Synthesis and receptor binding affinity of conformationally restricted retinoic acid analogues

Heterocycle‐bridged and Conformationally Constrained Retinoids: Synthesis of 4‐(7,8,9,10‐Tetrahydro‐7,7,10,10‐tetramethyl‐4H‐benzo[6,7]chromeno‐ [4,3‐d]thiazole‐2‐yl)benzoic Acid

“…6,7 Extensive efforts have been made to synthesize re-ceptor-selective retinoids, not only to characterize the functions of specific receptors but also to develop new therapeutic agents. 8,9 Several potent retinoids, such as AM580 (3), TTNPB (4), and LGD1069 (5) have an aromatic carboxylic acid moiety instead of the polyenecarboxylic acid of retinoic acid ( Figure 1). The presence of aryl rings as substitutes of terminal dienes imparts greater stability in some of the most active analogues, thus increasing the chances for therapeutic application.…”