Antimutagenic and antioxidant activities of cascalote (Caesalpinia cacalaco) phenolics

There is an increasing awareness and interest in the antioxidant behaviour and potential health benefits of phenolic acids. The identification of novel sources of phenolic acids has been also of scientific interest. Cascalote (Caesalpinia cacalaco) pods are known to be a good source of ‘tannins’, the name by which industry in Mexico recognizes phenolic extract. Phenolics were determined as gallic acid equivalents g^?1. The antimutagenic activity against aflatoxin B₁ and the antioxidant activity, using two different methods, of the extract were also evaluated. Gallic acid accounts for almost 90% of the phenolic extract of cascalote, the remaining 10% was tannic acid. Antimutagenic activity of cascalote phenolics was dose‐dependent, showing an inhibition level of 64.42% at the highest dose assayed. Antioxidant and antiradical activities were also dose‐dependent. The highest antioxidant activity showed by cascalote phenolics was 73.5%, higher than that of Trolox. The highest antiradical activity of cascalote phenolics was 75.3%, higher than that of BHT and Trolox. Cascalote pods are an outstanding source of gallic and tannic acids. Copyright © 2004 Society of Chemical Industry     

Binding of resveratrol with sodium caseinate in aqueous solutions

The interaction between resveratrol (Res) and sodium caseinate (Na-Cas) has been studied by measuring fluorescence quenching of the protein by resveratrol. Quenching constants were determined using Stern–Volmer equation, which suggests that both dynamic and static quenching occur between Na-Cas and Res. Binding constants for the complexation between Na-Cas and Res were determined at different temperatures. The large binding constants (3.7–5.1 × 10⁵ M⁻¹) suggest that Res has strong affinity for Na-Cas. This affinity decreases as the temperature is raised from 25 to 37 °C. The binding involves both hydrogen bonding and hydrophobic interaction, as suggested by negative enthalpy change and positive entropy change for the binding reaction. The present study indicates that Na-Cas, a common food protein, may be used as a carrier of Res, a bioactive polyphenol which is insoluble in both water and oils.     

The antioxidant activity and stability of the phenolic fraction of green olives and extra virgin olive oil

The antioxidant activity of phenolic extracts from olives and olive oil has been assessed by scavenging of 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) radicals and by studying the effects on the stability of stripped olive oil in the absence and presence of ferric chloride. The olive extracts contained a much higher concentration (1940–5800 mg kg^?1) of phenolic components than the olive oil extract (180 mg kg^?1). Some olive extracts were more effective than the olive oil extract in scavenging DPPH radicals, but the three varieties of olives examined showed relatively large differences in both polyphenol concentration and antioxidant activity of extracts. α‐Tocopherol and extracts from both olives and olive oil were effective antioxidants in stripped olive oil at 60 °C. Ferric chloride reduced the stability of stripped olive oil, but the olive extract studied was significantly more effective as an antioxidant in the presence of the metal salt than the olive oil extract or α‐tocopherol. Ferric ions catalysed the oxidation of caffeic acid, oleuropein and phenolic components of the olive and olive oil extracts in aqueous solution (pH 5.4). The olive extract oxidised more rapidly than the olive oil extract in aqueous solution. © 2001 Society of Chemical Industry     

Modeling Lycopene Degradation and Isomerization in the Presence of Lipids

The kinetics of thermally induced degradation and isomerization of lycopene in olive oil, fish oil, and an olive oil/tomato emulsion were studied in detail. Special attention was paid to the isomerization reactions using a multi-response modeling approach. The type of oil had a significant impact on lycopene degradation kinetics, being faster in fish oil compared with olive oil. The estimated kinetic parameters to describe lycopene degradation in olive oil were not significantly different from those in an olive oil/tomato emulsion. The overall Z-isomer formation and elimination in olive oil, fish oil, and olive oil/tomato emulsion was similar. Only the kinetic parameters for 13-Z-lycopene formation differed significantly in the two oils. Although the isomerization rate constants for the emulsion were lower than for olive oil, the isomerization reactions showed similar temperature dependency. This study shows that the kinetics of thermally induced degradation and isomerization of lycopene in oil and in an olive oil/tomato emulsion can be described using the same model. The food system, however, has an influence on the model parameters, especially on the rate constants.     

Influence of Different Extraction Media on Phenolic Contents and Antioxidant Capacity of Defatted Dabai (<Emphasis Type="Italic">Canarium odontophyllum</Emphasis>) Fruit

Dabai (Canarium odontophyllum) is a potential “functional fruit”. Future commercialization of dabai fat as healthy oil may result in the accumulation of defatted dabai as a by-product. This study was carried out to determine the total phenolics and antioxidant capacity of defatted dabai parts as a new source of functional food and nutraceutical ingredient. In this study, defatted dabai parts were extracted using different extraction media (methanol, ethanol, ethyl acetate, acetone, and water) and analyzed for total phenolics, total flavonoids, total anthocyanins, and antioxidant capacity (ABTS⁺ radical scavenging and ferric-reducing antioxidant power assays) using spectrophotometric and high-performance liquid chromatography methods. Major phenolics in defatted dabai peel extracted using methanol were catechin and epigallocatechin while in water extract, major phenolic acid was ellagic acid. Defatted dabai peel also had higher anthocyanidin content than its pulp. The peel of a defatted dabai fruit extracted using methanol contained a high total phenolics and Trolox equivalent antioxidant capacity (TEAC). Ethyl acetate extract of defatted dabai parts had the least phenolics compared in ethanol and acetone extracts. Higher total phenolics and TEAC values were observed in water extract of a defatted dabai peel than ethanol, acetone, and ethyl acetate extracts. Hence, methanol extract of a defatted dabai peel could probably be used as a natural antioxidant.     

Preparative separation and purification of phenolic compounds from Canarium album L. by macroporous resins

BACKGROUND: Canarium album L. (also called Chinese olive) is a traditional medicine material in China, and phenolic compounds from C. album possess great pharmacological activities. To obtain high‐purity phenolics from C. album, a crude extract of C. album phenolics was prepared by ethanol extraction. The use of macroporous resins for further separation and purification of phenolics in the extract was studied. RESULTS: Through static adsorption and desorption tests, AB‐8 resin was chosen for the separation of phenolics because of its higher adsorption capacity and desorption ratio than other resins. Then, dynamic adsorption and desorption experiments were carried out on an AB‐8 resin packed column to obtain optimal separation parameters. The highest adsorption capacity of AB‐8 was achieved when variables including initial concentration (C₀), feed flow rate and feed volume were 10 mg mL^?1, 2 mL min^?1 and 9 bed volumes (BV), respectively, and saturated resin was first washed with 5 BV of water to remove impurities, then a purified product containing more than 85% of C. album phenolics was obtained by desorbing the resin with 2.5 BV of 70% (v/v) aqueous ethanol at flow rate of 1 mL min^?1, and the recovery of phenolics was up to 75%. In addition, five phenolic compounds in the product were identified as gallic acid, ellagic acid, corilagin, hyperin and kaempferol‐3‐glucopyranoside by UV and LC–ESI–MS analysis. CONCLUSION: The results in this study could provide scientific references for the large‐scale production of phenolics from C. album. Copyright © 2007 Society of Chemical Industry     

Antioxidant and antilisterial activity of olive oil,cocoa and rosemary extract polyphenols

Antibacterial and antioxidant activity of polyphenols from olive oil, cocoa, and rosemary extract was tested. Antimicrobial activity against Listeria strains was assessed using broth dilution and time-kill curve methods. The 2,2-diphenyl-2-picrylhydracyl hydrate (DPPH) radical scavenging method, Folin–Ciocalteu method, and high performance liquid chromatography (HPLC) were used for phenolics identification and determination of antioxidants level. Antibacterial and antioxidant activity of main pure phenolic compounds, such as hydroxytyrosol in olive oil, epicatechin in cocoa and carnosic acid in rosemary was each compared with their extracts.     

Biochemical similarity of Schizosaccharomyces pombe ras1 protein with RAS2 protein of Saccharomyces cerevisiae

Schizosaccharomyces pombe contains single ras oncogene homologue, ras1, that functions in the signal transduction pathway conducting the cell's mating processes. To understand the biochemical basis of yeast ras proteins, we have purified the ras1 protein and compared the major biochemical constants with those of RAS2 protein from Saccharomyces cerevisiae and mammalian ras proteins. The purified ras1 protein showed a remarkably high K_d value for GDP binding (178 nM) and for binding with ATP. In contrast, the K_d value for GTP binding and the rate of GTPase activity were 64 nM and 77 × 10^?6 s^?1 at 37°C, respectively; both were higher than normal p21^ras protein, but at the same level as the RAS2 protein. We directly measured rate of GTP binding and GDP binding which were 3.9 × 10^?3 s^?1 and 1.8 × 10^?3 s^?1 at 30°C, respectively. On the other hand, exchange rates between bound and free nucleotides remained almost constant throughout the tested combination of GTP and GDP, and were several-fold lower than the binding rate. These results suggest that the release of the guanine nucleotide is the rate-limiting step in the ras–GTP/GDP cycle. As a whole, the biochemical properties of the ras1 protein are close to those of the RAS2 protein, although these two proteins function differently in the signal transduction pathway in the cells.     

Olive oil and its principal bioactive compound: Hydroxytyrosol – A review of the recent literature

BackgroundOlive (Olea europaea L.) oil is one of the main ingredients of the Mediterranean diets and as such, it is considered responsible for the overall well being of the Mediterranean populations. With European Food Safety Authority (EFSA) approving the health claims of olive oil in part due to the presence of hydroxytyrosol (HT), there is a global upsurge in the exploration of the different health promoting and disease preventing abilities of this bioactive compound.Scope and approachBesides presenting an overview of the fatty acid and phenolic (minor) profiles of olive oil, the present article reviews the nutraceutical properties of olive oil attributed to the presence of HT, health promoting and disease preventing abilities of pure HT, and the synthesis of HT and its metabolic derivatives of biological interests.Key findings and conclusionsOlive oil contains high profile fatty acids and phenolics. The fatty acid profile changes with maturation of the olives. Oleic acid predominates throughout the maturation period. Palmitic acid is predominantly found in the unripe stage while as, palmitoleic acid, stearic acid, and linoleic acid are chiefly found in ripe olives. Oleuropein is the predominant secoiridoid in the early stages of olive maturation. As the maturation proceeds, oleuropein degrades to yield HT. Over the years, HT has been explored against a number of health complications and shows promising results against diabetes, inflammation, nervous disorders, angiogenesis, cancer, oxidative stress, heavy metal toxicity, hemolysis, LDL oxidation, muscle damage, and nephrotoxicity. The bioactive properties of HT are accomplished through nutrigenomic and immunomodulatory mechanisms. HT, its lipophilic derivatives, and many of its metabolites of biological interests have been synthesized through microbological, biotechnological, and other chemical strategies.     

Biophenol extracts from olive oil mill wastewaters by membrane separation and adsorption resin

The disposal of olive oil mill wastewater, the main effluent resulting from the production of olive oil, presents technical difficulties which are still unsolved. Several techniques have been proposed for the treatment of this effluent, but only a few processes have been applied at pilot or industrial scale and, nowadays, the management of olive oil mill wastewaters represents an environmental problem in the olive oil‐producing countries. Tests were carried out at pilot scale, by means of a plant with 1 m³ h^?1 capacity; a process for the treatment and valorisation of olive mill wastewaters was reported. By this process, it was possible to produce starting from olive mill wastewaters resulting from a three‐phase milling system, 62% of purified water, which could be reused in the industrial processes, and a concentrated phenolic extract (9.5% total phenols), which could be used in food, cosmetic or animal feed industry.     

山核桃外蒲壳提取物对食用油脂的抗氧化性研究

油脂的自动氧化严重影响食用品质。以山核桃外蒲壳为原料,采用不同溶剂提取液和单一成分对芝麻油、菜籽油的抗氧化活性进行了研究。结果表明:乙酸乙酯提取液抗氧化效果最明显,优于乙醇、水提取液;单一成分的抗氧化能力为鞣质>黄酮>醌类化合物;考察了鞣质与柠檬酸、VC的协同效应,鞣质、柠檬酸、VC同时添加抑制油脂氧化的效果最好,鞣质、VC同时添加效果次之,鞣质、柠檬酸同时添加与乙酸乙酯提取液的效果相当;总体上芝麻油的抗氧化性能高于菜籽油。     

Instability of an aromatic amine in fatty food and fatty food simulant: characterisation of reaction products and prediction of their toxicity

It is a well-known fact that amines are not stable in food of a fatty nature. In this study the synthesis and characterisation of the products obtained as a result of the reaction of amines in a fatty medium are reported. Based on the well-known reactions among amines and acid and esters groups, two novel compounds were synthesised using m-xylylenediamine (mXDA), a primary diamine widely used as monomer in the manufacture of food contact materials and two fatty acids, oleic acid and palmitic acid, which occur in most fats. The resulting compounds were two molecules belonging to the family of fatty acid amides, dioleamide and dipalmitamide. A complete characterisation of both products was carried out employing several techniques such as infrared spectroscopy, ¹H- and ¹³C-NMR spectroscopy, electron ionisation mass spectrometry, LC-MS/MS and UV spectrometry. The results obtained by the different techniques were well correlated. In the second part of the work, the formation of these compounds in real samples was evaluated. For this purpose a certain volume of olive oil was spiked with a known amount of mXDA. Olive oil was selected as a fatty medium since it is a widely consumed food and additionally is used as a fatty food simulant in migration studies of food contact materials. A method was developed to extract the fatty acid amides from the fatty matrix, which were then identified by LC-MS/MS. The toxicity of the synthesised compounds was predicted using a toxicity estimation software tool.     

Effect of tannic acid and kiam wood extract on lipid oxidation and textural properties of fish emulsion sausages during refrigerated storage

Effect of tannic acid (0.02% and 0.04%) and ethanolic kiam wood extract (EKWE) (0.04% and 0.08%) on lipid oxidation and textural properties of fish emulsion sausages during 20 days of refrigerated storage was investigated. Control samples (C) had the highest peroxide value (PV) and thiobarbituric acid-reactive substances (TBARS) value up to day 16 and 8 of storage, respectively. With the addition of tannic acid and EKWE, PV and TBARS values in the sausages were retarded effectively, compared to the control (P < 0.05), especially when the tannic acid and EKWE at higher level were used. At the same level, EKWE showed the lower ability in retarding the lipid oxidation, in comparison with tannic acid. Tannic acid at both levels (0.02% and 0.04%) was also effective in retarding the formation of fishy odour in the samples throughout the storage, compared to the control and EKWE treated samples (P < 0.05). Both tannic acid and EKWE had no detrimental effect on the sensory attributes of sausages. However, EKWE treated sample had lower L^∗ and higher a^∗ and ΔE^∗ values, compared to the control samples (P < 0.05). After 20 days of storage, the sample added with 0.04% tannic acid had higher hardness, gumminess and chewiness, compared with others (P < 0.05). Samples added with 0.04% tannic acid also displayed more compact structure with no visible voids. Furthermore, oil droplets with smaller size were dispersed more uniformly, compared to others. Thus, tannic acid (0.02% and 0.04%) and EKWE (0.08%) were effective in retarding lipid oxidation and fishy odour development as well as could maintain the textural properties of fish emulsion sausages during the refrigerated storage of 20 days.     

Distribution of simple phenols,phenolic acids and flavonoids in Turkish monovarietal extra virgin olive oils for two harvest years

Monovarietal extra virgin olive oils extracted from six dominant and economically important Turkish olive cultivars (memecik, erkence, domat, nizip-yaglik, gemlik, ayvalik) were examined for their simple phenolics, phenolic acids and flavonoid compounds over 2005 and 2006 harvest years. Total phenol contents, oxidative stabilities and chromatic ordinates as colour parameters were also measured. The most typical phenolic compounds that were identified in both years are hydroxytyrosol, tyrosol, vanillic acid, p-coumaric acid, cinnamic acid, luteolin, and apigenin. Multivariate data were analysed by principal component and partial least square-discriminant analyses. It was observed that phenolic profiles of olive oils depended highly on harvest season. In addition, oils of different olive cultivars have different distribution of phenols. No significant correlation was observed between oxidative stability and phenolic compounds. Increase in peroxide value over an accelerated oxidation period of 11 days showed weak correlations with total phenol content, vanillin, syringic acid and colour parameter a^∗, as 0.56, 0.55, −0.42, and 0.51, respectively, in terms of correlation coefficient r.     

Effect of grain pre‐treatment on different extractable phenolic groups in cereals and legumes commonly consumed in Tanzania

Extractable phenolic compounds, classified as total phenolics, resorcinols, catechols and galloyls, were determined in cereals and legume food grains commonly consumed in Tanzania, using various colorimetric methods. Grain samples of red sorghum (udo), finger millet, cowpea, mung bean and brown kidney bean were further processed—soaked in water at different pHs, germinated, cooked or dehulled (legumes only)—and the effect on extractable phenolics was analysed. In untreated grains, total phenolics ranged from 0.9 to 33.7, catechols from 0.8 to 13.5 and resorcinols from 0.2 to 11 mg catechin equivalents (CE) g^?1. Galloyls (tannic acid equivalents, TAE) were found in negligible amounts in most grains, but in appreciable amounts in red sorghum (5.5 mg g^?1). Processing of grains led to variable effects on the extractable phenolics. Soaking the grains significantly (p < 0.05) reduced the amount of total extractable phenolics in red sorghum, finger millet and cowpea, with alkali and acidic media being more effective. Water soaking had no effect on total extractable phenolics in mung bean and water, while alkali and acidic soaking had no effect on total extractable phenolics in brown kidney bean. Extractable catechols and resorcinols were affected by soaking in a similar pattern to total extractable phenolics. Germination reduced total extractable phenolics, catechols and resorcinols in all samples, except for catechols in mung bean. Cooking (boiling of grains) was more effective in reducing total extractable phenolics in cereals than germination and water soaking, while dehulling was the most effective method for reducing total extractable phenolics in legumes (p < 0.01). Copyright © 2003 Society of Chemical Industry     

Measurement of protein in tannin-protein precipitates using ninhydrin

A method was tested for quantifying protein in precipitated tannin-protein complexes in which protein was hydrolysed with acid and the amino acids released were measured with ninhydrin. Unlike previously published methods, this technique requires no prior separation of tannin and protein and can be used to compare the binding of different soluble proteins to tannins under identical conditions. The method was used to compare the precipitation of bovine serum albumin, porcine pancreatic protease, β-glucosidase and γ-globulin by tannic acid. The amount of tannic acid required to precipitate maximal amounts of protease and β-glucosidase was approximately 7–8 times that required to cause maximal precipitation of albumin and γ-globulin when tested with 2 mg ml^?1 protein. All protein preparations contained a fraction (10–40% of total protein) which was not precipitated by tannic acid. Protein in tannin-protein precipitates produced in a standard haemanalysis assay were also measured with ninhydrin. Per cent precipitation at each tannic acid concentration as measured with ninhydrin was identical to that determined by haemanalysis within the linear portions of the binding curves produced by the two methods. These results confirm that the ninhydrin method accurately measures precipitation of protein by tannin.     

Antioxidant activity of pomegranate rind powder extract in cooked chicken patties

The radical scavenging activity, reducing power and phenolic composition of pomegranate rind powder extract (RP) were determined and antioxidant properties of RP was evaluated in cooked chicken patties compared with vitamin C (VC) during refrigerated storage. Freshly minced chicken meat were assigned to one of the following six treatments: control (meat without any antioxidant); RP 5, RP 10, RP 15 and RP 20 (5, 10, 15 and 20 mg equivalent RP phenolics 100 g^?1 meat, respectively) and VC 50 (50 mg VC 100 g^?1 meat). The RP exhibited significantly (P < 0.05) higher reducing power and 1,1‐diphenyl‐2‐picrylhydrazyl radical scavenging activity. Incorporation of RP into chicken patties significantly (P < 0.05) reduced the HunterLab L* values compared with control and VC patties. Total phenolic content (as tannic acid equivalent) significantly (P < 0.05) increased from 308 in control to 441 μg g^?1 in RP 20 patties. Addition of RP to chicken patties did not affect any of the sensory attributes. The values of thiobarbituric acid reactive substances were significantly (P < 0.05) reduced from 1.530 in control patties to 0.135 mg malonaldehyde kg^?1 samples in RP patties. Pomegranate rind powder extract treatment (RP 10, RP 15 and RP 20) substantially inhibited (P < 0.05) lipid oxidation in cooked chicken patties to a much greater extent than VC treatment. Therefore, pomegranate rind powder can be utilized as an excellent natural antioxidant source.     

Colour stability of anthocyanins from Isabel grapes (Vitis labrusca L.) in model systems

The influence of temperature, pH, the presence or absence of light, the presence or absence of oxygen and the presence or absence of tannic acid on the colour stability of anthocyanins from crude extract of Isabel grapes (Vitis labrusca L.) in food and model systems was studied. The spectrophotometric results (Δλ, ΔA) revealed interaction between the anthocyanins of the crude extract and tannic acid, suggesting copigmentation. In a model system, temperature, pH, the presence or absence of light, the presence or absence of oxygen and the presence or absence of tannic acid, significantly affected the half-life time of anthocyanins. The long half-time of the anthocyanins from Isabel grapes in a yoghurt model system indicates that these pigments are relatively stable in this food. In a rehydrated beverage model system at 4±1 °C, the presence of tannic acid (1:1, w/v) increased the half-life time by 187 h compared to the control samples.     

Effect of growing location,malaxation duration and citric acid treatment on the quality of olive oil

BACKGROUND: The total phenolic compounds of olive oil exert antiradical activity at cellular level and can prevent cardiovascular disease, metabolic syndrome and cancer. Increased awareness of its health benefits has increased the consumption of olive oil around the world. An alternative processing technique effective in increasing the amount of oil extracted while maintaining the oil quality is needed to meet the rising global demand for olive oil. RESULTS: Addition of 0.3 g mL^?1 citric acid at 1:1000 (v/w) to olive paste followed by a 30 min malaxation period significantly increased the oil recovery, concentration of total phenolic compounds and antiradical activity by 46.23, 120.27 and 31.48% respectively. While there was no significant effect on the acidity, the peroxide value was significantly reduced by 63.85%. The organoleptic characteristics of the olive oil extracted with citric acid were also comparable to those of the control. CONCLUSION: Addition of 0.3 g mL^?1 citric acid (i.e. 30% w/v) at 1:1000 (v/w) to olive paste followed by a 30 min malaxation period in a Blixer^® 4.0 blender is the most promising extraction technique to improve the oil recovery, concentration of total phenolic compounds and antiradical activity of the extracted olive oil without compromising other quality parameters. © 2012 Society of Chemical Industry     

Effects of tannic acid on gluten protein structure,dough properties and bread quality of Chinese wheat

BACKGROUND: The effects of tannic acid, which is present in many plants, on the structure of gluten proteins and the properties of dough and bread were studied. Tannic acid was added at levels of 0.01, 0.02 and 0.03 g kg^?1 during the dough‐making process. RESULTS: The added tannic acid acted negatively on disulfide bond formation but interacted with gluten proteins via other covalent bonds, as detected by UV spectroscopy and dynamic rheometry. Rheological properties and texture of the bread were measured by farinograph, extensograph and texture profile analyser. Texture analysis indicated little change in adhesiveness and resilience of the bread at all three levels of tannic acid compared with the control, but changes in hardness and chewiness of the bread made with added tannic acid indicated that tannic acid could delay bread staling. CONCLUSION: The effect of tannic acid on flour and dough is different from that of other flour redox agents. It breaks down disulfide bonds but also has positive effects on dough properties and bread quality. Disulfide bonds are commonly considered to be the most important factor affecting changes in the quality of bread. However, this study presents the new concept that other covalent bonds can also improve the quality of flour and bread and uses this property to investigate new, safe and efficient flour additives. Copyright © 2010 Society of Chemical Industry