A series of chalcones of substituted acetophenone and substituted aryl aldehydes were synthesized and evaluated for antimicrobial and anti-inflammatory activity. The structures of synthesized compounds were confirmed by IR and 1H NMR spectroscopy. The antimicrobial activity was evaluated against S. aureus, B. subtilis, E. coli and P. putida strains whereas antiinflammatory activity was performed by Carrageenan induced hind paw oedema method. Results obtained showed that 40% of the synthesized compounds exhibited significant antimicrobial activity against all the tested micro organisms. Compound N1 i.e. 3-(4-nitrophenyl)-1-phenyl prop-2-en-1-one emerged as the most active compound with MIC50 value of 471μg/ml against S. aureus. In anti-inflammatory screening compound N3, 3-(3,5-dimethoxy phenyl)-1-phenyl prop- 2-en-1-one and compound N6, 3-(4-hydroxy phenyl)-1-phenyl prop-2-en-1-one emerged as the most potent molecules with inhibition of 38.46% and 50.0% as compared to 42.30% of Diclofenac Sodium at 1.0 hr interval of the carrageenan induced oedema.