Y. Endo et al., CHIRAL REQUIREMENTS FOR TUMOR PROMOTERS - CONFORMATIONS AND ACTIVITY OF BENZOLACTAMS, Bioorganic & medicinal chemistry letters, 4(3), 1994, pp. 491-494
(-)-Benzolactam-V8-310 ((-)-1), which reproduces the twist conformatio
n and biological activity of teleocidins, its antipode ((+)-1), and th
e epi-benzolactams ((-)-2 and (+)-2) were synthesized as optically pur
e forms. Structure-activity results indicate that the stereochemistry
at C-5 plays a critical role in the binding to the receptor(s).