11 beta-substituted 13 beta-ethyl gonane derivatives exhibit reversal of antiprogestational activity.
The syntheses of three 17 alpha-acetoxy-13 beta-ethyl-11 beta-aryl-18,19-dinorpregna-4,9-diene-3,20 diones from levonorgestrel are described. Despite their close structural similarity to the antiprogesterone CDB-2914, one of the compounds exhibits agonistic progestational activity, and the other two compounds are totally inactive.
Rao
P N
PN
Department of Organic Chemistry, Southwest Foundation for Biomedical Research, San Antonio, Texas 78245-0549, USA.
Cessac
J W
JW
Blye
R P
RP
Kim
H K
HK
D000818:Animals; D001681:Biological Assay; D005260:Female; D006067:Gonanes / Q000737:chemistry / Q000494:pharmacology*; D006727:Hormone Antagonists / Q000494:pharmacology*; D016912:Levonorgestrel / Q000031:analogs & derivatives / Q000494:pharmacology; D015735:Mifepristone / Q000031:analogs & derivatives / Q000494:pharmacology; D009649:Norpregnadienes / Q000494:pharmacology; D011372:Progestins / Q000819:agonists* / Q000037:antagonists & inhibitors*; D011817:Rabbits; D011965:Receptors, Glucocorticoid / Q000187:drug effects / Q000378:metabolism; D011980:Receptors, Progesterone / Q000187:drug effects / Q000378:metabolism
D006067:Gonanes; D006727:Hormone Antagonists; D009649:Norpregnadienes; D011372:Progestins; D011965:Receptors, Glucocorticoid; D011980:Receptors, Progesterone; D015735:Mifepristone; D016912:Levonorgestrel; C094854:ulipristal