3434-45-5Relevant articles and documents
CHROMIC ANHYDRIDE-3,5-DIMETHYLPYRAZOLE COMPLEX: AN EFFICIENT REAGENT FOR OXIDATION OF STEROIDAL ESTROGENS TO 6-OXO-DERIVATIVES
Garza, George A.,Rao, P. Narasimha
, p. 469 - 474 (1983)
An efficient procedure for the oxidation of steroidal estrogens to the corresponding 6-oxo-derivatives is described.The oxidative process involves the use of 3,5-dimethylpyrazole-chromium trioxide complex at low temperature (-20 deg).Under these conditions, only the 6-oxo-derivative and the unreacted starting material were obtained and the latter could be subjected to oxidation once again to obtain additional amount of 6-oxo-derivative.
Improved syntheses of 3,17β-diacetoxyestra-1,3,5(10)-trien-6-one
Brevet, Jean-Luc,Fournet, Guy,Gore, Jacques
, p. 4185 - 4193 (1996)
Improved syntheses of 3,17β-Diacetoxyestra-1,3,5(10)-trien-6-one 5 was achieved in 4 steps (respectively in 45% and 56% overall yield) from 19-nortestosterone 1.
Design, synthesis, and estrogenic activity of a novel estrogen receptor modulator - A hybrid structure of 17β-estradiol and vitamin E in hippocampal neurons
Zhao, Liqin,Jin, Chunyang,Mao, Zisu,Gopinathan, Madathil B.,Rehder, Kenneth,Brinton, Roberta D.
, p. 4471 - 4481 (2007)
We recently discovered that ICI 182,780 (1), an antagonist of estrogen receptor (ER)-dependent proliferation in reproductive tissues, functions as an estrogenic agonist in primary neurons. The present study investigated whether the agonist properties of 1 in neurons could be translated into structural analogs. 7α-[(4R,8R)-4,8,-12-trimethyltridecyl]estra-1,3,5-trien-3, 17β-diol (2), a hybrid structure of 17β-estradiol and vitamin E, was synthesized and found to bind to both ERα and ERβ. In vitro analyses demonstrated that 2 was neuroprotective and effective in activating molecular mechanisms associated with estrogenic agonist activity in rat primary hippocampal neurons. Collectively, the data support an estrogenic agonist profile of 2 action comparable to 1 in primary neurons, confirming that estrogenic activity of 1 in neurons is not a unique phenomenon. These results provide support for the development of a brain-selective ER modulator, with potential as an efficacious and safe estrogen alternative to prevent Alzheimer's disease and cognitive decline in postmenopausal women.
An estradiol-conjugate for radiolabelling with 177Lu: An attempt to prepare a radiotherapeutic agent
Banerjee, Sharmila,Das, Tapas,Chakraborty, Sudipta,Samuel, Grace,Korde, Aruna,Venkatesh, Meera,Pillai
, p. 4315 - 4322 (2007/10/03)
177Lu is presently being considered as one of the most promising radionuclide for targeted therapy owing to its suitable decay characteristics. 177Lu in high radionuclidic purity (99.99%) and moderate specific activity (100-110 TBq/g) was produced using enriched (60.6% 176Lu) Lu2O3 target. The macrocycle 1,4,7,10- tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) is known to form stable complexes with lanthanides. Herein, we describe a novel attempt to introduce 177Lu in the estradiol moiety through a steroidal-BFCA (Bifunctional Chelating Agent) conjugate. The preparation of a steroid conjugate via coupling of 6α-amino-17β-estradiol with a C-functionalized DOTA derivative viz. p-NCS-benzyl-DOTA as a BFCA and thereafter the radiolabelling of the conjugate with 177Lu is reported. Biological activity of the resultant estradiol-DOTA conjugate after radiolabelling was studied by carrying out preliminary in vitro cell uptake studies with MCF-7, human breast carcinoma cell line expressing estrogen receptors as well as binding studies with anti-estradiol antibodies.
