A comprehensive study of pomegranate flowers polyphenols and metabolites in rat biological samples by high-performance liquid chromatography quadrupole time-of-flight mass spectrometry

Yisimayili, Zainaipuguli; Abdulla, Rahima; Tian, Qiang; Wang, Yangyang; Chen, Mingcang; Sun, Zhaolin; Li, Zhixiong; Liu, Fang; Aisa, Haji Akber; Huang, Chenggang

doi:10.1016/j.chroma.2019.460472

Cited by 67 publications

(50 citation statements)

References 29 publications

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“…The determined qualitative composition of hydrolyzable tannins in the stones of C. mas is comparable to that presented by other authors, although mostly in C. officinalis . A similar fragmentation pathway, characteristic for galloyl- O -glucoses and for ellagitannins, was obtained by other authors in previous studies concerning hydrolyzable tannins [ 34 , 35 , 38 ]. It is worth noting that the mass spectrometry and fragmentation studies of hydrolyzable tannins carried out so far explain mainly gallotannins and monomeric ellagitannins in C. officinalis or other plant genera, whereas data on oligomeric hydrolyzable tannins are limited, especially in C. mas .…”

Section: Discussionsupporting

confidence: 78%

“…In our research, we determined 35 polyphenolic compounds from two groups, i.e., gallotannins and ellagitannins, including different isomers. Common MS/MS fragments for the given compounds were at m / z 169 and 125 from the gallic acid residue characteristic for galloyl esters, and a fragment ion of ellagic acid at m/z 301 from the HHDP esters, by comparison with the literature [ 34 , 35 , 36 , 37 , 38 , 39 ]. Additionally, free gallic acid ( 2 ) and ellagic acid ( 33 ) were present in the extract.…”

Section: Resultsmentioning

confidence: 99%

“…Compounds 3 and 6 displayed the same pseudomolecular ion [M − H] − at m / z = 633.0718, corresponding to the molecular formula of gemin D [ 29 , 31 , 37 , 38 ], the simplest among the ellagitannin molecules identified here, with the one group of HHDP and galloyl. Compound 11 had a pseudomolecular ion at m / z = 953.0872 and fragment ions at 909 (decarboxylated, −44 Da), 785, 783 (degalloylated and dehydrated, −170 Da), and 633 (galloyl-HHDP-glucose, e.g., gemin D), which indicated isorugosin B of the molecular weight of 954.0974 Da [ 28 , 35 ]. Compounds 14 and 20 showed an [M − H] − ion at m / z = 785.0821, suggesting two isomeric forms of tellimagrandin I [ 31 , 37 , 38 , 39 , 40 ], which were derivatives of gemin D with an additional galloyl unit attached to the glucose core.…”

Section: Resultsmentioning

confidence: 99%

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Cornus mas L. Stones: A Valuable by-Product as an Ellagitannin Source with High Antioxidant Potential

et al. 2020

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The stone of Cornus mas L. remains the least known morphological part of this plant, whereas the fruit is appreciated for both consumption purposes and biological activity. The stone is considered to be a byproduct of fruit processing and very little is known about its phytochemical composition and biological properties. In this study, the complete qualitative determination of hydrolyzable tannins, their quantitative analysis, total polyphenolic content, and antioxidant properties of the stone of C. mas are presented for the first time. The 37 identified compounds included the following: various gallotannins (11), monomeric ellagitannins (7), dimeric ellagitannins (10), and trimeric ellagitannins (7). The presence of free gallic acid and ellagic acid was also reported. Our results demonstrate that C. mas stone is a source of various bioactive hydrolyzable tannins and shows high antioxidant activity which could allow potential utilization of this raw material for recovery of valuable pharmaceutical or nutraceutical substances. The principal novelty of our findings is that hydrolyzable tannins, unlike other polyphenols, have been earlier omitted in the evaluation of the biological activities of C. mas. Additionally, the potential recovery of these bioactive chemicals from the byproduct is in line with the ideas of green chemistry and sustainable production.

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Section: Discussionsupporting

confidence: 78%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Cornus mas L. Stones: A Valuable by-Product as an Ellagitannin Source with High Antioxidant Potential

et al. 2020

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“…Gallic acid, ellagic acid, and respective derivatives were previously reported as major phenolic compounds of C. villosum extracts from both shells and pulp [33,43] [49] and Yisimayili et al [47], this fragmentation pattern corresponds to digalloyl-HHDP-glucose.…”

Section: Phytochemical Composition Of CV the Phytochemical Compositimentioning

confidence: 90%

Piquiá Shells (Caryocar villosum): A Fruit by-Product with Antioxidant and Antiaging Properties in Caenorhabditis elegans

Roxo

Peixoto

Wetterauer

et al. 2020

Oxidative Medicine and Cellular Longevity

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In a context of rising demand for sustainable antiaging interventions, fruit processing by-products are a promising source of bioactive compounds for the production of antiaging dietary supplements. Piquiá (Caryocar villosum) is a native Amazonian fruit consisting of 65% nonedible shells. In the present study, the phytochemical profile of a hydroalcoholic extract of piquiá shells (CV) was characterized by LC-MS/MS analysis. Its antioxidant and antiaging activities were investigated using the nematode Caenorhabditis elegans as an in vivo model. CV is mainly composed by hydrolysable tannins and triterpenoid saponins. The extract enhanced stress resistance of wild-type and mutant worms by reducing the intracellular levels of reactive oxygen species (ROS) and by increasing their survival against a lethal dose of the prooxidant juglone. These effects involved the upregulation of sod-3 and downregulation of gst-4 and hsp-16.2, studied through the GFP fluorescent reporter intensity and at the transcriptional level by qRT-PCR analysis. CV extended the lifespan of wild-type worms in a DAF-16/FoxO- and SKN-1/Nrf-dependent manner. Taken together, our findings indicate piquiá shells as potential candidates for nutraceutical applications. Further studies are needed to validate the relevance of our findings to antiaging interventions in humans.

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“…Among the 77 compounds, only 36 had previously been identified in S. officinalis L., and they all were methyl-6-O-galloyl-β-d-glucopyranoside (peak 17, 64; m/z 345), pedunculagin1 (18,23,29; m/z 785), galloyl-HHDP-glucose otherwise called corilagin isomer (25,44,55; m/z 633), di-galloyl-glucoside (37; m/z 483), methyl-4,6-digalloyl-β-d-glucopyranoside (50, 62, 71, 88; m/z 497), HHDP-galloyl-glucose (53; m/z 633), ellagic acid pentoside (60, 99; m/z 433), ellagic acid hexoside (67, 68, 102; m/z 463), di-galloyl hexoside (72, 118; m/z 483), galloyl-bis-HHDP-glucose otherwise called potentilin/casuarictin isomer (84,85,95,97,104,106; m/z 935), lambertianin C (86; m/z 1401), ellagic acid (108; m/z 300.99), trigalloyl-HHDP-glucose (92, 114; m/z 937), trigalloyl-β-D-methyl glucoside (115; m/z 649), 3,3 ,4 -O-trimethyl ellagic acid (127, 128; m/z 343), and 3,4 -O-dimethyl ellagic acid (129, 130; m/z 329) [2,3,12]. In turn, 16 compounds had earlier been detected and identified in flowers and fruits of Punica granatum but in this study were for the first time detected in the morphological parts of S. officinalis L. These compounds were referred to as: 2,3-HHDP-(α/β)-glucose (1; m/z 481), HHDP-hexoside(2,3-(S)-Hexahydroxydiphenoyl-d-glucose) (2,4; m/z 481), HHDP-hexoside(1-galloyl-2,3-hexahydroxydiphenoyl-α-glucose) (3; m/z 481), galloyl-hexoside(β-glucogallin) (5; m/z 331), galloyl-hexoside (7)(8)(9)(10)13; m/z 331), di-HHDP-glucoside (34; m/z 783), di-galloyl-HHDP-glucose (14,56,66; m/z 785), galloyl-HHDP-hexoside (77; m/z 633), and pentagalloyl-glucoside (111; m/z 939) [10,13]. Another 6 compounds belonging to the group of hydrolyzable tannins were detected during identification of Duchesnea indica and they were: di-HHDP-glucose also known as pedunculalagin isomer (15,20,24,26,27,…”

Section: Introductionmentioning

confidence: 99%

Profile and Content of Phenolic Compounds in Leaves, Flowers, Roots, and Stalks of Sanguisorba officinalis L. Determined with the LC-DAD-ESI-QTOF-MS/MS Analysis and Their In Vitro Antioxidant, Antidiabetic, Antiproliferative Potency

et al. 2020

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The aim of this study was to accurately determine the profile of polyphenols using the highly sensitive LC–DAD–ESI–QTOF–MS/MS technique and to determine in vitro antioxidant activity, the ability of inhibition of α-amylase, α-glucoamylase, and pancreatic lipase activity, and antiproliferative activity in leaves, flowers, roots, and stalks of medical plant Sanguisorba officinalis L. The results of the analysis of the morphological parts indicated the presence of 130 polyphenols, including 62 that were detected in S. officinalis L. for the first time. The prevailing group was tannins, with contents ranging from 66.4% of total polyphenols in the flowers to 43.3% in the stalks. The highest content of polyphenols was identified in the flowers and reached 14,444.97 mg/100 g d.b., while the lowest was noted in the stalks and reached 4606.33 mg/100 g d.b. In turn, the highest values of the antiradical and reducing capacities were determined in the leaves and reached 6.63 and 0.30 mmol TE/g d.b, respectively. In turn, a high ability to inhibit activities of α-amylase and α-glucoamylase was noted in the flowers, while a high ability to inhibit the activity of pancreatic lipase was demonstrated in the leaves of S. officinalis L. In addition, the leaves and the flowers showed the most effective antiproliferative properties in pancreatic ductal adenocarcinoma, colorectal adenocarcinoma, bladder cancer, and T-cell leukemia cells, whereas the weakest activity was noted in the stalks. Thus, the best dietetic material to be used when composing functional foods were the leaves and the flowers of S. officinalis L., while the roots and the stalks were equally valuable plant materials.

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A comprehensive study of pomegranate flowers polyphenols and metabolites in rat biological samples by high-performance liquid chromatography quadrupole time-of-flight mass spectrometry

Cited by 67 publications

References 29 publications

Cornus mas L. Stones: A Valuable by-Product as an Ellagitannin Source with High Antioxidant Potential

Cornus mas L. Stones: A Valuable by-Product as an Ellagitannin Source with High Antioxidant Potential

Piquiá Shells (Caryocar villosum): A Fruit by-Product with Antioxidant and Antiaging Properties in Caenorhabditis elegans

Profile and Content of Phenolic Compounds in Leaves, Flowers, Roots, and Stalks of Sanguisorba officinalis L. Determined with the LC-DAD-ESI-QTOF-MS/MS Analysis and Their In Vitro Antioxidant, Antidiabetic, Antiproliferative Potency

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