Prompted by the varied biological activities of chalcones, pyrazolines and naphthofurans, a series of 1-aryl-3-[(3-substituted)-2-naphthofuryl]-2-propen-1-ones (3a-f) were prepared by condensing 3-substituted-naphthofuran-2-carboxaldehyde(1a-b) with substituted acetophenones (2a-c) in the presence of sodium hydroxide. Compounds (3a-f) were then treated with hydrazine hydrate to afford 3-substituted aryl-5-(3-substituted-2-naphthofuryl)-2-pyrazolines (4a-f.) The structures of these novel compounds were confirmed on the basis of elemental analysis and spectral data. All the title compounds were screened for their antimicrobial activities. The screening data indicated that tested compounds showed moderate antimicrobial activit;y, but were found to be less than the standard drugs. A comparative study of antimicrobial activity of chalcones and pyrazolines is done.