Document Report Card

Basic Information

ID: ALA1142856

Journal: Bioorg Med Chem Lett

Title: Design, synthesis, and structure-activity relationship of podocarpic acid amides as liver X receptor agonists for potential treatment of atherosclerosis.

Authors: Liu W, Chen S, Dropinski J, Colwell L, Robins M, Szymonifka M, Hayes N, Sharma N, MacNaul K, Hernandez M, Burton C, Sparrow CP, Menke JG, Singh SB.

Abstract: A series of podocarpic acid amides were identified as potent agonists for Liver X receptor alpha and beta subtypes, which are members of a nuclear hormone receptor superfamily that are involved in the regulation of a variety of metabolic pathways including cholesterol metabolism. We recently reported podocarpic acid anhydride and imide dimers as potent LXR agonists. Through parallel organic synthesis, we rapidly identified a series of new podocarpate leads with stable structures exemplified by adamantyl- and phenylcyclohexylmethyl-podocarpic acid amides (14 and 18). Compound 18 exhibited LXRalpha/beta 50/20 nM (binding affinity) and 33.7/35.3-fold receptor inductions. Synthesis, SAR, and biological activities of new podocarpate analogs are discussed.

CiteXplore: 16125384

DOI: 10.1016/j.bmcl.2005.06.100