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1.
Molecules ; 28(22)2023 Nov 10.
Article in English | MEDLINE | ID: mdl-38005240

ABSTRACT

This Special Issue entitled "Feature Papers in Food Chemistry-2nd edition" is a collection of relevant, open access, high-quality papers (original research articles or comprehensive review papers) [...].


Subject(s)
Food
2.
Molecules ; 28(7)2023 Apr 04.
Article in English | MEDLINE | ID: mdl-37049984

ABSTRACT

Beer is one of the oldest and most common beverages worldwide. The phenolic contents and antioxidant properties of beer are crucial factors in evaluating its nutritional quality. Special beers brewed with the addition of adjuncts are gaining in consumer preference, in response to demands for healthy food and new gustatory and olfactory stimuli. Many studies recently dealt with functional beers brewed with the addition of adjuncts. This review focuses on bioactive molecules, particularly the composition of phenolic compounds, and the antioxidant activity of beer. The current knowledge concerning the effect of the addition of adjuncts in the form of fruit, vegetables, herbs, and natural foods on the polyphenol content, antioxidant properties, and phenolic profile of beer is reviewed, with an outline of the emerging trends in brewing processes. Future studies need to complete the identification and characterization of the bioactive molecules in beer, as well as studying their absorption and metabolic fate in humans.


Subject(s)
Antioxidants , Beer , Humans , Antioxidants/analysis , Beer/analysis , Phenols/analysis , Polyphenols/analysis , Beverages
3.
Molecules ; 27(24)2022 Dec 07.
Article in English | MEDLINE | ID: mdl-36557772

ABSTRACT

The Special Issue, entitled "Feature Papers in Food Chemistry", is a collection of important high-quality papers (original research articles or comprehensive review papers) published in open access format [...].


Subject(s)
Bibliometrics , Publications , Food
4.
Molecules ; 27(3)2022 Jan 25.
Article in English | MEDLINE | ID: mdl-35164044

ABSTRACT

Oxidative stress is involved in the onset and development of several human diseases, such as cardiovascular diseases, diabetes, ageing, cancer, and neurodegenerative diseases [...].


Subject(s)
Food Analysis , Phenols/analysis , Antioxidants/analysis , Cardiovascular Diseases/prevention & control , Diabetes Mellitus/prevention & control , Humans , Neoplasms/prevention & control , Neurodegenerative Diseases/prevention & control
5.
Molecules ; 25(11)2020 May 26.
Article in English | MEDLINE | ID: mdl-32466403

ABSTRACT

The antioxidant activity and polyphenols content of beer associated with its low alcohol content are relevant factors for an evaluation of the nutritional quality of beer. To investigate the effect of adding foods on the nutritional quality of beer, seven special beers that were commercially available and produced adding natural foods (walnut, chestnut, cocoa, honey, green tea, coffee, and licorice) during the fermentation process were analyzed for their polyphenols and flavonoids contents, phenolics profile, and antioxidant activity. The results obtained showed that most of the special beers under study possessed antioxidant activity, as well as total polyphenols and flavonoids contents notably higher as compared with the five conventional beers analyzed. The highest polyphenols and flavonoids contents were exhibited in cocoa, walnut, chestnut, and licorice beers, followed by coffee, honey, and green tea beers. Antioxidant activity decreased in the order walnut, cocoa, chestnut, licorice, coffee, honey, and green tea. Most special beers were enriched in catechin, epicatechin, rutin, myricetin, quercetin, and resveratrol. The content of phenolic acids, especially ferulic, p-coumaric, syringic, and sinapic acids was generally higher in special beers as compared with conventional beers. Our findings showed that the addition of natural foods during the fermentation process remarkably increased antioxidant activity of beer and qualitatively and quantitatively improved its phenolics profile.


Subject(s)
Antioxidants/chemistry , Beer , Phenols/chemistry , Polyphenols/chemistry , Cacao/chemistry , Flavonoids/chemistry , Glycyrrhiza/chemistry , Honey , Juglans/chemistry , Tea/chemistry
6.
Food Chem ; 305: 125437, 2020 Feb 01.
Article in English | MEDLINE | ID: mdl-31499290

ABSTRACT

Total polyphenols and flavonoids content, phenolics profile by HPLC, and antioxidant activity of ten fruit beer produced adding fruits during the fermentation process were analyzed. The fruits were: cherry, raspberry, peach, apricot, grape, plum, orange and apple. Antioxidant activity, total polyphenols and flavonoids content were considerably higher in most of the fruit beers in respect to conventional, no-fruit beers. Cherries beers exhibit the highest values, followed by grape, plum and orange beers. An enrichment was observed in catechin and quercetin content in all fruit beers examined. Myricetin and resveratrol were also detected in most of the fruit beers. Among phenolic acids, an enrichment in chlorogenic, neochlorogenic, p-coumaric and caffeic acids was measured in most of the fruit beers in respect to conventional beers. Our findings show that fruits addition during the fermentation process considerably increased the antioxidant activity of beer and qualitatively and quantitatively improved its phenolics profile.


Subject(s)
Antioxidants/chemistry , Beer/analysis , Rosaceae/chemistry , Chromatography, High Pressure Liquid , Flavonoids/analysis , Flavonoids/chemistry , Fruit/chemistry , Fruit/metabolism , Phenols/analysis , Phenols/chemistry , Plant Extracts/chemistry , Polyphenols/analysis , Polyphenols/chemistry , Rosaceae/metabolism
7.
Foods ; 7(3)2018 Mar 09.
Article in English | MEDLINE | ID: mdl-29522434

ABSTRACT

Polyphenols content and antioxidant activity are directly related to the quality of wine. Wine also contains sulfites, which are added during the winemaking process. The present study aimed to evaluate the effects of sulfites on the assays commonly used to measure the antioxidant activity and polyphenols and flavonoids content of white wines. The effects of sulfites were explored both in the standard assays and in white wine. The addition of sulfites (at 1-10 µg) in the standard assays resulted in a significant, positive interference in the Folin-Ciocalteu's assay used for polyphenols measurements and in both the Ferric Reducing Antioxidant Power and 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt radical cation decolorization assays, which were used for antioxidant activity evaluation. A negative interference of sulfites (at 1-20 µg) was observed for the colorimetric aluminium-chloride flavonoids assay. The addition of sulfites to organic white wines (at 25-200 mg/L wine) clearly resulted in a significant overestimation of antioxidant activity and polyphenols content, and in an underestimation of flavonoids concentration. To overcome sulfite interferences, white wines were treated with cross-linked polyvinylpyrrolidone. The total polyphenols content and antioxidant activity measurements obtained after polyvinylpyrrolidone treatment were significantly lower than those obtained in the untreated wines. Flavonoids were expected to be higher after polyvinylpyrrolidone treatment, but were instead found to be lower than for untreated wines, suggesting that in addition to sulfites, other non-phenolic reducing compounds were present in white wine and interfered with the flavonoid assay. In view of our results, we advise that a purification procedure should be applied in order to evaluate the quality of white wine.

8.
Pharmaceuticals (Basel) ; 9(3)2016 Aug 12.
Article in English | MEDLINE | ID: mdl-27529258

ABSTRACT

Benefits to health from a high consumption of fruits and vegetables are well established and have been attributed to bioactive secondary metabolites present in edible plants. However, the effects of specific health-related phytochemicals within a complex food matrix are difficult to assess. In an attempt to address this problem, we have used elicitation to improve the nutraceutical content of seedlings of Brassica oleracea grown under controlled conditions. Analysis, by LC-MS, of the glucosinolate, isothiocyanate and phenolic compound content of juices obtained from sprouts indicated that elicitation induces an enrichment of several phenolics, particularly of the anthocyanin fraction. To test the biological activity of basal and enriched juices we took advantage of a recently developed in vitro model of inflamed human intestinal epithelium. Both sprouts' juices protected intestinal barrier integrity in Caco-2 cells exposed to tumor necrosis factor α under marginal zinc deprivation, with the enriched juice showing higher protection. Multivariate regression analysis indicated that the extent of rescue from stress-induced epithelial dysfunction correlated with the composition in bioactive molecules of the juices and, in particular, with a group of phenolic compounds, including several anthocyanins, quercetin-3-Glc, cryptochlorogenic, neochlorogenic and cinnamic acids.

9.
Food Chem ; 201: 101-9, 2016 Jun 15.
Article in English | MEDLINE | ID: mdl-26868554

ABSTRACT

Epidemiological studies show an inverse association between Brassica consumption and chronic diseases. Phytochemicals are thought to be beneficial for human health and therefore responsible for this protective effect. Increasing their levels into Brassica food is considered an expedient nutritional strategy that can be achieved through the manipulation of growth conditions by elicitors. In this work we systematically evaluated the influence of treatment with different elicitors (sucrose, mannitol, NaCl, 1-aminocyclopropane-L-carboxylic acid, salicylic acid and methyl jasmonate) on the phytochemical composition of broccoli sprouts. The content of total and single glucosinolates, total phenolic compounds, total flavonoids, total anthocyanins, vitamin C and E and ß-carotene was assessed. The exposure to different elicitors produced concentration- and elicitor-dependent specific changes in the content of all the phytochemicals considered. Sucrose, identified as the most effective elicitor by principal component analysis, induced a significant increase of total and specific glucosinolates, vitamin C, total anthocyanins and polyphenols. Sucrose is likely to represent an effective tool to increase the nutritional value of broccoli sprouts.


Subject(s)
Anthocyanins/analysis , Brassica/chemistry , Glucosinolates/analysis , Phenols/analysis , Seedlings/chemistry , Humans
10.
J Hypertens ; 33(7): 1465-79, 2015 Jul.
Article in English | MEDLINE | ID: mdl-25807219

ABSTRACT

OBJECTIVES: Renal damage precedes occurrence of stroke in high-sodium/low-potassium-fed stroke-prone spontaneously hypertensive rat (SHRSP). We previously reported a marked suppression of uncoupling protein-2 (UCP2) upon high-salt Japanese-style diet in SHRSP kidneys. Vegetable compounds are known to exert protective effects in cardiovascular diseases. We aimed at evaluating the impact of Brassica oleracea sprouts juice toward renal damage in Japanese diet-fed SHRSP and exploring the role of 5'-adenosine monophosphate-activated protein kinase (AMPK)/NAD-dependent deacetylase sirtuin-1 (SIRT1)/peroxisome proliferator-activated receptor-γ coactivator-1α (PGC1α)/peroxisome proliferator-activated receptor-α (PPARα)/UCP2 axis. METHODS: SHRSP received Japanese diet for 4 weeks. A group of SHRSP received Japanese diet and B. oleracea. A third group received Japanese diet, B. oleracea, and PPARα inhibitor (GW6471). A group of SHRSP fed with regular diet served as control. RESULTS: Japanese diet induced marked increases of oxidative stress, inflammation, and proteinuria, along with glomerular and tubular damage, as compared with regular diet. A significant suppression of AMPK/UCP2 pathway was observed. Despite Japanese diet feeding, concomitant administration of B. oleracea prevented oxidative stress accumulation, inflammation, renal damage, and proteinuria. All components of the UCP2 regulatory pathway were significantly increased by B. oleracea. Superoxide dismutase 2 and phosphoendothelial nitric oxide synthase were also stimulated. Addition of PPARα inhibitor to B. oleracea and Japanese diet significantly reduced the B. oleracea beneficial effects. SBP levels were comparable among the different groups of rats.In vitro, UCP2 inhibition by genipin offset the antioxidant effect of B. oleracea in renal mesangial and proximal tubular cells. CONCLUSION: B. oleracea administration prevented renal damage in salt-loaded SHRSP, independently from SBP, with parallel stimulation of AMPK/SIRT1/PGC1α/PPARα/UCP2 axis. Stimulation of the latter mechanism may provide relevant renal protective effect and play a therapeutic role in target organ damage progression in hypertension.


Subject(s)
AMP-Activated Protein Kinases/metabolism , Brassica/chemistry , Ion Channels/metabolism , Kidney Diseases/prevention & control , Mitochondrial Proteins/metabolism , PPAR alpha/metabolism , Plant Extracts/administration & dosage , Sodium Chloride, Dietary/adverse effects , Animals , Antioxidants/pharmacology , Blood Pressure/physiology , Diet/adverse effects , Glomerular Mesangium/drug effects , Glomerular Mesangium/metabolism , Glomerular Mesangium/pathology , Hypertension/complications , Iridoids/pharmacology , Kidney Diseases/chemically induced , Kidney Diseases/etiology , Kidney Glomerulus/drug effects , Kidney Glomerulus/metabolism , Kidney Glomerulus/pathology , Kidney Tubules, Proximal/drug effects , Kidney Tubules, Proximal/metabolism , Kidney Tubules, Proximal/pathology , Oxidative Stress/drug effects , Proteinuria/chemically induced , Proteinuria/prevention & control , Rats , Rats, Inbred SHR , Seedlings/chemistry , Stroke/etiology , Uncoupling Protein 2
11.
Food Chem ; 179: 336-42, 2015 Jul 15.
Article in English | MEDLINE | ID: mdl-25722174

ABSTRACT

Wine exerts beneficial effects on human health when it is drunk with moderation. Nevertheless, wine may also contain components negatively affecting human health. Among these, sulfites may induce adverse effects after ingestion. We examined total polyphenols and flavonoids content, phenolics profile and antioxidant activity of eight organic red wines produced without sulfur dioxide/sulfites addition in comparison to those of eight conventional red wines. Polyphenols and flavonoids content were slightly higher in organic wines in respect to conventional wines, however differences did not reach statistical significance. The phenolic acids profile was quite similar in both groups of wines. Antioxidant activity was higher in organic wines compared to conventional wines, although differences were not statistically significant. Our results indicate that organic red wines produced without sulfur dioxide/sulfites addition are comparable to conventional red wines with regard to the total polyphenols and flavonoids content, the phenolics profile and the antioxidant activity.


Subject(s)
Antioxidants/analysis , Flavonoids/analysis , Polyphenols/chemistry , Sulfites/adverse effects , Wine/analysis , Humans , Oxidative Stress , Sulfites/chemistry
12.
J Agric Food Chem ; 60(18): 4596-602, 2012 May 09.
Article in English | MEDLINE | ID: mdl-22512471

ABSTRACT

Aminoethylcysteine ketimine decarboxylated dimer (AECK-DD) is a natural compound with antioxidant properties of a new family of sulfur-containing amino acids. It has been detected in human urine and plasma, in mammalian cerebellum, and in dietary vegetables. In this study, we first demonstrate the absorption of AECK-DD in mice from AECK-DD-supplemented diet, using both liquid chromatography with electrochemical detection and gas chromatography coupled with mass spectrometry. AECK-DD circulates in the plasma of supplemented mice at a micromolar concentration and is incorporated in liver tissue. The absorption of AECK-DD is dose dependent. The dehydrogenation product of AECK-DD was also identified in plasma and liver of mice fed the AECK-DD-supplemented diet. A significant increase in plasma antioxidant potential was measured in mice fed AECK-DD-supplemented diet with respect to mice fed the control diet. These results demonstrate for the first time the absorption of AECK-DD from diet and the physiological relevance of this compound through its antioxidant action in vivo.


Subject(s)
Antioxidants/metabolism , Intestinal Absorption , Morpholines/metabolism , Animals , Antioxidants/analysis , Mice , Mice, Inbred BALB C , Morpholines/blood , Random Allocation , Vegetables/chemistry
13.
Int J Mol Sci ; 12(5): 3072-84, 2011.
Article in English | MEDLINE | ID: mdl-21686170

ABSTRACT

Aminoethylcysteine ketimine decarboxylated dimer is a natural sulfur-containing compound detected in human plasma and urine, in mammalian brain and in many common edible vegetables. Over the past decade many studies have been undertaken to identify its metabolic role. Attention has been focused on its antioxidant properties and on its reactivity against oxygen and nitrogen reactive species. These properties have been studied in different model systems starting from plasma lipoproteins to specific cellular lines. All these studies report that aminoethylcysteine ketimine decarboxylated dimer is able to interact both with reactive oxygen and nitrogen species (hydrogen peroxide, superoxide anion, hydroxyl radical, peroxynitrite and its derivatives). Its antioxidant activity is similar to that of Vitamin E while higher than other hydrophilic antioxidants, such as trolox and N-acetylcysteine.


Subject(s)
Free Radical Scavengers/pharmacology , Morpholines/pharmacology , Free Radical Scavengers/chemistry , Free Radical Scavengers/metabolism , Morpholines/chemistry , Morpholines/metabolism , Reactive Nitrogen Species/chemistry , Reactive Oxygen Species/chemistry , Sulfur/chemistry
14.
J Agric Food Chem ; 58(19): 10677-83, 2010 Oct 13.
Article in English | MEDLINE | ID: mdl-20822144

ABSTRACT

Despite the wide literature describing the biological effects of polyphenols, scarce data are available on their content in the human diet. This study examined total polyphenols content, free and total phenolic acids profile, and antioxidant activity of different commercial beers types (abbey, ale, bock, wheat, lager, pilsner, and dealcoholized). Ferulic acid is by far the most abundant phenolic acid in beers, followed by sinapic, vanillic, caffeic, p-coumaric, and 4-hydroxyphenylacetic acids. Ferulic, caffeic, syringic, sinapic, and, to a lesser extent, vanillic acids are present in beers mainly as bound forms, whereas p-coumaric and 4-hydroxyphenylacetic acids are generally present equally in free and bound forms. Total polyphenols and phenolic acids contents greatly vary among different beer types (i.e., total polyphenols, from 366 µg/mL gallic acid equivalents for dealcoholized beers to 875 µg/mL gallic acid equivalents for bock beers, with higher values measured in bock, abbey, and ale beers and lower values in dealcoholized beers). Similarly, the antioxidant activity measured with the ferric reducing antioxidant power (FRAP) assay is remarkably different depending on beer type (from 1525 µM for dealcoholized beers to 4663 µM for bock beers), with higher values in bock, abbey, and ale beers and lower values in dealcoholized beers. FRAP values strictly correlate with polyphenols and phenolic acids content. The contribution of single phenolic acids to the antioxidant activity measured with FRAP assay was also studied.


Subject(s)
Antioxidants/pharmacology , Beer/analysis , Flavonoids/analysis , Phenols/analysis , Coumaric Acids/analysis , Ethanol/analysis , Ferric Compounds/chemistry , Flavonoids/pharmacology , Oxidation-Reduction , Phenols/pharmacology , Polyphenols
15.
J Agric Food Chem ; 57(7): 2711-8, 2009 Apr 08.
Article in English | MEDLINE | ID: mdl-19334754

ABSTRACT

Despite the vast literature describing the biological effects of phenolic compounds, rather scarce data are available on their absorption from diet in humans. The present study focused on the absorption in humans of phenolic acids from white wine, particularly hydroxycinnamic acids and their esters with tartaric acid. The results obtained indicate that, following a single wine drink, hydroxycinnamic acids from white wine are absorbed from the gastrointestinal tract and circulate in the blood after being largely metabolized to the form of glucuronide and sulfate conjugates. Unmodified tartaric acid esters of hydroxycinnamic acids from wine are present in human plasma at low levels, if any. Wine hydroxycinnamic acids, although present in wine as conjugated forms, are still bioavailable to humans.


Subject(s)
Coumaric Acids/pharmacokinetics , Flavonoids/pharmacokinetics , Phenols/pharmacokinetics , Wine/analysis , Absorption , Adult , Coumaric Acids/analysis , Coumaric Acids/blood , Female , Flavonoids/analysis , Gastrointestinal Tract/metabolism , Humans , Intestinal Absorption , Male , Middle Aged , Phenols/analysis , Polyphenols , Tartrates/chemistry
16.
Am J Clin Nutr ; 86(3): 604-9, 2007 Sep.
Article in English | MEDLINE | ID: mdl-17823423

ABSTRACT

BACKGROUND: Epidemiologic and intervention studies indicate that both diet as a whole and single dietary components are involved in the risk of atherosclerosis. The resistance of LDL to oxidative modification is an ex vivo indicator of risk, which is modulated by dietary components. Coffee contains phenolic compounds with antioxidant activity. These molecules are found in plasma after the consumption of coffee, and it has been shown that, in vitro, they are able to decrease the susceptibility of LDL to oxidation. OBJECTIVE: The aim of this study was to evaluate the effect of coffee consumption on the redox status of LDL as modulated by the possible incorporation of phenolic acids into LDL. DESIGN: Ten healthy volunteers, after an overnight fast, drank 200 mL filtered coffee. Blood was drawn before and 30 and 60 min after drinking. Changes in LDL redox status were evaluated by the measure of LDL resistance to oxidative modification and the concentration of LDL(-), a mildly modified, electronegative LDL subfraction. Chlorogenic and phenolic acids concentration in LDL were measured by electrochemical HPLC. RESULTS: The resistance of LDL to oxidative modification increased significantly after coffee drinking, but the LDL(-) concentration did not increase. The concentration into LDL of conjugated forms of caffeic, p-coumaric, and ferulic acids increased significantly after coffee drinking. CONCLUSION: Drinking 200 mL (1 cup) coffee induces an increase in the resistance of LDL to oxidative modification, probably as a result of the incorporation of coffee's phenolic acids into LDL.


Subject(s)
Antioxidants/pharmacology , Coffee/chemistry , Hydroxybenzoates/pharmacology , Lipoproteins, LDL/metabolism , Oxidative Stress/drug effects , Adult , Antioxidants/analysis , Antioxidants/metabolism , Beverages , Caffeic Acids/analysis , Caffeic Acids/pharmacology , Chlorogenic Acid/analysis , Chlorogenic Acid/pharmacology , Chromatography, High Pressure Liquid/methods , Coumaric Acids/analysis , Coumaric Acids/pharmacology , Fasting , Female , Humans , Hydrolysis , Hydroxybenzoates/analysis , Hydroxybenzoates/metabolism , Kinetics , Lipoproteins, LDL/chemistry , Male , Oxidation-Reduction , Propionates
17.
Free Radic Res ; 41(7): 748-56, 2007 Jul.
Article in English | MEDLINE | ID: mdl-17577735

ABSTRACT

In view of the promising use of n-3 polyunsaturated fatty acids (PUFAs) in the prevention and treatment of neurological diseases, it is necessary to ascertain the lack of detrimental oxidative effects. We evaluated short- and long-term effects of 25, 50 and 75 muM docosahexaenoic acid (DHA) supplementation on the oxidative status of C6 glial cells. DHA was incorporated into cells dose and time dependently without any cytotoxic effect. Reactive oxygen species (ROS) level was related to DHA dose and supplementation time. At the lowest dose no significant increase in ROS values was observed at hour 24. Low doses of DHA strengthened the cellular antioxidant defence system as highlighted by a raise in both GPX and catalase activity, and the decreased levels of lipid peroxidation. This effect was pronounced at 24 h of supplementation, almost disappeared at hour 48, while after 72 h an opposite effect was observed: lipid peroxidation increased concomitantly with DHA doses. Therefore, the final effect of DHA on cellular redox status is dependent on dose and time supplementation.


Subject(s)
Docosahexaenoic Acids/pharmacology , Animals , Cell Line, Tumor , Cell Survival/drug effects , Docosahexaenoic Acids/metabolism , Fatty Acids/metabolism , Flow Cytometry , Glioblastoma , Glutathione/metabolism , Kinetics , Lipids/isolation & purification , Rats , Superoxides/metabolism , Thiobarbituric Acid Reactive Substances/analysis
18.
Platelets ; 18(3): 224-43, 2007 May.
Article in English | MEDLINE | ID: mdl-17497435

ABSTRACT

Epidemiological studies suggest that high polyphenols intake from diet is associated with reduced risk for cardiovascular diseases. Platelet aggregation is a crucial mechanism in the pathogenesis and clinical expression of coronary acute syndrome, and there is extensive evidence that antiplatelet therapy reduces cardiovascular disease risk. In this review, the available literature on the effect of polyphenols supplementation on platelet aggregation in humans or animal models has been critically analyzed, taking into consideration the different experimental protocols employed. In some studies, polyphenols supplementation did not show any effect on platelet aggregation. However, in the most of the studies, polyphenols supplementation, either as purified compounds or food extracts, showed some inhibitory effects, both in humans and in animal models. The extent of the inhibition varies in a wide range, depending on the experimental conditions used. The observed inhibitory effect of polyphenols on platelet aggregation might explain, at least in part, the epidemiological data on beneficial effect of dietary polyphenols on cardiovascular disease risk and suggests a role for polyphenols in helping to prevent cardiovascular diseases.


Subject(s)
Diet , Flavonoids/administration & dosage , Phenols/administration & dosage , Platelet Aggregation , Dietary Supplements , Humans , Polyphenols
19.
J Nat Prod ; 70(6): 1046-8, 2007 Jun.
Article in English | MEDLINE | ID: mdl-17469872

ABSTRACT

While investigating the antioxidant properties of aminoethylcysteine ketimine decarboxylated dimer (1) (a natural substance occurring in biological fluids such as human urine and plasma and in bovine cerebellum), a previously unreported oxidation product was obtained. This compound was identified and characterized through comparison with an authentic sample prepared via Pd-catalyzed dehydrogenation of 1. This molecule is an example of an alternative oxidation pathway involving 1.


Subject(s)
Antioxidants/chemical synthesis , Morpholines/chemical synthesis , Animals , Antioxidants/chemistry , Antioxidants/pharmacology , Cattle , Cerebellum/chemistry , Humans , Molecular Structure , Morpholines/blood , Morpholines/chemistry , Morpholines/urine , Oxidation-Reduction , Palladium/chemistry
20.
J Nutr Biochem ; 17(1): 14-22, 2006 Jan.
Article in English | MEDLINE | ID: mdl-16242314

ABSTRACT

In spite of the wide literature describing the biological effects of phenolic compounds, scarce data are available on their absorption from diet. In the present work, we studied the absorption in humans of phenolic acids from beer, a common beverage rich in different phenolic acids with related chemical structures. Beer was analyzed for free and total (free+bound) phenolic acids. Ferulic, caffeic and sinapic acids were present in beer mainly as bound forms, while 4-hydroxyphenylacetic acid and p-coumaric acid were present mainly as free forms. Vanillic acid was present equally in the free and bound forms. Plasma samples were collected before and 30 and 60 min after beer administration and analyzed for free and conjugated phenolic acid content. A significant two- to fourfold increase in plasma levels of phenolic acids was detected with peak concentrations at 30 min after beer ingestion. 4-Hydroxyphenylacetic acid was present in plasma mainly as nonconjugated forms while p-coumaric acid was present equally as nonconjugated and conjugated forms. Ferulic, vanillic and caffeic acids were present in plasma predominantly as conjugated forms, with a slight prevalence of sulfates with respect to glucuronates. Our results indicate that phenolic acids from beer are absorbed from the gastrointestinal tract and are present in blood after being largely metabolized to the form of glucuronide and sulfate conjugates. The extent of conjugation is related to the chemical structure of phenolic acids: the monohydroxy derivatives showing the lowest conjugation degree and the dihydroxy derivatives showing the highest one.


Subject(s)
Beer/analysis , Hydroxybenzoates/pharmacokinetics , Absorption , Adult , Caffeic Acids/pharmacokinetics , Coumaric Acids/metabolism , Coumaric Acids/pharmacokinetics , Female , Humans , Hydroxybenzoates/blood , Male
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