benzofurans and 2-2--azino-di-(3-ethylbenzothiazoline)-6-sulfonic-acid

Topics: alpha-Amylases; Benzofurans; Chalcones; Diabetes Mellitus; Humans

In the present study, non-thermal dielectric barrier discharge (DBD) plasma of induced structural changes of morin resulted in the isolation of one previously undescribed benzofuranone derivative, along with two known compounds. The chemical structures of these degradation products were elucidated by UV, NMR and FAB-MS spectroscopic analyses. The isolated three compounds showed potent antioxidative activities in two different tests, with IC

Topics: Antioxidants; Benzofurans; Benzothiazoles; Biodegradation, Environmental; Electric Impedance; Flavonoids; Humans; Lipase; Molecular Structure; Pancreas; Sulfonic Acids

Thirty benzofuran-2-yl(phenyl)methanones 1-30 were synthesized and characterized their structures by spectroscopic techniques. Substituted phenacyl bromide and different derivatives of 2-hydroxy-benzaldehyde treated in the presence of anhydrous K

Topics: alpha-Amylases; Benzofurans; Benzothiazoles; Biphenyl Compounds; Dose-Response Relationship, Drug; Enzyme Inhibitors; Free Radical Scavengers; Kinetics; Molecular Docking Simulation; Molecular Structure; Picrates; Structure-Activity Relationship; Sulfonic Acids

A new stilbene, 2',3,4',5,5'-pentahydroxy-cis-stilbene (1), along with 13 known compounds, resveratrol (2), oxyresveratrol (3), norartocarpetin (4), kuwanon C (5), morusin (6), cudraflavone A (7), kuwanon G (8), albafurane C (9), mulberrofuran G (10), 3-O-acetyl-α-amyrin (11), 3-O-acetyl-β-amyrin (12) ursolic acid-3-O-acetate (13) and uvaol (14), were isolated from the barks of Morus nigra. Compounds 2, 8, 10, 12 and 14 are reported for the first time from this plant. The isolated compounds were elucidated by means of 1D and 2D NMR, UV, IR and MS, as well as by comparison with the literature data. The isolated compounds and the different extracts were evaluated for their potential antioxidant activity using 2,2'-azino-bis-(3-ethylbenzthiazoline-6-sulfonic acid)(+) radical-scavenging capacity assay and compared with ascorbic acid. The new stilbene (1) exhibited remarkable antioxidant capacity with IC50 of 4.69 μM.

Topics: Antioxidants; Benzofurans; Benzothiazoles; Egypt; Flavonoids; Molecular Structure; Morus; Nuclear Magnetic Resonance, Biomolecular; Plant Bark; Plant Extracts; Resveratrol; Stilbenes; Sulfonic Acids; Terpenes

In this study, we aimed to elucidate the antioxidant capacity of Eisenia bicyclis and evaluated its antioxidant activity using various assay systems such as 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, 2,2-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radical scavenging, reducing power ability, and content of total polyphenol. Among all the performed experiments, the ethyl acetate fraction of E. bicyclis exhibited higher antioxidant activities. From this finding, isolation and purification were performed on the ethyl acetate fraction and identified dieckol and phlorofucofureoeckol-A by spectroscopic analyses including FAB-mass in the negative mode, (1) H NMR, (13) C NMR, (1) H-(1) H COSY, HMQC, and HMBC spectra. Interestingly, ABTS radical scavenging activities of dieckol and phlorofucofuroeckol showed strong effects of 65.36% and 70.38% at a concentration of 50 μg/mL, respectively. DPPH radical scavenging and reducing power abilities were increased in a dose-dependent manner at various concentrations. These results suggest that dieckol and phlorofucofuroeckol-A of E. bicyclis may play an important role in protection from oxidative stress involving reactive oxygen species and may contribute to the development of new bio products, for example, a useful preservative to improve food quality and a drug for various oxidative damage-associated diseases. Practical Application: The results suggest that dieckol and phlorofucofuroeckol-A can be utilized as a natural source for potential application of antioxidant in food industry and drug for oxidative damage-associated diseases.

Topics: Antioxidants; Benzofurans; Benzothiazoles; Biphenyl Compounds; Dioxins; Free Radical Scavengers; Magnetic Resonance Spectroscopy; Oxidative Stress; Phaeophyceae; Picrates; Polyphenols; Reactive Oxygen Species; Solvents; Sulfonic Acids

Eight new dihydrobenzofuran neolignans, pinnatifidanin C I-VIII (1-8), together with two known analogs (9-10) were isolated from the seeds of Crataegus pinnatifida. Their structures were elucidated by spectroscopic analyses, especially 1D, 2D NMR and CD spectra. The cytotoxic activities of all isolates against human cancer cell lines were assayed, and most interestingly, compound 10 revealed preferred cytotoxicity on the HT-1080 cell line and displayed much stronger inhibitory activity (IC50=8.86 μM) compared with positive control 5-fluorouracil (IC50=35.62 μM). Meanwhile, antioxidant activities of all the isolates were evaluated using 2,2-diphenyl-1-pikrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) assays, and the results showed that most of the isolates exhibited potent antioxidant activity.

Topics: Antineoplastic Agents, Phytogenic; Antioxidants; Benzofurans; Benzothiazoles; Biphenyl Compounds; Cell Line, Tumor; Crataegus; Humans; Inhibitory Concentration 50; Lignans; Molecular Structure; Neoplasms; Phytotherapy; Picrates; Plant Extracts; Seeds; Sulfonic Acids

Two new compounds, (2S,3R)-methyl 7-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydrobenzofuran-5-carboxylate (1) and (4R,5S)-5-(3-hydroxy-2,6-dimethylphenyl)-4-isopropyldihydrofuran-2-one (2), tentatively named norcurlignan and limlactone, respectively, were isolated from Liriope muscari, together with the known compound (-)-pinoresinol (3). The structures of these compounds were elucidated and characterized on the basis of 1D NMR, 2D NMR, CD and MS data. The in vitro antioxidant activities of compounds 1-3 were assessed by the DPPH and ABTS scavenging methods.

Topics: Benzofurans; Benzothiazoles; Biphenyl Compounds; Chromatography, Gel; Free Radical Scavengers; Free Radicals; Furans; Lignans; Liriope Plant; Magnetic Resonance Spectroscopy; Medicine, Chinese Traditional; Molecular Conformation; Molecular Structure; Picrates; Sulfonic Acids

Although a number of studies have focused on the higher ethyl pyruvate antioxidative activity than its sodium salt under various stress conditions, and the greater protective properties of the ester form have been suggested as the effect of better cell membrane penetration, the molecular mechanism has remained unclear. The aim of the present study was therefore to compare the antioxidative activities of sodium and ethyl pyruvate under in vitro conditions by using a liver homogenate as the model for cell membrane transport deletion. The potential effect of ethanol was also evaluated, and hypochlorous acid was used as an oxidant. Our data indicate the concentration-dependent scavenging potency of both sodium and ethyl pyruvate, with the ester having higher activity. This effect was not related to the presence of ethanol. Better protection of the liver homogenate by ethyl pyruvate was also apparent, despite the fact that cell membrane transport was omitted.

Topics: Animals; Benzofurans; Benzothiazoles; Biological Transport; Cell-Free System; Esters; Ethanol; Hypochlorous Acid; Liver; Models, Biological; Oxidation-Reduction; Oxidative Stress; Permeability; Pyruvates; Rats; Rats, Wistar; Sodium; Sulfonic Acids

Danshensu (3-(3,4-dihydroxyphenyl) lactic acid) and salvianolic acid B, two natural phenolic acids of caffeic acid derivatives isolated from Salvia miltiorrhiza root of the most widely used traditional Chinese medicine for the treatment of various cardiovascular diseases, have been reported to have potential protective effects from oxidative injury. To better understand their biological functions, the in vitro radical scavenging and antioxidant activities of danshensu and salvianolic acid B were evaluated along with vitamin C. Both danshensu and salvianolic acid B exhibited higher scavenging activities against free hydroxyl radicals (HO()), superoxide anion radicals (O(2)(-)), 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radicals and 2-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radicals than vitamin C. In contrary, danshensu and salvianolic acid B showed weaker iron chelating and hydrogen peroxide (H(2)O(2)) scavenging activities than vitamin C. As expressed as vitamin C equivalent capacity (VCEAC), the relative VCEAC values (mg/100ml) were in the order of salvianolic acid B (18.59) > danshensu (12.89) > vitamin C (10.00) by ABTS radical assay. The protective efficiencies against hydrogen peroxide induced human vein vascular endothelial cell damage were correlated with their antioxidant activities. Analysis of structure-activity relationship of these two compounds showed that the condensation and conjugation of danshensu and caffeic acid appears important for antioxidant activity. These results indicated that danshensu and salvianolic acid B are efficient radical scavengers and antioxidants, and salvianolic acid B is superior to danshensu. Their radical scavenging and antioxidant properties might have potential applications in food and healthcare industry.

Topics: Antioxidants; Ascorbic Acid; Benzofurans; Benzothiazoles; Biphenyl Compounds; Cell Survival; Chelating Agents; Endothelial Cells; Ferrous Compounds; Free Radical Scavengers; Humans; Hydrogen Peroxide; Hydroxyl Radical; Lactates; Oxidants; Picrates; Plant Roots; Salvia; Sulfonic Acids; Tetrazolium Salts; Thiazoles