1-1-diphenyl-2-picrylhydrazyl and naringin

Flavonoids are rich in seeds, citrus fruits, olive oil, tea and red wine. Citrus flavonoids constitute an important type of flavonoids. Naringin and naringenin belong to flavonoids with known antioxidant and were found to display antioxidant activities. Malathion is an organophosphorus pesticide that has been broadly used throughout the world to control weeds and pests. It has also been used in public health for mosquito control and fruit fly eradication programs. Malathion, naringin, and naringenin were added to be in 40, 80, and 160 mg doses in Saccharomyces cerevisiae cultures mainly used to determine the antioxidant capacity, it is known that they have shown similar results to man. At the end of the experiment, total protein, malondialdehyde (MDA), reduced glutathione (GSH), oxidized glutathione (GSSG), vitamin K, vitamin E, vitamin D, ergosterol, stigmasterol, β-Sitosterol, and fatty acids were analyzed by HPLC (high performance liquid chromatography) and GC (gas chromatography) devices in the tested S. cerevisiae samples. The contents of the yeast cell of octanoic acid (C8:0), lauric acid (C12:0), myristic acid (C14:0), palmitic acid (C16:0), palmitoleic acid (C16:1n-7), heptadecanoic acid (C17:0), stearic acid (C18:0), oleic acid (C18:1n-9), and linoleic acid (C18:2n-6) were identified. There were statistically significant changes in total protein, MDA, GSH, GSSG, vitamin K, vitamin E, vitamin D, phytosterol and fatty acid levels. It was determined that naringin and naringenin showed statistically significant decreases against malathion toxicity on these parameters. From this study it is found that, the mitigating effect of naringin against DPPH stable free radical was higher than that of naringenin. Citrus flavonoid, naringin showed promising antioxidant activity which can be used as effective protecting agents against oxidative stress.

Topics: Antioxidants; Biphenyl Compounds; Cholinesterase Inhibitors; Flavanones; Malathion; Picrates; Saccharomyces cerevisiae

Flavonoids, a class of natural drugs with broad biological activity, exhibit inhibitory effect on α-amylase. Citrus peel is a good source of flavonoids. The real-time interactions between three Citrus flavonoids (naringin, neohesperidin, hesperidin) and α-amylase were investigated by surface plasmon resonance biosensor, and were compared with the α-amylase inhibitors, acarbose. These results showed the binding affinities of naringin, neohesperidin and hesperidin with α-amylase reach the highest at pH6 with K

Topics: alpha-Amylases; Biphenyl Compounds; Citrus; Enzymes, Immobilized; Flavanones; Flavonoids; Herb-Drug Interactions; Hesperidin; Kinetics; Picrates; Plant Extracts; Surface Plasmon Resonance

Naringin (Nar) is a flavonoid that has shown antigenotoxic effect against the chromosome damage induced by various compounds. The aims of the present investigation on Nar were threefold: a) to determine its DNA breaking potential in mouse hepatocytes and cardiocytes, b) to evaluate its capacity to inhibit the DNA damage induced by daunorubicin (Dau) in the same tissues, and c) to determine its capacity to trap free radicals in vitro using the 1,1-diphenyl-2-picryl-hydrazyl (DPPH) method. For the two first purposes we applied the comet assay to three groups of animals administered with Nar by the oral route (50, 250, 500 mg/kg), and made the observations before the chemical administration and at 3, 12, and 21 h postadministration. Other three groups of mice were given equal doses of Nar, and 1 h later they were intraperitoneally injected with 1 mg/kg of Dau. The results showed that Nar did not induce DNA breakage in both types of studied cells, in contrast with the significant damage induced by Dau in hepatocytes and cardiocytes. Moreover, the administration of Nar protected the DNA damage produced by Dau, showing a maximum reduction of 71.3% and 51.1% in hepatocytes and cardiocytes, respectively. With respect to the antioxidant potential, 20 mM of Nar produced a free radical scavenging activity as high as 95%. Our study established a high DNA breaking potential of Dau, and a protective effect by Nar, probably related with its capacity to trap free radicals.

Topics: Animals; Antibiotics, Antineoplastic; Antimutagenic Agents; Antioxidants; Biphenyl Compounds; Citrus; Comet Assay; Daunorubicin; DNA Breaks; Flavanones; Heart; Hepatocytes; Male; Mice; Myocardium; Picrates; Plant Extracts

The aim of present study was to evaluate antioxidant capacity and cardioprotective potential of leaves infusions and partially purified fractions of Quercus sideroxyla and Q. eduardii (red oaks) and Q. resinosa (white oak). Consumption of polyphenol-rich beverages derived from plants, such as oak may represent a beneficial diet in terms of cardiovascular protection. Infusions from Oak leaves were obtained and probed for total phenolics by Folin-Ciocalteu, DPPH and hydroxyl radicals scavenging by DPPH test and Deoxy-D-ribose method, the antioxidant capacity was evaluated by FRAP and ORAC tests, inhibitions of Low Density Lipoproteins (LDL) oxidation and Angiotensin Converting Enzyme (ACE) activity were measured. A HPLC analysis was performed by HPLC-MS. Bioactive polyphenols such as gallic and ellagic acids, catechin, quercetin and derivatives: naringenin and naringin were detected in Quercus infusions. A distinctive HPLC profile was observed among the red and white oak samples. Q. resinosa infusions have exhibited the highest antioxidant activity in comparison with the other species, although in the inhibition of LDL oxidation no differences were observed. In the inhibition of the ACE, Q. resinosa was more effective (IC50, 18 ppm) than Q. sideroxyla, showing same effect as the control Captopril. From the results it is possible to postulate that not only chelating activity is important in these infusions, especially in Q. resinosa.

Topics: Antioxidants; Biphenyl Compounds; Chromatography; Chromatography, High Pressure Liquid; Chromatography, Liquid; Flavanones; Flavonoids; Free Radicals; Humans; Hydroxyl Radical; Inhibitory Concentration 50; Lipoproteins, LDL; Mass Spectrometry; Oxygen; Peptidyl-Dipeptidase A; Phenol; Phenols; Picrates; Plant Leaves; Polyphenols; Quercus

The flavonoid content of several methanolic extract fractions of Navel orange peel (flavedo and albedo of Citrus sinensis) cultivated in Crete (Greece) was first analysed phytochemically and then assessed for its antioxidant activity in vitro. The chemical structures of the constituents fractionated were originally determined by comparing their retention times and the obtained UV spectral data with the available bibliographic data and further verified by detailed LC-DAD-MS (ESI+) analysis. The main flavonoid groups found within the fractions examined were polymethoxylated flavones, O-glycosylated flavones, C-glycosylated flavones, O-glycosylated flavonols, O-glycosylated flavanones and phenolic acids along with their ester derivatives. In addition, the quantitative HPLC analysis confirmed that hesperidin is the major flavonoid glycoside found in the orange peel. Interestingly enough, its quantity at 48 mg/g of dry peel permits the commercial use of orange peel as a source for the production of hesperidin. The antioxidant activity of the orange peel methanolic extract fractions was evaluated by applying two complementary methodologies, DPPH(*) assay and the Co(II)/EDTA-induced luminol chemiluminescence approach. Overall, the results have shown that orange peel methanolic extracts possess moderate antioxidant activity as compared with the activity seen in tests where the corresponding aglycones, diosmetin and hesperetin were assessed in different ratios.

Topics: Antioxidants; Biphenyl Compounds; Chromatography, Liquid; Citrus sinensis; Diosmin; Flavanones; Greece; Hesperidin; Luminescent Measurements; Luminol; Methanol; Models, Chemical; Picrates; Plant Extracts; Reproducibility of Results; Spectrometry, Mass, Electrospray Ionization

This study was aimed to evaluate the preventive role of naringin on heart weight, blood glucose, total proteins, albumin/globulin (A/G) ratio, serum uric acid, serum iron, plasma iron binding capacity and membrane bound enzymes such as sodium potassium-dependent adenosine triphosphatase (Na(+)/K(+) ATPase), calcium-dependent adenosine triphosphatase (Ca(2+) ATPase) and magnesium-dependent adenosine triphosphatase (Mg(2+) ATPase) and glycoproteins such as hexose, hexosamine, fucose and sialic acid in isoproterenol (ISO)-induced myocardial infarction (MI) in rats and in vitro free radical scavenging assay. Male albino Wistar rats were pretreated with naringin (10, 20 and 40 mg/kg, respectively) for a period of 56 days. After the treatment period, ISO (85 mg/kg) was subcutaneously injected to rats at an interval of 24 h for 2 days. ISO-induced rats showed a significant (P<0.05) increase in the heart weight, blood glucose, serum uric acid, serum iron and a significant (P<0.05) decrease in the levels of total proteins, A/G ratio and iron binding capacity. A significant (P<0.05) decrease in the activity of Na(+)/K(+) ATPase and increase in the activities of Ca(2+) and Mg(2+) ATPase in the heart and a significant (P<0.05) increase in the levels of glycoproteins in serum and the heart were also observed in ISO-induced rats. Pretreatment with naringin for a period of 56 days exhibited a significant (P<0.05) effect and altered these biochemical parameters positively in ISO-induced rats. Naringin also scavenges 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2'-azinobis-(3-ethyl-benzothiazoline-6-sulfonic acid) (ABTS) and nitric oxide (NO) radicals in vitro. Thus, our study shows that naringin has cardioprotective role in ISO-induced MI in rats.

Topics: Animals; Benzothiazoles; Biphenyl Compounds; Blood Glucose; Ca(2+) Mg(2+)-ATPase; Calcium-Transporting ATPases; Drug Interactions; Flavanones; Free Radical Scavengers; Globulins; Glycoproteins; Hydrazines; Iron; Isoproterenol; Male; Myocardial Infarction; Nitric Oxide; Organ Size; Picrates; Rats; Rats, Wistar; Serum Albumin; Sodium-Potassium-Exchanging ATPase; Sulfonic Acids; Uric Acid

The antioxidant activity of flavonoids is believed to increase when they are coordinated with transition metal ions. However, the literature on this subject is contradictory and the outcome seems to largely depend on the experimental conditions. In order to understand the contribution of the metal coordination and the type of interaction between a flavonoid and the metal ion, in this study a new metal complex of Cu (II) with naringin was synthesized and characterized by FT-IR, UV-VIS, mass spectrometry (ESI-MS/MS), elemental analysis and 1H-NMR. The results of these analyses indicate that the complex has a Cu (II) ion coordinated via positions 4 and 5 of the flavonoid. The antioxidant, anti-inflammatory and antimicrobial activities of this complex were studied and compared with the activity of free naringin. The Naringin-Cu (II) complex 1 showed higher antioxidant, anti-inflammatory and tumor cell cytotoxicity activities than free naringin without reducing cell viability.

Topics: Animals; Anti-Bacterial Agents; Anti-Inflammatory Agents; Antioxidants; Biphenyl Compounds; Cell Cycle; Cell Death; Copper; Drug Screening Assays, Antitumor; Flavanones; Free Radical Scavengers; Humans; Hydrazines; Hydrogen-Ion Concentration; K562 Cells; Magnetic Resonance Spectroscopy; Male; Mice; Microbial Sensitivity Tests; Picrates; Spectrometry, Mass, Electrospray Ionization; Spectrophotometry, Ultraviolet