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PubMedDate not supplied

[Effect of vegetable polyphenols on the level of glycogen in the tissues and glucose in the blood of starving rabbits].

The paper deals with the effect of galascorbin and polyphenol preparations obtained from oats and birch buds on the content of glycogen in the tissues and that of glucose in the blood of fasting rabbits. It is shown that introduction of P-vitamin preparations under study into the organism of fasting animals favours the preservation of glycogen content in the liver, skeletal and heart muscles. The level of glucose preserved in blood with administration of galascorbin and polyphenol preparations from oats and birch buds was 27, 36 and 34% of the control, respectively.

Animals↗

PubMed2003

Effect of red wine and wine polyphenol resveratrol on endothelial function in hypercholesterolemic rabbits.

The effect of red wine and wine polyphenol resveratrol on endothelial function was investigated in experimental hypercholesterolemic rabbits. Endothelial function as measured by flow-mediated dilation (FMD) in the femoral artery was 19.28+/-2.81% in control animals fed a regular diet. In contrast, rabbits fed a high-cholesterol (1.5%) diet showed a reduced endothelial function, as revealed by a 25% reduction in the measured FMD. Intragastric feeding of resveratrol (3 mg/kg/day), red wine (4 ml/kg/day), dealcoholized red wine (4 ml/kg/day), for 12 weeks in hypercholesterolemic rabbits significantly mitigated the reduction in endothelial function, and resulted in FMD values of 14.52+/-0.60, 18.95+/-2.30, 17.58+/-1.43, and 18.80+/-3.94%, respectively. Measurement of plasma endothelin 1 (ET-1) and nitric oxide (NO) levels showed that feeding a high-cholesterol diet significantly increased plasma ET-1 levels (from 51.4+/-17.6 to 96.9+/-24.3 pg/ml), and decreased plasma NO concentration (from 104.6+/-18.5 to 67.7+/-16.1 pg/ml). With administration of resveratrol, red wine, or dealcoholized red wine, plasma ET-1 levels statistically decreased, in parallel with a significant elevation in NO levels. These results provide in vivo evidence suggesting that resveratrol and red wine improve endothelial function, which may be one of the mechanisms by which this red wine polyphenol exerts its alcohol-independent cardioprotective effects.

Administration, Oral↗

PubMed2004

[Suppression of apple polyphenol oxidase by double-stranded RNA (RNAi)].

Antisense and sense gene fragments (710 base pairs) of apple polyphenol oxidase (APPO) gene were obtained by RT-PCR amplification, using the total RNAs isolated from ripen apple fruit as the template. These two fragments were ligated with a 1000 bp spacer, YYT (crtW+crtY fusion) gene, which is relative to carotenoid synthesization in subcocci. The full-length 2446 bp-target gene was then inserted into plant binary vector pYPX145 to generate the recombinant plasmid pYF7704, which carried the expression unit, of APPO dsRNA. pYF7704 was transformed to apple (Malus x domestica) var. Red Fuji via agrobacterium tumefaciens mediated leaf disc transformation. With the selection of Karamycin and GUS detection assays, transgenic shoots of A PPO dsRNA were obtained. The results of FQ-RT-PCR indicated that APPO mRNA level was suppressed to 91.69% in transgenic shoots compared to wide shoots. The data suggested that dsRNAi technology on apple polyphenol oxidase is feasible to be utilized in transgenic shoots.

Agrobacterium tumefaciens↗

PubMed1992

Inhibition of skin tumor promoter-caused induction of epidermal ornithine decarboxylase in SENCAR mice by polyphenolic fraction isolated from green tea and its individual epicatechin derivatives.

Green tea, next to water, is the most popular and commonly consumed beverage in the world, especially in eastern countries. In prior studies we have shown that the polyphenolic fraction isolated from green tea (GTP) exerts antigenotoxic effects in various mutagenicity test systems (Mutat. Res., 223: 273-285, 1989) and that its topical application or oral feeding in drinking water protects against polycyclic aromatic hydrocarbon-induced skin tumor initiation and complete carcinogenesis in SENCAR and BALB/c mice [Cancer Lett., 42: 7-12, 1988; Carcinogenesis (Lond.), 10: 411-415, 1989] and UV B radiation-induced photocarcinogenesis in SKH-1 hairless mice [Carcinogenesis (Lond.), 12: 1527-1530, 1991]. In the present study we assessed the effect of skin application of GTP to SENCAR mice on 12-O-tetradecanoylphorbol-13-acetate (TPA) and other skin tumor promoter-caused induction of epidermal ornithine decarboxylase (ODC) activity. Topical application of GTP to mouse skin inhibited TPA-induced epidermal ODC activity in a dose-dependent manner. The inhibitory effect of GTP was also dependent on the time of its application relative to TPA treatment. Maximum inhibitory effect was observed when GTP was applied 30 min prior to topical application of TPA. GTP application to animals also inhibited the induction of epidermal ODC activity caused by several structurally different mouse skin tumor promoters. In order to identify which of the specific epicatechin derivatives present in GTP is responsible for these inhibitory effects, they were isolated from GTP and evaluated for their inhibitory effects against TPA-caused induction of epidermal ODC activity. Among these, (-)epigallocatechin-3-gallate (EGCG), which was the major constituent present in GTP by weight, exerted the maximum inhibition. EGCG also showed greater inhibitory effects against TPA-caused induction of epidermal ODC activity when compared with several other naturally occurring polyphenols. The results of this study suggest that GTP, specifically its epicatechin derivative EGCG, could provide anti-tumor-promoting effects against a wide spectrum of skin tumor promoters.

Animals↗

PubMed1991

Activation of polyphenol oxidase by polyamines.

Latent polyphenol oxidase was extracted and partially purified from grape cell suspension cultures. The enzyme was shown to be activated by polyamines. Activation of the enzyme increased with increasing polyamine concentrations and half-maximal activation was in the order of 8mM. Kinetic parameters, Km and Vm, were also calculated for the latent and activated enzymes. The activating effect of polyamines was studied at different pH values. Optimum pH was 4.5 for latent and activated enzymes. However, the highest degree of activation was obtained at pH 5. Activation caused a higher sensitivity of polyphenol oxidase to pH and temperature. The ability of polyamines to activate the enzyme may suggest a limited conformational change.

Catechol Oxidase↗

PubMed1991

Molecular diversity of marine glues: polyphenolic proteins from five mussel species.

Adhesive polyphenolic proteins have been purified and characterized from the feet of five marine mussels (Brachidontes exustus, Modiolus modiolus squamosus, Mytella guyanensis, Septifer bifurcatus, and Trichomya hirsuta). All five proteins contain high levels of 3,4-dihydroxyphenylalanine (DOPA), lysine, glycine, and serine or threonine. All but B. exustus also contain high levels (> or = 10%) of proline or 4-hydroxyproline. The polyphenolic proteins of all the mussels have repeated sequences of the motif X1-Y*-X2-Y*-X3-K, where Y* denotes tyrosine or DOPA. In two species (S. bifurcatus and B. exustus), X2 represents 3 amino acids (frequently glycine) and X3 is absent. M. guyanensis is similar except that X2 is reduced to 2 amino acids. In T. hirsuta and M. m. squamosus, however, X2 is absent and X3 occurs as alanine or hydroxyproline. All proteins share approximately equimolar proportions of tyrosyl- and lysyl-derived residues. Although all of the mussels examined thus far are adhesively opportunistic with respect to substratum type, a rigidly invariant sequence does not appear to be necessary for achieving this.

Amino Acid Sequence↗

PubMed1990

Cellular control of IgE induction by a polyphenol-rich compound. Preferential activation of Th2 cells.

The polyphenol group rutin (R) appears to influence isotype expression, because R-BSA conjugates induce anti-BSA responses in mice that show a significant decrease in hemagglutinating antibodies (HA) to BSA, as compared to mice immunized with BSA. However, the level of IgE antibodies to BSA is unaltered. To determine if suppressor cells for isotypes other than IgE are induced by R-BSA, cell transfers were performed. The results were consistent with the view that the decrease in HA titer to BSA in R-BSA immunized mice is not due to the activation of suppressor cells for isotypes other than IgE. Inasmuch as the IgE response in mice is associated with the production of IL-4 by Th2 cells, we analyzed the factors produced by spleen cells cultured with R-BSA. We found that supernatant from spleen cells cultured with R-BSA contained IL-4 as determined by the enhanced expression of Fc epsilon R (CD23) on B cells. This enhancement was inhibited by 11B11, the anti-IL-4 mAb. IL-2, a product of Th1 cells, was not detected in these supernatants. Moreover, IL-4 mRNA, but not IL-2 mRNA, was detected by Northern blot analysis of RNA from spleen cells cultured with R-BSA. Taken together the data suggest that the polyphenol containing compounds preferentially activate Th2 cells, thereby favoring IgE production.

Animals↗

PubMedDate not supplied

[Effect of ascorbic acid and oat polyphenols on respiration and oxidative phosphorylation in liver mitochondria in alloxan diabetic rats].

30 mg of ascorbic acid and 80 mg of dry oats extracts were administered to rats with alloxan diabetes during a day per 1 kg of live weight. Administration of these preparations during 6, 12 and 24 days prevents the uncoupling action of respiration and oxidative phosphorylation, that was observed in the rats with alloxan diabetes which were not given ascorbic acid and oats polyphenols. The P/O coefficient on the alloxan diabetes rats on the 6, 12 and 24 days was 1.32 +/- 0.027; 1.26 +/- 0.013; 1.22 +/- 0.18, respectively; in the rats which were given ascorbic acid and oats polyphenols to P/O coefficient was 1.85 +/- 0,026, 1.80 +/- 0.024 and 1.75 +/- 0.028, respectively.

Animals↗

PubMed1983

Inhibition of the oestradiol-induced increase in adenohypophyseal weight and in hypothalamic and serum polyphenol oxidase activity by dopaminergic agonists.

The administration of oestradiol (oestradiol benzoate as an aqueous microcrystal suspension, Agofolin depot SPOFA, 1 mg i.m. twice a week) leads in rats to an increase in adenohypophyseal weight and in polyphenol oxidase activity in the serum (ceruloplasmin) and in the base of the brain (the floor of the third ventricle). The simultaneous peroral administration of the ergoline derivatives D-6-methyl-8-ergoline-(i)-yl acetic acid amide (Deprenon SPOFA) or N-(D-6-methyl-8-isoergolenyl)-N',N'-diethyl carbamide hydrogen maleate (lisuride, Lysenyl SPOFA) in a dose of 200 micrograms/rat/day markedly inhibited all three reactions. The two derivatives were equally effective. Inhibition of the increase in hypothalamic polyphenol oxidase activity, with resultant reduced disintegration of hypothalamic dopamine, may play a role in the mechanism of inhibition of the pituitary reaction to oestradiol caused by dopaminergic agonists. The agonists can also, of course, act like dopamine in the adenohypophysis itself.

Animals↗

PubMed1980

Determination of thiamine modification by polyphenols using K3Fe(CN)6, HgCl2 and CNBr.

The reaction between thiamine (37 micro M) and polyphenols (74 micro M) at 60 degrees, pH 7.4, is without an extremely rapid initial phase. The time-course of reaction is hyperbolic and the log [thiamine] vs time plots pseudo-first order with respect to thiamine. A tentative mechanism is proposed for the reaction after considering results with free radical scavengers and reducing agents together with previous data. As a by-product of the study, CNBr emerges as a better reagent than HgCl2 and K3Fe(CN)6 for thiochrome formation in the presence of polyphenols and reducing agents.

Chemical Phenomena↗

PubMed1980

Kinetics of thiamine-polyphenol interactions and mechanism of thiamine disulphide formation.

Interactions between thiamine and antithiamine polyphenolic compounds exhibit similar pseudo-first order rate constants and Arrhenius activation energy. Probably, hydroxide ions open the thiazole moiety of thiamine to give a sulphydryl derivative existing in equilibrium with thiamine. Ionization and air oxidation of the polyphenols yield oxidized forms which may be quinones and others. Catalytic and rapid oxidation by the quinones lead to formation of thiamine disulphide from the sulphydryl derivative shifting the equilibrium away from thiamine.

3,4-Dihydroxyphenylacetic Acid↗

PubMed1993

The inhibitory effect of Chinese tea and its polyphenols on in vitro and in vivo N-nitrosation.

The objective of this study is to evaluate the possible role of Chinese tea as a natural inhibitor of N-nitrosation, and to compare the relative inhibitory potency of various kinds of Chinese tea in vitro and in vivo. Studies on the inhibitory effect of 145 samples of Chinese tea on the formation of N-nitrosomorpholine (NMOR) showed that the inhibitory potency of the 7 types of Chinese tea differed greatly, the average blocking rate of green tea (89.04%, n = 60), crush, tear, and curl (CTC) black tea (86.99%, n = 13), brick tea (85.40%, n = 7), jasmine tea (84.99%, n = 21), Oolong tea (82.37%, n = 9), sun-dried tea (61.99%, n = 13) and Chinese Gongfu black tea (54.98%, n = 22), were positively correlated with their polyphenols contents. The inhibitory effect of green tea and black tea on endogenous N-nitrosation was also confirmed in 3 human volunteer experiments. Drinking tea after meal had a greater effect than drinking it before meal. It is concluded that Chinese tea can exert a relatively strong inhibitory potency for N-Nitroso compounds (NOC) formation both in vitro and in humans, and the active constituents may be related to their polyphenols contents, especially the tea catechin derivatives. The results also demonstrated that the amounts of NMOR formed in vitro depended on the molecular structure of tea catechin derivatives and their molar ratios to nitrite.

Adult↗

PubMed2000

Anticarcinogenic effect of a polyphenolic fraction isolated from grape seeds in human prostate carcinoma DU145 cells: modulation of mitogenic signaling and cell-cycle regulators and induction of G1 arrest and apoptosis.

There is an increasing interest in identifying potent cancer preventive and therapeutic agents against prostate cancer (PCA). In a recent study, we showed that a polyphenolic fraction isolated from grape seeds (hereafter referred to as GSP) that is substantially rich in antioxidant procyanidins exerts exceptionally high preventive effects against tumorigenesis in a murine skin model. In the present study, we investigated the anticarcinogenic effect of GSP against PCA by employing DU145 human prostate carcinoma cells. GSP treatment (10-100 microg/mL doses for 2-6 d) of cells resulted in a highly significant (P < 0.01-0.001) inhibition of cell growth in both dose- and time-dependent manner. Compared with the vehicle, 2 d of GSP treatment resulted in 27, 39, and 76% growth inhibition at 50, 75, and 100 microg/mL doses, respectively, whereas 28-97% and 12-98% inhibition was evident at 10-100 microg/mL doses of GSP after 4 and 6 d of treatment, respectively. These doses of GSP also resulted in dose- and time-dependent cell death (6-50%, P <0.1-0. 001) that was later characterized as apoptotic death. In molecular mechanistic studies, treatment of DU145 cells with GSP at 25-75 microg/mL doses for 24, 48, and 72 h resulted in 77-88%, 65-93%, and 38-98% reduction, respectively (P < 0.001), in phospho-extracellular signal-regulated protein kinase (ERK) 1 and 78%, 19-76%, and 63-71% reduction (P < 0.1-0.001) in phospho-ERK2 levels, respectively. In other studies, similar doses of GSP showed up to 1.9-fold increases in Cip1/p21 and a significant (P < 0.001) decrease in cyclin-dependent kinase (CDK) 4 (up to 90% decrease), CDK2 (up to 50% decrease), and cyclin E (up to 60% decrease). GSP treatment of DU145 cells also resulted in a significant (P < 0.001) G1 arrest in cell-cycle progression in a dose-dependent manner. The growth-inhibitory and cell-death effects of GSP were also observed in another human PCA line, LNCaP. Together, these results suggest that GSP may exert strong anticarcinogenic effect against PCA and that this effect possibly involves modulation of mitogenic signaling and cell-cycle regulators and induction of G1 arrest, cell-growth inhibition, and apoptotic death. Mol. Carcinog. 28:129-138, 2000.

Adenocarcinoma↗

PubMed2000

Chemistry and function of vegetable polyphenols with high molecular weights.

Structure and function of polypehnols with high molecular weights (tannins) were briefly reviewed to better understand the significance of polyphenol-rich foods and beverages. In a survey of bioactive ellagiannins with a macrocyclic structure and/or a gluconic acid core, some new oligomeric ellagitannins (eucarpanins and elaeagnatins) have been found in species of Myrtaceae and Elaeagnaceae, and their structures were elucidated by spectroscopic and chemical methods. Cytotoxic activity against human oral tumor cell lines and antibacterial activity against Helicobacter pylori have been evaluated for the ellagitannins obtained from both plants, and related compounds. The macrocyclic dimers, oentothein B, camelliin B and woodfordin C showed a remarkable cytotoxicity against human oral squamous cell carcinoma, but not against normal cells. These active tannins induced apoptosis of tumor cells. A potent antibacterial activity against Helicobacter pylori was exhibited by monomeric ellagitannins such as tellimagrandin I and stricitinin.

Anti-Bacterial Agents↗

PubMed2004

Antioxidative polyphenols from berries of Pimenta dioica.

The ethyl acetate-soluble part of allspice, berries of Pimenta dicica, showed strong antioxidant activity and radical-scavenging activity against 1,1diphenyl-2-picrylhydrazl (DPPH) radical. From the ethyl acetate-soluble part, two new compounds, 5-galloyloxy-3-4-dihydroxypentanoic acid and 5-(5-carboxmethyl-2-oxocyclopenty)3Z-penteny 6-O-galloy-beta-D-glucoside were isolated together with 11 known polyphenols by repeated column chromatography. Their structures were elucidated on the basis of MS and various NMR spectroscopic data. All isolated compounds were evaluated for antioxidative effects on oxidation of methyl linoleate under aeration and heating, anf on peroxidation of liposome induced by 2-2'-azobis-(2-amidinopropane)dihydrocloride (AAPH) as water-soluble initiator along with their radical-scavenging activity against DPPH. Quercetin and its glycoside showed remarkable activity for scavenging DPPH radical and inhibiting peroxidation of liposome. Two new compounds also exhibited strong DPPH radical-scavenging activity and inhibitory effect on the peroxidation od liposome as myricetin.

Antioxidants↗

PubMed2006

Assessment of the polyphenolic composition of the organic extracts of Mauritian black teas: a potential contributor to their antioxidant functions.

There is increasing interest in the emerging view that tea improves the antioxidant status in vivo and thereby helps to lower risk of certain types of cancer, coronary heart disease and stroke and its component biofactors could provide prophylactic potential for these diseases. The polyphenolic composition and the antioxidant properties of organic extracts (acetone/methanol) of Mauritian commercial black teas were evaluated. HPLC data of the individual compounds revealed remarkably high levels (+)-Catechin ((+)-C), (-)-epicatechin ((-)-EC), (-)-epicatechin 3-gallate ((-)-ECG), (-)-epigallocatechin ((-)-EGC), (-)-epigallocatechin 3-gallate ((-)-EGCG) and gallic acid. Analysis of hydrolysed extracts indicated that quercetin was the dominant flavonol aglycone with traces of myricetin and kaempferol. Based on the Ferric Reducing Antioxidant Power (FRAP) and the Trolox Equivalent Antioxidant Capacity (TEAC) assays Extra tea from Bois Chéri exhibited the highest antioxidant potential. Linear regression analyses showed that the antioxidant capacities of the organic extracts are strongly influenced by total phenols (TEAC: r=0.95 and FRAP: r=0.96) and to a lesser extent by total proanthocyanidin and total flavonoid contents. Catechins and gallic acid seem to add up to the overall antioxidant capacity of black tea extracts. The fresh tea leaves had high levels of total phenols, total flavonoids, total proanthocyanidin and exhibited greater antioxidant potential when compared with black teas. Organic extracts of endemic teas represent useful source of phenolic antioxidants supplements for prophylactic use.

Antioxidants↗

PubMed2006

Polyphenolic profile characterization of Agrimonia eupatoria L. by HPLC with different detection devices.

Liquid chromatography coupled to diode array and electrospray ionization mass spectrometry detection was used to establish the polyphenolic profile of an ethyl acetate fraction from Agrimonia eupatoria L. aqueous-alcoholic extract. Additionally, an HPLC technique with post-column derivatization by p-dimethylaminocinnamaldehyde was employed for the selective detection and quantification of flavan-3-ols. Important information was obtained by combining the data of these two HPLC techniques. Flavan-3-ols (catechin and procyanidins B1, B2, B3, B6, B7, C1, C2 and epicatechin-epicatechin-catechin), quercetin 3-O-glucoside, quercetin 3-O-galactoside, kaempferol 3-O-glucoside, kaempferol 3-O-(6''-O-p-coumaroyl)-glucoside, apigenin 6-C-glucoside and various phenolic acids were identified. Antioxidant activity of the Agrimonia eupatoria L. fraction containing these compounds was assessed through the 1,1-diphenyl-2-picrylhydrazyl, trolox equivalent antioxidant capacity and thiobarbituric acid reactive substances methods. Significant activity was observed for this fraction, where compounds with recognized antiinflammatory properties such as procyanidins, kaempferol 3-O-(6''-O-p-coumaroyl)-glucoside and quercetin glycosides were identified for the first time. These results are predictive of the beneficial effects of this fraction, or some of its compounds, in human health, as possible anti-inflammatory drug.

Agrimonia↗

PubMed2004

Polyphenols from Polygala spp. and their antioxidant activity.

Members of Polygalaceae are known to contain a variety of different polyphenolic compounds such as xanthones, flavonoids, and biphenyl derivatives. Here, we report the isolation and structural characterization of two new phenol derivatives, named alpestrin (= 3,3',5'-trimethoxy[1,1'-biphenyl]-4-ol; 10) and alpestriose A (= 6-O-benzoyl-1-O-{6-O-acetyl-3-O-[(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-beta-D-fructofuranosyl}-alpha-D-glucopyranoside; 11), and of four known compounds (12-15) from the MeOH extract of Polygala alpestris. The relative in vitro antioxidant activities of these compounds, in comparison with other phenolic substances from Polygala vulgaris, were evaluated by means of the Briggs-Rauscher (BR) oscillating reaction, a method based on the inhibitory effects of antioxidant free-radical scavengers. The experimental antioxidant-activity values (relative to resorcinol as a standard) were compared with those calculated on the basis of the bond-dissociation enthalpies. The structure/activity relationships for the compounds examined are also discussed.

Antioxidants↗