Aldosterone Antagonists. 3. Synthesis and Activities of Steroidal 7α-(Alkoxycarbonyl)-15,16-methylene Spirolactones

Article abstract of DOI:10.1021/jm00164a007

Several A- and D-ring substituted steroidal 7α-alkoxycarbonyl spirolactones were synthesized with the purpose of increasing the aldosterone antagonistic potency and reducing the endocrinological side effects relative to the standard drug spironolactone.It was found that the 15β,16β-methylene derivative 17 exhibited a 2-fold higher aldosterone antagonistic activity compared to either spironolactone or the 15,16-unsubstituted derivative 29 while showing remarkably reduced antiandrogenicity.