1-1-diphenyl-2-picrylhydrazyl and hydroxide-ion

Topics: Antioxidants; Benzothiazoles; Biphenyl Compounds; Chitosan; Gold; Green Chemistry Technology; Hydroxides; Iron; Metal Nanoparticles; Picrates; Sulfonic Acids

Topics: Analgesics; Animals; Anti-Inflammatory Agents; Antioxidants; Benzothiazoles; Biphenyl Compounds; Edema; Hydroxides; Inflammation; Male; Methanol; Mice; Ononis; Phytotherapy; Picrates; Plant Extracts; Plant Roots; Rats; Rats, Sprague-Dawley; Skin; Sulfonic Acids; Wound Healing

The localization and interaction of six naturally occurring flavones (FLV, 5HF, 6HF, 7HF, CHY and BLN) in DPPC bilayers were studied using DSC and multi-nuclear NMR. DSC results indicate that FLV and 6HF interact with alkyl chains. The (1)H NMR shows interaction of flavones with the sn-glycero region. Ring current induced chemical shifts indicate that 6HF and BLN acquire parallel orientation in bilayers. 2D NOESY spectra indicate partitioning of the B-ring into the alkyl chain region. The DSC, NMR and binding studies indicate that 5HF and 7HF are located near head group region, while 6HF, CHY and BLN are located in the vicinity of sn-glycero region, and FLV is inserted deepest in the membrane.

Topics: Biphenyl Compounds; Calorimetry, Differential Scanning; Cell Line, Tumor; Cell Membrane; Cell Proliferation; Flavones; Free Radical Scavengers; Humans; Hydroxides; Lipid Bilayers; Magnetic Resonance Spectroscopy; Picrates; Structure-Activity Relationship

Polysaccharides from Epimedium acuminatum were extracted by hot water and optimized with response surface methodology. The optimal conditions of the extraction were determined to be the ratio of water to raw material of 29.61, extraction temperature of 85.67°C and extraction time of 3.57 h. Under these optimal conditions, the yield of polysaccharide was 8.21%, which was well matched with the predictive yield (8.23%). Moreover, three purified fractions (EAP40-1, EAP60-1 and EAP80-2) were obtained for further chemical analysis, antioxidant activity analysis and antimicrobial activity analysis. EAP40-1 with molecular weight of 138,884 Da showed the best radical scavenging activity. Meanwhile, EAP60-1 with molecular weight of 114,667 Da was found to exhibit significant antihemolytic activity and antimicrobial activity.

Topics: Anti-Infective Agents; Antioxidants; Aspergillus niger; Bacillus subtilis; Biphenyl Compounds; Epimedium; Erythrocytes; Escherichia coli; Hemolysis; Hydroxides; Lipid Peroxidation; Microbial Sensitivity Tests; Picrates; Polysaccharides; Saccharomyces cerevisiae

Cinnamoylphenethylamine (CNPA) derivatives including feruloylphenethylamine (FRPA), caffeoylphenethylamine (CFPA), cinnamoyltyramine (CNTA), feruloyltyramine (FRTA) and caffeoyltyramine (CFTA) were synthesized in order to investigate the influence of the number and position of hydroxyl group on Cu(2+)/glutathione (GSH) and 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH)-induced oxidation of DNA. The radical-scavenging properties of these CNPA derivatives were also evaluated by trapping 2,2'-azinobis(3-ethylbenzothiazoline-6-sulphonate) cationic radical (ABTS(+•)), 2,2'-diphenyl-1-picrylhydrazyl radical (DPPH) and galvinoxyl radical. In addition, these CNPA derivatives were tested by linoleic acid (LH)-β-carotene-bleaching experiment. The chemical kinetic was employed to treat the results from AAPH-induced oxidation of DNA and gave the order of antioxidant ability as CFTA > CFPA > FRTA > FRPA. CFTA and CFPA also possessed high abilities to inhibit Cu²(+)/GSH-mediated degradation of DNA, whereas FRPA and FRTA can protect LH against the auto-oxidation efficiently. Finally, CFPA and FRPA exhibited high activity in trapping ABTS(+•), DPPH and galvinoxyl radicals. Therefore, the cinnamoyl group bearing ortho-dihydroxyl or hydroxyl with ortho-methoxyl benefited for CNPA derivatives to protect DNA, while hydroxyl in tyramine cannot enhance the radical-scavenging abilities of CNPA derivatives.

Topics: Amidines; Antioxidants; Benzhydryl Compounds; Benzothiazoles; beta Carotene; Biphenyl Compounds; Cinnamates; Copper; DNA; Free Radical Scavengers; Glutathione; Hydroxides; Linoleic Acid; Oxidation-Reduction; Phenethylamines; Picrates; Solutions; Structure-Activity Relationship; Sulfonic Acids

A series of polyphenolic curcumin analogs were synthesized and their inhibitory effects on mushroom tyrosinase and the inhibition of 1,1-diphenyl-2-picryl-hydrazyl (DPPH) free radical formation were evaluated. The results indictated that the analogs possessing m-diphenols and o-diphenols exhibited more potent inhibitory activity on tyrosinase than reference compound rojic acid, and that the analogs with o-diphenols exhibited more potent inhibitory activity of DPPH free-radical formation than reference compound vitamin C. The inhibition kinetics, analyzed by Lineweaver-Burk plots, revealed that compounds B(2) and C(2) bearing o-diphenols were non-competitive inhibitors, while compounds B(11) and C(11) bearing m-diphenols were competitive inhibitors. In particular, representative compounds C(2) and B(11) showed no side effects at a dose of 2,000 mg/kg in a preliminary evaluation of acute toxicity in mice. These results suggest that such polyphenolic curcumin analogs might serve as lead compounds for further design of new potential tyrosinase inhibitors.

Topics: Agaricales; Animals; Biphenyl Compounds; Catalytic Domain; Curcumin; Drug Discovery; Enzyme Inhibitors; Female; Free Radical Scavengers; Hydroxides; Inhibitory Concentration 50; Male; Mice; Models, Molecular; Monophenol Monooxygenase; Picrates; Polyphenols