orientin and isovitexin

Passiflora plants are strategic in the context of biodiversity for food and nutrition. We applied the procedures of a systematic review protocol to study the state of the art on identification of phenolic compounds from Passiflora plants. An automated literature search was conducted using six databases and a combination of seven keywords. All the analytical, chromatographic, and spectroscopic methods were included. The studies were classified according to their method of identification, phenolic classes, and method of extraction. In total, 8,592 abstracts were found, from which 122 studies were selected for complete reading and 82 were selected for further analysis. Techniques of extraction, evaluated parts of the plant and methods of identification were systematized. Studies with leaves were most conspicuous (54.4%), 34 species of Passiflora were evaluated and orientin, isoorientin, vitexin, isovitexin were commonly found structures. A High Performance Liquid Chromatography-diode array detector was the technique most applied, with which the same structures were identified all through the studies, although other unknown structures were detected, but not elucidated. The use of Nuclear Magnetic Resonance and Mass Spectrometry, which are more sensitive techniques, needs to be intensified, to identify other unconventional compounds detected in Passiflora, to enhance the comprehension of the bioactive compounds in these plants.

Topics: Apigenin; Flavonoids; Food Analysis; Glucosides; Luteolin; Passiflora; Phenols; Phytochemicals; Plant Extracts

Buckwheat is a gluten-free crop under the family Polygonaceae abundant with beneficial phytochemicals that provide significant health benefits. It is cultivated and adapted in diverse ecological zones all over the world. Recently its popularity is expanding as a nutrient-rich healthy food with low-calories. The bioactive compounds in buckwheat are flavonoids (i.e., rutin, quercetin, orientin, isoorientin, vitexin, and isovitexin), fatty acids, polysaccharides, proteins, and amino acids, iminosugars, dietary fiber, fagopyrins, resistant starch, vitamins, and minerals. Buckwheat possesses high nutritional value due to these bioactive compounds. Additionally, several essential bioactive factors that have long been gaining interest because these compounds are beneficial for healing and preventing several human diseases. The present review demonstrates an overview of the recent researches regarding buckwheat phytochemicals and particularly focusing on the distinct function of bioactive components with their health benefits.

Topics: Apigenin; Fagopyrum; Flavonoids; Glucosides; Humans; Nutritive Value; Phytochemicals; Plant Extracts; Quercetin; Rutin; Seeds

Buckwheat sprouts (BS) becomes popular due to its' health-promoting properties as food product. The effects of fermentation with Saccharomyces cerevisiae and Lactobacillus plantarum on antioxidant and hypolipidemic activities as well as functional composition in common BS cultivated in maifanite mineral water were investigated here. DPPH and ·OH results showed higher antioxidant potential in fermented BS compared to unfermented BS, due to the higher rutin, orientin, isoorientin, vitexin, isovitexin, and total phenolic and flavonoid contents. The S. cerevisiae-fermented BS also exhibited 113% and 110% higher DPPH and ·OH scavenging activities than the L. plantarum-fermented BS, respectively. In hyperlipidemic mice, blood lipid parameters were improved as dose-dependent manner when supplemented the food with S. cerevisiae-fermented BS. Fermented BS also restored liver antioxidant levels significantly. The fermented BS had greater effect on different parameters than those of unfermented BS. Therefore, fermentation is a valuable method to enhance the bioactive potential of BS.

Topics: Animals; Antioxidants; Apigenin; Fagopyrum; Fermentation; Fermented Foods; Flavonoids; Glucosides; Hyperlipidemias; Lactobacillus plantarum; Male; Mice; Mineral Waters; Phenols; Rutin; Saccharomyces cerevisiae; Seedlings

Plant medicine/herbal extracts are typically complex, encompassing a wide range of flavonoid diversity and biological benefits. Combined with a lack of standards; species authentication profiling is a challenge. A non-targeted screening strategy using two-dimensional (2D) separation and specificity of ultra-high-performance liquid chromatography ion mobility collision-induced dissociation mass spectrometry (UHPLC-IM-CID-MS) has been investigated, to identify the 6-C and 8-C-glycosylflavone isomer orientin/isoorientin and vitexin/isovitexin pairs in Passiflora species. Utilising available standards and "known-unknowns" a reference CCS (collision cross-section) speciation finger print for Passiflora extracts could be generated to illustrate species profiling.. SPE was performed to extract flavonoids of interest from powdered and ground Passiflora leaf. Chromatographic separation was achieved via UHPLC and analysis performed using positive/negative ion electrospray coupled with linear T-wave IM-MS (calibrated to perform accurate mass and CCS measurements).. Comparative phytochemical screening of Passiflora alata, P. edulis, P. incarnata and P. caerulea leaf extracts has generated CCS, CID IM product ion spectra, 2D separation with UHPLC-IM-MS, enabling the unequivocal identification of flavone C-glycosides in complex extracts. A phytochemical reference CCS library was generated comprised of "knowns" and "known-unknowns". Isomers have been differentiated using a CCS metric enabling novel CCS specific isomeric quantitation of co-eluting isomers.. The screening approach illustrated has the potential to play an important role in the profiling of medicinal plants to determine phytochemical make-up and improve consumer safety through generation of highly specific speciation profiles.

Topics: Apigenin; Chromatography, High Pressure Liquid; Flavones; Flavonoids; Glucosides; Glycosides; Isomerism; Luteolin; Mass Spectrometry; Passiflora; Phytochemicals; Plant Extracts; Plants, Medicinal

Flavone C-glycosides are difficult to be deglycosylated using traditional chemical methods due to their solid carbon-carbon bond between sugar moieties and aglycones; however, some bacteria may easily cleave this bond because they generate various specific enzymes.. A bacterial strain, named W12-1, capable of deglycosylating orientin, vitexin, and isovitexin to their aglycones, was isolated from human intestinal bacteria in this study and identified as Enterococcus faecalis based on morphological examination, physiological and biochemical identification, and 16S rDNA sequencing. The strain was shown to preferentially deglycosylate the flavone C-glycosides on condition that the culture medium was short of carbon nutrition sources such as glucose and starch, and its deglycosylation efficiency was negatively correlated with the content of the latter two substances.. This study provided a new bacterial resource for the cleavage of C-glycosidic bond of flavone C-glycosides and reported the carbon nutrition sources reduction induced deglycosylation for the first time.

Topics: Adult; Apigenin; Carbon; Enterococcus faecalis; Feces; Flavones; Flavonoids; Gastrointestinal Microbiome; Glucosides; Glycosides; Humans; Intestines; Male; RNA, Ribosomal, 16S; Sequence Analysis, RNA

A homogenate-assisted vacuum-powered bubble extraction (HVBE) method using ethanol was applied for extraction of flavonoids from

Topics: Antioxidants; Apigenin; Chromatography, High Pressure Liquid; Flavonoids; Free Radical Scavengers; Free Radicals; Glucosides; Humans; Luteolin; Plant Extracts; Plant Leaves; Poaceae; Vacuum

The impact of malting on the profile of the phenolic compounds and the antioxidant properties of two buckwheat varieties was investigated. The highest relative increases in phenolic compounds were observed for isoorientin, orientin, and isovitexin, which are consequently major inducible phenolic compounds during malting. Only a minor relative increase was observed for the most abundant phenolic compound, rutin. The radical-scavenging activity of buckwheat seeds was evaluated using ABTS and DPPH assays. A considerable increase in total phenolic compounds and higher antioxidant activity were observed after 64h of germination, whereas kilning resulted in decreased total phenolic compounds and antioxidant activity. Higher antioxidant activities for extracts were found for buffered solvents than for pure methanol and water. Changes in the composition of the phenolic compounds and increased antioxidant content were confirmed by several methods, indicating that buckwheat malt can be used as a food rich in antioxidants.

Topics: Apigenin; Chromatography, Liquid; Fagopyrum; Flavonoids; Germination; Glucosides; Mass Spectrometry; Methanol; Oxidation-Reduction; Phenols; Plant Extracts; Rutin; Seeds

Germination is considered to be an effective process for improving the nutritional quality and functionality of cereals. In this study, changes of nutritional ingredients, antinutritional components, chemical composition, and antioxidant activities of buckwheat seeds over 72 h of germination were investigated, and the reasons for these changes are discussed. With the prolonged germination time, the contents of crude protein, reducing sugar, total phenolics, total flavonoids, and condensed tannins increased significantly, while the levels of crude fat, phytic acid, and the activity of trypsin inhibitor decreased. Phenolic compounds, such as rutin, vitexin, isovitexin, orientin, isoorientin, chlorogenic acid, trans-3-hydroxycinnamic acid, and p-hydroxybenzoic acid increased significantly during the germination process, which may be due to the activation of phenylalanine ammonialyase. The improvement of flavonoids led to significant enhancement of the antioxidant activities of germinated buckwheat. Germinated buckwheat had better nutritional value and antioxidant activities than ungerminated buckwheat, and it represented an excellent natural source of flavonoids and phenolic compounds, especially rutin and C-glycosylflavones. Therefore, germinated buckwheat could be used as a promising functional food for health promotion.

Topics: Antioxidants; Apigenin; Diet; Fagopyrum; Flavones; Flavonoids; Functional Food; Germination; Glucosides; Humans; Nutritive Value; Oxidation-Reduction; Phenols; Rutin; Seeds

This study selectively acylated the primary hydroxyl groups on flavonoids in antioxidant of bamboo leaves (AOB) using lauric acid with Candida antarctica lipase B in tert-amyl-alcohol. The separation and isolation of acylated derivatives were performed using silica gel column chromatography with a mixture of dichloromethane/diethyl ether/methanol as eluents. Both thin layer chromatography and high-performance liquid chromatography analyses confirmed the high efficiency of the isolation process with the purified orientin-6″-laurate, isoorientin-6″-laurate, vitexin-6″-laurate, and isovitexin-6″-laurate that were obtained. The addition of AOB and acylated AOB reduced acrylamide formation in fried potato crisps. Results showed that 0.05% AOB and 0.05% and 0.1% acylated AOB groups significantly (p < 0.05) reduced the content of acrylamide in potato crisps by 30.7%, 44.5%, and 46.9%, respectively.

Topics: Acrylamide; Acylation; Antioxidants; Apigenin; Fatty Acids; Flavonoids; Food Handling; Fungal Proteins; Glucosides; Lauric Acids; Lipase; Luteolin; Pentanols; Plant Extracts; Plant Leaves; Sasa; Solanum tuberosum

Bamboo leaf extract as a food additive has been used for preventing the oxidation of food. In the present study, we investigated the influence of Phyllostachys edulis leaf extract on starch digestion. Orientin, isoorientin, vitexin, and isovitexin were determined as its α-amylase inhibitory constituents. An inhibitory kinetics experiment demonstrated that they competitively inhibit α-amylase with Ki values of respectively 152.6, 11.5, 569.6, and 75.8 μg/mL. Molecular docking showed the four flavones can interact with the active site of α-amylase, and their inhibitory activity was greatly influenced by the glucoside linking position and 3'-hydroxyl. Moreover, the results of starch-iodine complex spectroscopy, X-ray diffraction, and scanning electron microscopy indicated that P. edulis flavonoids retard the digestion of starch not only through interaction with digestive enzymes, but also through interaction with starch. Thus, P. edulis leaf extract can be potentially used as a starch-based food additive for adjusting postprandial hyperglycemia.

Topics: alpha-Amylases; Apigenin; Bambusa; Digestion; Enzyme Inhibitors; Flavonoids; Food Additives; Glucosides; Luteolin; Molecular Docking Simulation; Plant Extracts; Plant Leaves; Starch

Clinacanthus nutans (family Acanthaceae) has been used for the treatment of inflammation and herpes viral infection. Currently, there has not been any report on the qualitative and quantitative determination of the chemical markers in the leaves of C. nutans. The C-glycosidic flavones such as shaftoside, isoorientin, orientin, isovitexin, and vitexin have been found to be major flavonoids in the leaves of this plant. Therefore, we had developed a two-step method using thin-layer chromatography (TLC) and high pressure liquid chromatography (HPLC) for the rapid identification and quantification of the flavones C-glycosides in C. nutans leaves. The TLC separation of the chemical markers was achieved on silica gel 60 plate using ethyl acetate : formic acid : acetic acid : water (100 : 11 : 11 : 27 v/v/v/v) as the mobile phase. HPLC method was optimized and validated for the quantification of shaftoside, orientin, isovitexin, and vitexin and was shown to be linear in concentration range tested (0.4-200 μg/mL, r(2) ≥ 0.996), precise (RSD ≤ 4.54%), and accurate (95-105%). The concentration of shaftoside, orientin, vitexin, and isovitexin in C. nutans leave samples was 2.55-17.43, 0.00-0.86, 0.00-2.01, and 0.00-0.91 mmol/g, respectively.

Topics: Acanthaceae; Apigenin; Chromatography, High Pressure Liquid; Chromatography, Thin Layer; Flavonoids; Glucosides; Glycosides; Luteolin; Malaysia; Plant Extracts; Plant Leaves

High-performance liquid chromatography with ultraviolet spectrometer (HPLC-UV) was used to simultaneously detect the four flavone C-glycosides, i. e. orientin, isoorientin, vitexin and isovitexin. Analytes were separated with Waters XTerra MS C18 column (250 mm x 4.6 mm, 5 μm) using acetonitrile and 0.5% (φ) formic acid as mobile phase. The flow rate was set at 1.0 mL · min(-1) with the column temperature at 30 °C, and the detection wavelength was 360 nm. The calibration curve was linear over the concentration range of 0.1-10.0 mg · L(-1) for the mixed standard solution. Analytes were separated in 22 minutes, and the relative standard deviation values were all above 0.999. LOD values of standards were found to be between 0.03 and 0.07 mg · L(-1), and LOQ values were in the range of 0.04-0.08 mg · L(-1). After comparing the spectra (240-400 nm) of four flavone C-glycosides in mixed standards and the final product purified by macroporous resin, respectively, the curve shape and characteristic ultraviolet absorption wavelength of each flavone C-glycoside including orientin, isoorientin, vitexin and isovitexin were fitted well. The bamboo leaves sample was extracted by ethanol under reflux, and then partitioned with water and petroleum ether. The aqueous phase was added onto macroporous resin (AB-8), and the fraction of ethanol-water (40%, φ) was concentrated. It was found that the contents of orientin, isoorientin, vitexin and isovitexin relative to the fraction of ethanol- water were 13.73, 49.68, 7.85 and 30.70 mg · g(-1), respectively. In addition, the average recovery of the four flavone C-glycosides ranged from 34.90% to 87.64% with RSD values from 0.41% to 10.83%. The results showed that bamboo leaves sample had good stability and repeatability. The new method was used to analyze the four flavone C-glycosides quickly and provide quality control for commercial products.

Topics: Apigenin; Chromatography, High Pressure Liquid; Flavones; Flavonoids; Glucosides; Glycosides; Luteolin; Monosaccharides; Plant Leaves; Poaceae; Spectrophotometry, Ultraviolet

Sasa argenteastriatus, with abundant active compounds and high antioxidant activity in leaves, is a new leafy bamboo grove suitable for exploitation. To utilize it more effectively and scientifically, we investigate the seasonal variations of antioxidant composition in its leaves and antioxidant activity. The leaves of Sasa argenteastriatus were collected on the 5th day of each month in three same-sized sample plots from May 2009 to May 2011. The total flavonoids (TF): phenolics (TP) and triterpenoid (TT) of bamboo leaves were extracted and the contents analyzed by UV-spectrophotometer. Our data showed that all exhibited variations with the changing seasons, with the highest levels appearing in November to March. Antioxidant activity was measured using DPPH and FRAP methods. The highest antioxidant activity appeared in December with the lowest in May. Correlation analyses demonstrated that TP and TF exhibited high correlation with bamboo antioxidant activity. Eight bamboo characteristic compounds (orientin, isoorientin, vitexin, homovitexin and p-coumaric acid, chlorogenic acid, caffeic acid, ferulic acid) were determined by RP-HPLC synchronously. We found that chlorogenic acid, isoorientin and vitexin are the main compounds in Sasa argenteastriatus leaves and the content of isovitexin and chlorogenic acid showed a similar seasonal variation with the TF, TP and TT. Our results suggested that the optimum season for harvesting Sasa argenteastriatus leaves is between autumn and winter.

Topics: Antioxidants; Apigenin; Caffeic Acids; Chromatography, High Pressure Liquid; Coumaric Acids; Flavonoids; Glucosides; Phenols; Plant Extracts; Plant Leaves; Propionates; Sasa; Seasons; Triterpenes

Further phytochemical study on the aerial parts of Cyperus rotundus L. led to the isolation of a fructose-amino acid conjugate, N-(1-deoxy-alpha-D-fructos-1-yl)-L-tryptophan (16) and its tautomers, in addition to n-butyl-beta-D-fructopyranoside (1), ethyl-alpha-D-glucopyranoside (2), adenosine (3), (-)-(E)-caffeoylmalic acid (4), vitexin (5), isovitexin (6), orientin (7), epiorientin (8), myricetin 3-O-beta-D-galactopyranoside (9), luteolin 7-O-beta-D-glucuronopyranoside-6''-methyl ester (10), chlorogenic acid (11), luteolin 4'-O-beta-D-glucuronopyranoside (12), luteolin 7-O-beta-D-glucuronopyranoside (13), uridine (14) and ellagic acid (15). Their structures were elucidated on the basis of spectroscopic methods. Additionally, antioxidant and alpha-amylase inhibitory activities of some of the isolated phenolic compounds were carried out.

Topics: alpha-Amylases; Amino Acids; Antioxidants; Apigenin; Cyperus; Flavonoids; Fructose; Glucosides; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Plants, Medicinal; Stereoisomerism

To develop a RP-HPLC method for simultaneous determination of orientin, isorientin, vitexin and isovitexin in Lophatherum gracile from different habitat and harvesting time.. The HPLC method was applied and the chromatographic column was a Waters XBridge C18 column (4.6 mm x 250 mm, 5 microm). The mobile phase consisted of methanol-0.05% acetic acid (35:65). The flow rate was 1.0 mL min(-1) and the detection wavelength was set at 340 nm. The column temperature was set at 25 degrees C.. Four components were isolated well, the linear relationships were excellent. The mean recoveries and RSD values of orientin, isorientin, vitexin and isovitexin were 103.2%, 2.1%; 101.6%, 2.7%; 98.4%, 2.3%; 99.2%, 1.8%, respectively.. The HPLC method is simple, sensitive and reliable, and can be used for the quality control of the medicinal material.

Topics: Apigenin; Chromatography, High Pressure Liquid; Drugs, Chinese Herbal; Flavonoids; Glucosides; Glycosides; Poaceae; Reproducibility of Results