Diaryl-substituted salicyl- and anthranyl-ketoximes as potential estrogen receptor ligands.
3,4-diphenylsalicylaldoxime and 3,4-diphenylanthranylaldoxime derivatives, containing small groups (methyl or ethyl) on the imine carbon atom, were synthesized and submitted to biological assays. Binding tests performed on uterine cytosol estrogen receptor (ER) preparation and on purified full-length human ERalpha and ERbeta, showed that the newly synthesised compounds exhibit considerably lower binding affinities with respect to reference non-substituted 3,4-salicylaldoxime.
Minutolo
Filippo
F
Dipartimento di Scienze Farmaceutiche, Università di Pisa, Via Bonanno 6, 56126 Pisa, Italy.
Antonello
Michela
M
Bertini
Simone
S
Placanica
Giorgio
G
Rapposelli
Simona
S
Carlson
Kathryn E
KE
Katzenellenbogen
John A
JA
Macchia
Marco
M
D001667:Binding, Competitive / Q000187:drug effects; D047628:Estrogen Receptor alpha / Q000819:agonists / Q000037:antagonists & inhibitors / Q000378:metabolism; D047629:Estrogen Receptor beta / Q000819:agonists / Q000037:antagonists & inhibitors / Q000378:metabolism; D006801:Humans; D008024:Ligands; D015394:Molecular Structure; D010091:Oximes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011960:Receptors, Estrogen / Q000819:agonists / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013329:Structure-Activity Relationship
D047628:Estrogen Receptor alpha; D047629:Estrogen Receptor beta; D008024:Ligands; D010091:Oximes; D011960:Receptors, Estrogen