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ID: ALA1143284
Journal: Bioorg Med Chem Lett
Title: Synthesis of riccardin C and its seven analogues. Part 1: The role of their phenolic hydroxy groups as LXRalpha agonists.
Authors: Hioki H, Shima N, Kawaguchi K, Harada K, Kubo M, Esumi T, Nishimaki-Mogami T, Sawada J, Hashimoto T, Asakawa Y, Fukuyama Y.
Abstract: Riccardin C, a nuclear receptor LXRalpha selective agonist, is an 18-membered macrocyclic bisbibenzyl isolated from several liverworts. Synthesis of riccardin C and its seven O-methylated derivatives was accomplished. The synthetic sequence highlights an intramolecular Suzuki-Miyaura coupling in the formation of the 18-membered biaryl linkage present in riccardin C. The structure-activity relationship of these compounds suggests that all of the phenolic hydroxy groups present in riccardin C are essential for the activation of LXRalpha.
CiteXplore: 19103488