7α-Substituted Derivatives of Androstenedione as Inhibitors of Estrogen Biosynthesis

Article abstract of DOI:10.1021/jm00383a019

In an effort to obtain more information on the structure-activity relationship among the 7α-(phenylthio)androstenedione inhibitors of the enzyme aromatase, a series of compounds containing both electron-donating and electron-withdrawing ring substituents was synthesized and tested for aromatase inhibitory activity.No linear correlation between substituent electronic effects and inhibitory activity was observed.The halogen-containing compounds, particularly 8, appeared to be quite potent inhibitors.The 125I analogue of 8 was synthesized in order to evaluate the possibility of side-chain elimination under the assay conditions.Approximately 90percent of <125I>-8 remainded intact for up to 1 h under assay conditions.