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PubMed2003

Effect of cultivar and growing location on the trypsin inhibitors, tannins, and lectins of common beans (Phaseolus vulgaris L.) grown in the semiarid highlands of Mexico.

Trypsin inhibitors (TI), tannins, and lectins appear to have a role in preventing chronic diseases in humans. The genetic variability of these traits in common bean needs to be ascertained in order to increase levels through breeding. The variability of TI, tannin, and lectins was determined in five bean cultivars grown at five locations in Mexico. TI and tannins contents in colored beans that belong to the Jalisco race were higher (11.1-11.9 trypsin units inhibited (TUI)/mg and 29.0-38.1 mg catechin equivalent (CE)/g, respectively) than cultivars of the Durango race (7.9-8.3 TUI/mg and 16.8-19.9 CE/mg, respectively). Bayo Victoria, a Durango race cultivar, had three times more lectins than levels reported for soybean. Cultivar influenced TI and tannins contents (p < 0.001), whereas site affected lectins (p < 0.001). An increase in levels of TI and tannins could be enhanced through breeding.

Lectins↗
PubMed2003

An assay to estimate tannins added to postmortem Turkey meat.

A method for quantification of tannins in wine was adapted to determine tannins added to turkey meat. Standard curves containing varying amounts of GSE [0, 0.5, 1.0, 1.5, 2.0, 2.5, and 5.0%, (w/w)] as a source of tannins were developed. The R(2) value of the mean standard curve was 0.9992. The overall percent recovery of GSE in meat was determined to be 54.78%. Results showed that estimation of GSE in four out of five of the spiked samples was less than or equal to 10%. It is unclear as to why spiked samples at 0.048 mg of GSE were always underestimated (25.0%). Overall, the method seems applicable for estimation of tannins in poultry meat and is probably applicable to estimation of tannins in other meat products.

Animals↗
PubMed2003

Composition and cellular localization of tannins in grape seeds during maturation.

Cell walls were isolated from seeds of grape berries (Vitis vinifera L.), and proanthocyanidin composition was determined over the course of ripening for different levels of vine water status. During the ripening period the tannins from the cell walls were always more polymerized than those from the inner part of the cell. At maturity this difference becomes more significant compared to véraison, due to a significant increase in the mean degree of polymerization of the cell wall tannins. The tannin composition was typical of grape seed tannins and was quite similar in the two cell fractions studied, but the epicatechin gallate proportion was significantly higher in the cell wall fraction. There were no significant effects of water deficit on composition and polymerization of seed tannins.

Biflavonoids↗
PubMed2006

Influence of wine pectic polysaccharides on the interactions between condensed tannins and salivary proteins.

Alpha-amylase, a major human salivary protein, and IB8c, a representative of the proline-rich proteins, were obtained by isolation from saliva and by solid-phase synthesis, respectively. The interactions between these proteins and condensed tannins isolated from grape seeds were studied at different protein and tannin concentrations by measuring their aggregation. Pectic polysaccharides were isolated from wine, and their effect on protein tannin aggregation was assessed. The results presented in this study showed that the most acidic fractions of arabinogalactan proteins have the ability to inhibit the formation of aggregates between the grape seed tannins and the two different salivary proteins. Rhamnogalacturonan II has the same ability toward alpha-amylase but not IB8c under the conditions of the present study. Polysaccharides show effects at concentrations at which they are present in wine, which could mean an influence in wine astringency. The interaction between condensed tannins and alpha-amylase is differently affected by ionic strength when compared with IB8c.

Amino Acid Sequence↗
PubMed2006

Composition and cellular localization of tannins in Cabernet Sauvignon skins during growth.

For two successive years, cell walls were isolated from the internal part of skin cells of Vitis vinifera L. cv. Cabernet Sauvignon grape berries grown in a vineyard. Procyanidin localization and composition were determined over the course of development. Tannins were mainly localized in the inner cell fraction, due to their biosynthesis and storage. Cell wall tannins always exhibited a higher mean degree of polymerization as compared to the internal cell fraction, which had a constant mDP. The mDP of cell wall tannins also tended to increase at the end of maturation. Our results suggest tannin polymerization near the cell wall but an aggregation in the vacuole during growth. The tannin composition was typical of skins, and small differences were noted between the two cell parts. Surprisingly, epigallocatechin-3-gallate was also detected, although in a very small amount. Epicatechin was present in significant proportions in both fractions, especially as an extension subunit, while epigallocatechin was likewise abundant, also as a terminal subunit. Last, procyanidin composition and organization seemed to be characteristic of the Cabernet Sauvignon variety.

Biflavonoids↗
PubMed1999

Interactions of grape seed tannins with salivary proteins.

To evaluate the amount and type of condensed tannins binding salivary proteins, which are supposed to be involved in astringent sensation, model systems allowing further analyses of proteins and condensed tannins were developed. The precipitates formed after addition of grape seed tannins to salivary proteins indicate that a binding interaction occurs. Dissociation of insoluble complexes was achieved by sodium dodecyl sulfate treatment. Thiolysis reaction allowed the quantification and characterization of proanthocyanidins on both the resulting pellet and the supernatant. Binding proteins were investigated by sodium dodecyl sulfate-polyacrylamide gel electrophoresis. The higher polymerized tannins predominantly precipitated together with the salivary proteins. The condensed tannins remaining in solution were low molecular weight polymers.

Electrophoresis, Polyacrylamide Gel↗
PubMed2004

Do salivary proline-rich proteins counteract dietary hydrolyzable tannin in laboratory rats?

We hypothesized that dietary hydrolyzable tannins would not act as digestibility reducing substances but would be excreted in the feces if the tannin were ingested by rats producing salivary proline-rich proteins (PRPs). To test that hypothesis we used two groups of Sprague-Dawley rats: tannin-naïve rats that were secreting basal levels of salivary PRPs and tannin-habituated rats that were secreting elevated levels of PRPs. The animals were fed for 10-18 d on diets containing 3% (w/w) purified hydrolyzable tannin [pentagalloyl glucose (PGG)] that was periodically spiked with chemically synthesized, radiolabeled 1,2,3,4,6-penta-O-galloyl-[U-14C]-D-glucopyranose (1 microCi per gram diet). The PGG-habituated rats excreted three times more of the consumed 14C in their feces than did the PGG-naive rats (11.4% for PGG-habituated rats vs. 3.5% for PGG-naïve rats, P < 0.05). The addition of 3% PGG to the diet of the PGG-naïve rats had no significant effect on apparent dry matter or nitrogen digestibility (P > 0.05). However, dry matter digestibility and nitrogen digestibility were significantly decreased by PGG in the diets of the PGG-habituated rats (7 and 25%, P < 0.001, respectively). Production of PRPs increased the amount of PGG excreted intact in the feces but at the cost of diminishing apparent dry matter and nitrogen digestibility.

Animals↗
PubMed2004

Seasonal variation in the content of hydrolyzable tannins, flavonoid glycosides, and proanthocyanidins in oak leaves.

Oaks have been one of the classic model systems in elucidating the role of polyphenols in plant-herbivore interactions. This study provides a comprehensive description of seasonal variation in the phenolic content of the English oak (Quercus robur). Seven different trees were followed over the full course of the growing season, and their foliage repeatedly sampled for gallic acid, 9 individual hydrolyzable tannins, and 14 flavonoid glycosides, as well as for total phenolics, total proanthocyanidins, carbon, and nitrogen. A rare dimeric ellagitannin, cocciferin D2, was detected for the first time in leaves of Q. robur, and relationships between the chemical structures of individual tannins were used to propose a biosynthetic pathway for its formation. Overall, hydrolyzable tannins were the dominant phenolic group in leaves of all ages. Nevertheless, young oak leaves were much richer in hydrolyzable tannins and flavonoid glycosides than old leaves, whereas the opposite pattern was observed for proanthocyanidins. However, when quantified as individual compounds, hydrolyzable tannins and flavonoid glycosides showed highly variable seasonal patterns. This large variation in temporal trends among compounds, and a generally weak correlation between the concentration of any individual compound and the total concentration of phenolics, as quantified by the Folin-Ciocalteau method, leads us to caution against the uncritical use of summary quantifications of composite phenolic fractions in ecological studies.

Carbon↗
PubMed1966

The leaf tannin of willow-herb [Chamaenerion angustifolium (L.) Scop.].

1. The leaf tannin of willow-herb [Chamaenerion angustifolium (L.) Scop.] has been isolated and separated into two fractions of differing solubility. 2. The tannin contains a penta-O-galloyl-beta-d-glucose core to which further galloyl groups are depsidically bound. 3. The unfractionated tannin contains an average of 10.5 galloyl groups/glucose molecule; the soluble fraction has on average 7.6 galloyl groups/glucose molecule and the less soluble fraction has 12.4. 4. The tannin is a mixture of molecules ranging at least from hepta- to trideca-galloyl-beta-d-glucose. 5. The tannin forms complexes with proteins and the fact that it is a hydrolysable gallotannin has a bearing on the release of nitrogen from the protein of the dead leaf.

Chemical Phenomena↗
PubMed2000

In vitro tannin acantholysis.

BACKGROUND: Exogenous factors, such as certain drugs, may be involved in the induction of pemphigus. Other offenders sharing a similar chemical composition to these drugs may also play a role. Tannins with their considerable biologic activity were suggested as possible factors. To substantiate the role of tannins in the pathomechanism of pemphigus, the present study examined the acantholytic potential of tannins in vitro. METHODS: Normal human breast skin from patients without any bullous disease was cultured for 3 days in the presence of tannic acid at concentrations of 0.02, 0.05, 0.1, 0.25, 0.5, 1.0, and 2.0 mM. The effect of the tannic acid was microscopically examined in a blind fashion by three independent investigators. RESULTS: In addition to the cytotoxic effect, tannic acid caused marked acantholytic changes, with a clear suprabasal cleavage and intraepidermal acantholytic cells. The acantholytic changes were the most constant and specific effects. They were constantly observed at 1.0 and 2.0 mM, whereas lower concentrations showed changes only in some of the explants. The concentrations needed to exert this effect were notably low. There was a remarkable variability among the subjects who had provided the explants. CONCLUSIONS: The results suggest a possible role of tannin in the disease process of pemphigus. The tannin acantholytic potential was much greater than the potential of known acantholytic drugs, such as penicillamine and captopril. The interindividual variability in susceptibility to acantholysis may explain the variability in the individual potential for developing pemphigus.

Acantholysis↗
PubMed1983

Modulation of proline-rich protein biosynthesis in rat parotid glands by sorghums with high tannin levels.

Feeding of sorghum with a high level of tannin (high-tannin sorghum) to rats caused changes in gene expression in parotid glands similar to isoproterenol treatment. Within 3 days the parotid glands were enlarged about 3-fold and a series of proline-rich proteins were increased about 12-fold. Unlike isoproterenol treatment, no changes were observed in the submandibular glands, and a Mr 220,000 glycoprotein in parotid glands was not induced. Amino acid analyses, electrophoretic patterns, and cell-free translations of mRNAs all confirmed that the proline-rich proteins induced by feeding high-tannin sorghum were identical to those induced by isoproterenol treatment. Binding curves for proline-rich proteins to tannins showed affinities 10-fold greater than bovine serum albumin and tannins.

Animals↗
PubMed1991

The effect of concentration of tannin-rich bean hulls (Vicia faba L.) on activities of lipase (EC 3.1.1.3) and alpha-amylase (EC 3.2.1.1) in digesta and pancreas and on the digestion of lipid and starch by young chicks.

The effect of different concentrations of tannin-rich field-bean (Vicia faba L.) hulls at 0, 20, 50, 150 and 300 g/kg dietary inclusion on the activities of lipase (EC 3.1.1.3) and alpha-amylase (EC 3.2.1.1) in digesta and pancreas and on the digestion of lipid and starch was studied in 2-3-week-old male broiler chicks. Low dietary concentrations of tannins (20 and 50 g hulls/kg) enhanced the activity of lipase in digesta from both the jejunum and ileum, the 20 g hulls/kg effecting the greatest enhancement, but no stimulatory effect on the activity of digesta alpha-amylase was observed. High dietary concentrations of tannins (150 and 300 g hulls/kg) inhibited both lipase and alpha-amylase activities in digesta from both the jejunum and ileum, the 30 g hulls/kg causing the most inhibition. Tannins did not increase the activities of lipase or alpha-amylase in pancreatic homogenates, but at high concentrations (150 and 300 g hulls/kg) they lowered slightly the pancreatic activity of alpha-amylase. Nutrient digestion was less influenced by the concentration of tannins than digesta enzyme activities.

Animals↗
PubMed1985

Genetic effects of chromium tannins.

Seventeen tannins used in the hide and leather industry, most of which contain mainly Cr(III) sulphates, were tested for the ability to directly induce gene mutations in Salmonella typhimurium (TA 100 strain) and chromosomal effects (sister chromatid exchanges, SCE) in cultured hamster cells (CHO line). Total chromium [Cr(III) + Cr(VI)] content and contaminating Cr(VI) were determined spectrophotometrically by reaction with diphenylcarbazide. None of the tested compounds induced gene mutations, whereas eight tannins were able to increase significantly the frequency of SCE. A contamination with Cr(VI) was detected in four compounds (from 30 up to 100 parts of Cr(VI) per 10(6) parts of compound), insufficient to be revealed by the Salmonella assay but sufficient to account for the observed SCE increase. On the other hand, the increase of SCE induced by the other four tannins could not be explained by the level of Cr(VI) contamination, and can be ascribed to other impurities present in those industrial compounds. These four tannins did not induce gene mutations in the S. typhimurium assay even when strain TA 98 was used in addition to TA 100, independently of microsomal activation. By prolonging the time of the SCE assay from 30 to 48 h in order to facilitate Cr(III) endocytosis, a significant increase of the SCE frequency was induced by an analytical-grade Cr(III) reagent (chromium chloride), absolutely uncontaminated by Cr(VI), as well as by three Cr(III) tannins, otherwise inactive in the SCE assay.

Animals↗
PubMed1984

The binding of dietary protein by sorghum tannins in the digestive tract of pigs.

The effects of reconstitution of sorghums on dry matter, energy, protein and amino acid digestibilities, and the nature of protein binding by sorghum tannins during digestion were investigated. Grains from a high and a low tannin sorghum were reconstituted by adding 30% (wt/wt) distilled water to the grain and stored at 25 degrees C for 20 days with an acetic-propionic acid mixture added to deter fungal growth. Another lot of grain from the same sources was untreated and used as control. The sorghum grains were then incorporated at an 85% level in diets for a digestibility trial with pigs cannulated at the terminal ileum. The digestibilities of dry matter, protein and amino acids at the terminal ileum were lower than the corresponding values measured over the total digestive tract. Reconstitution improved the digestibilities of dry matter, energy, protein and amino acids in the high but not low tannin sorghum diets. The improvement in digestibility of individual amino acids ranged from 7.5 to 23.5%. The tannin-associated proteins were more hydrophobic than the dietary protein. The results suggest that hydrophobic bonding is important in the formation of tannin-protein complexes in the digestive tract of pigs.

Amino Acids↗
PubMed1996

Biological degradation of tannins in sericea lespedeza (Lespedeza cuneata) by the white rot fungi Ceriporiopsis subvermispora and Cyathus stercoreus analyzed by solid-state 13C nuclear magnetic resonance spectroscopy.

Leaves of sericea lespedeza exhibit a high proportion of condensed tannin, resulting in poor forage quality. The white rot fungi Ceriporiopsis subvermispora and Cyathus sterocoreus are known to preferentially degrade lignin in a variety of plants and were evaluated for their ability to degrade condensed tannin from sericea leaves with the aim of improving digestibility. Relative levels of condensed tannin, cutin, pectin, and cellulose were monitored as a function of fungal treatment by solid-state cross-polarization and magic angle spinning 13C nuclear magnetic resonance spectroscopy. Total soluble phenolics, soluble tannins, and soluble and insoluble proanthocyanidin levels in fungus-treated and control samples were measured by established chemical techniques. Results indicate that both species of fungus preferentially degrade condensed tannin and that C. subvermispora is markedly superior to C. stercoreus in this capacity.

Anthocyanins↗
PubMed1998

Phenotypic and phylogenetic characterization of ruminal tannin-tolerant bacteria.

The 16S rRNA sequences and selected phenotypic characteristics were determined for six recently isolated bacteria that can tolerate high levels of hydrolyzable and condensed tannins. Bacteria were isolated from the ruminal contents of animals in different geographic locations, including Sardinian sheep (Ovis aries), Honduran and Colombian goats (Capra hircus), white-tail deer (Odocoileus virginianus) from upstate New York, and Rocky Mountain elk (Cervus elaphus nelsoni) from Oregon. Nearly complete sequences of the small-subunit rRNA genes, which were obtained by PCR amplification, cloning, and sequencing, were used for phylogenetic characterization. Comparisons of the 16S rRNA of the six isolates showed that four of the isolates were members of the genus Streptococcus and were most closely related to ruminal strains of Streptococcus bovis and the recently described organism Streptococcus gallolyticus. One of the other isolates, a gram-positive rod, clustered with the clostridia in the low-G+C-content group of gram-positive bacteria. The sixth isolate, a gram-negative rod, was a member of the family Enterobacteriaceae in the gamma subdivision of the class Proteobacteria. None of the 16S rRNA sequences of the tannin-tolerant bacteria examined was identical to the sequence of any previously described microorganism or to the sequence of any of the other organisms examined in this study. Three phylogenetically distinct groups of ruminal bacteria were isolated from four species of ruminants in Europe, North America, and South America. The presence of tannin-tolerant bacteria is not restricted by climate, geography, or host animal, although attempts to isolate tannin-tolerant bacteria from cows on low-tannin diets failed.

Animals↗
PubMed1994

Effect of condensed tannins from birdsfoot trefoil on endoglucanase activity and the digestion of cellulose filter paper by ruminal fungi.

The ruminal fungi Neocallimastix frontalis RE1, Neocallimastix patriciarum 27, Piromyces communis 22, and Orpinomyces joyonii 19-2 were examined for their ability to digest filter paper in the presence of condensed tannins from birdsfoot trefoil (Lotus corniculatus L.). For all four fungi, inhibition of endoglucanases was evident at 100 micrograms condensed tannins.mL-1 with nearly complete inhibition at 300 micrograms condensed tannins.mL-1. At 100 and 200 micrograms condensed tannins.mL-1, the endoglucanase activity of N. frontalis RE1 was greater (P < 0.01) than that of the other three fungal species. Exposure to 100 micrograms condensed tannins.mL-1 did not affect the ability of N. frontalis RE1 or N. patriciarum 27 to digest filter paper, and although digestion was reduced, N. frontalis RE1 and P. communis 22 solubilized more than 20% of the filter paper at 500 micrograms condensed tannins.mL-1. In contrast, O. joyonii 19-2 was virtually unable to digest filter paper at 300 micrograms condensed tannins.L-1. Mycelia of fungi grown with condensed tannins were covered by filamentous material, which may have arisen from the formation of condensed tannin-protein complexes. Less than 86% of the condensed tannins (as measured by the H2SO4 method) were recovered after 120 h of incubation with N. frontalis RE1, P. communis 22, and N. patriciarum 27. The need for detailed studies to examine the ability of ruminal fungi to metabolize condensed tannins is evident.

Animals↗
PubMed1996

In situ disappearance of individual proteins and nitrogen from legume forages containing varying amounts of tannins.

In situ degradability of N and proteins were studied in one cultivar of alfalfa and red clover and two cultivars each of birdsfoot trefoil and sericea lespedeza. Concentrations of tannic acid equivalents (percentage of DM) were 0.68 in one cultivar of birds-foot trefoil and 1.77 and 2.78 in the two cultivars of lespedeza. The other forages contained essentially no tannins. Forage samples were digested in situ for 0, 2, 4, 6, and 12 h. The amount of N remaining at 12 h was positively correlated with concentrations of tannin. About 38% of the N remained after 12 h in forages with no or low concentrations of tannins, and 86% remained in the two cultivars of lespedeza. Total electrophoretically identified proteins followed similar trends, but the percentage remaining was less than that for N. For all forages, bands were found at molecular masses of 15, 30, 45, 47, and 54 kDa. The percentage of 54-kDa protein that remained after 12 h was less than that for the other four proteins (23% vs. 37%). No interaction was found between forage cultivar and protein species. These results showed that tannins reduced ruminal degradation of proteins and that specific forage proteins degraded at different rates that were independent of tannin concentration.

Animal Feed↗