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ID: ALA2321651

Journal: Bioorg Med Chem Lett

Title: Structure-activity relationship study on benzoic acid part of diphenylamine-based retinoids.

Authors: Ohta K, Kawachi E, Shudo K, Kagechika H.

Abstract: Based on structure-activity relationship studies of the benzoic acid part of diphenylamine-based retinoids, the potent RXR agonist 4 was derivatized to obtain retinoid agonists, synergists, and an antagonist. Cinnamic acid derivatives 5 and phenylpropionic acid derivatives 6 showed retinoid agonistic and synergistic activities, respectively. The difference of the activities is considered to be due to differences in the flexibility of the carboxylic acid-containing substituent on the diphenylamine skeleton. Compound 7, bearing a methyl group at the meta position to the carboxyl group, was an antagonist, dose-dependently inhibiting HL-60 cell differentiation induced by 3.3 × 10(-10)M Am80.

CiteXplore: 23217961

DOI: 10.1016/j.bmcl.2012.11.008