Food Additives Reducing Volatility of Antioxidants at Frying Temperature

At frying temperature, antioxidants are lost not only by reaction with radicals formed by oil oxidation but also by decomposition and evaporation before they are able to exert antioxidant activity. In this study, it was hypothesized that an additive that can bind or interact with an antioxidant could reduce volatility of the antioxidant at frying temperature. Three synthetic antioxidants, tert‐butylhydroquinone (TBHQ), butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT), which have relatively high volatility, were used as antioxidants in this study to examine the hypothesis. Thermogravimetric analysis (TGA) experiments showed that all 22 additives tested in this study effectively reduced volatility of the antioxidants. An NMR study showed that signals of BHT shifted by addition of an additive, evidencing the interaction between the two substances in the chloroform solution. To examine the effect of these interactions on antioxidant activity, heating tests were conducted with soybean oil (SBO) containing 200 ppm antioxidants at 180 °C. Oxidation was monitored with ¹H NMR for loss of olefinic protons and bisallylic protons in SBO and with gel permeation chromatography (GPC) for polymerized triacylglycerols (PTAG). Improved antioxidant activity of the antioxidants were observed when combined with several additives tested in this study, and HPLC analysis showed that the antioxidants were effectively reserved by the additives in SBO during the heating process. The concentrations of the antioxidants retained in SBO were relatively well correlated with the antioxidant activity.     

Effects of soybean oil and oxidized soybean oil on the stability of β-carotene

The effects of 1.0%, 2.5%, and 5.0% purified soybean oil and thermally oxidized soybean oil on the stability of 100 ppm β-carotene as a fat-soluble vitamin A and singlet oxygen quencher in isooctane have been studied. The samples were stored under 1000, 2000, or 4000 lx at 20 °C for 2 days and at 50 °C for 16 days in the dark. The β-carotene was determined by high-performance liquid chromatography. The centrifugation and filtration of vegetable mixture, during sample preparation for β-carotene analysis by HPLC, decreased the coefficient of variation from 4.13% to 1.02%. The purified soybean oil and thermally oxidized soybean oil stabilized β-carotene in isooctane under light and in the dark at α = 0.05. The losses of β-carotene, with 1.0% purified oil, 1.0% thermally oxidized oil and without any oil during 48 h under light, were 11.2%, 80%, and 100%, respectively. 100 ppm TBHQ had a protective effect on the stability of β-carotene in isooctane at α = 0.05. The β-carotene stability decreased as the light intensity increased from 1000 to 2000 or 4000 lx at α = 0.05. The stability of vitamins in fruit and vegetable drinks enriched with fat-soluble vitamins and antioxidants during storage can be greatly improved by adding approximately 1.0% high quality non-oxidized soybean oil.     

复配抗氧化剂在牡丹籽油乳液中的抗氧化作用研究

为提高牡丹籽油乳液的氧化稳定性，将叔丁基对苯二酚（TBHQ）与天然抗氧化剂（生育酚、抗坏血酸）进行复配，测定不同抗氧化剂对牡丹籽油乳液的抗氧化作用，并分析了不同复配抗氧化剂的相互作用机制。结果表明：在贮藏30 d时，添加和未添加抗氧化剂牡丹籽油乳液的粒径相较于0 d 均略有增加，200 mg/kg TBHQ与800 mg/kg抗坏血酸复配时乳液的Zeta电位绝对值最大，且抗氧化作用最强；TBHQ与抗坏血酸表现出较好的协同抗氧化作用，与生育酚表现出拮抗作用；TBHQ与生育酚之间拮抗作用的原因主要是TBHQ减少了生育酚在牡丹籽油乳液中油水界面的含量，而TBHQ与抗坏血酸之间协同作用主要是由于抗坏血酸增加了TBHQ在牡丹籽油乳液中油水界面的含量。综上，TBHQ与抗坏血酸复配能提高牡丹籽油乳液的氧化稳定性。     

Effects of storage conditions on oxidative stability of soybean oil

Soybean oil in the presence or absence of 200 µg g^?1 tert‐butyl hydroquinone (TBHQ) was subjected to accelerated oxidative storage at 60 °C for 10 days or stored at room temperature for 12 months. Tocopherol contents of the oil decreased, whereas the headspace volatiles and peroxide values (PV) increased as the storage time increased. During accelerated storage, TBHQ was effective in retarding the formation of hydroperoxides and headspace volatiles in the oil. TBHQ also protected tocopherols, especially α‐tocopherol, from oxidation. During long‐term room‐temperature (LTRT) storage, the changes in PV between the oils with and without TBHQ were similar, but the oil with TBHQ had lower headspace volatile contents than that without TBHQ. Headspace volatile analysis was more suitable than PV measurement for predicting the oxidative stability of soybean oil during LTRT storage. The contents of hexanal or (E)‐2‐heptenal in the oil at 1–5 days of accelerated storage could be used to predict those of the corresponding compound in the oil at 0–4 weeks of LTRT storage. Copyright © 2005 Society of Chemical Industry     

茶多酚和TBHQ对花生油、花生大豆调和油抗氧化作用的对比研究

利用对比试验和强制氧化方法研究了茶多酚和特丁基对苯二酚(TBHQ)等抗氧化剂对压榨一级花生油、花生大豆调和油的抗氧化作用。     

TBHQ的电化学性质研究

基于抗氧化剂TBHQ的介电性质,探讨了TBHQ的电化学行为.本研究以Nafion修饰玻碳电极作为工作电极,以LiClO4乙腈溶液作为电解质,采用循环伏安扫描测定法(CSV),得到了在6.6×10-53.3×10-4mol/L范围内TBHQ加入量与氧化峰电流呈良好的线性关系.首次从TBHQ的电化学性质方面对其抗氧化机理进行了阐述.     

TBHQ对菜籽油热加工过程中的品质影响研究

选取不同加热温度、加热时间、加热次数为因素,以未添加抗氧化剂的菜籽油作为对照,测定样品的过氧化值、酸价,并对其进行感官评价,研究TBHQ对菜籽油热加工过程中品质的影响。结果表明:分别在140、160、180、200、220℃下对菜籽油加热0. 5 h时,添加TBHQ可显著降低其过氧化值(P=0. 011 8),但对酸价没有显著影响;在180℃下对菜籽油分别加热0. 5、1、1. 5、2、2. 5 h时,添加TBHQ可极显著降低其过氧化值(P=0. 003 6),但对酸价没有显著影响; 200℃下对菜籽油反复加热2～3次,每次加热0. 5 h,未添加TBHQ菜籽油过氧化值已经超过国标一级菜籽油限值,而添加TBHQ菜籽油过氧化值合格。在试验条件下,添加TBHQ对菜籽油感官品质均无明显影响。     

Migration analysis,antioxidant, and mechanical characterization of polypropylene-based active food packaging films loaded with BHA,BHT, and TBHQ

Polypropylene (PP) based active composite films were prepared by adding butylated hydroxy anisole (BHA), butylated hydroxytoluene (BHT), and tertiary butylated hydroquinone (TBHQ) antioxidants using the extrusion molding process. All concentrations of BHT, 2% to 3% BHA, and 3% TBHQ significantly increased the tensile strength (TS) of the composite films compared with control films. Increasing antioxidant concentration decreased TS values for BHT films, whereas an opposite trend was observed for BHA and TBHQ films. BHA at < 2%, BHT at > 2%, and TBHQ at all added concentrations significantly reduced elongation at break (E_b) of the composite films compared to control films. Water vapor permeability (WVP) of 1% BHT film was not significantly different from control. However, other antioxidants especially at increased concentrations significantly increased WVP values. TBHQ films with 300% to 662% increase had the highest WVP and BHT films with 5% to 81% increase had the lowest WVP among composite films. All three antioxidants had a negative effect on the transparency of the films; however the effect of BHA at higher concentrations was greater. The antioxidants did not change the color attributes of the films. Films containing all antioxidants showed 2,2-diphenyl-1-picrylhydrazyl radical-scavenging activity, which increased with increase in their concentration, especially for those containing 3 wt.% BHT and TBHQ. Overall, incorporating BHA and BHT into a PP matrix improved mechanical, barrier, antioxidant properties, and film appearance and consequently were proposed for the development of antioxidant active PP films. TBHQ film is not recommended for food packaging because of its weak mechanical properties (lower E_b and TS values, higher WVP, and greater migration).     

Oxidative stability of palm‐ and soybean‐based medium‐ and long‐chain triacylglycerol (MLCT) oil blends

BACKGROUND: Medium‐ and long‐chain triacylglyerols (MLCT) enzymatically esterified using Lipozyme RM IM lipase has very low oxidative stability as it does not contain any antioxidants. The aim of this work was to study the ability of various antioxidants to increase the oxidative stability of palm‐ and soybean‐based MLCT blends which assist to bring up the oxidative stability of both MLCT blends. In this study, the effectiveness of rosemary extracts, sage extracts, tert‐butylhydroquinone (TBHQ) and mixtures of tert‐butyl‐4‐hydroxyanisole (BHA) and tert‐butyl‐p‐hydroxytoluene (BHT) in protecting against oxidation of various MLCT blends was investigated. RESULTS: Blending of MLCT oil with either palm olein or soybean oil improved its smoke point values and oxidative stability. TBHQ addition to both palm‐ and soybean‐based MLCT blends increased oxidative stability. Combination of BHA and BHT showed no significant improvement (P > 0.05) in ability to protect blends from oxidation compared to natural antioxidants such as sage or rosemary extracts. CONCLUSION: Blended oils with 500 g kg^?1 MLCT and 500 g kg^?1 palm olein (MP5) were the most suitable for use at high temperature based on the fatty acid composition of the MLCT blends, which subsequently had an effect on thermal oxidative stability. In general, addition of either natural or synthetic antioxidant assisted in improving the antioxidative strength of both MLCT blends. MLCT blends with added TBHQ showed the highest thermal oxidative stability among the antioxidants used. Copyright © 2008 Society of Chemical Industry     

Determination of Tertiary-butylhydroquinone and Its Metabolites in Rat Serum by Liquid Chromatography–Ion Trap Mass Spectrometry

A new method applying sensitive and selective liquid chromatography coupled with mass spectrometry (LC/MS/MS) for analyzing tertiary-butylhydroquinone (TBHQ) and its metabolites in rat serum was validated. Using an extracted ion chromatogram (EIC) of m/z 149, free TBHQ was observed in rat serum after dosing TBHQ at 350 mg/kg to male and female Sprague–Dawley (SD) rats. Four major metabolites of TBHQ were identified—a TBHQ-sulfate, two TBHQ-sulfate-derived substances and a TBHQ-glucuronide through MSⁿ spectra. Besides its simplicity, the sample treatment allows one to obtain a very good recovery of analysts, namely around 95%. This result suggests that the method described here is useful for the analysis of TBHQ and its metabolites in rat serum. Moreover, the metabolism of TBHQ was investigated using the method. After oral administration, TBHQ appear to be more completely absorbed and bio-transformed by males than females, which may result in higher acute oral toxicity of TBHQ for males than females.