Aldosterone antagonists. 4. Synthesis and activities of steroidal 6,6-ethylene-15,16-methylene 17-spirolactones.
Several steroidal 6,6-ethylene-15,16-methylene 17-spirolactones were synthesized to find new progestogens that exhibit both progestational and antimineralocorticoidal activities. The influence of substituents in the 10- and 13-position of the steroidal framework on both properties was investigated. It was found that only compound 12, carrying methyl groups at the 10- and 13-positions, possesses high progestational and antimineralocorticoidal activity.
Nickisch
K
K
Research Laboratories, Schering AG Berlin and Bergkamen, Berlin, Germany.
Beier
S
S
Bittler
D
D
Elger
W
W
Laurent
H
H
Losert
W
W
Nishino
Y
Y
Schillinger
E
E
Wiechert
R
R
D000315:Adrenalectomy; D000450:Aldosterone / Q000494:pharmacology; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D004717:Endometrium / Q000187:drug effects / Q000254:growth & development; D005260:Female; D008297:Male; D000451:Mineralocorticoid Receptor Antagonists / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D015394:Molecular Structure; D011188:Potassium / Q000652:urine; D011247:Pregnancy; D011255:Pregnancy Maintenance / Q000187:drug effects; D011817:Rabbits; D051381:Rats; D011919:Rats, Inbred Strains; D011980:Receptors, Progesterone / Q000378:metabolism; D012964:Sodium / Q000652:urine; D013148:Spironolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology
D000451:Mineralocorticoid Receptor Antagonists; D011980:Receptors, Progesterone; C070473:6,6-ethylene-15,16-methylene-3-oxo-17-pregn-4-ene-2,17-carbolactone; D013148:Spironolactone; D000450:Aldosterone; D012964:Sodium; D011188:Potassium