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1.
J Sep Sci ; 40(5): 1209-1217, 2017 Mar.
Article in English | MEDLINE | ID: mdl-28027426

ABSTRACT

Microwave-assisted extraction is compared with a more classical technique, Soxhlet extraction, to determine the content of triterpene acids in olive skins. The samples used in their original unmilled state and milled were extracted with ethyl acetate or methanol as solvents. The optimized operating conditions (e.g., amount and type of solvent, and time and temperature of extractions) to attain the better extraction yields have been established. For the identification and quantitation of the target compounds, an ultra high performance liquid chromatography with tandem mass spectrometry method was employed. The best results were achieved using the microwave-assisted extraction technique, which was much faster than the Soxhlet extraction method, and showed higher efficiency in the extraction of the triterpenic acids (oleanolic and maslinic).


Subject(s)
Olea/chemistry , Triterpenes/isolation & purification , Chromatography, High Pressure Liquid , Fruit/chemistry , Microwaves , Tandem Mass Spectrometry
2.
J Nat Prod ; 79(7): 1737-45, 2016 07 22.
Article in English | MEDLINE | ID: mdl-27337069

ABSTRACT

Three procedures have been investigated for the isolation of tyrosol (1) and hydroxytyrosol (2) from a phenolic extract obtained from the solid residue of olive milling. These three methods, which facilitated the recovery of these phenols, were chemical or enzymatic acetylation, benzylation, and carbomethoxylation, and subsequent carbonylation or acetonation reactions. Several new lipophilic alkyl-carbonate derivatives of hydroxytyrosol have been synthesized, coupling the primary hydroxy group of this phenol, through a carbonate linker, using alcohols with different chain lengths. The antioxidant properties of these lipophilic derivatives have been evaluated by different methods and compared with free hydroxytyrosol (2) and also with the well-known antioxidants BHT and α-tocopherol. Three methods were used for the determination of this antioxidant activity: FRAP and ABTS assays, to test the antioxidant power in hydrophilic media, and the Rancimat test, to evaluate the antioxidant capacity in a lipophilic matrix. These new alkyl-carbonate derivatives of hydroxytyrosol enhanced the antioxidant activity of this natural phenol, with their antioxidant properties also being higher than those of the commercial antioxidants BHT and α-tocopherol. There was no clear influence of the side-chain length on the antioxidant properties of the alkyl-carbonate derivatives of 2, although the best results were achieved mainly by the compounds with a longer chain on the primary hydroxy group of this natural phenolic substance.


Subject(s)
Antioxidants/chemical synthesis , Carbonates/chemical synthesis , Carbonates/pharmacology , Olea/chemistry , Phenylethyl Alcohol/analogs & derivatives , Antioxidants/chemistry , Antioxidants/pharmacology , Carbonates/chemistry , Molecular Structure , Oxidation-Reduction , Phenols/chemistry , Phenylethyl Alcohol/chemical synthesis , Phenylethyl Alcohol/chemistry , Phenylethyl Alcohol/isolation & purification , Phenylethyl Alcohol/pharmacology , alpha-Tocopherol/pharmacology
3.
J Agric Food Chem ; 63(17): 4269-75, 2015 May 06.
Article in English | MEDLINE | ID: mdl-25773914

ABSTRACT

A simple and rapid extraction method has been employed to determine several value-added compounds, mainly triterpenes, in two-phase olive-mill-waste samples. The compounds were extracted with methanol or ethyl acetate, and the initial fresh samples were treated for classic techniques such as drying, drying and oil extraction, and drying and sifting of the olive stones. For the identification and quantitation of the compounds, an ultra performance liquid chromatography-mass spectrometry method was employed. The best results of the triterpenic compound content were achieved by extraction with methanol from the fresh sample for the oleanolic and ursolic acids, and erythrodiol and uvaol; and from the dried-extracted sample for the maslinic acid. Conversely, the best results for the linoleic acid content were reached by extraction with ethyl acetate from the dried-sifted sample. These are remarkable processes that make the solid wastes from the olive-oil industry reach a high added value.


Subject(s)
Chemical Fractionation/methods , Olea/chemistry , Plant Extracts/isolation & purification , Triterpenes/isolation & purification , Waste Products/analysis , Chemical Fractionation/instrumentation , Chromatography, High Pressure Liquid , Food Handling , Mass Spectrometry , Plant Extracts/chemistry , Triterpenes/chemistry
4.
Waste Manag ; 34(7): 1139-47, 2014 Jul.
Article in English | MEDLINE | ID: mdl-24810202

ABSTRACT

Composting is a method for preparing organic fertilizers that represents a suitable management option for the recycling of two-phase olive mill waste (TPOMW) in agriculture. Four different composts were prepared by mixing TPOMW with different agro-industrial by-products (olive pruning, sheep manure and horse manure), which were used either as bulking agents or as N sources. The mature composts were added during six consecutive years to a typical "Picual" olive tree grove in the Jaén province (Spain). The effects of compost addition on soil characteristics, crop yield and nutritional status and also the quality of the olive oil were evaluated at the end of the experiment and compared to a control treated only with mineral fertilization. The most important effects on soil characteristics included a significant increase in the availability of N, P, K and an increase of soil organic matter content. The application of TPOMW compost produced a significant increase in olive oil content in the fruit. The compost amended plots had a 15% higher olive oil content than those treatment with inorganic fertilization. These organics amendments maintained the composition and quality of the olive oil.


Subject(s)
Fertilizers/analysis , Industrial Waste/analysis , Olea/physiology , Soil/chemistry , Waste Management , Animals , Fruit/chemistry , Horses , Manure , Olea/growth & development , Olive Oil , Plant Oils/analysis , Seasons , Sheep , Spain
5.
Chemosphere ; 81(1): 18-25, 2010 Sep.
Article in English | MEDLINE | ID: mdl-20708773

ABSTRACT

The evolution of CO(2), CH(4) and N(2)O were monitored in five composting mixtures prepared from two-phase olive mill waste (TPOMW) and different agroindustrial by-products in order to assess the effect of the initial composition and the N source on greenhouse gas emission. Surface gas fluxes were measured using a closed static chamber and compared to the changes in different organic matter fractions (organic and watersoluble C) and N forms (NH(4)(+) and NO(3)(-)). CH(4) emissions depended on the organic matter mineralisation dynamics and the incorporation of manure in the starting mixture. The highest CH(4) fluxes were registered during the intense degradation at early stages of the process (up to 100 g Cm(-2)d(-1)). The emission of N(2)O (0-0.9 g Nm(-2)d(-1)) occurred from 6th to 10th wk of composting (bioxidative phase), coinciding with an intense nitrification in the pile. The use of urea enhanced the N(2)O emission up to 3.7 g Nm(-2)d(-1), due to an increase in available mineral N in the pile. Even though well managed TPOMW composting piles only represent a minor source of CH(4) and N(2)O emissions, the addition of urea and easily available C fractions to the starting mixtures can significantly increase the environmental impact of TPOMW composting as far as greenhouse gas emissions are concerned.


Subject(s)
Air Pollutants/analysis , Food Industry , Industrial Waste/analysis , Olea , Refuse Disposal , Carbon/chemistry , Carbon Dioxide/analysis , Greenhouse Effect , Methane/analysis , Nitrogen/chemistry , Nitrogen Dioxide/analysis
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