benzofurans and ethyl-acetate

The currently accepted paradigm is that fruits and vegetables should be consumed fresh and that their quality deteriorates during storage; however, there are indications that some metabolic properties can, in fact, be improved. We examined the effects of low temperature and high-CO

Topics: Acetates; Anaerobiosis; Benzofurans; Carbon Dioxide; Cold Temperature; Food Storage; Metabolomics; Pyruvic Acid; Signal Transduction; Stilbenes; Transcription Factors; Transcriptome; Up-Regulation; Vitis

α-Glucosidases have been a major target in controlling and managing postprandial blood glucose and therefore diabetes treatment. This study aims to further identify and purify active compounds from the most active ethyl acetate fraction collected previously in Tinta Cão grape pomace extract (TCEE) using a newly developed and highly effective immobilization method, including obtaining compounds previously shown to inhibit the enzyme. Purification used crosslinked chitosan beads with α-glucosidases bound to polymer, which acted as immobilized enzyme vehicle to collect inhibitors. Compounds absorbed into the beads were eluded using methanol, where collected fraction was subjected to UHPLC-MS analysis to identify active compounds. Results presented 5 major compounds: viniferifuran (amurensin H), p-coumaroyl-6-O-D-glucopyranoside, p-coumaroyl-6-O-hexoside, (epi)catechin-hexoside, 10-carboxyl-pyranopeonidin 3-O-(6''-O-p-coumaroyl)-glucoside. These findings indicated the particular molecules can be utilized as potent α-glucosidases inhibitors, and may be further tested for postprandial glucose control.. A potential approach enriched and identified α-glucosidase inhibitors of grape pomace. Set-up of UHPLC/MS detection and identification of active compounds provide qualify assessment in developing grape pomace extract into potent dietary supplement and new drug for diabetes.

Topics: Acetates; alpha-Glucosidases; Benzofurans; Catechin; Chitosan; Chromatography, High Pressure Liquid; Coumarins; Enzymes, Immobilized; Glucosides; Glycoside Hydrolase Inhibitors; Hypoglycemic Agents; Mass Spectrometry; Plant Extracts; Polymers; Stilbenes; Vitis

Ethyl acetate fraction (EAF) from Rhus verniciflua Stokes is an important source of bioactive compounds. The aim of this study was the tentative identification and quantification of phenolic compounds, comparison of the phenolic structure-antioxidant activity relationships. Twelve compounds of EAF belonging to polyphenol types were detected by high performance liquid chromatography and analysed on line with negative ion electrospray ionisation tandem mass spectrometry, which were ethoxy 3-hydroxy benzoic acid, gallic acid (GA), 3,4-dihydroxy amygdalic acid, gallic acid cetyl ester, protocatechuic acid (PA), fustin, ethyl gallate (EG), garbanzol, fisetin, sulfuretin, butin and 3,7-dihydroxyflavanone-4'-rhamnoside. The antioxidant activity were evaluated based on the different types of radical scavenging capacities, i.e. DPPH·, ABTS·+ and OH. The antioxidant capacity of EAF mainly depended on the GA, EG, PA, fisetin, sulfuretin and butin. The phenolics exhibited a dose-dependent behaviour and high antioxidant ability.

Topics: Acetates; Antioxidants; Benzofurans; Benzopyrans; Chromatography, High Pressure Liquid; Flavonoids; Flavonols; Free Radical Scavengers; Phenols; Plant Extracts; Rhus; Spectrometry, Mass, Electrospray Ionization

Piper regnellii (Miq.) C. DC. var. pallescens (C. DC.) Yunck (Piperaceae) is a medicinal plant traditionally used in Brazil to treat infectious diseases. The extracts obtained of the leaves from P. regnellii were investigated for their antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA). The ethyl acetate extract presented a good activity against MRSA, with minimal inhibitory concentration (MIC) and minimal bactericidal concentration (MBC) of 16 microg/mL. Based on this finding, the ethyl acetate extract was fractionated by silica gel column chromatography into nine fractions. The hexane fraction was active against MRSA (MIC at 4 microg/mL). Further column chromatography separation of the hexane fraction afforded the pure compound eupomatenoid-5. The structure of the compound was established by spectral data (1H and 13C NMR HSQC, HMBC, gNOE, IR and MS). Eupomatenoid-5 was the only compound active on the bacterium. The antibacterial property of P. regnellii extract provides preliminary scientific validation for the traditional medicinal use of this plant. The active compound eupomatenoid-5 should be further studied in animal models to verify in vivo efficacy and toxicity.

Topics: Acetates; Anti-Bacterial Agents; Benzofurans; Chromatography, Gel; Lignans; Methicillin-Resistant Staphylococcus aureus; Microscopy, Electron, Scanning; Phenols; Piper; Plant Extracts; Plant Leaves; Silica Gel; Silicon Dioxide

Quinone reductase (QR) is a protective phase II enzyme against mutagens and carcinogens which is inducible by a number of chemical compounds in plants. This study was carried out to investigate effects of the fractions from the seeds of Psoralea corylifolia on the induction of QR with Hepa 1c1c7 murine hepatoma cell line. The ethyl acetate-soluble fraction of the methanolic extract from the seeds was found to induce QR and the concentration of 1.5 fold QR induction (1.5 FIC) was 1.2 mug/mL. We obtained as an active compound, psoralidin, isolated from the ethyl acetate-soluble fraction after further sequential fractionation with column chromatography and 1.5 FIC of psoralidin was 0.5 mug/mL. The seeds of Psoralea corylifolia and psoralidin might be a candidate for developing QR inducers.

Topics: Acetates; Animals; Anticarcinogenic Agents; Benzofurans; Cell Line, Tumor; Coumarins; Dose-Response Relationship, Drug; Liver Neoplasms; Methanol; Mice; NAD(P)H Dehydrogenase (Quinone); Psoralea; Seeds; Solvents; Up-Regulation

To analyze and identify the principal composition of ethyl acetate part of Huangqi Danggui decoction by high performance liquid chromatography-electrospray ionization-mass spectrometry (HPLC-ESI-MS).. The analysis conditions are as follows: Zorbax SB C18 (4.6 mm x 250 mm, 5 microm) column; mobile phase (A) water mobile phase (B) acetonitrile, gradient elution; UV detection wavelength 254 nm; ESI source and data acquisition in positive and negative mode.. The accurate molecular weights of 20 compounds were measured and identified in ethyl acetate part of Huangqi Danggui decoction. Furthermore, the types of them are as below: flavonoids and flavonoid glycosides, saponins, oligosaccharides, amino acids and phthalides.. It is a rapid and accurate method that the compositions of compound prescription of traditional Chinese medicine can be identified in terms of the separation of high performance liquid chromatography, the accurate molecular weights measured by MS and other information, which can clarify the potential effective compounds of Huangqi Danggui decoction.

Topics: Acetates; Amino Acids; Benzofurans; Chromatography, High Pressure Liquid; Drugs, Chinese Herbal; Flavonoids; Glycosides; Molecular Weight; Oligosaccharides; Saponins; Spectrometry, Mass, Electrospray Ionization