Aldosterone antagonists. 2. New 7α-(acetylthio)-15,16-methylene spirolactones

Article abstract of DOI:10.1021/jm00391a023

Some 15,16-methylene derivatives of the aldosterone antagonist spironolactone (1) were synthesized with the purpose of increasing the antialdosterone potency and reducing the endocrinological effects of this standard compound. By introduction of a 1,2-double bond and a 15β,16β-methylene ring in the spironolactone molecule both goals were achieved. In animal studies mespirenone (13) exhibited a threefold-greater antiandosterone potency and less than 10% of the antiandrogenic activity of spironolactone.