Regenerable Radical-Trapping Tellurobistocopherol Antioxidants

Jia Fei Poon, Jiajie Yan, Vijay P. Singh, Paul Gates, Lars Engman

Research output: Contribution to journalArticle (Academic Journal)peer-review

20 Citations (Scopus)
266 Downloads (Pure)

Abstract

Tellurobistocopherols 9–11 were prepared by lithiation of the corresponding bromotocopherols, reaction with tellurium tetrachloride and reductive workup. Compounds 9–11 quenched linoleic-acid-derived peroxyl radicals much more efficiently than α-tocopherol in a chlorobenzene/water two-phase system. N-Acetylcysteine or tris(2-carboxylethyl)phosphine as co-antioxidants in the aqueous phase could regenerate the tellurobistocopherols and increase their inhibition times. Antioxidant 11 inhibited peroxidation for 7-fold longer than that recorded with α-tocopherol. Thiol consumption in the aqueous phase was monitored and found to be inversely related to the inhibition time.
Original languageEnglish
Pages (from-to)12540
Number of pages5
JournalJournal of Organic Chemistry
Volume81
Issue number24
Early online date17 Nov 2016
DOIs
Publication statusPublished - 16 Dec 2016

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