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PubMed2006

Monomers of condensed tannins affect the larval exsheathment of parasitic nematodes of ruminants.

The current control of parasitic nematodes in small ruminants relies on the use of chemical anthelmintics, but the development of resistance requires research in alternatives. Bioactive plants represent one of those solutions. Previous results suggest that plants rich in condensed tannins (CTs) might have direct anthelmintic effects. However, the relationships between the biochemistry of active compounds and the mechanisms of action remain to be elucidated. Therefore, this study examined in vitro the effects of different CT monomers on the exsheathment of infective larvae for two nematode species. Monomers of prodelphinidins were more potent inhibitors of exsheathment than those of procyanidins. More severe inhibition was also found with galloyl derivatives. These results suggest that the number of free hydroxy groups of CT monomers is a key factor in interactions with parasite larvae. Comparison of effects between the two nematodes suggests different susceptibility to monomers depending on species, which might be related to the protein composition of sheaths.

Animals↗
PubMed1998

Tannins, flavonol sulfonates, and a norlignan from phyllanthus virgatus

Investigation of the constituents of Phyllanthus virgatus has led to the isolation of five new compounds, including a norlignan, 2-(3, 4-methylenedioxybenzyl)-4-(3,4-methylenedioxyphenyl)-3-butyne-1, 2-diol named virgatyne (1); a hydrolyzable tannin, virganin (2); and three flavonoid sulfonates, galangin-8-sulfonate (4), galangin-3-O-beta-D-glucoside-8-sulfonate (5), and kaempferol-8-sulfonate (6). Their structures were established by spectral and chemical methods.

Journal Article↗
PubMed1996

Digestion of 14C-labelled condensed tannins from Desmodium intortum in sheep and goats.

An experiment was conducted to investigate the metabolism of condensed tannin (CT) in sheep and goats offered a mixture of Digitaria decumbens (700 g/kg) and Desmodium intortum (300 g/kg) hay. Radioactive 14CO2 was used to label CT in young growing desmodium plants, [14C]CT was extracted, purified and infused intraruminally, and the metabolism of [14C]CT was followed in the rumen and lower digestive tract of both species. Digestion of DM, organic matter (OM), cell-wall constituents (CWC), N and the efficiency of rumen microbial synthesis were determined using a continuous intraruminal infusion of 51Cr EDTA, YbCl3 and Na235SO4. The measurements taken for sheep and goats respectively were: intake, 21 and 30 g/kg0.9 per d; digestibilities (g/g) of DM, 0.566 and 0.505; OM 0.578 and 0.508; neutral-detergent fibre, 0.584 and 0.532; and acid-detergent fibre, 0.535 and 0.435. None of these measurements was significantly different (P > 0.05) between animal species. There was an apparent net gain in lignin across the rumen and whole intestinal tract for both animal species (19 and 29% for sheep and goats respectively). There were no significant differences between sheep and goats (P > 0.05) detected for any measurements of N excretion and utilization. The overall efficiency of N digestion and utilization was also similar between species. The routes of CT metabolism were compared for both colorimetric estimates (butanol-HCl) of dietary CT (DCT) and the specific radioactivity of [14C]CT in digesta (abomasum) and excreta (urine and faeces) of both sheep and goats. [14C]CT showed total losses of 57 and 56% in sheep and goats respectively whilst losses of DCT of 71 and 70% were detected with butanol-HCl in sheep and goats respectively. The apparent losses of DCT across the rumen of sheep and goats were 12 and 9% whilst higher losses (49 and 42% for sheep and goats respectively) were observed for [14C]CT. Losses of DCT in the lower intestinal tract accounted for 69 and 71% of the total CT leaving the abomasum. By comparison, only 40 and 35% of [14C]CT was lost during intestinal passage in sheep and goats respectively. It was concluded that the infused free [14C]CT interacted with DCT and entered the protein and fibre-bound DCT pools. The loss of DCT during passage through the intestines was considered to be a consequence of either absorption of free CT or the degradation products of CT. It was assumed that free CT arose in the lower gastrointestinal tract from protein-CT and fibre-CT dissociation to be digested and/or absorbed. The higher recoveries of [14C]CT in faeces (32 and 35%) compared with DCT (27 and 26%) for sheep and goats respectively) were associated with the excretion of [14C] degradation products or conjugates which were not reactive to butanol-HCl. It was concluded that both methods (butanol-HCl and labelling CT with 14C) detected a substantial disappearance of CT (free, protein, and fibre-bound) during metabolism in the gastrointestinal tract in sheep and goats.

Animals↗
PubMed1996

The effect of condensed tannins in Lotus pedunculatus on the solubilization and degradation of ribulose-1,5-bisphosphate carboxylase (EC 4.1.1.39; Rubisco) protein in the rumen and the sites of Rubisco digestion.

Three experiments were undertaken to determine the effect of condensed tannin (CT) in Lotus pedunculatus (45-55 g extractable CT/kg DM) on the digestion of the principal leaf protein, ribulose-1,5-bisphosphate carboxylase (EC 4.1.1.39; Rubisco; fraction 1 leaf protein). In two of the experiments Lotus pedunculatus was fed to sheep, with one group receiving a continuous intraruminal infusion (per fistulum) of PEG (molecular weight 3500) to bind and inactivate the CT (PEG group). The other group, which did not receive PEG, was termed the control sheep (CT acting). Expt 3 involved in vitro incubations of Lotus pedunculatus in buffered rumen fluid, with and without PEG added. In all experiments the results have been interpreted in terms of the effects of CT on Rubisco solubilization and degradation. Disappearance of N and Rubisco from Lotus pedunculatus suspended in polyester bags in the rumen was used as a measure of solubilization. Degradation was defined as the disappearance of Rubisco from in vitro incubations of Lotus pedunculatus in rumen fluid. In Expt 1, CT reduced the digestion of Rubisco in the rumen from 0.96 to 0.72 of intake (P < 0.01). Rubisco digestion in the small intestine was 0.27 of intake in control sheep and 0.04 of intake in PEG sheep. In Expt 2, PEG had no effect on the loss of Rubisco from Lotus pedunculatus contained in polyester bags which were incubated in the rumen, hence CT did not affect the solubilization of Rubisco. Observations in Expt 1 were confirmed by in vitro incubations in Expt 3, where PEG addition substantially increased the rate of degradation of plant protein to NH3. Addition of PEG decreased the period of time taken to degrade 50% of the Rubisco from about 13.8 h to about 3.0 h. It was concluded that the action of CT reduced the digestion of Rubisco in the rumen of sheep fed on fresh Lotus pedunculatus, and that this was primarily due to the ability of CT to slow its degradation by rumen micro-organisms, without affecting its solubilization. Both fresh-minced, and freeze-dried and ground lotus were used for in sacco and in vitro incubations; however, fresh-minced lotus was more suitable for the evaluation of protein solubilization and degradation in fresh forages.

Animals↗
PubMed2005

Functional genomics analysis of foliar condensed tannin and phenolic glycoside regulation in natural cottonwood hybrids.

Regulation of leaf condensed tannins (CT) and salicylate-derived phenolic glycosides (PG) in fast- and slow-growing cottonwood backcrosses was analyzed by metabolic profiling and cDNA microarray hybridization. Seven hybrid lines of Populus fremontii L. and P. angustifolia James exhibiting growth/CT-PG phenotypes ranging from fast/low (Lines 18 and 1979) to slow/high (Lines 1012 and RL2) and intermediate (Lines NUL, 3200 and RM5) were investigated. Methanol-extractable leaf metabolites were analyzed by gas chromatography-mass spectrometry, and the results evaluated by principal component analysis. The hybrid lines formed separate clusters based on their primary metabolite profiles, with cluster arrangement also reflecting differences in CT-PG phenotype. Nitrogen (N) supply was manipulated to alter CT-PG partitioning and to obtain molecular insights into how primary metabolism interfaces with CT-PG accumulation. Three backcross lines (RM5, 1012, 18) exhibiting differential CT-PG responses to a 10-day hydroponic N-deprivation treatment were chosen for metabolite and gene expression analyses. The fast- growing Line 18 showed a minimal CT-PG response to N deprivation, and a reduction in photosynthetic gene expression. Line 1012 exhibited a strong phenylpropanoid response to N deprivation, including a doubling in phenylalanine ammonia-lyase (PAL) gene expression, and a shift from CT accumulation in the absence of stress toward PG accumulation under N-deprivation conditions. Amino acid concentrations were depressed in Lines 18 and 1012, as was expression of nitrate-sensitive genes coding for transketolase (TK), and malate dehydrogenase (MDH). Genes associated with protein synthesis and fate were down-regulated in Line 1012 but not in Line 18. Line RM5 exhibited a comparatively large increase in CT in response to N deprivation, but did not sustain decreases in amino acid concentrations, or changes in PAL, TK or MDH gene expression. Molecular characterization of the variable CT-PG responses shows promise for the identification and future testing of candidate genes for CT-PG trait selection or manipulation.

Gas Chromatography-Mass Spectrometry↗
PubMed1980

Procyanidins (Condensed Tannins) in Green Cell Suspension Cultures of Douglas Fir Compared with Those in Strawberry and Avocado Leaves by Means of C(18)-Reversed-phase Chromatography.

The procyanidins (the most common type of proanthocyanidin or condensed tannin) from cell suspension cultures derived from cotyledons of Douglas Fir have been compared with those isolated from leaves of strawberry and avocado. Seventy per cent methanol (v/v) extracts from 100 milligrams fresh weight samples were analyzed by a combination of C(18)-reversed-phase columns with high-performance liquid chromatography, and normal phase paper chromatography. (-)-Epicatechin and its oligomers were generally retarded longer on C(18) columns than the corresponding units made of (+)-catechin when eluted with solvents made up of 5% acetic acid alone or mixed with methanol up to 15% (v/v). Douglas fir preparations contained the most complex set of procyanidins and consisted of oligomers of catechin and epicatechin, whereas strawberry and avocado contained mainly (+)-catechin and (-)-epicatechin derivatives, respectively.

Journal Article↗
PubMed2006

Effects of condensed tannins supplementation level on weight gain and in vitro and in vivo bloat precursors in steers grazing winter wheat.

Research was conducted to determine the effects of level of supplementation with quebracho condensed tannins (CT) on in vitro ruminal fluid gas production, in vivo ruminal fluid protein fractions, bloat dynamics, and ADG of steers grazing winter wheat. Two experiments were conducted to 1) enumerate the effect of ruminal fluid from steers fed quebracho CT (0, 1, and 2% CT/kg of DMI) on in vitro gas and methane production from minced fresh wheat forage; and 2) quantify the influence of CT supplementation on ruminal protein characteristics, biofilm complexes, bloat potential, and ADG of steers grazing wheat pasture. Eighteen ruminally cannulated steers (386 +/- 36 kg of BW) were randomly allocated to 1 of 3 treatments that included a control (water infusion) and 2 CT treatment levels (1 or 2% CT/kg of DMI). Treatments were administered daily (63 d) through the rumen cannula as pre-mixes with warm water (approximately 30 degrees C). Rumen contents were collected 2 h postinfusion (at 1030 to 1130) on d 0, 20, 40, 50, and 60. Bloat was visually scored daily for 5 d each wk. In Exp. 1, supplementation of CT decreased the rate of in vitro gas production in a dose-dependent response. In Exp. 2, ADG increased (P < 0.04) at both levels of CT supplementation. Mean bloat score across stage of growth and replicates decreased linearly with increasing CT supplementation; bloat scores were greater (P < 0.001) for the vegetative than for the reproductive stage of plant growth. Biofilm production and rumen fluid protein fractions varied among CT treatments and stage of growth. Addition of CT reduced the severity of bloat, principally through reducing microbial activities, biofilm production, and ruminal gas production. Quebracho CT is potentially a value-added supplement that can decrease the impacts of frothy bloat and increase BW gains in stocker cattle-wheat systems.

Animal Feed↗
PubMed1994

Ellagitannins and complex tannins from Quercus petraea bark.

The ellagitannins 2,3-(S)-hexahydroxydiphenoyl-glucose, pedunculagin, vescalagin, and castalagin; the flavanoellagitannins acutissimin A, acutissimin B, eugenigrandin A, guajavin B, and stenophyllanin C; and the procyanidinoellagitannin mongolicanin have been isolated from the bark of Quercus petraea. The ellagitannin fraction had a weak antisecretory effect.

Anthelmintics↗