Effect of refining on the phenolic composition of crude olive oils

By definition, virgin olive oil is consumed unrefined, although a great proportion of the olive oil produced has to be refined to render it edible. Phenolic compounds are among the substances eliminated during the refining process; in the present work these were characterized by HPLC, and their evolution during the different refining steps was studied. The complete refining process removed most polyphenols from oils, but the behavior of individual compounds at each step also was observed. o-Diphenols (hydroxytyrosol, catechol, and hydroxytyrosol acetate) and flavonoids (luteolin and apigenin) were eliminated first during the alkaline treatment. Tyrosol and 4-ethylphenol remained in the oil until the deodorization step. A large amount of phenolic compounds was discovered in the refining by-products such as soapstocks and deodorization distillates. In the latter streams, the concentrations of tyrosol and 4-ethylphenol reached up to 149 and 3720 mg/kg by-product, respectively. This high level of 4-ethylphenol and its well-known strong off-odor can interfere during further processing of the deodorization distillates, and this must be taken into account when deciding what is to become of them. Similarly, the results of this work open the possibility of recovering phenolic compounds from the “second centrifugation olive oils” by adding a new washing step prior to the refining process. By including this new step, the most polar polyphenols, hydroxytyrosol and tyrosol, will diffuse from oil to water and a concentration of up to 1400 mg/L of hydroxytyrosol may be achieved.     

Evaluation of table olive by‐product as a source of natural antioxidants

The main by‐product from the table olive canning industry is the stone with some residual olive flesh. The purpose of this study was to evaluate the composition – phenolic compounds (hydroxytyrosol, tyrosol and oleuropein) and tocopherol – and the antioxidant activity in different fractions (flesh, stone and seed) from the table olive by‐product and the whole by‐product. The highest amounts of phenolic compounds (1710.0 ± 33.8 mg kg^?1) as well as the highest antioxidant activity (8226.9 ± 9.9 hydroxytyrosol equivalents mg kg^?1) were obtained in the seed. The highest amounts of hydroxytyrosol (854.8 ± 66.0 mg kg^?1) and tyrosol (423.6 ± 56.9 mg kg^?1) were found in the whole by‐product from the pepper stuffed olives, while the stone without seed had the maximum oleuropein content (750.2 ± 85.3 mg kg^?1). α‐Tocopherol values were between 79.8 ± 20.8 mg kg^?1 in the seed of the olive stone and 6.2 ± 1.2 mg kg^?1 in the whole by‐product from the anchovy‐stuffed olives. In light of the results obtained, it would seem possible to use table olive by‐product as a source of natural antioxidants in foods, cosmetics or pharmaceutical products, thus contributing to diminishing the environmental impact of table olive by‐product and to its revalorisation.     

Influence of malaxation conditions on characteristic qualities of olive oil

While there has been considerable work examining the effect of extraction methods and malaxation conditions on different characteristics of olive oils, there have been few that deal with all the major aspects. Here we have evaluated three different extraction techniques and the influence of time and temperature during malaxation using a major Italian (cv. Coratina) and the main Cretan (cv. Koroneiki) cultivars. Standard characteristics were measured as well as detailed analyses of alcohols, steroids and phenolics were conducted. Quality was also assessed by Panel tests. The main variables were the total amount and composition of the phenolics. In turn, this influenced the oxidative stability and sensory quality. It was also clear that the cultivars behaved differently and this prevented general conclusions being made for all of the quality characteristics.     

酪醇的合成进展

酪醇是重要的药物和有机合成中间体,可以用于合成治疗心血管病药物,如美多洛尔、倍他洛尔、红景天苷等。文章对其各种合成方法以及合成中的绿色化进展作一个简单介绍和评价。     

Breeding of a high tyrosol‐producing sake yeast by isolation of an ethanol‐resistant mutant from a trp3 mutant

A novel breeding strategy for a high tyrosol‐producing sake yeast was developed by isolating an ethanol‐resistant mutant from a tryptophan auxotrophic mutant of a sake brewery yeast. Since tyrosol has antioxidant, cardioprotective and taste‐sharpening effects, increasing the tyrosol level of alcohol beverages could be beneficial in alcohol production. Since the transporters of aromatic amino acids are degraded by several stresses and mutants defective in the synthesis of aromatic amino acids are sensitive to ethanol, it was hypothesized that the degradation of these transporters should be inhibited in ethanol resistant mutants isolated from the auxotrophic mutants of aromatic amino acids, and that the uptake of aromatic amino acids would be increased in the mutants. Consistent with this hypothesis, sake was brewed with the ethanol‐resistant mutant of a tryptophan auxotrophic mutant and the sake was found to contain a lesser content of tyrosine and a higher content of tyrosol relative to the sake brewed with the parental strains. The taste of the sake brewed with the mutant strain could be discriminated from the sake brewed with the parental strains, probably because of the altered concentrations of tyrosol and certain amino acids and organic acids. The results suggest that combining the isolation of an ethanol‐resistant mutant and an auxotrophic mutant is an effective method to breed a brewing strain with a modified metabolism of these substances. Copyright © 2012 The Institute of Brewing & Distilling     

红景天活性成分及药理作用

红景天为景天属植物,种类较多,分布广。其主要化学成份有红景天苷、酪醇及红景天多糖,并且含有黄酮类化合物、酚类化合物、蛋白质、脂肪、微量挥发油及微量元素、氨基酸等。研究表明,红景天具有抗缺氧、抗疲劳、抗衰老、抗辐射、调节神经系统、心脑血管系统和免疫力等功效。现就其化学成分及药理作用作一综述。     

高效液相色谱法测定长鞭红景天中红景天苷和酪醇含量

本文建立了高效液相色谱法快速测定长鞭红景天中红景天苷和酪醇含量的方法。色谱柱AgilentRP-C18(3.9×50mm,3.5μm);流动相为水-甲醇(80:20);流速为1ml/min;检测波长276nm。红景天苷和酪醇在1.5～30μg和0.8～16μg范围内线性关系良好(r=0.9999),平均回收率分别为98.5%和98.2%。实验3min即可完成测定,方法简便,快速,结果可靠,可用于优良单株的快速筛选。     

High-performance liquid chromatography of selected phenolic compounds in olive oils

A reverse-phase high-performance liquid chromatographic technique with isocratic elution has been developed to separate and quantitate the major phenolic compounds of the hydroalcoholic extracts of olive oils. Hydroxytyrosol, tyrosol, caffeic acid,p-hydroxyphenylacetic acid and homovanillic acid were analyzed on a μBonapak C18 column with an acetonitrile/water/acetic acid (20:90:0.18, vol/vol/vol) mixture as a mobile phase. Electrochemical detection provided selectivity as well as sensitivity. The method was applied to the analysis of the most important phenolic compounds in olive oils.