title: Syntheses and evaluation of naphthalenyl- and chromenyl-pyrrolyl-benzoic acids as potent and selective retinoic acid receptor alpha agonists.
abstract: Synthesis and structure activity relationships (SAR) of RAR alpha-selective agonists are discussed. 4-[5-(5,8-Dimethyl-2H-3-chromenyl)-1H-2-pyrrolyl]benzoic acid (12a), which possesses a flat structural moiety and an oxygen atom at the hydrophobic part, showed highly selective transactivation activity at the RAR alpha receptor.
authors.affiliation: Tsukuba Basic Research Laboratories, Eisai Co., Ltd., Ibaraki, Japan. s-hibi@hhc.eisai.co.jp
authors.forename: S
authors.initials: S
authors.lastname: Hibi
authors.forename: K
authors.initials: K
authors.lastname: Tagami
authors.forename: K
authors.initials: K
authors.lastname: Kikuchi
authors.forename: H
authors.initials: H
authors.lastname: Yoshimura
authors.forename: K
authors.initials: K
authors.lastname: Tai
authors.forename: T
authors.initials: T
authors.lastname: Hida
authors.forename: N
authors.initials: N
authors.lastname: Tokuhara
authors.forename: T
authors.initials: T
authors.lastname: Yamauchi
authors.forename: M
authors.initials: M
authors.lastname: Nagai
mesh_terms: D001565:Benzoates / Q000138:chemical synthesis* / Q000494:pharmacology; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000494:pharmacology; D002454:Cell Differentiation / Q000187:drug effects; D018922:HL-60 Cells; D006801:Humans; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000494:pharmacology; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology; D018168:Receptors, Retinoic Acid / Q000819:agonists*; D000072482:Retinoic Acid Receptor alpha; D013329:Structure-Activity Relationship
chemical_list: D001565:Benzoates; D001578:Benzopyrans; D009281:Naphthalenes; D011758:Pyrroles; C000607071:RARA protein, human; D018168:Receptors, Retinoic Acid; D000072482:Retinoic Acid Receptor alpha