769956-93-6Relevant academic research and scientific papers
Targeting RORs nuclear receptors by novel synthetic steroidal inverse agonists for autoimmune disorders
Dal Prà, Matteo,Carta, Davide,Szabadkai, Gyorgy,Suman, Matteo,Frión-Herrera, Yahima,Paccagnella, Nicola,Castellani, Giulia,De Martin, Sara,Ferlin, Maria Grazia
, p. 1686 - 1704 (2018)
Designing novel inverse agonists of NR RORγt still represents a challenge for the pharmaceutical community to develop therapeutics for treating immune diseases. By exploring the structure of NRs natural ligands, the representative arotenoid ligands and RORs specific ligands share some chemical homologies which can be exploited to design a novel molecular structure characterized by a polycyclic core bearing a polar head and a hydrophobic tail. Compound MG 2778 (8), a cyclopenta[a]phenantrene derivative, was identified as lead compound which was chemically modified at position 2 in order to obtain a small library for preliminary SARs. Cell viability and estrogenic activity of compounds 7, 8, 19a, 30, 31 and 32 were evaluated to attest selectivity. The selected 7, 8, 19a and 31 compounds were assayed in a Gal4 UAS-Luc co-transfection system in order to determine their ability to modulate RORγt activity in a cellular environment. They were evaluated as inverse agonists taken ursolic acid as reference compound. The potency of compounds was lower than that of ursolic acid, but their efficacy was similar. Compound 19a was the most active, significantly reducing RORγt activity at low micromolar concentrations.
Synthesis of Various Bridged Ring Systems via Rhodium-Catalyzed Bridged (3+2) Cycloadditions
He, Yu-Tao,Li, Li-Xuan,Lin, Xiaohong,Hou, Bao-Long,Li, Chuang-Chuang
, p. 186 - 190 (2022/01/11)
Here, we describe the rhodium-catalyzed bridged (3+2) cycloaddition cascade reactions of N-sulfonyl-1,2,3-triazoles, which allowed the efficient diastereoselective construction of various functionalized and synthetically challenging bridged ring systems. This simple, direct transformation had a broad substrate scope and excellent functional group tolerance. The highly strained polycyclic bicyclo[2.2.2]octa[b]indole core of fruticosine was synthesized efficiently using this methodology.
Modification of estrone at the 6, 16, and 17 positions: Novel potent inhibitors of 17β-hydroxysteroid dehydrogenase type 1
Allan, Gillian M.,Lawrence, Harshani R.,Cornet, Josephine,Bubert, Christian,Fischer, Delphine S.,Vicker, Nigel,Smith, Andrew,Tutill, Helena J.,Purohit, Atul,Day, Joanna M.,Mahon, Mary F.,Reed, Michael J.,Potter, Barry V. L.
, p. 1325 - 1345 (2007/10/03)
The 17β-hydroxysteroid dehydrogenases (17β-HSDs) catalyze the interconversion between the oxidized and reduced forms of androgens and estrogens at the 17 position. The 17β-HSD type 1 enzyme (17β-HSD1) catalyzes the reduction of estrone to estradiol and is
Synthesis of 17β-estradiol-linked platinum(II) complexes and their cytocidal activity on estrogen-dependent and -independent breast tumor cells
Perron, Valerie,Rabouin, Daniel,Asselin, Eric,Parent, Sophie,C.-Gaudreault, Rene,Berube, Gervais
, p. 1 - 15 (2007/10/03)
The synthesis of two new highly potent 17β-estradiol-linked platinum(II) complexes is described. The new molecules are linked at position 16 of the steroid nucleus with an alkyl chain. They are made from estrone in nine chemical steps with an overall yiel
