30724-94-8Relevant academic research and scientific papers
In vitro studies of 3-hydroxy-4-pyridinones and their glycosylated derivatives as potential agents for Alzheimer's disease
Green, David E.,Bowen, Meryn L.,Scott, Lauren E.,Storr, Tim,Merkel, Michael,Boehmerle, Karin,Thompson, Katherine H.,Patrick, Brian O.,Schugar, Harvey J.,Orvig, Chris
experimental part, p. 1604 - 1615 (2010/06/20)
Glycosides of 3-hydroxy-4-pyridinones were synthesized and characterized by mass spectrometry, elemental analysis, 1H and 13C NMR spectroscopy, and in one case by X-ray crystallography. The Cu2+ complex of a novel 3-hydroxy-4-pyridinone was synthesized and characterized by IR and X-ray crystallography, showing the ability of these compounds to chelate potentially toxic metal ions. An MTT cytotoxicity assay of a selected glycosylated compound showed a relatively low toxicity of IC50 = 570 ± 90 μM in a human breast cancer cell line. The pyridinone glycosides could be cleaved by a broad specificity beta-glycosidase, Agrobacterium sp.β-glucosidase, and for one compound kcat and Km were determined to be 19.8 s-1 and 1.52 mM, respectively. Trolox Equivalent Antioxidant Capacity (TEAC) values were determined for the free pyridinones, indicating the good antioxidant properties of these compounds. Metal-Aβ1-40 aggregates with zinc and copper were resolubilized by the non-glycosylated pyridinone ligands. The Royal Society of Chemistry 2010.
