most potent anti-inflammatory agent, whereas compounds 4c, 4f, 4g, 5a, 5c, 5d, and 5g showed significant anti-inflammatory activity comparable to the reference standard diclofenac sodium. Three compounds 4d, 4f, and 5c showed significant analgesic activity comparable to the reference standard aspirin. From the result, compounds 4c, 4f, 5a, 5c, and 5f have found biologically active members with an interesting dual anti-inflammatory and analgesic profile. Anti-inflammatory activities are supported by the docking study to analyze the possible interactions with the cyclooxygenase-2 enzyme.

Topics & Concepts

Diclofenac SodiumPyrazoleAnti-inflammatoryAnalgesicChemistryCarrageenanPolyethylene glycolPharmacologyBiological activityDiclofenacAspirinCyclooxygenaseEnzymeStereochemistryOrganic chemistryMedicineBiochemistryIn vitroChromatographySynthesis and biological activitySynthesis and Reactions of Organic CompoundsInflammatory mediators and NSAID effects
Green synthesis and biological screening of some fluorinated pyrazole chalcones in search of potent anti-inflammatory and analgesic agents | Litcius