Iodoestrogens, syntheses, and interaction with uterine receptors.
The rationale for undertaking the present study was to evaluate the utility of iodoestradiol analogs made highly radioactive with iodine isotopes in (a) the non-invasive differentiation of estrogen-dependent from estrogen-independent breast tumors, (b) spread of metastases containing estrogen receptors, and (c) potential application in therapeutic irradiation of target tissues. In the present paper, the model syntheses of a number of nonradioactive 127I-estrogen analogs are described. The analogs were tested for their ability to displace (compete with) [3H]estradiol from receptor sites. The most active compounds, 16beta-iodoestra-1,3,5(10)-triene-3,17 beta-diol (17) and 6-iodoestra-1,3,5(10),6-tetraene-3,17 beta-diol (10b), showed a relative binding affinity of 0.57 and 0.49, respectively.
D000818:Animals; D001667:Binding, Competitive; D004958:Estradiol / Q000378:metabolism; D045166:Estradiol Congeners / Q000138:chemical synthesis* / Q000378:metabolism; D005260:Female; D007700:Kinetics; D011817:Rabbits; D011960:Receptors, Estrogen / Q000378:metabolism*; D013329:Structure-Activity Relationship; D014599:Uterus / Q000378:metabolism*
D045166:Estradiol Congeners; D011960:Receptors, Estrogen; D004958:Estradiol