Cyclopentyl ethers of estrogenic steroids parallelism between prolonged oral activity and storage in body fat of rats
Falconi, G.; Rossi, G.L.; Ercoli, A.; Gardi, R.
Journal of Steroid Biochemistry 3(6): 889-892
1972
ISSN/ISBN: 0022-4731 DOI: 10.1016/0022-4731(72)90017-9Document Number: 474468
The 3-cyclopentyl ethers (CPE's) of four estrogens have been compared with the parent steroids in spayed rats for their prolonged vaginotropic activity after a single oral treatment. The parent compounds showed a short lasting vaginal cornification (average: 0·5-2 days). Three of the CPE's induced long-lasting activities as follows: 3-cyclopentyloxy-17α-ethinyl-1, 3,5(10)-estratrien-17-ol (Quinestrol, mean: 9·6 days), 3-cyclopentyloxy-17α-methyl-1,3,5(10)-estratrien-17-ol (ME- Cpe: 5.3), and 3-cyclopentyloxy-1,3,5(10)-estratrien-17β-ol (E2- Cpe: 3.7), while 3-cyclopentyloxy-1,3,5(10)-estratriene-16α, 17β-diol (Quinestradol) showed no prolonged effect. This order of activity is in agreement with the degree of storage of the CPE's in body fat, after a single oral administration.