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Preparation and Investigation of Vitamin B 6 ‐Derived Aminopyridinol Antioxidants
Author(s) -
Serwa Remigiusz,
Nam Taegyu,
Valgimigli Luca,
Culbertson Sean,
Rector Christopher L.,
Jeong ByeongSeon,
Pratt Derek A.,
Porter Ned A.
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001382
Subject(s) - vitamin b , chemistry , vitamin , biochemistry
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, α‐tocopherol. We report here high‐yielding, large‐scale syntheses of mono‐ and bicyclic aminopyridinols from pyridoxine hydrochloride (i.e., vitamin B 6 ). 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.

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