916916-55-7Relevant articles and documents
Hydrosilanes are not always a reducing reagent: A ruthenium-catalyzed introduction of primary alkyl groups to electron-rich aromatic rings using esters as a source of the alkyl groups
Nagashima, Hideo,Kubo, Yuichi,Kawamura, Mitsunobu,Nishikata, Takashi,Motoyama, Yukihiro
supporting information; experimental part, p. 7667 - 7672 (2011/10/19)
A triruthenium cluster, (μ3, η2, η3, η5-acenaphthylene)Ru3(CO) 7 effectively catalyzes primary-alkylation reaction of electron-rich aromatic rings using a combination of hydrosilane and est
Subtle side-chain modifications of the hop phytoestrogen 8-prenylnaringenin result in distinct agonist/antagonist activity profiles for estrogen receptors α and β
Roelens, Frederik,Heldring, Nina,Dhooge, Willem,Bengtsson, Martin,Comhaire, Frank,Gustafsson, Jan-?ke,Treuter, Eckardt,De Keukeleire, Denis
, p. 7357 - 7365 (2007/10/03)
In search of therapeutic agents for estrogen-related pathologies, phytoestrogens are being extensively explored. In contrast to naringenin, 8-prenylnaringenin is a potent hop-derived estrogenic compound, highlighting the importance of the prenyl group for hormonal activity. We investigated the effects of substituting the prenyl group at C(8) with alkyl chains of varying lengths and branching patterns on estrogen receptor (ER) subtype ERα- and ERβ-binding affinities and transcriptional activities. In addition, features of the ligand-induced receptor conformations were explored using a set of specific ER-binding peptides. The new 8-alkylnaringenins were found to span an activity spectrum ranging from full agonism to partial agonism to antagonism. Most strikingly, 8-(2,2-dimethylpropyl)naringenin exhibited full agonist character on ERα, but pronounced antagonist character on ERβ. Knowledge on how ER-subtype-selective activities can be designed provides valuable information for future drug or tool compound discovery.
