title: Synthesis of 3-alkyl naphthalenes as novel estrogen receptor ligands.
abstract: A series of estrogen receptor ligands based on a 3-alkyl naphthalene scaffold was synthesized using an intramolecular enolate-alkyne cycloaromatization as the key step. Several of these compounds bearing a C6-OH group were shown to be high affinity ligands. All compounds had similar ERalpha and ERbeta binding affinity ranging from micromolar to low nanomolar.
authors: GlaxoSmithKline Research, 5 Moore Drive, Research Triangle Park, NC 27709, USA. jing.m.fang@gsk.com
authors: Jing
authors: J
authors: Fang
authors: Adwoa
authors: A
authors: Akwabi-Ameyaw
authors: Jonathan E
authors: JE
authors: Britton
authors: Subba R
authors: SR
authors: Katamreddy
authors: Frank
authors: F
authors: Navas
authors: Aaron B
authors: AB
authors: Miller
authors: Shawn P
authors: SP
authors: Williams
authors: David W
authors: DW
authors: Gray
authors: Lisa A
authors: LA
authors: Orband-Miller
authors: Jean
authors: J
authors: Shearin
authors: Dennis
authors: D
authors: Heyer
mesh_terms: D020650:Combinatorial Chemistry Techniques; D020847:Estrogen Receptor Modulators / Q000378:metabolism; D047628:Estrogen Receptor alpha / Q000378:metabolism; D047629:Estrogen Receptor beta / Q000378:metabolism; D005260:Female; D006801:Humans; D008024:Ligands; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011960:Receptors, Estrogen / Q000819:agonists*; D020845:Selective Estrogen Receptor Modulators / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D020847:Estrogen Receptor Modulators; D047628:Estrogen Receptor alpha; D047629:Estrogen Receptor beta; D008024:Ligands; D009281:Naphthalenes; D011960:Receptors, Estrogen; D020845:Selective Estrogen Receptor Modulators