Effect of BHA, BHT, TBHQ and PG on Growth and Toxigenesis of Selected Aspergilli

The antifungal effect of butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), tertiary butylhydroquinone (TBHQ) and propyl gallate (PC) alone or in combination on three toxigenic strains of aspergilli (NRRL 2999, NRRL 4123, NRRL 5835) and three nontoxigenic strains of aspergilli (NRRL 5521, NRRL 5917, NRRL 5918) was examined in a solid medium and in salami. BHT and PG (0.001,0.005,0.01,0.02g per plate) did not inhibit growth, sporulation, and toxigenesis of all six cultures. Aflatoxin production by toxigenic aspergilli (B₁, B₂, G₁ and G₂) in the presence of BHA, TBHQ, and a combination of BHA and TBHQ was reduced significantly (P < 0.05). In salami BHA, TBHQ alone or in combination at 100 ppm significantly (P < 0.05) decreased the aflatoxin production by aspergilli when compared to control samples. A combination of BHA and TBHQ showed synergistic inhibition in both studies (solid medium and salami studies).     

Kinetics of Growth and Inhibition of Listeria monocytogenes in the Presence of Antioxidant Food Additives

Listeria monocytogenes strain Scott A in Tryptose Broth was treated with 100-300 ppm butylated hydroxyanisole (BHA), 300-700 ppm butylated hydroxytoluene (BHT) and 10-30 ppm tertiary butylhydroquinone (TBHQ). Resulting growth curves were fitted using the logistic model, and growth parameters [lag period (LP), generation time (GT), and maximum growth (MG)] were calculated. BHA and BHT inhibited Listeria monocytogenes by increasing LP and GT and decreasing MG. Extent of inhibition was concentration-dependent for cultures with BHA, but not with BHT. TBHQ at 10-30 ppm increased LP but did not affect other parameters. LP increased exponentially with increased BHA or TBHQ in Listeria culture. Concentrations of additive required to increase LP by one order of magnitude were 240 ppm for BHA and 26 ppm for TBHQ.     

Effect of selected phenolic compounds on the membrane-bound adenosine triphosphatase of Staphylococcus aureus

The effect of selected phenolic compounds on the membrane-bound ATPase activity of two strains of Staphylococcus aureus was studied. These phenolic compounds were: butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), tertiary butylhydroquinone (TBHQ), propyl gallate (PG), p-coumaric, ferulic, caffeic acids, methyl paraben and propyl paraben. Cytoplasmic membrane-bound ATPase activity was measured in the presence of 0, 150, 300, 600 and 1200 μg ml⁻¹ of each phenolic compound. Among all the compounds studied, only BHA was found to significantly stimulate the activity of the enzyme. In contrast, some of the compounds were found to significantly inhibit the activity of the enzyme as was the case of TBHQ, PG, p-coumaric acid, ferulic acid and caffeic acid. The remaining compounds did not influence the activity of the ATPase at any of the concentrations tested. Strain LP ATPase as stimulated less by BHA and inhibited to a greater extent by TBHQ and PG than was the enzyme from strain A100. In contrast, LP ATPase was less inhibited by p-coumaric acid and not affected by either ferulic or caffeic acid.     

Antioxidant and pro-oxidant activity of green tea extracts in marine oils

The activity of green tea extracts (GTE) on the oxidation of refined, bleached and deodorized (RBD) seal blubber oil (SBO) and menhaden oil (MHO) was examined under Schaal oven conditions at 65 °C. Progression of oxidation was monitored using weight gain, peroxide value (PV) and 2-thiobarbituric acid-reactive substances (TBARS) data. GTE exhibited a pro-oxidant effect in both oils examined, perhaps due to the catalytic effect of their chlorophyll constituents. Therefore, in follow-up experiments, a column chromatographic technique was employed to remove chlorophyll from GTE. The resultant dechlorophyllized green tea extract (DGTE) was applied to both SBO and MHO at 100, 200, 500 and 1000 ppm levels. The antioxidant activity of DGTE was compared with the effects of the commonly-used antioxidants such as butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT) and tert-butylhydroquinone (TBHQ) at 200 ppm and α-tocopherol at 500 ppm. DGTE at ≥200 ppm exhibited excellent antioxidant activity in both oils and its efficacy was higher than that of BHA, BHT and α-tocopherol, but less than that of TBHQ.     

Control of Lipid Oxidation in Cooked Ground Pork with Antioxidants and Dinitrosyl Ferrohemochrome

A number of antioxidants were added to ground meat prior to cooking to achieve oxidative stability. The 2-thiobarbituric acid (TBA) numbers of cooked-meat samples after storage for up to 35 days were determined. Of the antioxidants tested, butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), propyl gallate (PG), t-butylhydro-quinone (TBHQ), trihydroxybutyrophenone (THBP), nordihydro-guaiaretic acid (NDGA), catechol, and ethoxyquin were effective at a level of 200 ppm giving TBA values of less than one. BHA, TBHQ, and ethoxyquin were equally effective at a level of 30 ppm. Ascorbyl acetal and ascorbyl palmitate retarded lipid oxidation effectively (TBA values of slightly over one after five weeks of storage). The cooked cured-meat pigment showed some antioxidant effect which increased with increasing concentration, and at 18–24 ppm was better than that of 200 ppm of α-tocopherol.     

Two novel synthetic antioxidants for deep frying oils

Lauryl tert-butylated hydroquinone (LTBHQ) and its oxidized compound, lauryl tert-butylated quinone (LTBQ) were synthesized from tert-butylated hydroquinone (TBHQ) and lauryl alcohol. Their antioxidant activities were investigated. At temperatures higher than 140 °C, the antioxidant activity of LTBHQ and LTBQ was higher than TBHQ. In emulsions, these two compounds had stronger antioxidant activity than TBHQ, butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA).     

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).     

Gas Chromatographic Determination of Butylated Hydroxyanisole, Butylated Hydroxytoluene and Tertiarybutyl Hydroquinone in Soybean Oil

Oils containing different levels of the most common phenolic antioxidants, butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), and tertiarybutyl hydroquinone (TBHQ) from 0–200 ppm were analyzed by a new gas chromatographic method. The antioxidants in oils were isolated by nitrogen gas purging, collected on Tenax GC coated with polymetaphenoxylene, and then separated and quantitated by gas chromatography. This method requires neither extraction of antioxidants from oil nor derivatization of antioxidants. The correlation coefficients (r) between gas chromatographic peak heights or peak area and their concentrations in oils were 0.99 for BHA, BHT, and TBHQ. This simple gas chromatographic method can determine as little as 10 ppm pf BHA, BHT, or TBHQ in oils in an hour.     

Effects of Antioxidants on Growth, Sporulation and Pseudomycelium Production by Saccharomyces cerevisiae

Butylated hydroxyanisole (BHA), tertiary butylhydroquinone (TBHQ) and propyl gallate were evaluated for their effects on growth, sporulation and pseudomycelium production by Saccharomyces cerevisiae. As little as 150 ppm BHA, 300 ppm TBHQ and 3000 ppm propyl gallate significantly (P 0.05) reduced the number of colonies formed on agar media compared with controls. The rate of growth was adversely affected by as little as 50 ppm BHA, 100 ppm TBHQ and 500 ppm propyl gallate. At pH 3 and 7, there was a combined inhibitory effect with antioxidants on the rate of growth compared to effects at pH 4–6. BHA and TBHQ increased the time required for sporulation. Production of pseudomycelium was affected by propyl gallate when the yeast was grown on corn meal agar. None of the antioxidants was as effective in a model food system (ice cream mix) containing 2% oil as they were in laboratory media.     

Effectiveness of antioxidants on the stability of banana chips

The effectiveness of butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT) in improving the stability of banana chips stored at 65°C were compared. Criteria used in the assessment of the stability of the chips included the determinations of peroxide, p-anisidine, acid and iodine values, E_1cm ^1% at 232 amd 268 nm and the C18:2/C16:0 ratio of oil extracted from banana chips. It was found that chips fried in refined, bleached and deodorised (RBD) olein containing BHA or BHT were more stable than chips fried in RBD olein without antioxidants. BHT was more effective than BHA in prolonging the shelf-life of of banana chips. The same order of effectiveness of the antioxidants was observed at 65°C and at room temperature (25°C).     

Antioxidant activity of ginger extract in sunflower oil

The antioxidant activity of dichloromethane extract from ginger was evaluated during 6 months of storage of refined sunflower oil at 25 and 45 °C. Free fatty acid (FFA) content, peroxide value (POV) and iodine value (IV) were used as criteria to assess ginger extract as an antioxidant. After 6 months of storage at 45 °C, sunflower oil containing 1600 and 2400 ppm ginger extract showed lower FFA contents (0.083 and 0.080%) and POVs (24.5 and 24.0 meq kg^?1) than the control sample (FFA contents 0.380%, POV 198.0 meq kg^?1). Sunflower oil containing 200 ppm butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT) showed FFA contents of 0.089 and 0.072% and POVs of 26.5 and 24.7 meq kg^?1 respectively after 6 months of storage at 45 °C. Similarly, after 6 months of storage at 45 °C, IVs of sunflower oil containing 1600 and 2400 ppm ginger extract were 80 and 92 respectively, higher than that of the control sample (53). However, IVs of sunflower oil treated with 200 ppm BHA and BHT were 94 and 96 respectively after 6 months of storage at 45 °C. These results illustrate that ginger extract at various concentrations exhibited very strong antioxidant activity, almost equal to that of synthetic antioxidants (BHA and BHT). Ginger extract also showed good thermal stability and exhibited 85.2% inhibition of peroxidation of linoleic acid when heated at 185 °C for 120 min. Therefore the use of ginger extract in foods is recommended as a natural antioxidant to suppress lipid oxidation. © 2003 Society of Chemical Industry     

Qualitative and Quantitative Effects of Antioxidants on the Flavor Stability of Oil

Qualitative and quantitative effects of the common antioxidants, BHA, BHT, PG and TBHQ on the rate of dissolved free oxygen disappearance in soybean oil during storage were studied. The order of effectiveness was BHA, BHT, PG and TBHQ with TBHQ as the most effective. Statistical analyses of the results showed that the effects of BHA and BHT were not significantly different from each other at the 5% level, but BHA or BHT was different from PG or TBHQ, and PG was different from TBHQ. The antioxidant effectiveness of levels of 0, 50, 100, 150 and 200 ppm BHA, BHT, PG or TBHQ was significantly different from one another at the 5% level. The higher the amounts of antioxidants added, the slower the rate of dissolved oxygen disappearance in the oil.     

Antibacterial Effects of Butylated Hydroxyanisole (BHA) against Bacillus species

The antibacterial effect of butylated hydroxyanisole (BHA) was evaluated in laboratory media and in two foods. In nutrient broth growth of Bucillus species (three strains of B. cereus, two of which were enterotoxigenic, and one strain each of B. subtilis and B. megaterium) was inhibited by 75 ppm of BHA. In tests with food systems growth inhibition of vegetative cells of these organisms required 1000 ppm in cooked rice and 5000 ppm in strained chicken. The effect of BHA was bacteriostatic at the tested levels (≤ 200 ppm in laboratory media and ≤ 10,000 ppm in the food systems), and viable cells were recovered from all samples. Bacterial growth resumed in samples which contained bacteriostatic levels of BHA after dilution with antioxidant free broth or food.     

SYNERGISTIC ACTIVITY OF CAPELIN PROTEIN HYDROLYSATES WITH SYNTHETIC ANTIOXIDANTS IN A MODEL SYSTEM

Capelin protein hydrolysates (CPHs) were examined in a β-carotene-linoleate model system together with synthetic antioxidants, namely butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), and tert-butyl hydroquinone (TBHQ). Addition of CPHs was at 0.25 and 1 mg per 5 mL in the above emulsion. BHA and BHT were added at levels of 2.5 and 5 μg and TBHQ at 5 and 10 μg. Absorbance of model emulsion system at 470 nm was recorded every 30 min for 2 h. CHPs and synthetic antioxidants inhibited oxidation of linoleic acid effectively. In the experiment with BHA, the influence of CPHs was significant (p<0.01) for the samples incubated for 60, 90, and 120 min; and in experiments with BHT and TBHQ during the entire incubation period. The influence of added BHA and BHT on inhibition of bleaching of β-carotene in the emulsion system was significant (p <0.01) during the incubation period and after 60, 90 and 120 min when TBHQ was used. A synergistic effect was observed only for CPHs and TBHQ when incubation time was 60, 90, and 120 min.     

Determination of synthetic phenolic antioxidants in soft drinks by stir-bar sorptive extraction coupled to gas chromatography-mass spectrometry

The synthetic phenolic antioxidants butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT) and tert-butyl hydroquinone (TBHQ) were pre-concentrated by stir-bar sorptive extraction and thermally desorbed (SBSE-TD) before analysis by GC-MS. Several parameters affecting the derivatisation step and both SBSE extraction and thermal desorption were carefully optimised. When the analyses of BHA and TBHQ in their acetylated, silylated and underivatised forms were compared, the best results were obtained when the in-situ derivatisation procedure with acetic anhydride was employed. Quantification was carried out using carvacrol as the internal standard, providing quantification limits of between 0.11 and 0.15 ng ml^?1, depending on the compound. Recovery assays for samples spiked at two concentration levels, 1 and 5 ng ml^?1, provided recoveries in the 81–117% range. The proposed method was applied in the analysis canned soft drinks and the analytes were found in five of the 10 samples analysed.     

Influence of sn‐1,3‐lipase‐catalysed interesterification on the oxidative stability of soybean oil‐based structured lipids

The oxidative stability of structured lipids (SLs) synthesised by specific sn‐1,3‐lipase catalysed interesterification of soybean oil (SBO) with caprylic acid (CA) in a stirred batch reactor was studied. SLs contained considerable amounts of tocopherol (TOH) isomers, although they lost almost 25% of endogenous TOHs during production. The effects of the addition of different TOH homologues (α, β, γ, δ), ascorbyl palmitate (AP, 200 ppm), lecithin (Le, 1000 ppm), butylated hydroxytoluene (BHT, 100 ppm) and butylated hydroxyanisole (BHA, 100 ppm) on the oxidative stability of SLs were investigated. Induction time (IT) of SBO, determined by the Rancimat method, decreased from 8.4 to 5.8 h at 110 °C after the modification. On the other hand, purified SLs and purified SBO had the same IT due to the tocopherol reduction during silica purification. No significant difference was observed between IT of SLs and SLs plus different α‐tocopherol concentrations (50, 100, 150, 200, 300, 500 and 1000 ppm) (P > 0.05). However, the addition of Le and/or AP significantly improved oxidative stability of purified SLs and SBO. The ternary blend containing δ‐TOH, AP and Le had higher IT than ternary blends of α‐TOH, β‐TOH or γ‐TOH. Furthermore, ternary blend containing BHA, AP and Le had higher IT than ternary blends of BHT, AP and Le. In addition, there was an increase in peroxide value (PV), conjugated diene (CD) content and p‐anisidine value (AV) during oxidation of oils at 60 °C. Antioxidant mixtures of α‐TOH (50 ppm) and δ‐TOH (500 ppm) with AP and Le decreased PV, CD and AV effectively. Copyright © 2006 Society of Chemical Industry     

Potato Peel Waste: Stability and Antioxidant Activity of a Freeze-Dried Extract

Aqueous extracts of potato peel waste were freeze-dried. High performance liquid chromatography (HPLC) of the freeze-dried extracts revealed that chlorogenic (50.31%), gallic (41.67%), protocatechuic (7.81%), and caffeic (0.21%) acids were the major phenolics. During 15 days storage of the freeze-dried extract, no degradation of phenolics occurred. After 4 days storage at 63°C, 5.00g of sunflower oil containing either the freeze-dried extract (200 ppm) or butylated hydroxyanisole (BHA) (200 ppm) reached peroxide values (PV) of 37.38 and 37.47 meq kg^-1 respectively. L-ascorbic acid-6-palmitate was the best antioxidant (PV= 10.65 meq kg^-1) but the freeze-dried extract was as good as BHA.     

紫外光下4种抗氧化剂在猪油中的抗氧化效果

旨在研究光照对油脂抗氧化剂抗氧化效果的影响。分别研究在254、365 nm波长光照射下,猪油中添加丁基羟基茴香醚(BHA)、2,6-二叔丁基-4-甲基苯酚(BHT)、特丁基对苯二酚(TBHQ)、没食子酸丙酯(PG)对其过氧化值、酸价、丙二醛值、共轭二烯类值、共轭三烯类值的影响。结果表明,与空白相比,在254 nm光照下,4种抗氧化剂抑制猪油过氧化值、酸价、丙二醛值、共轭二烯类值、共轭三烯类值的效果差异不显著(p>0.05);在365 nm光照下,BHA、BHT、PG抑制猪油过氧化值、酸价、共轭二烯类值、共轭三烯类值效果差异性不显著(p>0.05),抑制丙二醛效果差异极显著(p<0.01)。TBHQ抑制猪油酸价、共轭三烯类值效果差异不显著(p>0.05),抑制过氧化值、共轭二烯类值差异显著(p<0.05),抑制丙二醛效果差异性极显著(p<0.01)。由此说明,在254、365 nm光照射下,BHA、BHT、PG基本没有抗氧化效果,TBHQ的效果也不够理想。     

Control of lipid oxidation in cooked meats by combinations of antioxidants and chelators

The degree of oxidation in cooked meats treated with phosphates or polyphosphates and sodium ascorbate (SA) or one of its related compounds was determined using the 2-thiobarbituric acid (TBA) test. Combinations of ascorbates with a polyphosphate effectively retarded lipid oxidation in cooked pork during a 5-week storage period at refrigerator temperature. Addition of a phenolic antioxidant—butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), propyl gallate (PG), tert-butylhydroquinone (TBHQ) or trihydroxybutyrophenone (THBP)—to the above mixtures did not affect the TBA numbers substantially (≤0·1 TBA unit). Ethylenediaminetetraacetic acid disodium salt (Na₂EDTA) with sodium ascorbate, with or without a phenolic antioxidant, was effective in protecting cooked pork from oxidation (TBA numbers of ≤1). Commercial antioxidant systems, Tenox A and Tenox II, were also effective in retarding meat rancidity, but Ronoxan A and Ronoxan D20 were only slightly effective.