• Title/Summary/Keyword: Hydrolysable Tannins

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Phenolic Compounds from Acalypha australis L. (깨풀의 Phenol성 화합물에 관한 화학적 연구(I))

  • Park, Woong-Yang;Lee, Sang-Cheol;Ahn, Beung-Tae;Lee, Seung-Ho;Ro, Jai-Seup;Lee, Kyong-Soon
    • Korean Journal of Pharmacognosy
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    • v.24 no.1
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    • pp.20-25
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    • 1993
  • Three phenolcarboxylic acids, two flavonoids and four hydrolysable tannins were isolated from the whole plant of Acalypha australis. On the basis of chemical and spectroscopic evidence, the structures of these compounds were established as gallic acid, protocatechuic acid, caffeic acid, rutin, isoquercitrin, corilagin, furosin and geraniin.

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Hydrolysable Tannins and Related Compound having Cytotoxic Activity from the Fruits of Terminalia chebula

  • Lee, Seung-Ho;Ryu, Shi-Yong;Choi, Sang-Un;Lee, Chong-Ock;No, Zaesung;Kim, Seong-Kie;Ahn, Jong-Woong
    • Archives of Pharmacal Research
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    • v.18 no.2
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    • pp.118-120
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    • 1995
  • The cytotoxicity-directed fractionation of MeOH extract of Terminalia chebula fruits led to the isolation of three hydrolyzed tannins and a related compound, gallic acid(1), $1,2,3,4,6-penta-O-galloy-{\beta}-_D/-glucopyranose(II)$,. chebulagic acid (III) and chebulinic acid(IV), as active principles. They were shoen to exhibit moderate cytotoxicity against cultured human tumor cell lines including A-549, SK-OV-3, Sk-MEL-2, XF-498 and HCT-15 in vitro.

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Sensitivity of Escherichia coli to Seaweed (Ascophyllum nodosum) Phlorotannins and Terrestrial Tannins

  • Wang, Yuxi;Xu, Z.;Bach, S.J.;McAllister, T.A.
    • Asian-Australasian Journal of Animal Sciences
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    • v.22 no.2
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    • pp.238-245
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    • 2009
  • Pure culture experiments were conducted to assess the bacteriostatic and bactericidal effects of phlorotannins (PT) isolated from Ascophyllum nodosum (brown seaweed) on Escherichia coli O157:H7. In Exp. 1, one non-O157:H7 strain (25922) and three strains of E. coli O157:H7 (3081, EDL933 and E318N) were cultured in M9 medium with PT included at 0 (control), 25, 50 or $100{\mu}g/ml$ (n = 3). Bacterial growth was monitored by $OD_{600}$ at 0, 4, 6, 12 and 24 h, and by dilution plating at 0, 4, 6 and 24 h. All strains were inhibited (p<0.001) by PT to varying degrees. At 50 or $100{\mu}g/ml$, PT prevented growth of all four strains. At $25{\mu}g\;PT/ml$, growth of 25922, 3081, E318N and EDL933 was inhibited for 6, 12 and 24 h, respectively, but 25922 and 3081 resumed growth by 12 and 24 h. Direct plating confirmed bactericidal effects of PT on all four strains at $100{\mu}g/ml$, and on EDL933 and E318N at $50{\mu}g/ml$. In Exp. 2, strains 25922 and 3081 were incubated with no tannins or with $50{\mu}g/ml$ of PT, purified condensed tannins (CT) from Quebracho (Schinopsis balansaei), or purified tannic acid from Rhus semialata (Anacardiaceae) as hydrolysable tannins (HT). Strain 3081 was unaffected by HT or CT, but was completely inhibited (p<0.001) by PT at 4, 6 and 24 h. Strain 25922 was unaffected by HT, slightly inhibited by CT, and almost eradicated by PT at 4 and 6 h. Transmission electron microscopy revealed tannin-mediated alterations to bacterial cell walls. Phlorotannins from A. nodosum exhibit growth-inhibiting and bactericidal effects in vitro against the strains of E. coli O157:H7 investigated. Anti-E. coli efficacy of A. nodosum PT is superior to that of terrestrial tannins purified from Quebracho and from Rhus semialata.

The Phenolic Components of Sapium japonicum (사람주나무잎의 페놀성 성부)

  • Ahn, Yeong-Jin;Lee, Seung-Ho;Kang, Shin-Jung;Hwang, Bang-Yeon;Park, Woong-Yang;Ahn, Byung-Tae;Ro, Jai-Seup;Lee, Kyong-Soon
    • YAKHAK HOEJI
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    • v.40 no.2
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    • pp.183-192
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    • 1996
  • A chemical examination of the phenolic compounds in the leaves of Sapium japonicum(Euphorbiacesae) has led to the isolation of eleven phenolic compounds, containing five hydrolysable tannins and six flavonoids. On the basis of chemical and spectroscopic evidences, the structures of these compounds were confirmed to be gallic acid(1), 5-O-caffeoyl quinic acid(2), 1-O-galloyl-3,6-(R)-HHDP-${\beta}-_D$-glucose(corilagin)(3), 1-O-galloyl-2,4(R)-DHHDP-${\beta}-_D$-glucose(furosin)(4), 1-O-galloyl-2,4-(R)-DHHDP-3,6-(R)-HHDP-${\beta}-_D$-glucose(geraniin )(5), astragalin(6), trifolin(7), afzelin(8), quercetin(9), isoquercitrin(10) and rutin(11). Among them geraniin was the main component.

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Evaluation of Forest Tree Leaves of Semi-hilly Arid Region as Livestock Feed

  • Bakshi, M.P.S.;Wadhwa, M.
    • Asian-Australasian Journal of Animal Sciences
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    • v.17 no.6
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    • pp.777-783
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    • 2004
  • Samples of 13 species of forest tree leaves fed to livestock in the semi-hilly arid zone of Punjab State in India were collected at 30 d interval for 12 months, in order to assess their nutritional worth for livestock. The ground samples were pooled for 4 different seasons viz. dry hot, hot humid, fall and winter. The chemical composition irrespective of the season revealed that CP content varied between 8.9 (Carrisa) to 22.0% (Leucaena). Globulin was the major protein fraction in most of the leaves. The lowest concentration of cell wall constituents was observed in Morus alba and Grewea. The leaves in general became fiberous and lignified during winter and fall as compared to summer season. The leaves of Grewea, Morus alba, Leucaena, Carrisa and Acacia were rich in Ca, P and most of the trace elements. The total phenolics ranged between 1.88% (Azardirachta) to 15.82% (Acacia). The leaves of Acacia had the highest concentration of hydrolysable tannins (14.6%) whereas that of Carrisa had that of condensed tannins (5.9%). The condensed tannins (more than 3%) were negatively correlated to the digestibility of dry matter (DM), neutral detergent fiber (NDF) and crude protein (CP). The digestion kinetic parameters for DM, NDF and CP revealed that leaves of Morus alba, Zizyphus and Ehretia had highest insoluble but potentially degradable fraction. The minimum rumen fill values also revealed that leaves of Grewea, Azardirachta, Morus, Ehretia and Leucaena had great potential for voluntary DM intake. The leaves of Ougeinia, Malha, Dodenia and Carrisa had significantly higher rumen fill value indicating poor potential for voluntary DM intake. Season did not have any significant impact on digestion kinetic parameters except that most of the leaves had low potentially degradable fraction, which was degraded at slow rate during winter. It was concluded that the leaves of Morus, Ehretia, Grewea and Leucaena had great potential as livestock feed, while feeding of Ougeinia, Malha and Dodonea leaves should be avoided.

Effect of Tannins in Acacia nilotica, Albizia procera and Sesbania acculeata Foliage Determined In vitro, In sacco, and In vivo

  • Alam, M.R.;Amin, M.R.;Kabir, A.K.M.A.;Moniruzzaman, M.;McNeill, D.M.
    • Asian-Australasian Journal of Animal Sciences
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    • v.20 no.2
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    • pp.220-228
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    • 2007
  • The nutritive value and the effect of tannins on the utilization of foliage from three commonly used legumes, Acacia nilotica, Albizia procera, and Sesbania acculeata, were determined. Three mature rumen-fistulated bullocks were used to study in sacco degradability and twelve adult sheep were randomly allocated on the basis of live weight to 4 groups of 3 in each to study the in vivo digestibility of the foliages. In all foliages, the contents of crude protein (17 to 24% of DM) were high. Fibre was especially high in Albizia (NDF 58.8% of DM vs. 21% in Sesbania and 15.4% in Acacia). Contents of both hydrolysable (4.4 to 0.05%) and condensed tannins (1.2 to 0.04%) varied from medium to low in the foliages. Acacia contained the highest level of total phenolics (20.1%), protein precipitable phenolics (13.2%) and had the highest capacity to precipitate protein (14.7%). Drying in shade reduced the tannin content in Acacia and Albizia by 48.6 and 69.3% respectively. The foliages ranked similarly for each of the different methods used to estimate tannin content and activity. Acacia and Sesbania foliage was highly degradable (85-87% potential degradability of DM in sacco), compared to Albizia (52%), indicating a minimal effect of tannins in Acacia and Sesbania. Yet, in vitro, the tannins in the Acacia inhibited microbial activity more than those in Albizia and Sesbania. Following the addition of polyethylene glycol to neutralise the tannins, gas production and microbial growth increased by 59% and 0.09 mg RNA equiv./dg microbial yield respectively in the Acacia, compared to 16-17% and 0.06 mg RNA equiv./dg microbial yield in the other foliages. There was a trend for low in vivo apparent digestibility of N in the Acacia (43.2%) and Albizia (44.2%) compared to the Sesbania (54.5%) supplemented groups. This was likely to be due to presence of tannins. Consistent with this was the low N retention (0.22 and 0.19 g N/g NI) in sheep supplemented with Acacia and Albizia compared to that for the Sesbania (0.32). Similarly, a trend for poor microbial N yield was observed in sheep fed these foliages. Across the foliages tested, an increase in tannin content was associated with a reduction in ruminal fermentation, N digestibility and N retention. For overall nutritive value, Sesbania proved to be the superior forage of the three tested.

A Gallotannin from Cercidiphyllum japonicum Leaves

  • Lee, Tae-Seong;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.43 no.5
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    • pp.558-565
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    • 2015
  • Katsura tree (Cercidiphyllum japonicum Sieb. Et Zucc) leaves were collected, air-dried and extracted with 70% aqueous acetone, then concentrated and sequentially fractionated using n-hexane, methylene chloride ($CH_2Cl_2$), ethylacetate (EtOAc), and $H_2O$. The EtOAc fraction was chromatographed on a Sephadex LH-20 column with various aqueous MeOH eluting solvents and finally treated with acetone-$H_2O$ (7:3, v/v) to isolate a gallotannin. According to the NMR analysis, including HSQC and HMBC, and with the comparison of authentic literature data, the isolate was elucidated as 6-m-digalloyl-1,2,3,4-tetra-O-galloyl ${\beta}$-D-(+)-glucose, one of hydrolyzable tannins and one of gallotannins. The compound was only gallotannin which was firstly isolated from the extracts of Katsura tree leaves, and has not been reported before in domestic tree sources.

Dyeing Property and Antimicrobial activity of Protein Fiber Using Terminalia chebula Retzius Extract (가자열매 추출물을 이용한 단백질 섬유의 염색과 항균효과)

  • Nam, Ki Yeon;Lee, Jung Soon
    • Fashion & Textile Research Journal
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    • v.16 no.3
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    • pp.476-484
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    • 2014
  • The purpose of this study was to investigate the dyeing properties and anti-microbial ability of silk and wool fabrics dyed with Terminalia chebula Retzius(TCR) extract using two extraction solvent, hot water and methanol. Dyeing properties of fabrics were studied by investigating the characteristics of colorant, changes in dye uptake under different dyeing conditions, and by investigating color change when mordants were applied. Also, color fastness, and antimicrobial activity of dyed fabrics were estimated. Regardless of extraction solvent type, colorant showed maximum absorption wavelength at 280 nm and 578 nm, which implied that tannin was the major pigment component of TCR. Also, through FT-IR spectrum result, it was confirmed that tannin of TCR methanol extract was hydrolysable tannin. But for the hot water extract, it was only assumed that its tannin was condenced tannin. Fabric dyed with hot water solvent extract showed higher dye uptake than fabric dyed with methanol solvent extract, dye uptake increasing by higher concentration of the dye, longer dyeing time and higher dyeing temperature. And the absorption curve between TCR extract and protein fiber was shaped in the form of Langmuir adsorption isotherm. Fabric dyed without mordant was yellow in color, and when dyed with mordant, fabric showed various colors depending on mordant types except Sn. Color fastness to washing was generally fine and color fastness to light was moderate. But color fastness to rubbing and dry cleaning was outstanding. Lastly, dyed fabrics showed very good antimicrobial activity of 99.9% against Staphylococcus aureus and Kiebsiella pneumoniae.

Characterization of Lactobacilli with Tannase Activity Isolated from Kimchi

  • Kwon, Tae-Yeon;Shim, Sang-Min;Lee, Jong-Hoon
    • Food Science and Biotechnology
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    • v.17 no.6
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    • pp.1322-1326
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    • 2008
  • Tannase catalyzes the hydrolysis of gallic acid esters and hydrolysable tannins. Twenty-two Lactobacillus strains with tannase activity were isolated from 7 types of kimchi. A polymerase chain reaction-based assay targeting the recA gene assigned all isolates to either Lactobacillus plantarum or Lactobacillus pentosus. The tannase activities of isolates measured in whole cells and cell-free extracts varied even within each species. The activities of the isolates varied with the assay method, but both methods indicated that isolate LT7 (identified as L. pentosus) showed the highest activity. The results of thin layer chromatography and high performance liquid chromatography, respectively, showed that tannic acid and gallic acid degraded to pyrogallol in resting L. pentosus LT7 cells. Therefore, the putative biochemical pathway for the degradation of tannic acid by L. pentosus implies that tannic acid is hydrolyzed to gallic acid and glucose, with the formed gallic acid being decarboxylated to pyrogallol. This study revealed the possible production of pyrogallol from tannic acid by the resting cell reaction with L. pentosus LT7.

In vitro rumen fermentation kinetics, metabolite production, methane and substrate degradability of polyphenol rich plant leaves and their component complete feed blocks

  • Aderao, Ganesh N.;Sahoo, A.;Bhatt, R.S.;Kumawat, P.K.;Soni, Lalit
    • Journal of Animal Science and Technology
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    • v.60 no.11
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    • pp.26.1-26.9
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    • 2018
  • Background: This experiment aimed at assessing polyphenol-rich plant biomass to use in complete feed making for the feeding of ruminants. Methods: An in vitro ruminal evaluation of complete blocks (CFB) with (Acacia nilotica, Ziziphus nummularia leaves) and without (Vigna sinensis hay) polyphenol rich plant leaves was conducted by applying Menke's in vitro gas production (IVGP) technique. A total of six substrates, viz. three forages and three CFBs were subjected to in vitro ruminal fermentation in glass syringes to assess gas and methane production, substrate degradability, and rumen fermentation metabolites. Results: Total polyphenol content (g/Kg) was 163 in A. nilotica compared to 52.5 in Z. nummularia with a contrasting difference in tannin fractions, higher hydrolysable tannins (HT) in the former (140.1 vs 2.8) and higher condensed (CT) tannins in the later (28.3 vs 7.9). The potential gas production was lower with a higher lag phase (L) in CT containing Z. nummularia and the component feed block. A. nilotica alone and as a constituent of CFB produced higher total gas but with lower methane while the partitioning factor (PF) was higher in Z. nummularia and its CFB. Substrate digestibility (both DM and OM) was lower (P < 0.001) in Z. nummularia compared to other forages and CFBs. The fermentation metabolites showed a different pattern for forages and their CFBs. The forages showed higher TCA precipitable N and lower acetate: propionate ratio in Z. nummularia while the related trend was found in CFB with V. sinensis. Total volatile fatty acid concentration was higher (P < 0.001) in A. nilotica leaves than V. sinensis hay and Z. nummularia leaves. It has implication on widening the forage resources and providing opportunity to use forage biomass rich in polyphenolic constituents in judicious proportion for reducing methane and enhancing green livestock production. Conclusion: Above all, higher substrate degradability, propionate production, lower methanogenesis in CFB with A. nilotica leaves may be considered useful. Nevertheless, CFB with Z. nummularia also proved its usefulness with higher TCA precipitable N and PF. It has implication on widening the forage resources and providing opportunity to use polyphenol-rich forage biomass for reducing methane and enhancing green livestock production.