1-1-diphenyl-2-picrylhydrazyl and proanthocyanidin

This work follows an ethnobotanical study that took place in the island of Mayotte (France), which pointed out the potential properties of

Topics: Antioxidants; Biphenyl Compounds; Chromatography, High Pressure Liquid; Fruit; Litchi; Mass Spectrometry; Monophenol Monooxygenase; Oxidation-Reduction; Picrates; Plant Extracts; Plant Roots; Proanthocyanidins; Spectroscopy, Fourier Transform Infrared

This study, the first to assess the total phenolic, flavonoid, tannins, and proanthocyanidin content of the Tunisian lichen Diploschistes ocellatus, determined the antioxidant capacity in scavenging 2,2 diphenyl-1-picrylhydrazyl (DPPH), as well as the ferric-reducing and iron-chelating powers. The phenolic compound content of D. ocellatus was shown to be related to antioxidant activity. The highest phenolic and flavonoid contents of extracts were obtained with acetone (286.3 μg GAE/g DW and 3.24 μg CE/g DW, respectively), while the highest tannin and proanthocyanidin contents were obtained with methanol (5.5 μg TAE/g DW and 35.12 μg CE/g DW, respectively). The highest DPPH' scavenging capacity and iron-chelating power of extracts were obtained with methanol (concentration providing 50% inhibition [IC50] = 0.029 mg/mL and IC50 = 0.425 mg/mL, respectively), while acetone extracts showed a higher reducing power (IC50 = 0.118 mg/mL).

Topics: Antioxidants; Ascomycota; Biphenyl Compounds; Chelating Agents; Flavonoids; Free Radical Scavengers; Lichens; Phenols; Picrates; Proanthocyanidins; Secondary Metabolism; Tannins

Coreopsis tinctoria flowering tops (CTFs) from the Kunlun Mountains in Xinjing (north-western China) have been used for tea production for about a century. This study aims to assess the antioxidant activities and total phenolic, flavonoid and proanthocyanidin contents of various solvent extracts of CTF. CTF was extracted using n-hexane, chloroform, ethyl acetate, n-butanol, 75% aqueous ethanol (AEE) and water. The antioxidant activities of the CTF extracts were investigated through DPPH, ABTS, *OH, *O2(-), total antioxidant capacity and reducing power assays. The results showed that n-butanol extract showed the highest contents of total phenols and flavonoids, with DPPH, ABTS and *OH radical-scavenging activities with IC50 values of 134, 90.72 and 13.8 μg mL(-1), respectively. The AEE demonstrated the strongest DPPH and ABTS radical-scavenging activities, with IC50 values of 103 and 75.16 μg mL(-1), respectively. Given its high antioxidant effect, CTF is a good source of natural antioxidants or functional food materials.

Topics: Antioxidants; Biphenyl Compounds; China; Coreopsis; Flavonoids; Flowering Tops; Free Radical Scavengers; Hydroxyl Radical; Phenols; Picrates; Plant Extracts; Proanthocyanidins; Solvents

Contents of total flavonoids, total phenolics, total triterpenes, total condensed tannin and total saponins in peels, flesh and endocarps of Chaenomeles speciosa (CSP) and Chaenomeles sinensis (CSS) were determined by colorimetric method, while 5 phenolics (vanillic, gallic, chlorogenic, ferulic and p-coumaric acids), 2 triterpenes (oleanolic and ursolic acids), and 3 flavonoids (rutin, catechin and epicatechin) were identified and quantified by high-performance liquid chromatography-mass spectrometry (HPLC-MS) and HPLC, and antioxidant and α-glucosidase inhibitory activities of them also were evaluated as well as their digestive characteristics. In the correlation analysis, total phenolics, vanillic acid, catechin, ursolic acid and oleanolic acid all contribute to DPPH(·) scavenge capacity, gallic acid contributes to total ferric reducing antioxidant power, while total triterpenes, total saponins, chlorogenic acid and ferullic acid contribute to α-glucosidase inhibitory activity. In the principal component analysis, endocarps of CSP and CSS both show better quality than their peels and flesh, respectively. In vitro digestion can increase contents of total flavonoids, total condensed tannin and total saponins, while contents of total phenolics and total triterpenes decreased greatly. Our study would contribute to the full use of discarded parts of the 2 Chaenomeles and be helpful to establish a good foundation for further research of CSP and CSS.

Topics: alpha-Glucosidases; Antioxidants; Biphenyl Compounds; Catechin; China; Chromatography, High Pressure Liquid; Coumaric Acids; Flavonoids; Fruit; Gallic Acid; Glycoside Hydrolase Inhibitors; Oleanolic Acid; Phenols; Picrates; Plant Extracts; Proanthocyanidins; Propionates; Rosaceae; Rutin; Saponins; Species Specificity; Triterpenes; Ursolic Acid; Vanillic Acid

A hydroacetone extract was prepared from seeds of Phoenix dactylifera L. var. Khalas, which is an industrial by-product of date processing. The proanthocyanidin nature of the extract (coded as DTX) was characterized by phytochemical and nuclear magnetic resonance (NMR) analyses. The total phenol/proanthocyanidin content and antioxidant activity of DTX were estimated by Folin-Ciocalteu, vanillin-sulfuric acid, and 2,2-diphenyl-1-picrylhydrazyl (DPPH) assays, respectively. The hepatorenal protective activity of DTX was evaluated using CCl4-induced toxicity model in rats, in comparison with silymarin (SYL). Results of the histopathological examination and measurements of various hepatorenal serum indices and tissue biochemical markers demonstrated that DTX displayed marked protective potential against CCl4-induced liver and kidney injury at 100 mg/kg/rat. Relative to the control CCl4-intoxicated group, pretreatment with DTX significantly (P<.001) suppressed the elevated serum levels of alanine aminotransferase and aspartate aminotransferase (ALT and AST), alkaline phosphatase (ALP), γ-glutamyl transferase (GGT), total cholesterol (TC), low-density lipoprotein cholesterol (LDL-C), bilirubin, creatinine, and calcium, whereas it significantly (P<.001) increased the diminished serum levels of high-density lipoprotein cholesterol (HDL-C) and total protein (TP). Moreover, DTX significantly decreased malondialdehyde (MDA) formation and increased TP synthesis in hepatorenal tissues compared with the intoxicated control. The improvement in biochemical parameters by DTX was observed in a dose-dependent manner and confirmed by restoration of normal histological features. The acute toxicity test of DTX in rats revealed safety of the extract. This study reveals that DTX enhances the recovery from xenobiotics-induced toxicity initiated by free radicals.

Topics: Animals; Antioxidants; Biomarkers; Biphenyl Compounds; Carbon Tetrachloride; Chemical and Drug Induced Liver Injury; Kidney Diseases; Liver; Male; Phenols; Phoeniceae; Phytotherapy; Picrates; Plant Extracts; Proanthocyanidins; Rats, Wistar; Seeds

Bioassay-guided fractionation of the roots of Myrica adenophora led to isolation of 24 known compounds and hitherto unknown compounds, including three A-type proanthocyanidins [adenodimerins A-C], two esters of sucrose [myricadenins A and B ], and the phenolic glycoside 6'-O-galloyl orbicularin. Spectroscopic analyses were used to determine their structures. Adenodimerin A, myricananin C, and myricetin showed strong 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activities, with SC50 values of 7.9, 16.3, and 15.9 μM, respectively. Adenodimerin A, myricanone, myricananin C, (-)-myricanol, myricanol 11-O-β-D-glucopyranoside, and myricetin showed stronger 2,2'-azino-bis-3-ethylbenzthiazoline-6-sulphonic acid (ABTS) radical scavenging activities than the positive control, with SC50 values of 7.5, 19.6, 12.0, 22.3, 19.6, and 15.6 μM, respectively. 5-Deoxymyricanone, porson, 12-hydroxymyricanone (-)-myricanol, and (+)-galeon exhibited anti-tubercular activity against Mycobacterium tuberculosis H37Rv in vitro and MICs values of 25.8, 40.0, 35.8, 30.0, and 15.0 μg/mL, respectively. Myricadenin A, myricanone, myricananin C, and (-)-myricanol exhibited anti-inflammatory activities in the iNOS assay with EC50 values of 18.1, 1.00, 13.0, and 7.5 μM, respectively.

Topics: Antioxidants; Biphenyl Compounds; Diarylheptanoids; Flavonoids; Free Radical Scavengers; Glycosides; Molecular Structure; Myrica; Picrates; Plant Roots; Proanthocyanidins

Increasing demand for more jujube (Ziziphus jujube Mill.) production requires understanding the specific fertilization needs of jujube trees. This study was conducted to compare fruit yields, phenolic profiles and antioxidant activity of jujube in response to different fertilizers. Application of organic fertilizer appeared to enhance the phenolics and antioxidant activity accumulation of jujubes, compared to conventional fertilized jujubes. Amongst inorganic fertilizers, supplemental potassium as an individual nutrient improved the accumulation of phenolics in jujubes. Our results demonstrate that phenolics levels and antioxidant activity of jujube can be manipulated through fertilizer management and tracked by following proanthocyanidin concentrations. In a practical production context, the combination of organic fertilizers and inorganic fertilizers such as more supplemental individual potassium, and less supplemental individual nitrogen and phosphorus, might be the best management combination for achieving higher phenolic concentration, stronger antioxidant activity and a good harvest.

Topics: Ascorbic Acid; Benzothiazoles; Biphenyl Compounds; Fertilizers; Flavonoids; Free Radical Scavengers; Free Radicals; Fruit; Oxidation-Reduction; Phenols; Picrates; Proanthocyanidins; Sulfonic Acids; Ziziphus

Phenolic extracts of 4 Vigna species of legumes (mung bean, moth bean, and black and red varieties of adzuki beans) were evaluated for phenolic contents, antioxidant activities, and inhibitory properties against α-glucosidase and pancreatic lipase. Results showed that adzuki bean varieties contain higher phenolic indexes than mung bean and moth beans. Adzuki bean (black) variety was found to be the most active 2,2'-diphenyl-1-picrylhydrazyl and superoxide anion scavenger. However, the hydrogen peroxide scavenging and metal chelating abilities were significantly higher in adzuki bean (red) variety. Mung bean exhibited least antioxidant activities in all the methods tested. Phenolic extracts from these legumes also showed distinct variations in the inhibition of enzymes associated with hyperglycemia and hyperlipidemia. Inhibitory activities of all the extracts against lipase were found to be more potent than α-glucosidase. Although, α-glucosidase inhibitory activity was superior in the black variety of adzuki bean (IC(50,) 26.28 mg/mL), both adzuki bean varieties (black and red) along with moth bean showed strong inhibitory activities on lipase with no significant difference in their IC(50) values (7.32 to 9.85 mg/mL). These results suggest that Vigna species of legumes are potential source of antioxidant phenolics and also great sources of strong natural inhibitors for α-glucosidase and lipase activities. This information may help for effective utilization of these legumes as functional food ingredients for promoting health. Practical Application:  Vigna species of legumes are good sources of phenolic antioxidants and strong natural inhibitors of enzymes associated with diabetes and obesity. Therefore, utilization of these legumes in the development of functional foods with increased therapeutic value would be a significant step toward health promotion and wellness.

Topics: alpha-Glucosidases; Animals; Anthocyanins; Antioxidants; Biphenyl Compounds; Fabaceae; Glycoside Hydrolase Inhibitors; Inhibitory Concentration 50; Lipase; Oxidation-Reduction; Pancreas; Phenols; Picrates; Plant Extracts; Proanthocyanidins; Swine

To investigate the antibacterial and antioxidant activities of hydroalcoholic extract of Schotia latifolia (S. latifolia) bark commonly used in South Africa traditional medicine for the treatment of various ailments.. The antibacterial test and MIC was determined by using agar well diffusion and dilution methods respectively against eight strains of bacteria. The total phenol, proanthocyanidin and flavonoid contents of S. latifolia were assessed using standard methods. The antioxidant activity of the extract was evaluated using ferric reducing power and the free radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2'-azino-bis-3-ethylbenzothiazoline-6-sulfonic-acid (ABTS), nitric oxide (NO), hydrogen peroxide (H(2)O(2)) and lipid oxidation (LO).. The antibacterial activity demonstrated an appreciable effect against all the gram positive bacteria at MIC between 0.016 and 10 mg/mL while that of gram negative bacteria was above 10 mg/mL. The plant extract exhibited high concentration of proanthocyanidin [(300.00±0.10) mg CE/g], followed by flavonoid [(12.46±0.04 mg) TE/g] and phenol [(11.06±0.03) mg QE/g] contents. Similarly, the extract at 0.5 mg/mL scavenges DPPH, ABTS, H(2)O(2), LO and NO by 87.55%, 89.47%, 77.15%, 86.48% and 77.75% of the radicals respectively. The reducing power was also found to be concentration dependent.. Our data suggest that S. latifolia extract has antibacterial and antioxidants activity and thus could be used as alternative therapy against antibiotic resistance bacteria and to prevent many radical related diseases.

Topics: Anti-Bacterial Agents; Antioxidants; Benzothiazoles; Biphenyl Compounds; Drug Resistance, Bacterial; Flavonoids; Free Radical Scavengers; Gram-Negative Bacteria; Gram-Positive Bacteria; Humans; Hydrogen Peroxide; Lipid Peroxidation; Nitric Oxide; Phenols; Picrates; Plant Bark; Plant Extracts; Proanthocyanidins; Sulfonic Acids; Thiazoles; Trees

The antioxidant potential of wild strain of Lingzhi or Reishi medicinal mushroom Ganoderma lucidum from Central Himalayan Hills (2000 m MSL) was evaluated, and compared with its in vitro cultured mycelia grown on malt extract broth in the laboratory. Antioxidant activities of both wild and cultivated G. lucidum in terms of IC₅₀ (mg/ mL) were determined against different in vitro radical systems such as DPPH (1, 1-diphenyl-2-picrylhydrazyl), ABTS [2,2'-azinobis (3-ethylenebenzothiazoline-6-sulphonic acid)] and hydroxyl radicals, in addition to ferric reducing antioxidant power assay. Polyphenol contents were also determined, in order to assess their effects on the antioxidant activity of extracts. All the extracts showed significant antioxidant activity, and maximum scavenging was observed in the case of methanolic extracts of wild G. lucidum with minimum IC50 values 0.953 ± 0.040, 0.690 ± 0.014 and 3.295 ± 0.027 mg/mL, respectively, for DPPH, ABTS, and hydroxyl radicals. The efficacy of wild G. lucidum as a rich source of natural antioxidant was established for nutraceutical development.

Topics: Antioxidants; Benzothiazoles; Biphenyl Compounds; Flavonoids; Flavonols; Ganoderma; Hydroxyl Radical; India; Iron Compounds; Oxidation-Reduction; Phylogeny; Picrates; Polyphenols; Proanthocyanidins; Sulfonic Acids; Thiazoles

Phytochemical investigation of the ethyl acetate fraction of the methanol extract of the leaves of Ixora coccinea led to the isolation and identification of an A-type trimeric proanthocyanidin epicatechin-(2β→O→7, 4β→8)-epicatechin-(5→O→2β, 6→4β)-epicatechin named ixoratannin A-2 along with seven known compounds, epicatechin, procyanidin A2, cinnamtannin B-1, and four flavon-3-ol rhamnosides viz: kaempferol-7-O-α-L-rhamnnoside, kaempferol-3-O-α-L-rhamnoside, quercetin-3-O-α-L-rhamnopyranoside, and kaempferol-3,7-O-α-L-dirhamnoside. The structures were elucidated by the application of IR, UV, MS, 1D-, and 2D-NMR spectroscopic analyses and by comparison with literature data. Antioxidant evaluation of isolated compounds revealed that ixoratannin A-2 and cinnamtannin B-1 were the most active compounds in DPPH, inhibition of lipid peroxidation and nitric oxide radical scavenging assays. Antibacterial activities were assessed by means of agar-diffusion assays using Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Bacillus subtilis. All tested compounds inhibited the growth of B. subtilis, while only epicatechin and quercetin-3-O-α-L-rhamnopyranoside inhibited the growth of E. coli.

Topics: Anti-Bacterial Agents; Antioxidants; Bacillus subtilis; Biphenyl Compounds; Escherichia coli; Free Radical Scavengers; Glycosides; Lipid Peroxidation; Microbial Sensitivity Tests; Molecular Structure; Nigeria; Nitric Oxide; Nuclear Magnetic Resonance, Biomolecular; Picrates; Plant Leaves; Proanthocyanidins; Pseudomonas aeruginosa; Rubiaceae

The antioxidant potential of ethanol extracts from defatted Bokbunja seed wastes generated during wine processing were estimated by radical scavenging abilities (DPPH(*), H(2)O(2), and O(2)(*-)), retardation of lipid oxidation, and iron ion-chelating characteristics. For comparison, ethanol extracts from seeds of fresh ripe Bokbunja fruits were also used. The ethanol extracts from the wine seed waste always showed higher scavenging activities against DPPH(*), H(2)O(2), and O(2)(*-) than those from the fresh seeds. The oxidation of linoleic acid in dimethylsulfoxide at 105 degrees C revealed that the kinetic behavior clearly obeyed pseudo-zero-order regardless of the linoleic acid concentration. The Fe(II)-chelating capacity was determined by the Freundlich isotherm. The results showed high potential and favorability of the two extracts for Fe(II) chelation. The Freundlich chelation capacities (mg(1-1/n)L(1/n)/g) of both ethanol extracts from seeds of fresh Bokbunja and wine processing wastes, tannic acid, and proanthocyanidin from Pinus radiata bark were 100, 224, 260, and 307, respectively. The Fe(III)-chelating properties of the ethanol extracts were considered to be deeply associated with its 3',4',5'-trihydroxyl (galloyl) group as with tannic acid.

Topics: Antioxidants; Biotechnology; Biphenyl Compounds; Chelating Agents; Ethanol; Free Radical Scavengers; Hydrazines; Hydrogen Peroxide; Iron; Linoleic Acid; Lipids; Oxygen; Picrates; Proanthocyanidins; Seeds; Tannins; Wine

Jamapa bean is a black Phaseolus vulgaris variety rich in condensed tannins, anthocyanins and flavonols with interesting biological activities. The objective of this work was to evaluate the antiradical capacity (ARC) of a Jamapa bean methanolic extract (BME) and some of the proanthocyanidin-rich fractions derived from it, using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. The effect of the BME on some proteins involved in apoptosis on HeLa cells was also evaluated. A strong correlation between proanthocyanidin concentration in BME and antiradical capacity was found, suggesting that these compounds contribute significantly to antiradical activity. BME was a better radical scavenger than butylated hydroxytoluene (45.6 and 33.9% ARC at 400 microM, respectively). Two proanthocyanidin-rich fractions obtained after a preliminary separation of the BME using Toyopearl (TP4 and TP6) exhibited a higher antiradical activity than the parent extract. The treatment of HeLa cells with 35 microg BME/ml/24 h increased the expression of Bax and Caspase-3, pro-apoptotic proteins (6.13 and 1.2 times for Caspase-3 and Bax, respectively). The mechanism of action of some proteins involved in apoptosis was also evaluated, and the results suggest that black Jamapa bean could be an important source of polyphenolic compounds with potential biological use as antioxidant and anticancer agents.

Topics: Apoptosis; Biphenyl Compounds; Dose-Response Relationship, Drug; Free Radical Scavengers; HeLa Cells; Humans; Hydrazines; Phaseolus; Picrates; Plant Extracts; Proanthocyanidins

The bark of the tree Burkea africana is used medicinally in large areas of sub-Saharan Africa. The constituents responsible for its putative activity are not well known. We have investigated the bark of B. africana for antioxidant and radical scavenging activity. A hydroethanol bark extract showed high activity, and most of this activity was located in semipolar fractions of the extract. From chromatographic purification and spectroscopical structure studies, we conclude that the active constituents are proanthocyanidins. Two major components appear to be fisetinidol-(4alpha- --> 8)-catechin 3-gallate and bis-fisetinidol-(4alpha- --> 6, 4alpha- --> 8)-catechin 3-gallate. The latter compound is a new natural product. Smaller amounts of monomeric flavan-3-ols (catechin, epicatechin and fisetinidol) were also found.

Topics: Animals; Anthocyanins; Antioxidants; Bepridil; Biphenyl Compounds; Brain; Catechin; Cattle; Fabaceae; Free Radical Scavengers; Lipid Peroxidation; Lipoxygenase Inhibitors; Magnetic Resonance Spectroscopy; Medicine, African Traditional; Molecular Structure; Picrates; Plant Bark; Plant Extracts; Proanthocyanidins