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Singh, Sheo B.; Ondeyka, John G.; Liu, Weiguo; Chen, Steve; Chen, Tom S.; Li, Xiaohua; Bouffard, Aileen; Dropinski, James; Jones, A. Brian; McCormick, Sherrie; Hayes, Nancy; Wang, Jianhua; Sharma, Neelam; MacNaul, Karen; Hernandez, Melba; Chao, Yu-Sheng; Baffic, Joanne; Lam, My-Hanh; Burton, Charlotte; Sparrow, Carl P.; Menke, John G.
Bioorganic & medicinal chemistry letters, 06/2005, Letnik: 15, Številka: 11Journal Article
Discovery and development of podocarpic acid dimers (e.g., 3–5) are described. Liver X receptors are nuclear receptors that regulate metabolism of cholesterol. They are activated by oxysterols resulting in increased transcription of the ABCA1 gene, promoting cholesterol efflux and HDL formation. We have identified podocarpic acid anhydride as a 1 nM agonist of LXRα and β receptors. Functionally this agonist was over 8–10-fold better activator of LXR receptors compared to one of the natural ligands, 22-( R)-hydroxy cholesterol, in HEK-293 cells. An imide analog increased the level of HDL by 26%, decreased LDL by 10.6%, and increased triglyceride by 51% in hamsters. Discovery, synthesis, SAR and details of the activities of dimers have been described.
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in: SICRIS
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