Journal of Scientific Research and Development 4 (1): 1-5, 2017
Available online at www.jsrad.org
ISSN 1115-7569
© 2017 JSRAD
1
Synergistic effects of fatty acids on the performance of TBHQ in inhibiting the oxidation
of corn oil
Radiah Ali
1
, Ku Halim Ku Bulat
2
, Alyza A. Azmi
1
, Sabiqah Tuan Anuar
1,
*
1
School of Marine and Environmental Sciences, Universiti Malaysia Terengganu, 21030 Kuala Terengganu, Terengganu Darul
Iman
2
School of Fundamental Sciences, Universiti Malaysia Terengganu, 21030 Kuala Terengganu, Terengganu Darul Iman
Abstract: The synergistic effects of saturated and polyunsaturated fatty acids addition on the performance of
synthetic antioxidant (TBHQ) in inhibiting the autoxidation of corn oil triacylglycerols were reported. This study
utilized the effectiveness of two free fatty acids: palmitic (C16:0) and linoleic (C18:2) acids on TBHQ performance in
triacylglycerols, for experimental and theoretical studies. It was shown that the TBHQ performance is depends on
the concentration of fatty acids added. The addition of fatty acid decreased the triacylglycerols oxidation, thus gave
less effect to the degradation of corn oil after 15 days storage time at 60
o
C. The finding was supported by
theoretical calculations using B3LYP hybrid functional by Gaussion09 software package, where it was found that the
interaction energy is the major contributor to the performance of the TBHQ. In the presence of TBHQ, synergistic
behavior was found between fatty acid and antioxidants, where complex with TBHQ were shown to be stable. Thus
the addition of fatty acids either C16:0 or C18:2 may reduce the peroxide formation.
Key words: Oxidative stability, Synergistic effect, Theoretical study, TBHQ, Palmitic acid, Linoleic acid
1. Introduction
*
One of the most important indicators for
maintaining the quality of vegetable oils is oxidative
stability (Tan et al., 2002). Oxidation of lipids not
only produces rancid odors and flavor but also can
decrease the nutritional properties and safety in
food by the formation of secondary products after
cooking and processing (Frankel, 1996). The
oxidative stability of fats and oils is related to their
triacylglycerols (TAGs) composition and
antioxidants present Hrncirik and Fritshe, 2005;
Mateos et al, 2005) and iron content (Coscione and
Artz, 2005).
Oxidative rancidity in vegetable oils occurs when
heat, metals or other catalysts cause unsaturated oil
molecules to convert to free radicals. These free
radicals are easily oxidized to yield hydroperoxides
and organic compounds such as aldehydes, ketones
or acids (Das et al, 2009; Vlachos et al, 2006;
Mannekote and Kailas, 2012), which give rise to the
undesirable odors and flavors characteristics of
rancid oils and fats (Naz et al, 2004). Hydroperoxides
are primary products formed by oxidation
mechanism is quite unstable and their
decomposition products are responsible for
oxidative rancidity (Azeredo et al, 2004). It rates can
be decreased by addition of primary antioxidants,
which compete with lipids, breaking off free radical
chain.
*
Corresponding Author.
Vegetable oil oxidation is affected by many
factors including the presence of antioxidants
(inhibitors) or pro-oxidants (catalyst); temperature,
light, oxygen, metals and enzymes (regarding
processing and storage conditions) and also
unsaturated fatty acid composition and their
distribution in TAG molecules (Paradiso et al, 2010;
Wasowicz et al, 2004). Corn oil generally is
considered to be fairly unstable to oxidation due to
relatively high concentration of polyunsaturated
fatty acids (PUFA). It consists of high amounts of
1,2,3-trilinoleoyl-glycerol (LLL) (25.6%) and 1,2-
dilinoleoyl-3-oleoyl-glycerol (LLO) (20.5%) TAGs. It
also contains considerable amounts of 1,2-
dilinoleoyl-3-palmitoyl-glycerol (LLP) (16.4%), 1,2-
dioleoyl-3-linoleoyl-rac-glycerol (LOO) (10.9%) and
1-palmitoyl-2-oleoyl-2-linoleoyl-rac-glycerol (POL)
(10.4%), respectively (Rezanka and Rezankova,
1999). Thus, corn oil is highly susceptible to free
radical oxidation reactions giving rise to the
formation of lipid peroxides (Mannekote and Kailas,
2012; Valls et al, 2003) even though it was reported
having better stability then soybean oil (Isabell et al,
1999).
In the vegetable oil industry, synthetic
antioxidants such as TBHQ and other chelating
agents are effectively being used to increase oil
thermal and storage stability as well as decrease
aging effect (Che Man et al, 1999; Gordon and
Kouřimská, 1995; Karavalakis et al, 2011; Bera et al,
2006). Recently, study shows that the presence of