In the search of new and efficient spermicidal agen ts, substituted chalcones or 1,3-diaryl-2-propen-1- ones possessing acrylophenone moiety in their structural framework, have been synthesized by condensing ary l ketones with aromatic aldehydes under basic conditions via Claisen-Schmidt condensation. The synthesized compo unds were characterized by elemental analysis, 1 H and 13 C NMR. The prepared compounds have been screened fo r their spermicidal activity against human spermatozoa. Bio -evaluation studies of these molecules revealed tha t compound JS16 was the most potent spermicide among the serie s with MEC of 0.05 %. The present communication des cribes syntheses, bio-evaluation and structure-related spe micidal activity of (E)-3-(substitutedaryl/heteroar yl)-1- substitutedphenylprop-2-en-1-ones.