Retinoic acid receptor beta,gamma-selective ligands: synthesis and biological activity of 6-substituted 2-naphthoic acid retinoids.
Article Details
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Yu KL, Spinazze P, Ostrowski J, Currier SJ, Pack EJ, Hammer L, Roalsvig T, Honeyman JA, Tortolani DR, Reczek PR, Mansuri MM, Starrett JE Jr
Retinoic acid receptor beta,gamma-selective ligands: synthesis and biological activity of 6-substituted 2-naphthoic acid retinoids.
J Med Chem. 1996 Jun 7;39(12):2411-21.
- PubMed ID
- 8691435 [ View in PubMed]
- Abstract
In search for retinoic acid receptor (RAR) selective ligands, a series of 6-substituted 2-naphthoic acid retinoids were synthesized and evaluated in vitro in a transactivation assay and a competition binding assay for all RARs. These derivatives, in general, showed RAR beta,gamma selectivity. Among these naphthoic acids, oxime derivative 12 was identified as a potent RAR gamma-selective retinoid, while olefinic derivative 11 was found to be comparable to retinoic acid and slightly RAR beta,gamma selective. For the bioassays, a general correlation was observed between the binding affinity of the ligand to the receptors and the potency of the compounds in the transactivation assay. The structure-activity relationship of these naphthoic acids will be discussed.
DrugBank Data that Cites this Article
- Binding Properties
Drug Target Property Measurement pH Temperature (°C) BMS184394 Retinoic acid receptor gamma Kd (nM) 75 N/A N/A Details CD564 Retinoic acid receptor gamma Kd (nM) 3 N/A N/A Details SR11254 Retinoic acid receptor gamma Kd (nM) 3.3 N/A N/A Details Tretinoin Retinoic acid receptor alpha Kd (nM) 2.3 N/A N/A Details Tretinoin Retinoic acid receptor beta Kd (nM) 0.4 N/A N/A Details Tretinoin Retinoic acid receptor gamma Kd (nM) 0.3 N/A N/A Details