Ligands for the estrogen receptor, containing cyclopentadienyltricarbonylrhenium units.
As model systems for estrogens labeled with technetium-99m that might be used as in vivo imaging agents for estrogen receptor (ER)-positive breast tumors, we have prepared and determined the ER binding affinity of a series of nonsteroidal and steroidal estrogens substituted with a cyclopentadienyltricarbonylrhenium unit. While this organometallic unit interfered with ER binding when it was tethered close to the ligand, those analogs in which it was attached through a 17 alpha-ethynyl link (provided that the link was not polar) showed high ER affinity.
Spradau
T W
TW
Department of Chemistry, University of Illinois, Urbana 61801, USA.
Katzenellenbogen
J A
JA
D000818:Animals; D004967:Estrogens / Q000138:chemical synthesis / Q000378:metabolism*; D005260:Female; D008024:Ligands; D009942:Organometallic Compounds / Q000378:metabolism*; D051381:Rats; D011960:Receptors, Estrogen / Q000378:metabolism*; D012211:Rhenium / Q000378:metabolism*; D013329:Structure-Activity Relationship
D004967:Estrogens; D008024:Ligands; D009942:Organometallic Compounds; D011960:Receptors, Estrogen; D012211:Rhenium