Isoflavonoids constitute an important class of oxygen heterocycles. The structure of an isoflavone is composed of a 3-phenylchromen-4-one skeleton. Isoflavones exhibit a large number of diverse biologic effects such as anticance, antioxidant, anti-inflammatory, antimicrobial activities etc. This work is aimed to insilico design, synthesis & anticancer evaluation of Isoflavone derivatives. Insilico design were done using Argus, Schrodinger, Molinspiration softwares of twenty analogues .Out of these, based on the docking scores, five analogues were selected for synthesis. Phenyl acetic acid &resorcinol were selected as starting materials. These analogues were purified by TLC and column chromatography and further charectirized by FT-IR, 1H NMR and Mass spectral studies. The anticancer activity was done using Trypan blue dye exclusion method. Among the synthesized derivatives (1AC),Showed significant anticancer activity. Natural isoflavonoid compounds have so far proven to be of limited utility in the clinic, synthetic isoflavonoid compounds continue to attract the interest of the pharmaceutical industry. These novel analogues could specifically target anticancer activities and can be considered as suitable lead compounds for further research & development.