Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1375640 | Bioorganic & Medicinal Chemistry Letters | 2009 | 4 Pages |
Riccardin C, a nuclear receptor LXRα 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 LXRα.
Graphical abstractRiccardin C and its 7 analogues were synthesized. The structure–activity relationship of these compounds indicated that all hydroxy groups in riccardin C are essential for its binding to LXRα.Figure optionsDownload full-size imageDownload as PowerPoint slide