Screening of the polyphenolic content of Amur grapes Rupr. and its identification by the method of tandem mass spectrometry

Виноград амурский Vitis amurensis Ruprecht содержит большое количество полифенольных комплексов, являющихся биологически активными соединениями. В данной работе впервые проведено сравнительное метаболомное исследование биологически активных веществ дикого винограда, собранного из пяти различных мест Приморского и Хабаровского краёв. Для идентификации целевых аналитов в этанольных экстрактах ягод винограда использована высокоэффективная жидкостная хроматография (ВЭЖХ) в комплексе с ионной ловушкой amaZon SL, оснащенной источником ионизации электрораспылением ESI в режимах отрицательных и положительных ионов. Масс-спектрометр использовался в диапазоне сканирования m/z 100 - 1.700 для MС и МС/МС. Использовано фрагментирование 4-го порядка. Первичные масс-спектрометрические результаты показали присутствие 94 биологически активных соединений, соответствующих виду V. Amurensis ; причем сальвианоловые кислоты F, D и G, олеаноловая, урсоловая, миристолеиновая кислоты, берберицинин, меарнсетин, эскулин, невадензин, стигмастерол, фукостерол, флоризин, триптофан идентифицированы впервые в V. amurensis . Vitis amurensis Ruprecht contains a large number of polyphenolic compounds which are the biologically active components. In this work, for the first time, a comparative metabolomic study of biologically active substances of wild grapes collected from five different places of the Primorsky and Khabarovsk territories is carried out. To identify target analytes in ethanol extracts of grape berries, high performance liquid chromatography (HPLC) was used in combination with an amaZon SL ion trap (manufactured by BRUKER DALTONIKS, Germany) equipped with an ESI electrospray ionization source in negative and positive ion modes. The mass spectrometer was used in the scan range m / z 100 - 1.700 for MS and MS/MS. The fragmentation of the 4 order was used. Primary mass spectrometric results showed presence of 94 biologically active compounds corresponding to the species V. amurensis ; moreover, salvianolic acids F, D and G, oleanoic, ursolic, myristoleic acids, berbericinin, mearnsetin, esculin, nevadensin, stigmasterol, fucosterol, phlorizin, L-tryptophan were identified for the first time in V. amurensis .

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Simultaneous determination of polyphenol content Vitis amurensis Rupr. by tandem mass spectrometry

BIO Web of Conferences ◽

10.1051/bioconf/20213902004 ◽

2021 ◽

Vol 39 ◽

pp. 02004

Author(s):

Mayya P. Razgonova ◽

Evgeniy I. Kislin ◽

Andrey Sh. Sabitov ◽

Elena V. Perminova ◽

Natalia M. Mikhailova ◽

...

Keyword(s):

High Performance ◽

Ion Trap ◽

Biologically Active ◽

Vitis Amurensis ◽

Active Components ◽

Ionization Source ◽

Grape Berries ◽

Salvianolic Acids ◽

Ethanol Extracts ◽

First Time

Vitis amurensis Ruprecht contains a large number of polyphenolic compounds which are biologically active components. For the most efficient and safe extraction supercritical carbon dioxide was used. In this work, for the first time, a comparative metabolomic study of biologically active substances of wild grapes collected from five different places of the Primorsky and Khabarovsk territories is carried out. To identify target analytes in ethanol extracts of grape berries, high performance liquid chromatography (HPLC) was used in combination with an amaZon SL ion trap (manufactured by BRUKER DALTONIKS, Germany) equipped with an ESI electrospray ionization source in negative and positive ion modes. The mass spectrometer was used in the scan range m / z 100 - 1.700 for MS and MS / MS. Used fragmentation of the 4th order. Primary mass spectrometric results showed the presence of 94 biologically active compounds corresponding to the species V. amurensis, moreover, salvianolic acids F, D and G, oleanoic, ursolic, myristoleic acids, berbericinin, mearnsetin, esculin, nevadensin, stigmasterol, fucosterol, phlorizin, L-tryptophan identified for the first time in V. amurensis.

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Application of the thin-layer chromatography method for analysis of plant antioxidant activity

Food systems ◽

10.21323/2618-9771-2021-4-1-26-30 ◽

2021 ◽

Vol 4 (1) ◽

pp. 26-30

Author(s):

N. V. Kupaeva ◽

E. R. Vasilevskaya ◽

L. V. Fedulova ◽

E. A. Kotenkova

Keyword(s):

Antioxidant Activity ◽

Thin Layer ◽

Thin Layer Chromatography ◽

High Performance ◽

Biologically Active ◽

Chromatography Method ◽

Physicochemical Methods ◽

Ethanol Extracts ◽

Layer Chromatography ◽

Active Substances

Plants are a rich source of effective non-toxic biologically active substances. Various physicochemical methods of analysis are used for evaluation of plant antioxidant activity. Composition of ethanol extracts of red, yellow and white onion husks, dried rosemary, basil, and chaga were studied by high performance thin layer chromatography (HPTLC) method. The antioxidant activity of the obtained fractions on a chromatographic plate was assessed by subsequent DPPH screening. The extracts red and yellow onion husk and rosemary demonstrated the highest antioxidant activity, variability of the qualitative composition and similarity of antioxidant profiles, while extract of white onion husks did not contain any antioxidant classes. Intensive spots with Rf of 0.13-0.97 were observed along the whole chromatogram track corresponding to red onion husks. It was also found that all tested extract, excepting white onion husk and chaga, contained spots with varying degrees of intensity in the Rf range of 0.96-0.98, which corresponded quercetin Rf value.

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Phenolic Composition Influences the Health-Promoting Potential of Bee-Pollen

Biomolecules ◽

10.3390/biom9120783 ◽

2019 ◽

Vol 9 (12) ◽

pp. 783 ◽

Cited By ~ 2

Author(s):

Mirjana Mosić ◽

Jelena Trifković ◽

Irena Vovk ◽

Uroš Gašić ◽

Živoslav Tešić ◽

...

Keyword(s):

Phenolic Compounds ◽

High Performance ◽

Ion Trap ◽

Therapeutic Potential ◽

Flavonoid Glycosides ◽

Phenolic Composition ◽

Bee Pollen ◽

Orbitrap Mass Spectrometry ◽

Health Promoting ◽

First Time

Information on compositional, nutritional and functional properties of bee-pollen, as a health-promoting food, is essential for defining its quality. Concerning the nutritional importance of phenolic compounds, the aim of this study was to determine the phenolic profile and antioxidant activity of twenty-four bee-pollen samples collected from different regions of Serbia. High-performance thin-layer chromatographic (HPTLC) fingerprinting was used for profiling of bee-pollen samples according to the botanical type. HPTLC hyphenated with image analysis and a pattern recognition technique confirmed the grouping of samples caused by the specific phenolic composition of pollens of different botanical origin. Flavonoid glycosides in bee-pollen samples were identified by applying ultra-high-performance liquid chromatography (UHPLC) coupled with linear ion trap-Orbitrap mass spectrometry (LTQ Orbitrap MS). Eight out of twenty-seven flavonol glycosides were identified in bee-pollen samples for the first time. All analyzed bee-pollen samples showed a high number of phenolic compounds which may have therapeutic potential.

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Decorative Magnolia Plants: A Comparison of the Content of Their Biologically Active Components Showing Antimicrobial Effects

Plants ◽

10.3390/plants9070879 ◽

2020 ◽

Vol 9 (7) ◽

pp. 879

Author(s):

Petra Lovecká ◽

Alžběta Svobodová ◽

Anna Macůrková ◽

Blanka Vrchotová ◽

Kateřina Demnerová ◽

...

Keyword(s):

High Performance ◽

Leaf Extract ◽

Reversed Phase ◽

Hybrid Plant ◽

Biologically Active ◽

Medicinal Products ◽

Active Components ◽

Rp Hplc ◽

Hybrid Plants ◽

Hplc Fractionation

Magnolia plants are used both as food supplements and as cosmetic and medicinal products. The objectives of this work consisted of preparing extracts from leaves and flowers of eight Magnolia plants, and of determining concentrations of magnolol (1 to 100 mg·g−1), honokiol (0.11 to 250 mg·g−1), and obovatol (0.09 to 650 mg·g−1), typical neolignans for the genus Magnolia, in extracts made by using a methanol/water (80/20) mixture. The tested Magnolia plants, over sixty years old, were obtained from Průhonický Park (Prague area, Czech Republic): M. tripetala MTR 1531, M. obovata MOB 1511, and six hybrid plants Magnolia × pruhoniciana, results of a crossbreeding of M. tripetala MTR 1531 with M. obovata MOB 1511. The identification of neolignans was performed by HRMS after a reversed-phase high-performance liquid chromatography (RP-HPLC) fractionation of an extract from M. tripetala MTR 1531. The highest concentrations of neolignans were found in the flowers, most often in their reproductive parts, and obovatol was the most abundant in every tested plant. The highest concentrations of neolignans were detected in parent plants, and lower concentrations in hybrid magnolias. Flower extracts from the parent plants M. tripetala MTR 1531 and M. obovata MOB 1511, flower extracts from the hybrid plants Magnolia × pruhoniciana MPR 0271, MPR 0151, and MPR 1531, and leaf extract from the hybrid plant Magnolia × pruhoniciana MPR 0271 inhibited growth of Staphylococcus aureus.

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Characterization of phenolic compounds from inner bark of Betula pendula

Holzforschung ◽

10.1515/hf.2011.146 ◽

2012 ◽

Vol 66 (2) ◽

Cited By ~ 11

Author(s):

Jaana Liimatainen ◽

Maarit Karonen ◽

Jari Sinkkonen ◽

Marjo Helander ◽

Juha-Pekka Salminen

Keyword(s):

Phenolic Compounds ◽

High Performance ◽

Betula Pendula ◽

Silver Birch ◽

Biologically Active ◽

Array Detector ◽

Ionization Mass ◽

Inner Bark ◽

First Time

Abstract A method has been developed for the characterization of biologically active silver birch (Betula pendula) inner bark phenolics based on high-performance liquid chromatography/diode array detector (HPLC-DAD)/electrospray ionization-mass spectrometry (ESI-MS). It was demonstrated that the inner bark contains high amounts of flavonoids, arylbutanoids, diarylheptanoids, simple phenolic compounds, phenolic acids, lignans, and procyanidins. Altogether, 30 individual compounds were characterized based on their ultraviolet (UV) and MS data. Structures of 22 compounds were confirmed by nuclear magnetic resonance (NMR) spectroscopy. In addition to previously reported phenolic compounds, 12 compounds were identified in silver birch inner bark for the first time; two of them are novel compounds: 3-β-glucopyranosyloxy-2-hydroxy-1-(4-hydroxy-3-methoxy-phenyl)-propan-1-one and 1,7-bis-(4-hydroxyphenyl)-3-heptanol 3-O-β-ap-iofuranosyl-(1→2)-β-glucopyranoside.

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RESEARCH OF THE EXTRACTION PROCESS AND STOCK OF PHENOLIC COMPOUNDS OF LOCALIZED WINE-TECHNICAL RED AND WHITE VARIETIES OF GRAPES

CHEMISTRY AND CHEMICAL ENGINEERING ◽

10.51348/seds5524 ◽

2021 ◽

pp. 74-79

Keyword(s):

Phenolic Compounds ◽

Chromatographic Separation ◽

High Performance ◽

Total Content ◽

Climatic Conditions ◽

Biologically Active ◽

Individual Identification ◽

Active Components ◽

Wine Production ◽

Grape Varieties

The aim of the study was to determine the technological stock of phenolic compounds in European technical grape varieties grown in the climatic conditions of Uzbekistan, used to produce white and red wines. UV-Vis spectrophotometric method determined the total content of phenolic compounds in localized wine-technical grape varieties. Using high performance liquid chromatography (HPLC), the qualitative and quantitative content of groups and subgroups of phenolic compounds was studied, biologically active components obtained in the process of their extraction were identified, and studies were carried out to analyze the types of phenolic compounds by chromatographic separation in certain wine-technical grape varieties. Chromatographic separation, identification and qualitative analysis of phenolic compounds revealed 2 groups of phenol-carboxylic acids, 9 groups of dihydroxy acids, 7 groups of flavan-3-ol, 12 groups of flavonols and 15 groups of anthocyanins, as well as, 2 tannins. Also revealed the presence of flavonoids, which have such advantages as the individual identification of their polymer products. Studies have shown that local grape varieties have a high degree of phenolic retention. This result opens up tremendous opportunities for future scientific improvement of wine production technology

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Transforming of Triptolide into Characteristic Metabolites by the Gut Microbiota

Molecules ◽

10.3390/molecules25030606 ◽

2020 ◽

Vol 25 (3) ◽

pp. 606

Author(s):

Ran Peng ◽

Shu-Rong Ma ◽

Jie Fu ◽

Pei Han ◽

Li-Bin Pan ◽

...

Keyword(s):

Mass Spectrometry ◽

Gut Microbiota ◽

Theoretical Basis ◽

High Performance ◽

Ion Trap ◽

Liver Microsomes ◽

Tandem Mass ◽

Molecular Weights ◽

Intestinal Contents ◽

First Time

The importance of the gut microbiota in drug metabolism, especially in that of nonabsorbable drugs, has become known. The aim of this study was to explore the metabolites of triptolide by the gut microbiota. With high-performance liquid chromatography coupled with tandem mass spectrometry and ion trap time-of-flight multistage mass spectrometry (LC-MS/MS and LC/MSn-IT-TOF), four metabolites of triptolide (M1, M2, M3, and M4) were found in the intestinal contents of rats. M1 and M2, were isomeric monocarbonyl-hydroxyl-substituted metabolites with molecular weights of 390. M3 and M4 were isomeric dehydrogenated metabolites with molecular weights of 356. Among the four metabolites, the dehydrogenated metabolites (M3 and M4) were reported in the gut microbiota for the first time. The metabolic behaviors of triptolide in the gut microbiota and liver microsomes of rats were further compared. The monocarbonyl-hydroxyl-substituted metabolites (M1 and M2) were generated in both systems, and another monohydroxylated metabolite (M5) was found only in the liver microsomes. The combined results suggested that the metabolism of triptolide in the gut microbiota was specific, with two characteristic, dehydrogenated metabolites. This investigation might provide a theoretical basis for the elucidation of the metabolism mechanism of triptolide and guide its proper application in clinical administration.

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Analysis of linoleoyl and oleoyl macrogolglycerides by high performance liquid chromatography coupled to the atmospheric pressure photoionization mass spectrometry

OCL ◽

10.1051/ocl/2020020 ◽

2020 ◽

Vol 27 ◽

pp. 26

Author(s):

Kamilia Kemel ◽

Danielle Libong ◽

Audrey Solgadi ◽

Sana Tfaili ◽

Arlette Baillet-Guffroy ◽

...

Keyword(s):

High Performance Liquid Chromatography ◽

Liquid Chromatography ◽

Atmospheric Pressure ◽

High Performance ◽

Ion Trap ◽

Pharmaceutical Formulations ◽

Reversed Phase ◽

Ionization Source ◽

Atmospheric Pressure Photoionization ◽

Chain Lengths

Linoleoyl macrogolglyceride (LM) and oleoyl macrogolglyceride (OM) are pharmaceutical ingredients, obtained from corn and apricot kernel oils respectively. This study aims to know the detailed chemical composition of LM and OM, in order to understand their roles in pharmaceutical formulations. These two products were analyzed by non-aqueous reversed phase high-performance liquid chromatography (NARP-HPLC), using Vintage Series KR C18 column (250 × 4.6 mm, 5 µm) and non-aqueous acetonitrile/acetone mixture as mobile phase. The ionization source used was atmospheric pressure photoionization (APPI) and the analyzer was LTQ-Orbitrap® (hybrid analyzer: double linear ion trap coupled to a Fourier transform orbital trap). LM and OM consist of complex mixtures, constituted of mono-(MG), di-(DG) and triglycerides (TG) and mono-(MPEGE) and di PEG-6 esters (DPEGE) of linoleic acid (18:2) for LM and of oleic acid (18:1) for OM. NARP-HPLC-APPI method allowed the separation and the identification of the glyceride classes (MGs, DGs and TGs) and the PEG esters of different chain lengths (PEG-chain lengths of fatty acid moieties and number of units of ethylene oxide), at the same time and in one single run, for both products LM and OM. The comparative study between LM and OM showed that, a higher presence of linoleic esters for LM, and a higher presence of oleic esters for OM.

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Identification and Quantification of Flavanol Glycosides in Vitis vinifera Grape Seeds and Skins during Ripening

Molecules ◽

10.3390/molecules23112745 ◽

2018 ◽

Vol 23 (11) ◽

pp. 2745 ◽

Cited By ~ 3

Author(s):

Marie Zerbib ◽

Guillaume Cazals ◽

Christine Enjalbal ◽

Cédric Saucier

Keyword(s):

Vitis Vinifera ◽

High Performance ◽

Multiple Reaction Monitoring ◽

Reaction Monitoring ◽

Quadrupole Mass ◽

Grape Seeds ◽

Grape Berries ◽

Grape Skins ◽

Grape Varieties ◽

First Time

Monomeric and dimeric flavanol glycosides were analyzed in Vitis vinifera grapes and seeds during ripening. An analytical method using ultra-high performance liquid chromatography coupled with a triple quadrupole mass spectrometry (UHPLC-ESI-QQQ-MS/MS) in multiple reaction monitoring (MRM) mode was employed. Three grape varieties (Merlot, Syrah and Tannat) were chosen and grape berries were sampled at different stages of development. Ten monoglycosylated and six diglycosylated flavanol monomers were detected. Twelve monoglycosylated and three diglycosylated flavanol dimers were also detected for all three grape varieties. All diglycosides were detected for the first time in Vitis vinifera grapes, though some of these compounds were only detected in skins or seeds. Furthermore, the evolution of all these compounds was studied, and a decrease in monomeric (epi) catechin monoglycosides was observed during ripening for Tannat, Merlot and Syrah grape skins. The dimers would appear to accumulate in skin tissues up to mid-summer (after veraison) and decrease when grape berries reached maturity.

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Bioactive Components of Salvia and Their Potential Antidiabetic Properties: A Review

Molecules ◽

10.3390/molecules26103042 ◽

2021 ◽

Vol 26 (10) ◽

pp. 3042

Author(s):

Aswir Abd Rashed ◽

Devi-Nair Gunasegavan Rathi

Keyword(s):

English Language ◽

Health Benefit ◽

Biologically Active ◽

Antidiabetic Agent ◽

Bioactive Components ◽

Active Components ◽

Antidiabetic Agents ◽

Bioactive Component ◽

Phenolic Components ◽

Salvianolic Acids

The utilization of therapeutic plants is expanding around the globe, coupled with the tremendous expansion of alternative medicine and growing demand in health treatment. Plants are applied in pharmaceuticals to preserve and expand health—physically, mentally and as well as to treat particular health conditions and afflictions. There are more than 600 families of plants identified so far. Among the plants that are often studied for their health benefit include the genus of Salvia in the mint family, Lamiaceae. This review aims to determine the bioactive components of Salvia and their potential as antidiabetic agents. The search was conducted using three databases (PubMed, EMBASE and Scopus), and all relevant articles that are freely available in the English language were extracted within 10 years (2011–2021). Salvia spp. comprises many biologically active components that can be divided into monoterpenes, diterpenes, triterpenes, and phenolic components, but only a few of these have been studied in-depth for their health benefit claims. The most commonly studied bioactive component was salvianolic acids. Interestingly, S. miltiorrhiza is undoubtedly the most widely studied Salvia species in terms of its effectiveness as an antidiabetic agent. In conclusion, we hope that this review stimulates more studies on bioactive components from medicinal plants, not only on their potential as antidiabetic agents but also for other possible health benefits.

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