An official website of the United States government
Here’s how you know
Official websites use .gov
A .gov website belongs to an official government organization in the United States.
Secure .gov websites use HTTPS
A lock (
) or https:// means you’ve safely connected to the .gov website. Share sensitive information only on official, secure websites.
Desmodium heterocarpon; flavonoids; glucosides; nuclear magnetic resonance spectroscopy; spectral analysis
Abstract:
... A new 2-carboxy-dihydrostilbene glucoside, 2-carboxy-3,5,4′-trihydroxydihydrostilbene 3-O-β-d-glucopyranoside (1) and a new flavan diglycoside, (2S)-5,7,4′-trihydroxyflavan 7-O-β-d-apiofuranosyl-(1→6)-O-β-d-glucopyranoside (3) were isolated from the aerial portion of Thai origin Desmodium heterocarpon together with five known compounds, lunularic acid 4′-O-β-d-glucopyranoside (2), vitexin (4), iso ...
... The present study aimed at the phytochemical and pharmacological investigation of Sideritis montana L. (Lamiaceae). Two new abietane diterpenes [sideritins A (1) and B (2)] were isolated from the methanol extract of the plant. Six known compounds [pomiferin E (3), 9α,13α-epi-dioxyabiet-8(14)-en-18-ol (4), paulownin (5), 6-methoxysakuranetin (6), 3-oxo-α-ionol (7) and 4-allyl-2,6-dimethoxyphenol gl ...
Dipterocarpaceae; chemical composition; glucosides; leaves; nuclear magnetic resonance spectroscopy; resveratrol; spectral analysis
Abstract:
... A comprehensive investigation of the chemical constituents of the leaves of Upuna borneensis (Dipterocarpaceae) was performed. Three new glucosides of resveratrol oligomers having a pentameric aglycone [upunoside E (1)] and dimeric aglycones [upunosides F (3) and G (4)], as well as 14 resveratrol derivatives (2, 5–17), were isolated. The absolute configurations of the new compounds were elucidated ...
... As evidence mounts for a health-protective role of dietary phenolics, the importance of understanding factors influencing bioavailability increases. Recent evidence has suggested chronic exposure to phenolics may impact their absorption and metabolism. To explore alterations occurring from chronic dietary exposure to phenolics, Caco-2 cell monolayers were differentiated on Transwell inserts with 0 ...
... Benzoxazinoids are highly studied compounds due to their biological activity and presence in several cereals. They include compound classes such as hydroxamic acids and lactams and usually occur as inactive glucosides in unstressed plants. Injury to the plant causes enzymatic hydrolysis of the inactive glucosides to the biologically active hydroxamic acid and lactam aglucones. The hydroxamic acids ...
Aspalathus linearis; chemical composition; ecotypes; glucosides; mass spectrometry; phenolic compounds; phloridzin; tea
Abstract:
... Tea samples from 17 populations of “wild tea” ecotypes Aspalathus linearis (rooibos tea) and 2 populations of Aspalathus pendula were analyzed. Recent advances in column technology together with high-resolution mass spectrometry were applied to improve resolution, facilitating the identification of several new compounds as well as grouping of the wild tea ecotypes according to their chemical compo ...
... Chemical investigation of the rhizomes of Helminthostachys zeylanica led to the isolation of eight new flavonoids including six cyclized geranylflavonoids, ugonins V–X (1–3), (10R,11S)-ugonin N (4), (10R,11S)-ugonin S (5), and ugonin Y (6), as well as two quercetin glucosides, quercetin-4′-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside (7) and quercetin-3-O-β-d-glucopyranosyl-4′-O-β-d-glucopyranos ...
... The present study describes the screening of eight herbs namely Cosmos caudatus, Pluchea indica, Lawsonia inermis, Carica papaya, Piper betle, Andrographis paniculata, Pereskia bleo , and Melicope lunu based on their anti-obesity and antioxidant activities. Out of all tested herbs, Cosmos caudatus demonstrated excellent anti-obesity and antioxidant potential with pancreatic lipase inhibitory effec ...
... Plants belonging to the genus Rumex (family Polygonaceae) are used worldwide in traditional medicine for the treatment of various diseases caused by different microorganisms (e.g. bacteria-related dermatologic conditions, dysentery and enteritis). The present study focused on the antibacterial screening of Rumex species native to the Carpathian Basin, and isolation of compounds from one of the mos ...
... Phytochemical investigations of Quercus incana led to the isolation of a new catechin derivative quercuschin (1), along with six known compounds: quercetin (2), methyl gallate (3), gallic acid (4), betulinic acid (5), (Z)-9-octadecenoic acid methyl ester (6) and β-sitosterol glucoside (7) from the ethyl acetate fraction of methanolic extract of the bark. Compound 1 was screened for its antibacteri ...
... The polyphenolic‐rich extract of Tunisian Origanum glandulosum Desf. was investigated for its phenolic composition, antioxidant activity and potential to contribute to the dietary management of type II diabetes. By mean of an ultra‐performance liquid chromatography‐electrospray ionization‐ mass spectrometry (UPLC‐PDA‐ESI‐MS) 16 phenolics were characterized. The major detected compounds are caffeic ...
... The crude acetonic extract of broad bean seeds was separated into fraction I (low-molecular-weight compounds) and fraction II (tannin fraction) using Sephadex LH-20 column chromatography with ethanol and acetone/water (1:1, v/v) as the mobile phases. Phenolics present in the crude extract and fractions thereof showed antioxidant and radical-scavenging properties determined using several methods (e ...
... In the search for biologically active compounds from the roots of Bupleurum chinense D C., phytochemical investigation of its ethanol extract led to the isolation and identification of a new 8- O -4′ neolignan glucoside, saikolignanoside A (1), along with eight known lignans (2–9). Their structures were determined on the basis of IR, UV, HRESIMS, and NMR spectroscopic analyses. The antioxidant and ...
... Maintaining a strong antioxidant system is essential for preventing drought-induced oxidative stress. Thus, in the present study we investigated the role of some non-enzymic and enzymic antioxidants in desiccation tolerance of Haberlea rhodopensis. The effects of high light upon desiccation on antioxidant capacity was estimated by comparing the response of shade and sun plants. The significant enh ...
Olivia Jansen; Alembert T. Tchinda; Jean Loua; Virginie Esters; Ewa Cieckiewicz; Allison Ledoux; Paul D. Toukam; Luc Angenot; Monique Tits; Aliou M. Balde; Michel Frédérich
Plasmodium falciparum; active ingredients; antimalarials; antiparasitic properties; beta-sitosterol; concrete; diterpenoids; ethanol; evaporation; fractionation; gallic acid; gel chromatography; glucosides; herbal medicines; human cell lines; inhibitory concentration 50; kaempferol; lactate dehydrogenase; leaf extracts; leaves; malaria; parasites; quercetin; resveratrol; spectroscopy; traditional medicine; Guinea
Abstract:
... Decoctions of the leaves of M. benthamianum Baill. are used by traditional healers in Guinea to treat malaria and this use was validated by a preliminary clinical assay.To evaluate the in vitro antiplasmodial activity and to identify active compounds from extracts of M. benthamianum leaves.Antiplasmodial activity of extracts, fractions and pure compounds was evaluated in vitro against a chloroquin ...
... The bioactive petroleum ether fraction of Verbesina encelioides , previously studied by the authors, was chosen for the isolation of antiprotozoal metabolites. Pseudotaraxasterol-3β-acetate (1), benzyl 2,6-dimethoxy benzoate (2), 16β-hydroxy-pseudotaraxasterol-3β-palmitate (3) and pseudotaraxasterol (4), in addition to β -sitosterol glucoside (5) and β -sitosterol galactoside (6) were isolated and ...
Iris (Iridaceae); chemical derivatives; chemical structure; glucosides; rhizomes; spectral analysis
Abstract:
... Phytochemical investigation of the rhizomes of Iris tectorum resulted in the isolation and characterization of three new apocynin derivatives, apocynin-4-O- β -D-(6′-O-syringyl)glucopyranoside (1), scrophenoside C-7-ethyl ether (2 , 3), together with a new naturally occurring compound but known by synthesis, apocynin-4-O- β -D-xylopyranoside (4), and five known ones (5–9). Their structures were el ...
... The major aroma components in grapes and wine include free volatile compounds and glycosidic nonvolatile compounds. The latter group of compounds is more than 10 times abundant of the former, and constitutes a big aroma reserve in grapes and wine. This review summarizes the research results obtained recently for the identification of aroma glycosides in grapes and wine, including grape glycoside s ...
Citrus deliciosa; Citrus paradisi; Citrus sinensis; adulterated products; commodity foods; fruit juices; glucosides; grapefruits; hesperidin; horticultural crops; limonin; liquid chromatography; mandarins; metabolomics; naringin; tandem mass spectrometry; India
Abstract:
... Citrus fruits are one of the most important horticultural crops grown India, and a food commodity that is often targeted for mislabeling worldwide. Authentic citrus fruit samples (Kinnow mandrain (citrus nobilis x Citrus deliciosa), Jaffa and Mosambi orange (Citrus sinensis), and Red blush grapefruit (Citrus paradisi)) were obtained from the Indian Agriculture Research Institute and analysed by an ...
... Two pairs of rare benzofuran glucoside epimers, indicuses A and B and indicuses C and D, three biogenetically related compounds indicuses E–G, and one coumarin indicus H, as well as 11 known compounds, were isolated from the bark of Streblus indicus (Bur.) Corner. The structures of indicuses A–H were elucidated by NMR and MS data, as well as by CD. (S)-Marmesinin exhibited moderate antimicrobial a ...
Litsea cubeba; X-ray diffraction; air drying; branches; circular dichroism spectroscopy; glucosides; human cell lines; inhibitory concentration 50; lignans; medicinal plants; nuclear magnetic resonance spectroscopy
Abstract:
... The air-dried twigs of Litsea cubeba, a traditional Chinese medicinal tree, afforded 10 new aromatic glycosides (1–10) and 26 known analogues. Their structures were assigned by extensive 1D and 2D NMR experiments, and the absolute configurations were resolved by chemical methods, electronic circular dichroism, specific rotation, and X-ray crystallographic analysis. Compound 4 is the first example ...
... A callus culture of Lactuca aculeata, except for commonly distributed caffeic acid derivatives typically found in the Asteraceae family (chlorogenic acid, methyl caffeate, 1,5- dicaffeoylquinic acid), yielded bioactive lignans: (+)-5-methoxybalanophonin, syringaresinol, (+)-balanophonin-9-O-β-glucopyranoside, (+) buddlenol A, (−)-dihydrodehydrodiconiferyl alcohol-4-O-β-glucopyranoside and (−)-dihy ...
... A new steroid glucoside (1), along with nine known steroids (2–10) and four known sorbicillinoids (11–14), were isolated from the endophytic fungus Trichoderma sp. Xy24. Their structures were elucidated on the basis of spectroscopic data analyses and by comparison with reported data. Compounds 3 , 5–7 , 9 , 10 , and 13 exhibited significant inhibitory effects on HIV-1 virus with IC ₅₀ values rangi ...
Capsicum frutescens; biochemical pathways; bioengineering; biolistics; biotechnology; callus; consumer demand; explants; ferulic acid; genes; glucosides; high performance liquid chromatography; hot peppers; plant cultural practices; polymerase chain reaction; vanilla beans; vanillin
Abstract:
... Production of vanillin by bioengineering has gained popularity due to consumer demand toward vanillin produced by biological systems. Natural vanillin from vanilla beans is very expensive to produce compared to its synthetic counterpart. Current bioengineering works mainly involve microbial biotechnology. Therefore, alternative means to the current approaches are constantly being explored. This wo ...
... Steviol glucosides (SGs) such as rubusoside (Ru), stevioside (Ste), rebaudioside A (RebA) and stevioside glucosides (SG) are herbal tea sweeteners that enhance the solubility and stability of a number of pharmaceutically important compounds. The complex of epigallocatechin gallate (EGCG) with 10% (w/v) each Ru, Ste, RebA or SG enhanced the water solubility of EGCG over 15 times to 345, 312, 341, o ...
... Soy whey is a liquid waste stream generated from tofu and soy protein manufacturing, and is commonly disposed of into the drainage system in food industry. Instead of disposing of soy whey as a waste, it could be used to produce alcoholic beverages. This study investigated the feasibility of converting soy whey into soy alcoholic beverage using four commercial Saccharomyces cerevisiae strains as a ...
... The vast diversity and membrane-bound nature of plant P450s makes it challenging to study the structural characteristics of this class of enzymes especially with respect to accurate intermolecular enzyme-substrate interactions. To address this problem we here apply a modified hybrid structure strategy for homology modeling of plant P450s. This allows for structural elucidation based on conserved m ...
... Oxidative stress and autophagy dysfunction are critical factors in the pathogenesis of atherosclerosis. Adenosine 5′ monophosphate-activated protein kinase (AMPK) plays an important role in inhibiting oxidative stress and promoting autophagy. Catalpol, an iridoid glucoside extracted from the root of Rehmanniae glutinosa L, was reported to produce a potent antioxidant effect. However, the mechanism ...
... Previously, we have shown that the glucansucrase GtfA-ΔN enzyme of Lactobacillus reuteri 121, incubated with sucrose, efficiently glucosylated catechol and we structurally characterized catechol glucosides with up to five glucosyl units attached (te Poele et al. in Bioconjug Chem 27:937–946, 2016). In the present study, we observed that upon prolonged incubation of GtfA-ΔN with 50 mM catechol and ...
... Condensed tannins from larch bark extracts are a natural renewable and eco-friendly material and are potential substitutes for phenolic petrochemicals. However, the wide application of tannin is restricted by its low reactivity. Therefore, the goal of this study was to enhance the reactivity of larch tannin by depolymerization and determine optimal reaction conditions. The structures of larch tann ...
... The flavonoid content in leaves of Zostera marina and the endangered Zostera noltii, including mono- and disulphated flavonoids, from different sample localities were characterized. Seasonal variation of both individual and total flavonoid, as well as rosmarinic acid concentration were revealed. Minor amounts of luteolin 7-(6″-malonyl)glucoside (6) and apigenin7-(6″-malonyl)glucoside (11) were ide ...
... Microbial exopolysaccharides (EPSs) have been commercially used for decades owing to their distinct rheological properties. New EPSs with special traits are being explored continuously. The strain Paenibacillus edaphicus NUST16 was isolated in this study. NUST16 produces 12.5g/L EPS after 72h cultivation in shaker flask. Moreover, the purified EPS, POS16, has the molecular weight of 1.2×107Da and ...
... The objective of this research was to access the determination of metabolite profiles and antioxidant properties in the leaves of green perilla (Perilla frutescens), where these are considered functional and nutraceutical substances in Korea. A total of 25 compositions were confirmed as six phenolic acids, two triterpenoids, eight flavonoids, seven fatty acids, and two glucosides using an ultra hi ...
Lactuca sativa; apigenin; cultivars; diodes; freeze drying; glucosides; health promotion; ionization; ions; lettuce; mass spectrometry; polyphenols; ultra-performance liquid chromatography
Abstract:
... Lettuce (Lactuca sativa) is one of the most popular leafy vegetables in the world and constitutes a major dietary source of phenolic compounds with health‐promoting properties. In particular, the demand for green and red oak‐leaf lettuces has considerably increased in the last years but few data on their polyphenol composition are available. Moreover, the usage of analytical edge technology can pr ...
... Sesame (Sesamum indicum, L.) seed oil was characterized for quality characteristics, phenolic composition and was supplemented to rabbits in different doses to assess potential beneficial effects. The phenolic profile of the oil was studied using reversed phase HPLC-DAD method. Sesame oil was rich in total phenolic contents, flavonoids, pigments and possess strong antioxidant activity. The HPLC-DA ...
2,2-diphenyl-1-picrylhydrazyl; acetone; anthocyanins; antioxidant activity; color; cultivars; glucosides; lipid peroxidation; liquid chromatography; mass spectrometry; rice; temperate zones; India
Abstract:
... The purpose of the research was to identify the phenolic and flavonoid compounds of seven different traditional pigmented whole rice cultivars grown in the temperate regions of Kashmir so as to study their relationship with in vitro antioxidant capacities. The completely pigmented rice cultivars were found to have higher phenolic, flavonoid, anthocyanin contents and exhibited higher antioxidant ca ...
... The purpose of this work was to determine the chemical profile of stinging nettle and to provide an insight into the mechanisms by which it ameliorates the immune response. Qualitative and quantitative liquid chromatography tandem mass spectrometry analyses indicated that phenolic acids (5‐O‐caffeoylquinic acid as dominant) and flavonol glycosides (rutin, isoquercitrin, and kaempferol 3‐O‐glucosid ...
Leonurus sibiricus; acetylcholinesterase; aerial parts; alkaloids; beta-sitosterol; chemical composition; diterpenoids; glucosides; hydrochloric acid; maceration; methanol; traditional medicine; Brazil
Abstract:
... Chemical investigation of the aerial parts of Leonurus sibiricus L. used in Brazilian folk medicine led to the identification of the following constituents: the labdane-type diterpenoid leojaponin, the phytosterols β-sitosterol and β-sitosterol glucoside and the alkaloid leonurine. The crude extracts obtained from methanol and methanol/1% HCl and pure compounds isolated from L. sibirius were inves ...
Francisco LesThese authors equally contributed to the article.; Víctor López; Giovanni Caprioli; Romilde Iannarelli; Dennis Fiorini; Marzia Innocenti; Maria Bellumori; Filippo Maggi
Cotoneaster; alpha-glucosidase; amine oxidase (flavin-containing); antioxidant activity; ascorbic acid; beta-carotene; chlorogenic acid; color; dietary supplements; fruit extracts; fruits; functional foods; glucosides; high performance liquid chromatography; ingredients; ornamental plants; shikimic acid; shrubs; tandem mass spectrometry; China
Abstract:
... Cotoneaster pannosus (Rosaceae) is a semievergreen shrub, producing globose dark red pomes, native to China and widely used as an ornamental plant all over the world. Despite its extensive cultivation, little information is available on the chemical composition and biological activities of its fruits. In this work, the analysis of the chemical composition of C. pannosus fruits, in terms of phenoli ...
... Ten new clerodane diterpenoid glucosides (1–10) and three known analogues (11–13) were isolated from an EtOAc extract of the stems of Tinospora sinensis. Spectroscopic analyses and chemical methods were used to elucidate the structures of these isolates. The absolute configurations of tinosinenosides A–C (1–3) were established by using experimental and calculated ECD data. Their cytotoxicity again ...
... The present study aimed to use a chemometric study to compare the in-vitro antioxidant activities and bioactive compounds of flaxseed based on the variety and geographical origins, and further explore the specific components constructed the endogenous antioxidant system of flaxseed in China. The differential contents of α-linolenic acid (35.83–58.91%), lignans (11.37–33.31 mg/g), total phenolic ac ...
... Use of the immunosuppressant mycophenolic acid (MPA) in cats is limited because MPA elimination depends on glucuronidation, which is deficient in cats. We evaluated formation of major (phenol glucuronide) and minor (acyl glucuronide, phenol glucoside, and acyl glucoside) MPA metabolites using liver microsomes from 16 cats, 26 dogs, and 48 humans. All MPA metabolites were formed by human liver micr ...
... Of numerous species belonging to the medicinally important genus Hypericum, only H. perforatum L. and H. maculatum Crantz grow widely in Estonia. A comparative biochemical systematics study of hypericins, hyperforins and other phenolics within Hypericum spp. growing in Estonia was performed. For comprehensive metabolomic investigation, 42 samples of H. perforatum and 16 samples of aerial parts of ...
... Stevia rebaudiana is beneficial to treat diabetes because of its low-calorie glucoside sweeteners. Natural and vegetative propagation are inefficient. In vitro techniques are an attractive alternative but low propagation and reproducibility rates have been reported. Therefore, different ways to increase natural sweetener production in vitro, such as BIT®, are required. We compared semisolid medium ...
... Senna is an important medicinal plant and is used in many Ayurvedic formulations. Dianthraquinone glucosides are the main bioactive phytochemicals present in leaves and pods of senna. The extraction efficiency in terms of yield and composition of the extract of senna prepared using both conventional (cold percolation at room temperature and refluxing) and non conventional (ultrasound and microwave ...
... An iridoid glucoside, 10-p-hydroxybenzoyl-6β-hydroxyiridoid 1-O-β-D-(6′-O-p-hydroxybenzoyl)-glucopyranoside (1), and a phenol glucoside, 4-hydroxyphenethanol 3-O-β-D-(6′-O-p-hydroxybenzoyl)-glucopyranoside (2), along with nine known compounds (3–11) were isolated from the dried leaves of Vitex negundo var. heterophylla. Their structures were elucidated by extensive analysis of NMR spectra. All of ...
... The acclimation mechanisms of two berry color variant grapevine leaves, Furmint White (FW) and Furmint Red (FR), to natural sunlight conditions were investigated comparing leaves from two distinct locations: at canopy surface (sun-exposed leaves) and in the inner layers (shaded leaves). We found that in contrast to FR leaves, sun-exposed FW leaves were thicker than shaded leaves due to thicker pal ...
Cornus officinalis; chemical structure; fruits; glucosides; human cell lines; inhibitory concentration 50; iridoid glycosides; nuclear magnetic resonance spectroscopy; spectral analysis
Abstract:
... Fifteen new and rare iridoid glucoside dimers, cornusides A–O (1–15), and 10 known iridoid glucosides (16–25) were isolated from the fruit of Cornus officinalis. These new chemical structures were established through spectroscopic analysis (UV, IR, HRESIMS, 1D and 2D NMR). Compounds 1–25 were tested for their inhibitory activities by measuring IL-6-induced STAT3 promoter activity in HepG2 cells, a ...
... Due to an unfortunate turn of events, the funding note for Open Access publication was not properly provided in the original publication. Hence, the original article has been corrected. The opening line of the Acknowledgement section should read: ...
Siraitia grosvenorii; glucosides; luciferase; nuclear magnetic resonance spectroscopy
Abstract:
... Seven new cucurbitane glucosides, 11-oxomogrosides III E and IV (1 and 2), 11-oxoisomogroside V (3), 7-oxomogrosides III E and IV (4 and 5), and mogrosides VI A and VI B (6 and 7), were separated from the crude extract of Siraitia grosvenorii. The new structures were defined by analysis of their ¹H and ¹³C NMR, 2D NMR, and HRESIMS data. Especially, the band-selective constant time HSQC and band-se ...
... Phytochemical investigation of root cultures of Xiphidium caeruleum (Haemodoraceae) resulted in the structure elucidation of five previously undescribed phenylphenalenone-type compounds, structure revision of a phenylphenalenone glucoside, and identification of nine additional constituents previously reported from other Haemodoraceae and Musaceae plants. The observed extractant-dependent metabolic ...
Human immunodeficiency virus 1; Oriental traditional medicine; Senna occidentalis; antiviral properties; glucosides; mass spectrometry; median effective concentration; nuclear magnetic resonance spectroscopy; therapeutics; triterpenoids
Abstract:
... In the present study, one new cycloartane triterpenoid, named cycloccidentalic acid C (1) and its glucoside, cycloccidentaliside VI (2) were isolated from the whole plant of Cassia occidentalis. Their structures were elucidated by a combinational analyses of 1D and 2D NMR data and HRMS. Compound 2 showed modest anti-HIV-1 activity with EC50 value of 1.44 μmol·L⁻¹ and TI (Therapeutic Index) value o ...
... Bioassay guided fractionation of the cytotoxic extract of the plant Cuscuta reflexa, employing cytotoxic assay against a panel of 60 cell lines, led to the isolation of 13 compounds identified as odoroside H (1), 21-hydroxyodoroside H (2), neritaloside (3), strospeside (4), 16-β-hydroxydigitoxin (5), N-trans and cis feruloyl tyramines (6 and 7), ethyl caffeate (8), coumarins (9 and 10), ursolic ac ...
... BACKGROUND: β-glucosidase is an enzyme important to flavour enhancement. It hydrolyzes glucosides to release aglycones—aroma precursors that are bound to a sugar molecule—thereby making them available to contribute to the flavour of foods and beverages. While there is strong interest within the food and beverage industry to optimizing flavour through the use of exogenous and endogenous glucosidase ...
... Divaccinosides A-D (1-4), four rare iridoid glucoside cyclodimers in the truxillate forms, were characterized from the leaves of Vaccinium bracteatum. They were presumably biosynthesized from two known iridoid glucoside monomers, vaccinoside (5) and 10-O-trans-p-coumaroyl-6α-hydroxyl-dihydromonotropein (6), via a [2+2] cycloaddition reaction. The structures of the new compounds were established by ...
... Lignin-carbohydrates complexes influence many chemical properties in the wood, such as difficult-to-remove lignin from Kraft pulps at the end of pulping due to the occurrence of lignin carbohydrates bonds. Therefore, this study aimed to study the influence of lignin-carbohydrate complexes on eucalyptus Kraft pulping. Spectroscopic techniques (¹³C NMR and HSQC-2D) were applied for the determination ...
Marcos de Souza Gomes; Maria das Graças Cardoso; Ana Clara Garcia Guimarães; Adriana Cavaco Guerreiro; Custódia Maria Luís Gago; Eduardo Valério de Barros Vilas Boas; Cristina Maria Barrocas Dias; Ana Cristina Cabaça Manhita; Maria Leonor Faleiro; Maria Graça Costa Miguel; Maria Dulce Carlos Antunes
... BACKGROUND: The objective of the present work was to develop strategies for increasing the shelf‐life of red raspberries (Rubus idaeus L.), by preventing microorganism growth. RESULTS: Fruits coated with alginate plus lemon essential oil (0.2%) or orange essential oil (0.1%) after 15 days of storage had less red skin than the remaining samples. The less red color verified in these samples was also ...
... The objective of this paper is on the one hand to study the effect of heat processing (30 to 130°C for 2 h) on the stability and antioxidant activity of six flavonoids (rutin, naringin, eriodictyol, mesquitol, luteolin, and luteolin 7‐O glucoside), and on the other hand to establish the relation structure–activity–stability of these compounds. The dependency on temperature of the six kinetics was ...
... Origanum vulgare L., recognized throughout the world as a popular medicinal and flavoring herb, contains a wide array of medicinally active components, including phenolic glucosides, flavonoids, tannins, sterols and high amounts of terpenoids. Especially the latter are often extracted by hydrodistillation resulting in the so-called essential oil that is rich in monoterpenes (e.g. carvacrol, thymol ...
anthocyanins; apples; black currants; glucosides; pasteurization; peach juice; persimmons; phenols; storage temperature
Abstract:
... The effects of juice matrix and pasteurization on the stability of total phenols and especially total and individual anthocyanins were examined in black currant (BC) juice and mixtures with apple, persimmon, and peach juices at 4 °C and 20 °C. Total phenol content decreased in all juices at both temperatures but there was a trend to lower levels in unpasteurized over pasteurized juices. Difference ...
... Lignans and neolignans are principal bioactive components of Linum usitatissimum L. (Flax), having multiple pharmacological activities. In present study, we are reporting an authoritative abiotic elicitation strategy of photoperiod regimes along with UV-C radiations. Cell cultures were grown in different photoperiod regimes (24h–dark, 24h–light and 16L/8D h photoperiod) either alone or in combinat ...
... The preparation of a glycosynthase, a catalytic nucleophile mutant of a glycosidase, is a well‐established strategy for the effective synthesis of glycosidic linkages. However, glycosynthases derived from α‐glycosidases can give poor yields of desired products because they require generally unstable β‐glycosyl fluoride donors. Here, we investigate a transglycosylation catalyzed by a catalytic nucl ...
... Syringin, sinapyl alcohol 4-O-glucoside, is well known as a plant-derived bioactive monolignol glucoside. In Arabidopsis, recombinant chimeric protein UGT72E3/2 has been previously reported to lead to significantly higher syringin production than the parental enzymes UGT72E2 and UGT72E3. To enhance syringin content in Korean soybean (Glycine max L. ‘Kwangan’), we cloned the UGT72E3/2 gene under th ...
Oriental traditional medicine; biosynthesis; cytotoxicity; glucosides; glycosylation; high performance liquid chromatography; human cell lines; humans; inhibitory concentration 50; mass spectrometry; neoplasms; nuclear magnetic resonance spectroscopy; spectral analysis; transferases; water solubility
Abstract:
... The present study was designed to perform structural modifications of of neobavaisoflavone (NBIF), using an in vitro enzymatic glycosylation reaction, in order to improve its water-solubility. Two novel glucosides of NBIF were obtained from an enzymatic glycosylation by UDP-glycosyltransferase. The glycosylated products were elucidated by LC-MS, HR-ESI-MS, and NMR analysis. The HPLC peaks were int ...
... Enzymatic glucosylation of unnatural products by natural glycosyltransferases (GTs) has great potential in creating novel and bioactive glucosides. A new GT (AaGT3) from Aloe arborescens exhibited catalytic promiscuity and high efficiency to diverse unnatural naphthols. By combing the substrate flexibility and catalytic reversibility of AaGT3, a cost-effective enzymatic approach to novel and bioac ...
... Chlorogenic acid, a major polyphenol in edible plants, possesses strong antioxidant activity, anti-lipid peroxidation and anticancer effects. It used for industrial applications; however, this is limited by its instability to heat or light. In this study, we for the first time synthesized chlorogenic acid glucoside (CHG) via transglycosylation using dextransucrase from Leuconostoc mesenteroides an ...
... Corylifol A, a member of the isoflavone subclass of isoflavonoids, has long been considered to have various biological activities. Here, we sought to synthesize corylifol A glucosides by the in vitro glucosylation reaction using the UDP-glycosyltransferase YjiC from Bacillus licheniformis DSM 13, and obtained two novel glucosides: corylifol A-4′,7-di-O-beta-d-glucopyranoside (1) and corylifol A-4′ ...
... Oleuropein, a bioactive compound found in all parts of olive tree, especially in leaves and branches, presents numerous health promoting properties that increase research and market interest the last few years. In addition, oleuropein degradation products, such as hydroxytyrosol, elenolic acid, and the aglycones also exhibit biological activities with different properties compared to the starting ...
... Three eremophilane-type glucosides (1–3) along with three known congeners alticolosides A, B and D (4–6) have been isolated from the leaves of Ligularia calthifolia Maxim. (Asteraceae). The structures of 1–3 have been elucidated by spectroscopic analysis as well as by chemical transformations. A distinctive feature of the compounds 1–3 is the presence of an acetyl group in the glucose residues. Th ...
Cleide Adriane Signor Tirloni; Francislaine Aparecida dos Reis Lívero; Rhanany Alan Calloi Palozi; Renan César Alves Silveira; Paulo César de Paula Vasconcelos; Roosevelt Isaias Carvalho Souza; Ariany Carvalho dos Santos; Valter Paes de Almeida; Jane Manfron Budel; Lauro Mera de Souza; Arquimedes Gasparotto Junior
... Acanthospermum hispidum DC. is an important medicinal herb that belongs to family Asteraceae, popularly used as a diuretic and hypotensive in the region of Pantanal, state of Mato Grosso do Sul, Brazil. Despite the relevance of this species throughout the country, there are no detailed studies about its possible ethnobotanical indication.To carry out a detailed ethnopharmacological investigation o ...
Da Lu; Xianghe Yuan; Sung‐Jin Kim; Joaquim V. Marques; P. Pawan Chakravarthy; Syed G. A. Moinuddin; Randi Luchterhand; Barri Herman; Laurence B. Davin; Norman G. Lewis
... A foundational study assessed effects of biochemical pathway introduction into poplar to produce eugenol, chavicol, p‐anol, isoeugenol and their sequestered storage products, from potentially available substrates, coniferyl and p‐coumaryl alcohols. At the onset, it was unknown whether significant carbon flux to monolignols vs. other phenylpropanoid (acetate) pathway metabolites would be kineticall ...
... Phenolics are claimed to be one of the main responsible for the health benefits associated to the long term consumption of virgin olive oil (VOO). The variability of the phenolic composition was studied in an olive cultivar core collection which holds an extensive genetic diversity. The most abundant VOO phenolics were the secoiridoid derivatives resulting from the hydrolysis of oleuropein, ligstr ...
Lewis acids; active oxygen species; black rice; caffeic acid; free radical scavengers; glucosides; high performance liquid chromatography; liquids; mass spectrometry; minerals; models; nutrients; phytopharmaceuticals; proanthocyanidins; whole grain foods
Abstract:
... Seven kinds of phenolic compounds in black rice were isolated and identified by reversed phase high performance liquid chromatography–electrospray ionization mass spectrometry. Proanthocyanidins glucoside which has the strongest ability of antioxidant and free radical scavenging was tentatively identified in black rice for the first time. By mass spectrometry in negative ion mode, three types of p ...
... The antioxidative compounds were extracted by ultrasonic treatment of bran extracts of seven pigmented (completely) and non pigmented (sparsely) colored rice cultivars followed by assessment of their in vitro antioxidative capacity by LC-MS and oxidation/reduction assay based methods. A total of 40-compounds, 7-phenolic, 9-flavonoids, 9-hydroxycinammic acid derivatives, 3-hydroxybenzoic acid deriv ...
... Curcuminoids from rhizomes of Curcuma longa possess various biological activities. However, low aqueous solubility and consequent poor bioavailability of curcuminoids are major limitations to their use. In this study, curcuminoids extracted from turmeric powder using stevioside (Ste), rebaudioside A (RebA), or steviol glucosides (SG) were solubilized in water. The optimum extraction condition by S ...
... Three rosmarinic acid analogs produced by recombinant Escherichia coli, two xanthones from fungi and honokiol from plants, were explored as the substrates of E. coli harboring a glucosyltransferase mutant UGT73B6FS to generate phenolic glucosides. Six new and two known compounds were isolated from the fermentation broth of the recombinant strain of the feeding experiments, and the compounds were i ...
... Two new flavanonol glucoside isomers, (2R,3S)-dihydrokaempferol 3-O-β-D-glucoside (1) and (2S,3R)-dihydrokaempferol 3-O-β-D-glucoside (2), were isolated from the aerial parts of Agrimonia pilosa Ledeb., along with eight known flavanonol glucosides (3–10). Their structures were determined on the basis of spectroscopic analysis. In addition, these compounds were evaluated to determine their acetylch ...
... Eight new flavonoid-based 3′-O-β-d-glucopyranosides (1–8) and three new galloyl glucosides (9, 11, 12), were isolated from the aerial parts of Saxifraga spinulosa, along with 25 known compounds. The structures of the new compounds were elucidated by spectroscopic methods. Most of the isolated compounds exhibited potent DPPH radical-scavenging activities. Further, their inhibitory activities were e ...
... The purpose of this study was to investigate the novel fluorescence-based assay for the transglycosylation activity of amylosucrase (ASase). The transglycosylation activity of ASase from Deinococcus geothermalis (DGAS), ASase from Neisseria polysaccharea (NPAS), and DGAS-B (chimeric ASase wherein the B domain from DGAS was exchanged with the B domain of NPAS in a DGAS background) was applied to mo ...
... The desert locust, Schistocerca gregaria (Forskål, 1775) (Orthoptera, Acrididae), may feed in the Sahara desert on Lotus corniculatus (Fabaceae), which is rich in linamarin, a cyanogenic glucoside that is usually toxic for herbivores. The relationship between food consumption and the activity of five isoenzymes in the motor muscles of desert locust was investigated. Nutritional indices were estima ...
... Phytochemical study on the aerial parts of Mikania micrantha led to the isolation of four new ent-kaurene diterpene glucosides, β-d-glucopyranosyl-15α-(3-hydroxy-3-methylbutanoyloxy)-9β-hydroxy-ent-16-kauren-19-oate (1), β-d-glucopyranosyl-15α-(3-methylbutanoyloxy)-9β-hydroxy-ent-16-kauren-19-oate (2), β-d-glucopyranosyl-15α-(2-methylbutanoyloxy)-9β-hydroxy-ent-16-kauren-19-oate (3), β-d-glucopyra ...
... Four new glucosides, named as gigantol-5- O - β - d -glucopyranoside (1), 9,10-dihydro-aphyllone A-5- O - β - d -glucopyranoside (2), ficusal-4- O - β - d -glucopyranoside (3), botrydiol-15- O - β - d -glucopyranoside (4), together with eight known compounds (5–12) were isolated from the n -BuOH extract of the stems of Dendrobium fimbriatum Hook. Their structures were elucidated by the analyses of ...
Cornus officinalis; chemical structure; circular dichroism spectroscopy; glucosides; iridoid glycosides; neuroprotective effect; nuclear magnetic resonance spectroscopy; spectral analysis; sugars
Abstract:
... Four new and rare iridoid glucosides, cornusfuroside A–D (1–4), containing the furan ring were identified from water extract of the fruit of Cornus officinalis. These new chemical structures were determined through extensive spectroscopic analysis, including 1D and 2D NMR, IR, HRESIMS, experimental and calculated electronic circular dichroism (ECD). Notably, this study is the first report on the i ...
... Polyphenols are one of the largest groups of compounds that confer benefits to the health of plants and humans. Flavonol glycosides are a major ingredient of polyphenols in Camellia sinensis. Flavonol-3-O-glycosides are characteristic astringent taste compounds in tea infusion. A polyphenolic glycosyltransferase (CsUGT72AM1) belonging to cluster IIIb was isolated from the tea plant. The full-lengt ...
... Enzymatic fructosylation of organic acceptors other than sugar opens access to the production of new molecules that do not exist in nature. These new glycoconjugates may have improved physical-chemical and bioactive properties like solubility, stability, bioavailability, and bioactivity. This review focuses on different classes of acceptors including alkyl alcohols, aromatic alcohols, alkaloids, f ...
... Two new furan derivatives, lannefuran A (1) and lannefuran B (2) were isolated from the stem bark extract of Lannea kerstingii Engl. & K. Krause together with five known compounds, namely: taraxerol, stigmast-4-en-3-one, monoglyceride of hexacosanoic acid, β-sitosterol and its glucoside. Their structures were determined by means of 1D and 2D NMR, IR, and HR–EI–MS spectra and comparison with the da ...
... Two new furofuran lignan glucosides, cannabilignin (1) and isocannabilignin (2), together with four known compounds (3 – 6), were isolated from the leaves of Vitex negundo var. cannabifolia . The structures of the isolates were elucidated by analysis of spectroscopic data. Compound 3 exhibited weak inhibition of nitric oxide production in lipopolysaccharide-stimulated BV-2 microglial cells with IC ...
... Levoglucosan, the major intermediate in cellulose pyrolysis, is stable up to around 500 °C in the gas phase. To study whether this stability is a characteristic property of levoglucosan, the gas-phase reactivity was compared with those of methyl α- and β-glucosides at 200–500 °C (residence time 1.2–2.0 s). The methyl glucosides decomposed even at 200 and 300 °C to form levoglucosan exclusively. Th ...
... In this study, we report the cloning and expression of a functional glucoside 3-dehydrogenase (G3DH) gene from Sphingobacterium faecium ZJF-D6. This gene is 1686 bp in length and encodes a peptide of 562 amino acids. The G3DH gene was successfully expressed in E. coli, and the recombinant enzyme could oxidize glucosides, galactosides and analogues at C-3 position. The sequence and multiple alignme ...
... Staphylococcus aureus (S. aureus) is a major cause of pneumonia that often affects young and immunocompetent patients. Inflammation plays an important role in the development of S. aureus-induced pneumonia. Geniposide, a major iridoid glucoside component of gardenia fruit, has been reported to have anti-inflammatory and anti-oxidative effects. The purpose of this study was to investigate the prote ...
Reynoutria multiflora; ethanol; glucosides; inhibitory concentration 50; mass spectrometry; nuclear magnetic resonance spectroscopy; roots
Abstract:
... A novel stilbene glucoside, polygonumnolide D (1), and a novel dianthrone glycoside, polygonumnolide E (2), were isolated from a 70% EtOH extract of the dried roots of Polygonum multiflorum Thunb., together with six known compounds (3–8). Their structures were elucidated by 1D and 2D NMR as well as mass spectroscopy data. The isolated compounds were evaluated for their a-glucosidase inhibitory act ...
... Vinification of grapes (Vitis vinifera) exposed to forest fire smoke can yield unpalatable wine due to the presence of taint compounds from smoke and the release of smoke derived volatiles from their respective glycosides during the fermentation process or in-mouth during consumption. To identify glycosyltransferases (GTs) involved in the formation of glycosidically bound smoke-derived volatiles w ...
... The aim of the study was to expand the substrate scope of Gliocladium deliquescens NRRL 1086 and generate coumarin glycosides using 4-methylumbelliferone (4-MU) as a substrate. The obtained results indicated that 4-MU can be metabolized to its glucoside (M1) and sulfate conjugate (M2), and the structures of the metabolites were elucidated by spectroscopic or enzymatic methods. Time course experime ...
... Anthocyanin‐rich Southwestern blue maize (Zea mays L.) landraces are receiving interest as functional foods, and commercial production is increasing. We determined variation in kernel color, anthocyanin content, texture, and selected compositional traits of representative varieties. In 2013, eight varieties were grown at four locations in New Mexico. Total kernel anthocyanin content (TAC) and comp ...
... The hydroquinone glucoside arbutin is a plant derived compound medically applied due to its uroantiseptic activity. It also has skin whitening properties and thus is widely used in dermatology and cosmetology. Origanum majorana L. (Lamiaceae) is known to produce arbutin, however the content of the compound in cultivated plants is very variable and low. Since plant cell and tissue cultures are capa ...
... Context: Total glucosides of peony (TGP), compounds extracted from the dried roots of Paeonia lactiflora Pall, have been reported to have anti-inflammatory and antioxidative activities. However, the protective effect of TGP on liver injury and the underlying mechanisms remains unknown in diabetic rats. Objectives: Current study investigates prevention of liver injury by TGP in diabetic rats and it ...
... Five previously undescribed hemiterpene glycosides, cibotiumbarosides E−I, and two known hemiterpene glucosides, were isolated from the rhizome of Cibotium barometz (L.) J. Sm. The structures of cibotiumbarosides E−I were established by 1D and 2D NMR spectroscopic analyses and HRMS. The absolute configuration of the aglycone of cibotiumbaroside E was assigned by calculated ECD with the TDDFT metho ...
... Arbutin is a hydroquinone glucoside compound existing in various plants. It is widely used in pharmaceutical and cosmetic industries owing to its well-known skin-lightening property as well as anti-oxidant, anti-microbial, and anti-inflammatory activities. Currently, arbutin is usually produced by plant extraction or enzymatic processes, which suffer from low product yield and expensive processing ...
... We carried out a 6-year study to assess the effect of conventional, organic, and mixed cultivation practices on bioactive compounds (flavonoids, anthocyanins) and antioxidant capacity in onion. Total flavonoids, total anthocyanins, individual flavonols, individual anthocyanins, and antioxidant activity were measured in two varieties (‘Hyskin’ and ‘Red Baron’) grown in a long-term split-plot factor ...
... Two bicyclic glycocarbonates were synthesized in five steps from α-methyl-d-glucoside without resorting to phosgene or to its derivatives for the first time. The 4- and 6-positions of glucose were modified to introduce a six-membered carbonate ring, using CO₂ as the carbonylating reagent; the 2- and 3-positions of the same glucoside substrate were first transformed into either methyl or triethylen ...