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In the present work two key regulator proteins, monomeric MipZ of Caulobacter vibrioides (similar to Pseudomonas aeruginosa) and Pyruvate kinase of Staphylococcus aureus were docked with curcumin, the wonder molecule from the spice turmeric and structures of its twelve analogues were designed, synthesized and tested in-vitro for antibacterial activity. Based on the test results a comparative account of the probable mechanism has been given Two major alternative targets are possible for antibacterial activity of drug molecules. These may be bacterial cell wall lipids or the proteins responsible for smooth functioning of bacterial cells. In the former case, due to significant difference in the structural components of the cell walls of Gram positive and Gram negative bacteria, it is improbable that same ligand will affect both equally. Majority of commercial drugs are anti-Gram negative bacteria while in the present work we have found most effective drugs against Gram positive bacteria. Based on the test results a comparative account of the probable mechanism has been given. Evidently along with the cell wall damaging mechanism other parallel mechanisms are also operative.