Preparation and Investigation of Vitamin B-6-Derived Aminopyridinol Antioxidants

Title
Preparation and Investigation of Vitamin B-6-Derived Aminopyridinol Antioxidants
Author(s)
Remigiusz Serwa[Remigiusz Serwa]남태규[남태규]Luca Valgimigli[Luca Valgimigli]Sean Culbertson[Sean Culbertson]Christopher L. Recto[Christopher L. Recto]정병선Derek A. Pratt[Derek A. Pratt]Ned A. Porter[Ned A. Porter]
Keywords
CHAIN-BREAKING ANTIOXIDANTS; LOW-DENSITY-LIPOPROTEIN; WATER-SOLUBLE ANTIOXIDANT; ALPHA-TOCOPHEROL; PHOSPHATIDYLCHOLINE LIPOSOMES; PEROXIDATION PRODUCTS; PHENOLIC ANTIOXIDANTS; PEROXYL RADICALS; RATE CONSTANTS; MEMBRANES
Issue Date
201012
Publisher
WILEY-V C H VERLAG GMBH
Citation
CHEMISTRY-A EUROPEAN JOURNAL, v.16, no.47, pp.14106 - 14114
Abstract
3-Pyridinols bearing amine substitution para to the hydroxylic moiety have previously been shown to inhibit lipid peroxidation more effectively than typical phenolic antioxidants, for example, alpha-tocopherol. We report here high-yielding, large-scale syntheses of mono- and bicyclic amino-pyridinols from pyridoxine hydrochloride (i.e., vitamin B6). This approach provides straightforward, scaleable access to novel, potent, molecular scaffolds whose antioxidant properties have been investigated in homogeneous solutions and in liposomal vesicles. These molecular aggregates mimic cell membranes that are the targets of oxidative damage in vivo.
URI
http://hdl.handle.net/YU.REPOSITORY/23241http://dx.doi.org/10.1002/chem.201001382
ISSN
0947-6539
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약학대학 > 약학부 > Articles
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