title: Novel thyroid hormone receptor antagonists with an N-alkylated diphenylamine skeleton.
abstract: Thyroid hormones play important roles in growth, development and homeostasis, and disruption of their functions induces serious disease, so novel synthetic thyroid hormone analogues are candidates for clinical application. We designed and synthesized novel diphenylamine derivatives with a thiazolidinedione moiety as the terminal polar group as thyroid hormone receptor (TR) antagonists. Compounds bearing an appropriately sized N-alkyl group showed antagonistic activities towards both the hTRalpha1 and hTRbeta1 subtypes.
authors.affiliation: School of Biomedical Science, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.
authors.forename: Takuma
authors.initials: T
authors.lastname: Komatsu
authors.forename: Tomoya
authors.initials: T
authors.lastname: Hirano
authors.forename: Chalermkiat
authors.initials: C
authors.lastname: Songkram
authors.forename: Emiko
authors.initials: E
authors.lastname: Kawachi
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Kagechika
mesh_terms: D000818:Animals; D019556:COS Cells; D002522:Chlorocebus aethiops; D004159:Diphenylamine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D015195:Drug Design; D006801:Humans; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D045162:Thiazolidinediones / Q000737:chemistry; D037021:Thyroid Hormone Receptors alpha / Q000037:antagonists & inhibitors*; D037042:Thyroid Hormone Receptors beta / Q000037:antagonists & inhibitors*
chemical_list: D045162:Thiazolidinediones; D037021:Thyroid Hormone Receptors alpha; D037042:Thyroid Hormone Receptors beta; D004159:Diphenylamine; C089946:2,4-thiazolidinedione