Liquid Chromatographic Quadrupole Time-of-Flight Mass Spectrometric Untargeted Profiling of (Poly)phenolic Compounds in Rubus idaeus L. and Rubus occidentalis L. Fruits and Their Comparative Evaluation

This study provided a detailed profiling of the antioxidant and bioactive compounds occurring in three varieties of Rubus idaeus L. fruits (“Fall Gold”, “Glen Ample” and “Tulameen”) compared to Rubus occidentalis L. black raspberry (“Jewel” cultivar), adopting a comprehensive untargeted metabolomics approach developed with UHPLC analysis coupled with quadrupole/time-of-flight high resolution mass spectrometry, using the SWATH® acquisition protocol. The feature selection and annotation workflow, applied to the analysis of raspberry extracts in both polarities, allowed identifying 68 bioactive compounds mainly belonging to the classes of (poly)phenolic compounds. Interestingly, some of these identifications (e.g., ferulic acid glycosides and the ellagitannin-like nobotanin/malabathrin) represent the first report in raspberry fruits. Principal component analysis made possible highlighting the features more related to the expression of a genotype effect within the R. idaeus species or between the two raspberry species herein investigated. Overall, flavanols were the most discriminating features for the Fall Gold variety, whereas ellagitannins and flavonol glycosides represent more distinctive metabolic traits in Glen Ample and Tulameen fruits. Moreover, R. occidentalis Jewel variety was strongly characterized by the occurrence of anthocyanins, such as cyanidin, pelargonidin and delphinidin glycosides.

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Identification of Resistance to the Large Raspberry Aphid in Black Raspberry

Journal of the American Society for Horticultural Science ◽

10.21273/jashs.135.5.438 ◽

2010 ◽

Vol 135 (5) ◽

pp. 438-444 ◽

Cited By ~ 21

Author(s):

Michael Dossett ◽

Chad E. Finn

Keyword(s):

North America ◽

Viral Infection ◽

Rubus Idaeus ◽

Black Raspberry ◽

Dominant Allele ◽

Native Range ◽

Wild Populations ◽

Black Raspberries ◽

Rubus Occidentalis ◽

Amphorophora Agathonica

The large raspberry aphid (Amphorophora agathonica Hottes) is an important vector of viruses in Rubus L. across North America. Although breeding for aphid resistance has long been recognized as an important tool for protecting red raspberries (Rubus idaeus L.) from viral infection, this is the first report of resistance to A. agathonica in black raspberry (Rubus occidentalis L.). Seedlings from 132 wild populations of black raspberries, representing the species' native range, were screened for resistance to A. agathonica. Strong resistance was found in three of these populations, one from Ontario (ORUS 3778), one from Maine (ORUS 3817), and one from Michigan (ORUS 4109). Resistance to the large raspberry aphid in ORUS 3778 and ORUS 3817 is dominant and appears to be conferred by different genes. We propose that the genes for resistance in ORUS 3778 and ORUS 3817 be designated Ag4 and Ag5, respectively. Resistance to A. agathonica in ORUS 4109 also appears to be controlled by a dominant allele at a single locus, but cannot be differentiated from Ag4 at this time.

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Metabolic Profiling of Hoodia, Chamomile, Terminalia Species and Evaluation of Commercial Preparations Using Ultrahigh-Performance Liquid Chromatography Quadrupole-Time-of-Flight Mass Spectrometry

Planta Medica ◽

10.1055/s-0043-109239 ◽

2017 ◽

Vol 83 (16) ◽

pp. 1297-1308 ◽

Cited By ~ 2

Author(s):

Bharathi Avula ◽

Yan-Hong Wang ◽

Giorgis Isaac ◽

Jimmy Yuk ◽

Mark Wrona ◽

...

Keyword(s):

Mass Spectrometry ◽

Liquid Chromatography ◽

High Resolution Mass Spectrometry ◽

Time Of Flight ◽

Principal Component ◽

Chemical Information ◽

Multivariate Statistical ◽

Commercial Products ◽

Flight Mass Spectrometry ◽

Ultrahigh Performance Liquid Chromatography

AbstractUltrahigh-performance liquid chromatography quadrupole-time-of-flight mass spectrometry (UHPLC-QToF-MS) profiling was used for the identification of marker compounds and generation of metabolic patterns that could be interrogated using chemometric modeling software. UHPLC-QToF-MS was used to generate comprehensive fingerprints of three botanicals (Hoodia, Terminalia, and chamomile), each having different classes of compounds. Detection of a broad range of ions was carried out in full scan mode in both positive and negative modes over the range m/z 100–1700 using high-resolution mass spectrometry. Multivariate statistical analysis was used to extract relevant chemical information from the data to easily differentiate between Terminalia species, chamomile varieties, and quality control of Hoodia products. Using nontargeted analysis, identification of 37 compounds contributed to the differences between Terminalia species, 26 flavonoids were identified to show the differences between German and Roman chamomile, and 43 pregnane glycosides were identified from Hoodia gordonii samples. The UHPLC-QToF-MS-based chemical fingerprinting with principal component analysis was able to correctly distinguish botanicals and their commercial products. This work can be used as a basis to assure the quality of botanicals and commercial products.

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Main Human Urinary Metabolites after Genipap (Genipa americana L.) Juice Intake

Nutrients ◽

10.3390/nu10091155 ◽

2018 ◽

Vol 10 (9) ◽

pp. 1155 ◽

Cited By ~ 4

Author(s):

Livia Dickson ◽

Mathieu Tenon ◽

Ljubica Svilar ◽

Pascale Fança-Berthon ◽

Raphael Lugan ◽

...

Keyword(s):

Bioactive Compounds ◽

Metabolic Pathways ◽

High Resolution Mass Spectrometry ◽

Principal Component ◽

Urinary Metabolites ◽

Human Consumption ◽

Healthy Male ◽

Wide Range ◽

Before And After ◽

First Time

Genipap (Genipa americana L.) is a native fruit from Amazonia that contains bioactive compounds with a wide range of bioactivities. However, the response to genipap juice ingestion in the human exposome has never been studied. To identify biomarkers of genipap exposure, the untargeted metabolomics approach in human urine was applied. Urine samples from 16 healthy male volunteers, before and after drinking genipap juice, were analyzed by liquid chromatography–high-resolution mass spectrometry. XCMS package was used for data processing in the R environment and t-tests were applied on log-transformed and Pareto-scaled data to select the significant metabolites. The principal component analysis (PCA) score plots showed a clear distinction between experimental groups. Thirty-three metabolites were putatively annotated and the most discriminant were mainly related to the metabolic pathways of iridoids and phenolic derivatives. For the first time, the bioavailability of genipap iridoids after human consumption is reported. Dihydroxyhydrocinnamic acid, (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate, hydroxyhydrocinnamic acid, genipic acid, 12-demethylated-8-hydroxygenipinic acid, 3(7)-dehydrogenipinic acid, genipic acid glucuronide, nonate, and 3,4-dihydroxyphenylacetate may be considered biomarkers of genipap consumption. Human exposure to genipap reveals the production of derivative forms of bioactive compounds such as genipic and genipinic acid. These findings suggest that genipap consumption triggers effects on metabolic signatures.

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Advances in the Chromatographic Separation and Determination of Bioactive Compounds for Assessing the Nutrient Profile of Nuts

Current Analytical Chemistry ◽

10.2174/1573411016999200729111951 ◽

2020 ◽

Vol 16 ◽

Author(s):

Natasa P. Kalogiouri ◽

Natalia Manousi ◽

Erwin Rosenberg ◽

George A. Zachariadis ◽

Victoria F. Samanidou

Keyword(s):

Fatty Acids ◽

Phenolic Compounds ◽

Bioactive Compounds ◽

High Performance ◽

Unsaturated Fatty Acids ◽

Nutritional Deficiencies ◽

Analytical Technique ◽

High Volatility ◽

Analytical Approaches

Background:: Nuts have been incorporated into guidelines for healthy eating since they contain considerable amounts of antioxidants and their effects are related to health benefits since they contribute to the prevention of nutritional deficiencies. The micronutrient characterization is based mainly on the determination of phenolics which is the most abundant class of bioactive compounds in nuts. Terpenes constitute another class of bioactive compounds that are present in nuts and show high volatility. The analysis of phenolic compounds and terpenes are very demanding tasks that require optimization of the chromatographic conditions to improve the separation of the components. Moreover, nuts are rich in unsaturated fatty acids and they are therefore considered as cardioprotective. Gas chromatography is the predominant instrumental analytical technique for the determination of derivatized fatty acids and terpenes in food matrices, while high performance liquid chromatography is currently the most popular technique for the determination of phenolic compounds Objective:: This review summarizes all the recent advances in the optimization of the chromatographic conditions for the determination of phenolic compounds, fatty acids and terpenes in nuts Conclusion:: The state-of-the art in the technology available is critically discussed, exploring new analytical approaches to reduce the time of analysis and improve the performance of the chromatographic systems in terms of precision, reproducibility, limits of detection and quantification and overall quality of the results

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Relationships Between the Content of Phenolic Compounds and the Antioxidant Activity of Polish Honey Varieties as a Tool for Botanical Discrimination

Molecules ◽

10.3390/molecules26061810 ◽

2021 ◽

Vol 26 (6) ◽

pp. 1810

Author(s):

Monika Kędzierska-Matysek ◽

Małgorzata Stryjecka ◽

Anna Teter ◽

Piotr Skałecki ◽

Piotr Domaradzki ◽

...

Keyword(s):

Principal Component Analysis ◽

Antioxidant Activity ◽

Phenolic Compounds ◽

Caffeic Acid ◽

Principal Component ◽

Total Content ◽

Component Analysis ◽

Total Phenolic ◽

Hydroxybenzoic Acid ◽

Coumaric Acid

The study compared the content of eight phenolic acids and four flavonoids and the antioxidant activity of six Polish varietal honeys. An attempt was also made to determine the correlations between the antioxidant parameters of the honeys and their polyphenol profile using principal component analysis. Total phenolic content (TPC), total flavonoid content (TFC), antioxidant activity (ABTS) and reduction capacity (FRAP) were determined spectrophotometrically, and the phenolic compounds were determined using high-performance liquid chromatography (HPLC). The buckwheat honeys showed the strongest antioxidant activity, most likely because they had the highest concentrations of total phenols, total flavonoids, p-hydroxybenzoic acid, caffeic acid, p-coumaric acid, vanillic acid and chrysin. The principal component analysis (PCA) of the data showed significant relationships between the botanic origin of the honey, the total content of phenolic compounds and flavonoids and the antioxidant activity of the six Polish varietal honeys. The strongest, significant correlations were shown for parameters of antioxidant activity and TPC, TFC, p-hydroxybenzoic acid, caffeic acid and p-coumaric acid. Analysis of four principal components (explaining 86.9% of the total variance), as a classification tool, confirmed the distinctiveness of the Polish honeys in terms of their antioxidant activity and content of phenolic compounds.

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Utilization of Cumbeba (Tacinga inamoena) Residue: Drying Kinetics and Effect of Process Conditions on Antioxidant Bioactive Compounds

Foods ◽

10.3390/foods10040788 ◽

2021 ◽

Vol 10 (4) ◽

pp. 788

Author(s):

João Paulo de Lima Ferreira ◽

Alexandre José de Melo Queiroz ◽

Rossana Maria Feitosa de Figueirêdo ◽

Wilton Pereira da Silva ◽

Josivanda Palmeira Gomes ◽

...

Keyword(s):

Phenolic Compounds ◽

Bioactive Compounds ◽

Fixed Bed ◽

Drying Kinetics ◽

Raw Material ◽

Process Conditions ◽

Temperature Range ◽

Water Diffusivity ◽

Pharmaceutical Industries ◽

Effective Water

The residue generated from the processing of Tacinga inamoena (cumbeba) fruit pulp represents a large amount of material that is discarded without proper application. Despite that, it is a raw material that is source of ascorbic acid, carotenoids and phenolic compounds, which are valued in nutraceutical diets for allegedly combating free radicals generated in metabolism. This research paper presents a study focused on the mathematical modeling of drying kinetics and the effect of the process on the level of bioactive of cumbeba residue. The experiments of cumbeba residue drying (untreated or whole residue (WR), crushed residue (CR) and residue in the form of foam (FR)) were carried out in a fixed-bed dryer at four air temperatures (50, 60, 70 and 80 °C). Effective water diffusivity (Deff) was determined by the inverse method and its dependence on temperature was described by an Arrhenius-type equation. It was observed that, regardless of the type of pretreatment, the increase in air temperature resulted in higher rate of water removal. The Midilli model showed better simulation of cumbeba residue drying kinetics than the other models tested within the experimental temperature range studied. Effective water diffusivity (Deff) ranged from 6.4890 to 11.1900 × 10−6 m2/s, 2.9285 to 12.754 × 10−9 m2/s and 1.5393 × 10−8 to 12.4270 × 10−6 m2/s with activation energy of 22.3078, 46.7115 and 58.0736 kJ/mol within the temperature range of 50–80 °C obtained for the whole cumbeba, crushed cumbeba and cumbeba residue in the form of foam, respectively. In relation to bioactive compounds, it was observed that for a fixed temperature the whole residue had higher retention of bioactive compounds, especially phenolic compounds, whereas the crushed residue and the residue in the form of foam had intermediate and lower levels, respectively. This study provides evidence that cumbeba residue in its whole form can be used for the recovery of natural antioxidant bioactive compounds, mainly phenolic compounds, with the possibility of application in the food and pharmaceutical industries.

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Differences in the Phenolic Profile by UPLC Coupled to High Resolution Mass Spectrometry and Antioxidant Capacity of Two Diospyros kaki Varieties

Antioxidants ◽

10.3390/antiox10010031 ◽

2020 ◽

Vol 10 (1) ◽

pp. 31

Author(s):

Adelaida Esteban-Muñoz ◽

Silvia Sánchez-Hernández ◽

Cristina Samaniego-Sánchez ◽

Rafael Giménez-Martínez ◽

Manuel Olalla-Herrera

Keyword(s):

Phenolic Compounds ◽

Antioxidant Capacity ◽

Fruits And Vegetables ◽

High Resolution Mass Spectrometry ◽

Extraction Procedure ◽

Chemical Species ◽

Diospyros Kaki ◽

Phenolic Profile ◽

Matrix Interferences ◽

Individual Health

Background: phenolic compounds are bioactive chemical species derived from fruits and vegetables, with a plethora of healthy properties. In recent years, there has been a growing interest in persimmon (Diospyros kaki L.f.) due to the presence of many different classes of phenolic compounds. However, the analysis of individual phenolic compounds is difficult due to matrix interferences. Methods: the aim of this research was the evaluation of individual phenolic compounds and antioxidant capacity of the pulp of two varieties of persimmon (Rojo Brillante and Triumph) by an improved extraction procedure together with a UPLC-Q-TOF-MS platform. Results: the phenolic compounds composition of persimmon was characterized by the presence of hydroxybenzoic and hydroxycinnamic acids, hydroxybenzaldehydes, dihydrochalcones, tyrosols, flavanols, flavanones, and flavonols. A total of 31 compounds were identified and 17 compounds were quantified. Gallic acid was the predominant phenolic compounds found in the Rojo Brillante variety (0.953 mg/100 g) whereas the concentration of p-hydroxybenzoic acid was higher in the Triumph option (0.119 mg/100 g). Conclusions: the results showed that the Rojo Brillante variety had higher quantities of phenolic compounds than the Triumph example. These data could be used as reference in future phenolic compound databases when individual health effects of phenolic compounds become available.

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The Effects of Bioactive Compounds from Blueberry and Blackcurrant Powder on Oat Bran Pastes: Enhancing In Vitro Antioxidant Activity and Reducing Reactive Oxygen Species in Lipopolysaccharide-Stimulated Raw264.7 Macrophages

Antioxidants ◽

10.3390/antiox10030388 ◽

2021 ◽

Vol 10 (3) ◽

pp. 388

Author(s):

Xiao Dan Hui ◽

Gang Wu ◽

Duo Han ◽

Xi Gong ◽

Xi Yang Wu ◽

...

Keyword(s):

Reactive Oxygen Species ◽

Antioxidant Activity ◽

Phenolic Compounds ◽

Antioxidant Capacity ◽

Bioactive Compounds ◽

Reactive Oxygen ◽

Oxygen Species ◽

Raw264.7 Macrophages ◽

Oat Bran

In this study, blueberry and blackcurrant powder were chosen as the phenolic-rich enrichments for oat bran. A Rapid Visco Analyser was used to form blueberry and blackcurrant enriched oat pastes. An in vitro digestion process evaluated the changes of phenolic compounds and the in vitro antioxidant potential of extracts of pastes. The anthocyanidin profiles in the extracts were characterised by the pH differential method. The results showed that blueberry and blackcurrant powder significantly increased the content of phenolic compounds and the in vitro antioxidant capacity of pastes, while the total flavonoid content decreased after digestion compared to the undigested samples. Strong correlations between these bioactive compounds and antioxidant values were observed. Lipopolysaccharide-stimulated RAW264.7 macrophages were used to investigate the intracellular antioxidant activity of the extracts from the digested oat bran paste with 25% enrichment of blueberry or blackcurrant powder. The results indicated that the extracts of digested pastes prevented the macrophages from experiencing lipopolysaccharide (LPS)-stimulated intracellular reactive oxygen species accumulation, mainly by the Kelch-like ECH-associated protein 1 (Keap1)/nuclear factor erythroid 2-related factor 2 (Nrf2) signalling pathway. These findings suggest that the bioactive ingredients from blueberry and blackcurrant powder enhanced the in vitro and intracellular antioxidant capacity of oat bran pastes, and these enriched pastes have the potential to be utilised in the development of the functional foods.

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Screening of Phenolic Compounds in Australian Grown Berries by LC-ESI-QTOF-MS/MS and Determination of Their Antioxidant Potential

Antioxidants ◽

10.3390/antiox10010026 ◽

2020 ◽

Vol 10 (1) ◽

pp. 26

Author(s):

Vigasini Subbiah ◽

Biming Zhong ◽

Malik A. Nawaz ◽

Colin J. Barrow ◽

Frank R. Dunshea ◽

...

Keyword(s):

Phenolic Compounds ◽

Phenolic Acid ◽

Phenolic Content ◽

Radical Scavenging ◽

Vaccinium Corymbosum ◽

Rubus Idaeus ◽

Antioxidant Potential ◽

Fresh Frozen ◽

Flavonoid Quercetin

Berries are grown worldwide with the most consumed berries being blackberries (Rubus spp.), blueberries (Vaccinium corymbosum), red raspberries (Rubus idaeus) and strawberries (Fragaria spp.). Berries are either consumed fresh, frozen, or processed into wines, juices, and jams. In recent times, researchers have focused their attention on berries due to their abundance in phenolic compounds. The current study aimed to evaluate the phenolic content and their antioxidant potential followed by characterization and quantification using LC-ESI-QTOF-MS/MS and HPLC-PDA. Blueberries were highest in TPC (2.93 ± 0.07 mg GAE/gf.w.) and TFC (70.31 ± 1.21 µg QE/gf.w.), whereas the blackberries had the highest content in TTC (11.32 ± 0.13 mg CE/gf.w.). Blueberries had the highest radical scavenging capacities for the DPPH (1.69 ± 0.09 mg AAE/gf.w.), FRAP (367.43 ± 3.09 µg AAE/gf.w.), TAC (1.47 ± 0.20 mg AAE/gf.w.) and ABTS was highest in strawberries (3.67 ± 0.14 mg AAE/gf.w.). LC-ESI-QTOF-MS/MS study identified a total of 65 compounds including 42 compounds in strawberries, 30 compounds in raspberries, 28 compounds in blueberries and 21 compounds in blackberries. The HPLC-PDA quantification observed phenolic acid (p-hydroxybenzoic) and flavonoid (quercetin-3-rhamnoside) higher in blueberries compared to other berries. Our study showed the presence of phenolic acids and provides information to be utilized as an ingredient in food, pharmaceutical and nutraceutical industries.

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In Vitro Gastrointestinal Digestion Impact on the Bioaccessibility and Antioxidant Capacity of Bioactive Compounds from Tomato Flours Obtained after Conventional and Ohmic Heating Extraction

Foods ◽

10.3390/foods10030554 ◽

2021 ◽

Vol 10 (3) ◽

pp. 554

Author(s):

Marta C. Coelho ◽

Tânia B. Ribeiro ◽

Carla Oliveira ◽

Patricia Batista ◽

Pedro Castro ◽

...

Keyword(s):

Gastrointestinal Tract ◽

Phenolic Compounds ◽

Antioxidant Capacity ◽

Bioactive Compounds ◽

Solid Fraction ◽

Ohmic Heating ◽

Coumaric Acid ◽

Insoluble Dietary Fiber ◽

The Impact

In times of pandemic and when sustainability is in vogue, the use of byproducts, such as fiber-rich tomato byproducts, can be an asset. There are still no studies on the impact of extraction methodologies and the gastrointestinal tract action on bioactive properties. Thus, this study used a solid fraction obtained after the conventional method (SFCONV) and a solid fraction after the ohmic method (SFOH) to analyze the effect of the gastrointestinal tract on bioactive compounds (BC) and bioactivities. Results showed that the SFOH presents higher total fiber than SFCONV samples, 62.47 ± 1.24–59.06 ± 0.67 g/100 g DW, respectively. Both flours present high amounts of resistant protein, representing between 11 and 16% of insoluble dietary fiber. Furthermore, concerning the total and bound phenolic compounds, the related antioxidant activity measured by 2,2′-azino-bis-3-ethylbenzthiazoline-6-sulphonic acid (ABTS) radical cation decolorization assay presented significantly higher values for SFCONV than SFOH samples (p < 0.05). The main phenolic compounds identified in the two flours were gallic acid, rutin, and p-coumaric acid, and carotenoids were lycopene, phytofluene, and lutein, all known as health promoters. Despite the higher initial values of SFCONV polyphenols and carotenoids, these BCs’ OH flours were more bioaccessible and presented more antioxidant capacity than SFCONV flours, throughout the simulated gastrointestinal tract. These results confirm the potential of ohmic heating to modify the bioaccessibility of tomato BC, enhancing their concentrations and improving their antioxidant capacity.

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