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1.
J Agric Food Chem ; 69(39): 11592-11605, 2021 Oct 06.
Article in English | MEDLINE | ID: mdl-34550684

ABSTRACT

The INFOGEST standardized method was applied to assess the potential bioaccessibility and bioaccessibility of the phenolic compounds from a Galician extra-virgin olive oil (EVOO). The in vitro digestion model involves three steps and generates two fractions after each one: an aqueous fraction (namely, water phase (Wp)) and an oily fraction (namely, oily phase (Op)). The results showed that secoiridoids were the most abundant family in the Galician EVOO polar fraction, representing 98% of the total phenolic compounds. After oral digestion, phenolic acids and simple phenols were mainly detected in Wp, while lignans and flavonoids were mostly found in Op. After gastric digestion, extensive hydrolysis of secoiridoids was observed to generate free tyrosol, hydroxytyrosol, and hydroxytyrosol acetate. The instability of secoiridoids after intestinal digestion was again responsible for the release of simple phenols, which were mainly recovered in Wp together with flavonoids. In contrast, lignans were stable to duodenal conditions and remained in Op.


Subject(s)
Phenols , Plant Oils , Flavonoids , Iridoids , Olive Oil , Phenols/analysis
2.
Food Res Int ; 137: 109427, 2020 11.
Article in English | MEDLINE | ID: mdl-33233109

ABSTRACT

The diet management is imperative to anticipate risk factors that favour the development of diseases; indeed, the intake of virgin olive oil could be an alternative natural source of α-glucosidase enzyme inhibitors, which delay the digestion rate of carbohydrates. Consequently, the impact of diabetes mellitus (DM) could be diminished. Extra Virgin Olive Oils (EVOO) were elaborated from Galician autochthonous variety 'Brava Gallega' with olives selected at three different degree of ripeness (ripening index, RI: 1.4, 3.0, 5.5) in order to assess the effect of maturation on overall chemical composition, sensory quality, and enzyme inhibition. The phenolic profile of the EVOOs determined by LC-ESI-IT-MS exhibited quantitative differences as ripening advanced; for example oleocanthal, tyrosol, luteolin and apigenin concentrations were higher in the overripe olive oil (RI 5.5). Anyway, the phenolic extracts (from every tested RI) were more active than acarbose. In particular, those obtained from the most mature olives displayed the most powerful inhibitory activity (IC50 value of 143 µg of dry extract/mL). In addition, the significant effect of these compounds (i.e. luteolin, apigenin, tyrosol and oleocanthal) on the inhibitory activity of the olive oil extracts was demonstrated. Our results suggest that, regardless of RI, the inhibitory activity of 'Brava Gallega' olive oils could represent a valuable strategy for reinforcing the health claim of olive oil for phenolic compounds.


Subject(s)
Hypoglycemic Agents , Olea , Hypoglycemic Agents/pharmacology , Olive Oil , Plant Extracts/pharmacology , Plant Oils
3.
Food Res Int ; 116: 447-454, 2019 02.
Article in English | MEDLINE | ID: mdl-30716967

ABSTRACT

'Brava' and 'Mansa de Figueiredo' extra-virgin olive oils (EVOOs) are two varieties identified from north-western Spain. A systematic phenolic characterization of the studied oils was undertaken by LC-ESI-IT-MS. In addition, the role of dietary polyphenols from these EVOOs has been evaluated against the inhibition of key enzymes (α-glucosidase and α-amylase) in the management of diabetes mellitus (DM). Oleuropein and ligstroside derivatives comprised 83% and 67% of the total phenolic compounds in 'Brava' and 'Mansa de Figueiredo' EVOOs, respectively. The main secoiridoids from oleuropein were DOA (3,4-DHPEA-EDA, 59 and 22 mg kg-1, respectively) and the main isomer of OlAgl (3,4-DHPEA-EA, 74 and 23 mg kg-1). The main secoiridoids from ligstroside were D-LigAgl (p-HPEA-EDA or oleocanthal, 23 and 167 mg kg-1) and the main isomer of LigAgl (p-HPEA-EA, 214 and 114 mg kg-1). For α-glucosidase, both EVOO extracts displayed stronger inhibitory activity (IC50 values of 60 ±â€¯8 and 118 ±â€¯9 µg mL-1, respectively) than the commercial inhibitor acarbose (IC50 = 356 ±â€¯21 µg mL-1). Nevertheless, for α-amylase, only 'Brava' extracts showed anti-α-amylase capacity. A daily VOO intake lower than the requirements of EFSA seem to be enough to reach both 50% for α-glucosidase and 25% for α-amylase inhibition. These findings support the potential health benefits derived from Galician EVOOs that might be probably linked to the outstanding high concentration levels of phenolic acids and flavonoids.


Subject(s)
Olive Oil/chemistry , Plant Extracts/analysis , Plant Extracts/pharmacology , alpha-Amylases/drug effects , alpha-Glucosidases/drug effects , Aldehydes/analysis , Cyclopentane Monoterpenes/analysis , Diabetes Mellitus, Type 2 , Flavonoids , Glucosides/analysis , Glycoside Hydrolase Inhibitors/pharmacology , Hypoglycemic Agents/pharmacology , Iridoid Glucosides , Iridoids/analysis , Phenols/analysis , Phenols/pharmacology , Pyrans/analysis , Spain
4.
Food Res Int ; 106: 558-567, 2018 04.
Article in English | MEDLINE | ID: mdl-29579961

ABSTRACT

In this work, phenol-rich extracts from 'Cornicabra' and 'Picual' virgin-olive oils (EVOOs) were examined, for the first time, to establish their capacity to inhibit key enzymes involved in Alzheimer's disease (AD) (acetylcholinesterase (AChE), butyrylcholinesterase (BuChE) and 5-lipoxygenase (LOX)), major depressive disorder (MDD) and Parkinson's disease (PD) (monoamine oxidases: hMAO-A and hMAO-B respectively), and diabetes mellitus (DM) (α-glucosidase and α-amylase). 'Cornicabra' displayed the best inhibitory activity against all enzymes, when compared to 'Picual': BuChE (IC50 = 156 ±â€¯4 and 308 ±â€¯33 mg mL-1), LOX (IC50 = 26 ±â€¯0.5 and 37 ±â€¯3 mg mL-1), hMAO-A (IC50 = 20 ±â€¯2 and 37 ±â€¯0.2 mg mL-1), hMAO-B (IC50 = 131 ±â€¯7 and 215 ±â€¯13 mg mL-1) and α-glucosidase (IC50 = 154 ±â€¯17 and 251 ±â€¯31 mg mL-1), respectively. The behaviour observed can be associated with the higher content of secoiridoids, lignans and phenolic acids in 'Cornicabra' EVOO.


Subject(s)
Glycoside Hydrolase Inhibitors/pharmacology , Neuroprotective Agents/pharmacology , Olive Oil/chemistry , Phenols/pharmacology , Acetylcholinesterase/metabolism , Antidepressive Agents/isolation & purification , Antidepressive Agents/pharmacology , Antioxidants/isolation & purification , Antioxidants/pharmacology , Antiparkinson Agents/isolation & purification , Antiparkinson Agents/pharmacology , Arachidonate 5-Lipoxygenase/metabolism , Butyrylcholinesterase/metabolism , Cholinesterase Inhibitors/isolation & purification , Cholinesterase Inhibitors/pharmacology , Dose-Response Relationship, Drug , Glycoside Hydrolase Inhibitors/isolation & purification , Lipoxygenase Inhibitors/isolation & purification , Lipoxygenase Inhibitors/pharmacology , Monoamine Oxidase/metabolism , Monoamine Oxidase Inhibitors/isolation & purification , Monoamine Oxidase Inhibitors/pharmacology , Neuroprotective Agents/isolation & purification , Olive Oil/classification , Phenols/isolation & purification , alpha-Amylases/antagonists & inhibitors , alpha-Amylases/metabolism , alpha-Glucosidases/metabolism
5.
J Agric Food Chem ; 65(37): 8184-8195, 2017 Sep 20.
Article in English | MEDLINE | ID: mdl-28806514

ABSTRACT

The aim of this work was to achieve a preliminary characterization of the profile of the phenolic fraction of virgin olive oils (VOOs) from Maipú (Mendoza, Argentina). Thus, 25 commercial VOO samples from Arauco, Arbequina, Picual, Frantoio, Changlot, Empeltre, Nevadillo, Manzanilla, and Coratina (both monovarietals and blends) were analyzed using LC-ESI-QTOF MS and LC-ESI-IT MS for identification and quantification purposes, respectively. A rapid LC method (15 min) accomplished quantitative information about a total of 40 phenolic compounds, including secoiridoid derivatives, which have not been evaluated before in samples coming from the subregion so-called Maipú (Mendoza province, Argentina). The results make evident that olive oils coming from Mendoza can be considered as important sources of phenolic bioactive compounds, exhibiting similar phenolic compound levels to those shown by oils from other typical world production regions. Moreover, some distinctive features of the Arauco variety (Argentinean autochthonous variety) were pointed out; indeed, a correlation between flavonoids content and botanical variety was established herewith.


Subject(s)
Olea/chemistry , Olive Oil/chemistry , Phenols/chemistry , Plant Extracts/chemistry , Argentina , Chromatography, Liquid , Mass Spectrometry , Olea/classification , Olea/growth & development
6.
Anal Bioanal Chem ; 407(2): 547-55, 2015 Jan.
Article in English | MEDLINE | ID: mdl-25381615

ABSTRACT

In order to investigate avocado fruit ripening, nontargeted GC-APCI-TOF MS metabolic profiling analyses were carried out. Principal component analysis (PCA) and partial least squares discriminant analysis (PLS-DA) were used to explore the metabolic profiles from fruit samples of 13 varieties at two different ripening degrees. Mannoheptulose; pentadecylfuran; aspartic, malic, stearic, citric and pantothenic acids; mannitol; and ß-sitosterol were some of the metabolites found as more influential for the PLS-DA model. The similarities among genetically related samples (putative mutants of "Hass") and their metabolic differences from the rest of the varieties under study have also been evaluated. The achieved results reveal new insights into avocado fruit composition and metabolite changes, demonstrating therefore the value of metabolomics as a functional genomics tool in characterizing the mechanism of fruit ripening development, a key developmental stage in most economically important fruit crops.


Subject(s)
Fruit/growth & development , Fruit/metabolism , Gas Chromatography-Mass Spectrometry/methods , Metabolomics/methods , Persea/growth & development , Discriminant Analysis , Fruit/chemistry , Gas Chromatography-Mass Spectrometry/instrumentation , Least-Squares Analysis , Persea/genetics , Persea/physiology , Principal Component Analysis
7.
J Chromatogr A ; 1195(1-2): 107-16, 2008 Jun 27.
Article in English | MEDLINE | ID: mdl-18501371

ABSTRACT

Eight antibiotics, chlortetracycline, demeclocycline, doxycycline, methacycline, minocycline, oxytetracycline, tetracycline and rolitetracycline, were separated and quantified in Spanish honey extracts of different floral origin using a commercial RP-C18 HPLC column and two different on-line detectors (diode array and electrospray time-of-flight mass spectrometry (ESI-TOF-MS) systems). Operating a linear gradient at a flow of 2 ml min(-1) the HPLC separation of the eight antibiotics was obtained within 10 min with good peak symmetry and an acceptable resolution (2.1) for the critical band pair rolitetracycline and oxytetracycline. Values of the numbers of theoretical plates (N) were comprised between 2328 and 19448 while the limits of detection in honey were within 0.02-1.03 microg kg(-1) in the case of UV detection and 0.05-0.76 microg kg(-1) for ESI-TOF-MS detection (operating in negative mode). A recovery study was carried out by preparing some quality control samples at four levels of concentration (10, 25, 50 and 100 microg kg(-1)) and percentages between 72% and 98% were attained.


Subject(s)
Chromatography, High Pressure Liquid/methods , Honey , Spectrometry, Mass, Electrospray Ionization/methods , Spectrophotometry, Ultraviolet/methods , Tetracyclines/isolation & purification , Chlortetracycline/isolation & purification , Demeclocycline/isolation & purification , Doxycycline/isolation & purification , Methacycline/isolation & purification , Minocycline/isolation & purification , Oxytetracycline/isolation & purification , Reproducibility of Results , Rolitetracycline/isolation & purification , Tetracycline/isolation & purification
8.
J Agric Food Chem ; 53(23): 8918-25, 2005 Nov 16.
Article in English | MEDLINE | ID: mdl-16277383

ABSTRACT

Virgin olive oil has a high resistance to oxidative deterioration due to its tryacylglycerol composition low in polyunsaturated fatty acids and due to the presence of a group of phenolic antioxidants composed mainly of polyphenols and tocopherols. We isolated several phenolic compounds of extra virgin olive oil (phenyl-ethyl alcohols, lignans, and secoiridoids) by semipreparative high-performance liquid chromatography (HPLC) and identified them using ultraviolet, atmospheric pressure chemical ionization, and electrospray ionization MS detection. The purity of these extracts was confirmed by analytical HPLC using two different gradients. Finally, the antioxidant capacity of the isolated compounds was evaluated by measuring the radical scavenging effect on 1,1-diphenyl-2-picrylhydrazyl radical, by accelerated oxidation in a lipid model system (OSI, oxidative stability instrument), and by an electrochemical method.


Subject(s)
Antioxidants/analysis , Phenols/analysis , Plant Oils/analysis , Chromatography, High Pressure Liquid , Drug Stability , Electrochemistry , Free Radical Scavengers , Iridoids/analysis , Lignans/analysis , Olive Oil , Oxidation-Reduction , Phenylethyl Alcohol/analysis , Spectrometry, Mass, Electrospray Ionization
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