Metabolic Profiling of Phenolic Acids and Oxidative Stress Markers after Consumption of <i>Lonicera caerulea</i> L. Fruit

Heinrich, Jan; Valentová, Kateřina; Vacek, Jan; Palíková, Irena; Zatloukalová, Martina; Kosina, Pavel; Ulrichová, Jitka; Vrbková, Jana; Šimánek, Vilı́m

doi:10.1021/jf304150b

Cited by 32 publications

(21 citation statements)

References 25 publications

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“…20,21 It has also been suggested that majority of the hippuric acid seen in urine is due to synthesis from quinic acid present in antioxidant rich fruits. 20,21 It has also been suggested that majority of the hippuric acid seen in urine is due to synthesis from quinic acid present in antioxidant rich fruits.…”

Section: Discussionmentioning

confidence: 99%

“…14 However hippuric acid is a major metabolite post polyphenol consumption that is excreted in urine in up to millimolar concentrations in vivo. [20][21][22] In spite of hippuric acid being a consistent biomarker/metabolite that can be excreted via the urine in grams per day, there are no well-documented cardiovascular benefits associated with it. According to a dietary intervention study by Toromanovic and colleagues, 16 urinary excretion of hippuric acid reached levels of up to 11 mM per 24 hours after consumption of 300 g of edible fruits.…”

Section: Introductionmentioning

confidence: 99%

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The ex vivo antiplatelet activation potential of fruit phenolic metabolite hippuric acid

2015

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Polyphenol-rich fruit and vegetable intake has been associated with reduction in platelet hyperactivity, a significant contributor to thrombus formation. This study was undertaken to investigate the possible role of hippuric acid, a predominant metabolite of plant cyclic polyols, phenolic acids and polyphenols, in reduction of platelet activation-related thrombogenesis. Fasting blood samples were collected from 13 healthy subjects to analyse the effect of varying concentrations of hippuric acid (100 μM, 200 μM, 500 μM, 1 mM and 2 mM) on activation-dependant platelet surface-marker expression. Procaspase activating compound-1 (PAC-1) and P-selectin/CD62P monoclonal antibodies were used to evaluate platelet activation-related conformational changes and α-granule release respectively using flow cytometry. Platelets were stimulated ex vivo via the P2Y1/P2Y12- adenosine diphosphate (ADP) pathway of platelet activation. Hippuric acid at a concentration of 1 mM and 2 mM significantly reduced P-selectin/CD62P expression (p = 0.03 and p < 0.001 respectively) induced by ADP. Hippuric acid at 2 mM concentration also inhibited PAC-1 activation-dependant antibody expression (p = 0.03). High ex vivo concentrations of hippuric acid can therefore significantly reduce P-selectin and PAC-1 expression thus reducing platelet activation and clotting potential. However, although up to 11 mM of hippuric acid can be excreted in the urine per day following consumption of fruit, hippuric acid is actively excreted with a recorded Cmax for hippuric acid in human plasma at 250-300 μM. This is lower than the blood concentration of 1-2 mM shown to be bioactive in this research. The contribution of hippuric acid to the protective effects of fruit and vegetable intake against vascular disorders by the pathways measured is therefore low but could be synergistic with lowered doses of antiplatelet drugs and help reduce risk of thrombosis in current antiplatelet drug sensitive populations.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

The ex vivo antiplatelet activation potential of fruit phenolic metabolite hippuric acid

2015

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“…Proanthocyanidins are metabolized to phenylacetic acid (53), mono‐ and dihydroxyphenylacetic acids, mono‐ and 3,4‐dihydroxyphenylpropionic acids (54), or 4‐hydroxybenzoic acid (55). Anthocyanins are converted mainly into protocatechuic acid (56), gallic acid (57), syringic acid (58), vanillic acid (59), and phloroglucinol (60) (Crozier and others ; De Pascual‐Teresa and others ; Heinrich and others ). The similar metabolites were described also for simple organic acid (like chlorogenic acid derivatives) (Yang and others ; Breynaert and others ).…”

Section: Flavonoidsmentioning

confidence: 99%

“…Antioxidative effect of flavonoid metabolites was observed also on rat hepatocytes (Miyake and others ; Minato and Miyake ). The well‐organized study tested antioxidative effect of administration of anthocyanin‐rich rich Lonicera caerulea fruits in healthy human volunteers, and from the metabolic profiling it could be concluded that the activity is connected with the simple aromatic acids shown as metabolites (Heinrich and others ). Similar conclusions can be deduced also from study carried on human volunteers consuming chocolate which is rich in phenolic substances (Rios and others ).…”

Section: Flavonoidsmentioning

confidence: 99%

Flavonoids as Potent Scavengers of Hydroxyl Radicals

Treml

Šmejkal

2016

Comp Rev Food Sci Food Safe

339

166

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Oxidative stress is a fundamental principle in the pathophysiology of many diseases. It occurs when the production of reactive oxygen species exceeds the capacity of the cell defense system. The hydroxyl radical is a reactive oxygen species that is commonly formed in vivo and can cause serious damage to biomolecules, such as lipids, proteins, and nucleic acids. It plays a role in inflammation-related diseases, like chronic inflammation, neurodegeneration, and cancer. To overcome excessive oxidative stress and thus to prevent or stop the progression of diseases connected to it, scientists try to combat oxidative stress and to find antioxidant molecules, including those that scavenge hydroxyl radical or diminish its production in inflamed tissues. This article reviews various methods of hydroxyl radical production and scavenging. Further, flavonoids, as natural plant antioxidants and essential component of the human diet, are reviewed as compounds interacting with the production of hydroxyl radicals. The relationship between hydroxyl radical scavenging and the structure of the flavonoids is discussed. The structural elements of the flavonoid molecule most important for hydroxyl radical scavenging are hydroxylation of ring B and a C2-C3 double bond connected with a C-3 hydroxyl group and a C-4 carbonyl group. Hydroxylation of ring A also enhances the activity, as does the presence of gallate and galactouronate moieties as substituents on the flavonoid skeleton.

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“…Blue honeysuckle berry extract has various bioactivities, including antioxidation antibacterial, anti‐inflammatory, antiproliferative, and lowering cholesterol properties (Caprioli et al, ; Celli, Ghanem, & Brooks, ; Jin et al, ; Jurikova et al, ; Liu, Wu, Guo, Meng, & Chang, ; Raudseppab et al, ; Rupasinghe, Yu, Bhullar, & BorsBob, ; Wang et al, ; Wu et al, ). These biological activities may be due to their high levels of vitamin C and polyphonic compounds, particularly anthocyanins (cyanidin‐3‐glucoside as standard; Chaovanalikit, Thompson, & Wrolstad, ; Heinrich et al, ; Wojdyło, Jáuregui, CarbonellBarrachina, Oszmiański, & Golis, ). The extraction technology of anthocyanins in blue honeysuckle berries has been investigated.…”

Section: Introductionmentioning

confidence: 99%

Simultaneous optimization of the acidified water extraction for total anthocyanin content, total phenolic content, and antioxidant activity of blue honeysuckle berries (Lonicera caerulea L.) using response surface methodology

Zhao

et al. 2019

Food Science & Nutrition

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The purpose of this study was to optimize the total anthocyanin content (TAC), total phenolic content (TPC), and antioxidant activity of acidified water extract from blue honeysuckle berries by response surface methodology (RSM). The optimized conditions were HCl concentration of 0.35%, liquid–solid ratio of 49.42 ml/g, and extraction temperature of 41.56°C for total anthocyanin content (24.01 ± 0.37 mg/g), total phenolic content (207.03 ± 3.31 mg/g), DPPH radical scavenging activity (68.24 ± 1.13%), and ABTS radical scavenging activity (70.05 ± 0.84%). The experimental results are consistent with the predicted values. The results showed that acidified water extraction was an effective, simple, and green technique for the extraction of total anthocyanins, total phenol, and antioxidant activity from blue honeysuckle berries.

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Metabolic Profiling of Phenolic Acids and Oxidative Stress Markers after Consumption of Lonicera caerulea L. Fruit

Cited by 32 publications

References 25 publications

The ex vivo antiplatelet activation potential of fruit phenolic metabolite hippuric acid

The ex vivo antiplatelet activation potential of fruit phenolic metabolite hippuric acid

Flavonoids as Potent Scavengers of Hydroxyl Radicals

Simultaneous optimization of the acidified water extraction for total anthocyanin content, total phenolic content, and antioxidant activity of blue honeysuckle berries (Lonicera caerulea L.) using response surface methodology

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