TY - JOUR
T1 - Design, synthesis, and evaluation of an α-tocopherol analogue as a mitochondrial antioxidant
AU - Lu, Jun
AU - Khdour, Omar
AU - Armstrong, Jeffrey S.
AU - Hecht, Sidney
N1 - Funding Information:
We thank Dr. Damien Duveau, ASU, for assistance with the interpretation of several NMR spectra. This work was supported in part by a grant from the Friedreich’s Ataxia Research Alliance (FARA) .
Copyright:
Copyright 2011 Elsevier B.V., All rights reserved.
PY - 2010/11/1
Y1 - 2010/11/1
N2 - An efficient synthesis has provided access to a novel α-tocopherol analogue (2), as well as its trifluoroacetate salt and acetate ester. An annulation reaction was used to establish the pyridinol core structure and a Stille coupling reaction was employed for conjugation with the tocopherol side chain. This analogue was shown to suppress the levels of reactive oxygen species in cultured cells, and to quench peroxidation of mitochondrial membranes.
AB - An efficient synthesis has provided access to a novel α-tocopherol analogue (2), as well as its trifluoroacetate salt and acetate ester. An annulation reaction was used to establish the pyridinol core structure and a Stille coupling reaction was employed for conjugation with the tocopherol side chain. This analogue was shown to suppress the levels of reactive oxygen species in cultured cells, and to quench peroxidation of mitochondrial membranes.
KW - Lipid peroxidation
KW - Mitochondrial antioxidant
KW - Mitochondrial dysfunction
KW - Reactive oxygen species
KW - α-Tocopherol analogue
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U2 - 10.1016/j.bmc.2010.08.030
DO - 10.1016/j.bmc.2010.08.030
M3 - Article
C2 - 20884213
AN - SCOPUS:77958022021
SN - 0968-0896
VL - 18
SP - 7628
EP - 7638
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 21
ER -