Abstract
Among various chemical classes of compounds with retinoidal activity, the retinobenzoic acid system having a 5,6,7,8,-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl moiety and a benzoic acid moiety at opposite ends of the molecule has proved to be one of the most promising leads. Many retinoidal-active compounds with various kinds of chemical moieties as the linking group between the above two groups were synthesized, and amide moieties proved to be excellent linkages for potent retinoidal activities. The activities, however, were diminished by methylation at the amide nitrogen. To elucidate the reasons for the loss of the activities, we performed X-ray crystal structure analyses of three free amides and the corresponding three N-methylamide compounds
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