18367-54-9Relevant academic research and scientific papers
7α-iodo and 7α-fluoro steroids as androgen receptor-mediated imaging agents
Labaree, David C.,Hoyte, Robert M.,Nazareth, Lynne V.,Weigel, Nancy L.,Hochberg, Richard B.
, p. 2021 - 2034 (2007/10/03)
We have synthesized several 7α-fluoro (F) and 7α-iodo (I) analogues of 5α-dihydrotestosterone (5α-DHT) and 19-nor-5α-dihydrotestosterone (5α- NDHT) and tested them for binding to the androgen receptor and for their biological activity in an in vitro assay
Thiol-Containing Androgens as Suicide Substrates of Aromatase
Bednarski, Patrick J.,Porubek, David J.,Nelson, Sidney D.
, p. 775 - 779 (2007/10/02)
The thiol-containing androgens 17β-hydroxy-10β-mercaptoestr-4-en-3-one (1) and 19-mercaptoandrost-4-ene-3,17-dione (2) were synthesized and tested in human placental microsomes for their ability to suicide inhibit aromatase.Both compounds showed time-dependent, pseudo-first-order rates of inactivation of aromatase with Ki's of 106 and 34 nM and kcat's of 3.2E-3 and 1.2E-3 s-1 respectively for 1 and 2 at 30 deg C.Diffusion dialysis failed to reactivate aromatase previously inactivated by either compound, and both compounds required that NaDPH and O2 be present for time -dependent inactivation of the enzyme.The presence of the substrate, androst-4-ene-3,17-dione (5.0 μM), protected the enzyme from inactivation while cysteine (1.0 mM) failed to protect aromatase from inactivation by either compound.The above evidence demonstrates that both compounds are potent suicide inhibitors of aromatase.
