%0 Journal Article
%A Foti, Mario C.
%A Ingold, K. U.
%D 2003
%T Mechanism of Inhibition of Lipid Peroxidation by γ-Terpinene,
an Unusual and Potentially Useful Hydrocarbon Antioxidant
%U https://acs.figshare.com/articles/journal_contribution/Mechanism_of_Inhibition_of_Lipid_Peroxidation_by_-Terpinene_an_Unusual_and_Potentially_Useful_Hydrocarbon_Antioxidant/3679281
%R 10.1021/jf020993f.s001
%2 https://ndownloader.figshare.com/files/5769069
%K vitamin E
%K radical
%K antioxidant
%K Terpinene
%K chain reaction
%K LH
%K TH
%K mechanism
%K HOO
%K LOO
%K peroxidation
%K Antioxidant
%K hydroperoxyl
%X γ-Terpinene (TH), a monoterpene hydrocarbon present in essential oils, retards the peroxidation of
linoleic acid (LH). The peroxidation of TH has been shown to yield p-cymene as the only organic
product in a chain reaction in which the chain carrier is the hydroperoxyl radical, HOO•. The
peroxidation of LH is well-known to be a chain reaction in which the chains are carried by linoleylperoxyl
radicals, LOO•, and the products are linoleyl hydroperoxides. The retardation of LH peroxidation by
TH has been found to be due to rapid chain termination via a very fast cross-reaction between HOO•
and LOO• radicals. This antioxidant mechanism is completely different from the mechanism of
antioxidant action of vitamin E. Since vitamin E becomes a prooxidant at high concentrations, the
addition of essential oils containing TH to edible lipids may provide an alternative or supplementary
strategy for obtaining large increases in their oxidative stability and shelf life, something that cannot
be achieved by simply adding more and more vitamin E.
Keywords: Antioxidant; hydroperoxyl radical; kinetics; peroxidation; terpinene
%I ACS Publications