(-)-Colchicine is a naturally occurring alkaloid which exerts its physiological activity at a highly conserved site located on cellular α-β tubulin dimers. It is currently believed that (-)-colchicine prevents the long range polymerization of tubulin filaments thus enabling a G2/M cell cycle arrest and ultimately apoptosis – a process typically absent in cancerous cellular division. Although (-)-colchicine has been shown to effectively induce apoptosis in cell culture, the low therapeutic index of (-)-colchicine has limited its application to a mere handful of therapeutic applications. Currently, we are pursuing a small molecular library of rotationally restricted bi-aryl compounds capable of mimicking the tubulin binding of (-)-colchicine. Modeled on the perceived pharmacophore of (-)-colchicine, the title compound (fig. 1) has been shown to effectively induce apoptosis in the rat-1 cell line at concentrations similar to (-)-colchicine. Further, molecular modeling of the title compound using Glide XP has predicted an energetically favorable binding for only one of the conformationally restricted enantiomers at the (-)-colchicine binding site. Currently, several compounds related to the title compound have been synthesized and will be discussed.