Gut microbiota-assisted isolation of flavonoids with a galloyl moiety from flowers of meadowsweet, Filipendula ulmaria (L.) Maxim

Popowski, Dominik; Pawłowska, Karolina A.; Piwowarski, Jakub P.; Granica, Sebastian

doi:10.1016/j.phytol.2018.12.003

Cited by 6 publications

(8 citation statements)

References 11 publications

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“…Ester bond cleavage during microbial fermentation is commonly observed and has been described for various phenolic compounds, such as EGCG, theaflavin digallate, quercetin glycosides, and chlorogenic acids. 23 − 26 More strikingly, after 48 h of TSA fermentation, high concentrations of TSC and TSE accumulated. In total, these degalloylation products accounted for approximately 93% of the initial amount of TSA, and these compounds did not appear to be subject to further degradation ( Figure 2 ).…”

Section: Results and Discussionmentioning

confidence: 98%

Insights in the Recalcitrance of Theasinensin A to Human Gut Microbial Degradation

Liu

Bruijn

Sanders

et al. 2021

J. Agric. Food Chem.

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Due to low bioavailability of dietary phenolic compounds in small intestine, their metabolism by gut microbiota is gaining increasing attention. The microbial metabolism of theasinensin A (TSA), a bioactive catechin dimer found in black tea, has not been studied yet. Here, TSA was extracted and purified for in vitro fermentation by human fecal microbiota, and epigallocatechin gallate (EGCG) and procyanidin B2 (PCB2) were used for comparison. Despite the similarity in their flavan-3-ol skeletons, metabolic fate of TSA was distinctively different. After degalloylation, its core biphenyl-2,2′,3,3′,4,4′-hexaol structure remained intact during fermentation. Conversely, EGCG and PCB2 were promptly degraded into a series of hydroxylated phenylcarboxylic acids. Computational analyses comparing TSA and PCB2 revealed that TSA’s stronger interflavanic bond and more compact stereo-configuration might underlie its lower fermentability. These insights in the recalcitrance of theasinensins to degradation by human gut microbiota are of key importance for a comprehensive understanding of its health benefits.

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Section: Results and Discussionmentioning

confidence: 98%

Insights in the Recalcitrance of Theasinensin A to Human Gut Microbial Degradation

Liu

Bruijn

Sanders

et al. 2021

J. Agric. Food Chem.

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“…FUX and OAX were obtained in a yield of 59.20 and 19.36 % (relative to the starting material). The results of the phytochemical analysis of FUX used in the experiments were described and discussed previously [5]. The UHPLC-DAD-MS n analysis of the OAX (▶ Fig.…”

Section: Resultsmentioning

confidence: 99%

“…and colitis [4]. The phytochemical studies focused on the chemical composition of extract prepared from flowers of F. ulmaria, which is contemporarily used in medicine, showed that it contains flavonoids, tannins, phenolic glycosides, and essential oil [5][6][7].…”

Section: Gut Microbiota Of Pigs Metabolizes Extracts Of Filipendula U...mentioning

confidence: 99%

Gut Microbiota of Pigs Metabolizes Extracts of Filipendula ulmaria and Orthosiphon aristatus–Herbal Remedies Used in Urinary Tract Disorders

et al. 2021

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Urinary tract infections influence the mortality rate in pigs and are linked to extensive antibiotic usage in the farm industry. Filipendula ulmaria (L.) Maxim. and Orthosiphon aristatus (Blume) Miq. are widespread medicinal plants traditionally used to treat urinary tract disorders. As their preparations are orally administered, the metabolism of their constituents by gut microbiota before absorption should be considered. Until now, no experiments had been performed to describe the biotransformation of tthose plantsʼ extracts by animal gut microbiota. The study evaluates the influence of pig intestinal microbiota on the structure of active compounds in flowers of F. ulmaria and leaves of O. aristatus. The incubations of the extracts with piglet gut microbiota were performed in anaerobic conditions, and the samples of the batch culture were collected for 24 h. In F. ulmaria, the main metabolites were quercetin and kaempferol, which were products of the deglycosylation of flavonoids. After 24 h incubation of O. aristatus extract with the piglet gut microbiota, 2 main metabolites were observed. One, tentatively identified as 3-(3-dihydroxyphenyl)propionic acid, is likely the primary metabolite of the most abundant depsides and phenolic acids. The results confirm the formation of the compounds with anti-inflammatory and diuretic activity in the microbiota cultures, which might suggest F. ulmaria and O. aristatus for treating urinary tract disorders in piglets. Based on the similarities of human and pig gut microbiota, the pig model can help estimate the metabolic pathways of natural products in humans.

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“…Plant materials were extracted twice with boiling water with a material:solvent ratio ( m / v ) as follows: 1:16 and 1:10. Obtained infusions were immediately filtered and freeze-dried 33 . Ethanolic extracts were obtained by sonication (for 15 min) using 70% ethanol at room temperature.…”

Section: Methodsmentioning

confidence: 99%

High molecular pyrogens present in plant extracts interfere with examinations of their immunomodulatory properties in vitro

Kruk

Piwowarski

Pawłowska

et al. 2021

Sci Rep

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The widely accepted strategy to justify the use of medicinal plant extracts in diseases with inflammatory background is their examination on in vitro models using immune cells. It is also a key initial step of research for active principles, which could be then isolated and tested on more advanced models, becoming new pharmacologically active lead molecules. The crucial aspect which has not been so far addressed in this context, is the presence of pyrogens in plant preparations. The aim of this study was the examination of pyrogens interference with in vitro evaluation of anti-inflammatory activity of plant extracts using human primary neutrophils model together with introduction of effective method of interfering factors elimination. The obtained results showed that chosen plant extracts contained pyrogens, which were responsible for concentration-dependent stimulation of pro-inflammatory cytokines production by human neutrophils in vitro in the same extent as LPS did. The ultrafiltration method was successfully applied for pyrogens elimination, which effectiveness was confirmed using LAL test. The determined interference of pyrogens implies the necessity of their consideration and removal when in vitro studies include direct addition of plant extracts to the cell culture, what can be obtained by ultrafiltration, which does not affect extract composition.

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Gut microbiota-assisted isolation of flavonoids with a galloyl moiety from flowers of meadowsweet, Filipendula ulmaria (L.) Maxim

Cited by 6 publications

References 11 publications

Insights in the Recalcitrance of Theasinensin A to Human Gut Microbial Degradation

Insights in the Recalcitrance of Theasinensin A to Human Gut Microbial Degradation

Gut Microbiota of Pigs Metabolizes Extracts of Filipendula ulmaria and Orthosiphon aristatus–Herbal Remedies Used in Urinary Tract Disorders

High molecular pyrogens present in plant extracts interfere with examinations of their immunomodulatory properties in vitro

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