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5-Aryl-1,2-dihydrochromeno[3,4-f]quinolines: a novel class of nonsteroidal human progesterone receptor agonists.

Abstract：

:The development of a novel class of nonsteroidal human progesterone receptor (hPR) agonists, 5-aryl-1,2-dihydro-5H-chromeno[3,4-f]quinolines 2, is described. The introduction of a 5-aryl group into the 1,2-dihydrocoumarino[3,4-f]quinoline core 1 is the key for progestational activities. The structure-activity relationship (SAR) studies of the 5-aryl substituents generated a series of potent hPR agonists, which exhibited similar biological activity (EC50 = 8-30 nM) to the natural hormone progesterone (EC50 = 2.9 nM) in cell-based assays with efficacies ranging from 28% to 96%. Most of the analogues displayed similar or greater binding affinity (Ki = 0.41-3.6 nM) than progesterone (Ki = 3.5 nM). Three representative analogues (13, 15, and 24) demonstrated in vivo activities in mammary gland morphology/uterine wet weight assay in ovariectomized rats.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Zhi L,Tegley CM,Kallel EA,Marschke KB,Mais DE,Gottardis MM,Jones TK

doi

10.1021/jm9705768

subject

Has Abstract

pub_date

1998-01-29 00:00:00

pages

291-302

issue

3

eissn

0022-2623

issn

1520-4804

pii

jm9705768

journal_volume

41

pub_type

杂志文章

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