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This work reports the synthesis, characterization of new (2E)-1-(biphenyl-4-yl)-3-aryl)-prop-2-en-1-one derivatives (C1-C10). The chalcone derivatives were evaluated for in vitro antibacterial, antifungal, antioxidant activities. The compounds exhibited moderate to good antimicrobial activity at MIC 10-40 µg/mL. The compounds were docked at the active site of the methionyl-tRNA synthetase (metRS) (PDB ID: 1A8H) to predict their putative interactions. J Fundam Appl Sci. 2016, 8(3), 782-803 783 The compounds further screened for antioxidant property, amid C5, C7 and C8 exhibited good DPPH radical scavenging activity. Compound C5 was selected for antistress studies against gamma radiation induced oxidative stress markers in E .coli K 12. The C5 pretreatment and irradiated bacteria sample showed modulatory action of stress enzymes SOD and CAT to near basal level and significant demulating effect on the level of TBARS.