5-Benzylidene 1,2-dihydrochromeno[3,4-f]quinolines, a novel class of nonsteroidal human progesterone receptor agonists.
Article Details
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Tegley CM, Zhi L, Marschke KB, Gottardis MM, Yang Q, Jones TK
5-Benzylidene 1,2-dihydrochromeno[3,4-f]quinolines, a novel class of nonsteroidal human progesterone receptor agonists.
J Med Chem. 1998 Oct 22;41(22):4354-9.
- PubMed ID
- 9784110 [ View in PubMed]
- Abstract
A novel series of nonsteroidal progestins, 5-benzylidene-1, 2-dihydrochromeno[3,4-f]quinolines (2), was discovered, and a preliminary structure-activity relationship study around the 5-benzylidene ring generated several potent human progesterone receptor agonists (compounds 8, 16). These new progestins showed biological activities (EC50 = 5.7 and 7.6 nM) similar to progesterone (EC50 = 2.9 nM) in the cotransfection assay with high efficacy (132% and 166%) and binding affinity (Ki = 0.66 and 0.83 nM) similar to medroxyprogesterone acetate (MPA) (Ki = 0.34 nM). A representative analogue, 8, demonstrated similar oral potency to MPA in the uterine wet weight/mammary gland morphology assay in ovariectomized rats.
DrugBank Data that Cites this Article
- Binding Properties
Drug Target Property Measurement pH Temperature (°C) Medroxyprogesterone acetate Progesterone receptor Ki (nM) 0.34 N/A N/A Details Medroxyprogesterone acetate Progesterone receptor EC 50 (nM) 0.15 N/A N/A Details Progesterone Androgen receptor IC 50 (nM) 37 N/A N/A Details Progesterone Androgen receptor Ki (nM) 8.5 N/A N/A Details Progesterone Glucocorticoid receptor IC 50 (nM) >1000 N/A N/A Details Progesterone Glucocorticoid receptor Ki (nM) 30.5 N/A N/A Details Progesterone Mineralocorticoid receptor IC 50 (nM) 14 N/A N/A Details Progesterone Progesterone receptor Ki (nM) 3.5 N/A N/A Details Progesterone Progesterone receptor EC 50 (nM) 2.9 N/A N/A Details