Estrogen analogs

Evans GL, Turner NY (1995) Tissue selective actions of estrogens analogs. Bone 17(Suppl 4) 181S-190S... 

Figure 12 Platinum complexes with estrogen analogs (27) and (28), and amino phosphonic acid ligands (29 and 30), and a cisplatin analog conjugated to a lipophilic carrier via a cleavable linker (31)...

Which potent, orally-active estrogen analog is widely used in oral contraceptives ... 

The last three compounds which have been included in the group of synthetic estrogen analogs can be considered as ring-closed variants of the triaryl-ethylenes. The tetrahydronaphthyl derivative (LV) has been found to be less active than the following two compounds [169]. Nafoxidine (LVI) [170] and Su-13,320 (LVII) [171] possessed hypocholesterolemic activities in the rat at doses lower than 1 mg/kg. Both compounds were reported to be potent inhibitors of blastocyst implantation in the rat at 25 (xg/kg [172]. The hypocholesterolemic and antifertility properties of these substances may be due to their inherent estrogenic potency at low doses. The c s-isomer of Su-13,320 was found to be... 

Estrogen Analogs Having a Dicarba-do50-Dodecaborane as a... 

Many stilbenelike thiophene compounds have been prepared for a study of estrogenic activity, especially by Buu-Hoi et al. Thiophene derivatives of nonhydroxylated stilbene types showed no significant activitywhereas weak estrogenic activity was found in 5-acetyl-, 5-propionyl-, and 5-benzoyl-2-(-stilbenyl)thiophene. 1-Bromo-l,2-diphenyl-2-(5-bromo-2-thienyl)ethylene (258) was found to inhibit body growth and to produce extensive testicular atropy in male rats. A thiophene analog of estrogenic isoflavones (259)... 

Reaction of estrone with a metal acetylide affords 17a-ethynyl-173-hydroxy-estradiol (etbynylestradiol, 30a EE). This compound is equipotent with estradiol by subcutaneous administration, but it is 15 to 20 times as active when administered orally. Ethynylation of the methyl ether of estradiol analogously affords mestranol (30b), It should be noted that the same factors apply in these reactions as in previously discussed reductions at 17 almost the sole products of these reactions are those which result from attack of reagent from the least hindered a side of the steroid. Ethynylestradiol and mestranol are of special commercial significance since the majority of the oral contraceptives now on sale incorporate one or the other of the compounds as the estrogenic component. 

Gonadotropin releasing hormone analogs (goserelin, buserelin, leuprorelin, triptorelin) inhibit gonadotropin release and thus lower testosterone or estrogen levels. They are used to treat breast cancer and prostate cancer. 

Isoflavones also have a diphenylpropane structure in which the B ring is located in the C3 position. They have structural analogies to estrogens, such as estradiol, with hydroxyl groups at the C7 and C4 positions (Shier and others 2001). 

More recently, it has been demonstrated that raloxifene induces a fast regression of abdominal-wall estrogen-induced leiomyomas in guinea pigs (Porter et al. 1998). Finally, Walker et al. (2000) have confirmed that treatment with tamoxifen or with a raloxifene analog reduces the size of leiomyomas and their incidence by 40-60% in the rat. 

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