SYNTHESIS AND BIOLOGICAL EVALUATION OF NEW 4-BROMO-3, 5-DIARYL-1-PHENYL-2-PYRAZOLINE DERIVATIVES AS ANTIOXIDANT AND ANTI-INFLAMMATORY AGENTS
2013
A number of substituted 1, 3-diphenylprop-2-en-1-one were prepared by Claisen-Schmidt condensation of p-substituted acetophenone with o,m,psubstituted aryl aldehydes which undergoes bromination and subsequent cyclization with phenyl hydrazine to yield 4-bromo-3(substituted phenyl)-5(substituted phenyl)-1-phenyl-2-pyrazoline (3a-l). The structures of compounds were confirmed by elemental analysis, IR, 1HNMR and mass spectral data. The synthesized compounds (3a-l) were screened for anti-oxidant and anti-inflammatory activity. The free radical scavenging properties were screened by using ascorbic acid as standard antioxidant. Free radical scavenging activity was evaluated using 1,1-diphenyl-2-picryl hydrazyl (DPPH) free radical. The antioxidant activity of compound 3b was found to be the strongest. The IC50 values of the synthesized compounds ranged between 8.87 and 81.07 (μg mL-1). The anti-inflammatory activities were evaluated by using diclofenac sodium as a standard dug. All the compounds (20mg/kg po) possess significant anti-inflammatory activity, as reflected by their ability to provide protection (66-99%) against carragenan induced edema in rat paw. The anti-inflammatory activity of compound 3g was found to be the highest. The safety of substituted bromo-pyrazolines is reflected by toxicity studies.
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