• 약학회지
• /
• 제40권2호
• /
• pp.183-192
• /
• 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.

• BMB Reports
• /
• 제52권6호
• /
• pp.409-414
• /
• 2019

Natural compounds isolated from medicinal herbs and plants have immense significance in maintaining bone health. Hydrolysable tannins have been shown to possess a variety of medicinal properties including antiviral, anticancer, and anti-osteoclastogenic activities. As a part of a study on the discovery of alternative agent against skeletal diseases, we isolated a hydrolysable tannin, 2-O-digalloyl-1,3,4,6-tetra-O-galloyl-${\beta}$-D-glucose (DTOGG), from Galla Rhois and examined the effect on osteoclast formation and function. We found that DTOGG significantly inhibited receptor activator of nuclear factor-${\kappa}B$ ligand (RANKL)-induced osteoclast differentiation by downregulating the expression of the key regulator in osteoclastogenesis as well as osteoclast-related genes. Analysis of RANKL/RANK signaling revealed that DTOGG impaired activation of $I{\kappa}B{\alpha}$ and p65 in the nuclear factor kappa-lightchain-enhancer of activated B cells (NF-${\kappa}B$) signaling pathway. Furthermore, DTOGG reduced bone resorbing activity of osteoclasts, compared to the vehicle-treated control. These results suggest that DTOGG could be a useful natural compound to manage osteoclast-mediated skeletal diseases.

• 생약학회지
• /
• 제26권4호
• /
• pp.327-336
• /
• 1995

Twelve phenolic components were isolated from the aqueous acetone extract of the leaf of Cornus controversa H. (Cornaceae). On the basis of chemical and spectroscopic evidence, the structures of these components were established as gallic acid, $1-O-galloyl-{\beta}-{_D}-glucose$, $1,6-di-O-galloyl-{\beta}-{_D}-glucose$, $1,2,3-tri-O-galloyl-{\beta}-{_D}-glucose$, $1,2,6-tri-O-galloyl-{\beta}-{_D}-glucose$, 3,4,6-tri-O-galloyl ${_D}-glucose$, eugeniin, gemine D, quercetin, quercitrin, hyperoside and rutin.

• Journal of the Korean Wood Science and Technology
• /
• 제43권5호
• /
• pp.558-565
• /
• 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.

• 환경위생공학
• /
• 제24권2호
• /
• pp.31-39
• /
• 2009

In this research, I carried out the adsorption and removal test of Pb, Ni, Co and Cu ions using organic substances spread out any where in the nature which can be obtained easily from our neighbor-such as Paulownia coreana, Pinus densiflora, Juniperus chinesis, Quercus dentata, Magnolia kobus, Platanus occidentalis, Gingko biloba, Diospyros kaki leaves. As the result of the research to find the best optional condition for the adsorption and removal, shows that the adsorption and removal ratio of Pb ion by a Paulownia coreana raw leaves is 99% at $70^{\circ}C$, those of Ni ion and Co ion by Magnolia kobus formalin treatment leaves are 79% at $70^{\circ}C$, 97% at $40^{\circ}C$ respectively. And that of Cu ion by Platanus occidentalis treatment leaves is 97% at $50^{\circ}C$ in mixed solution. As the result of comparing the removal ratio by raw leaves and formalin treatment leaves, the removal ratio of treatment is 30~90% more effective than raw leaves in most cases. And I concluded Pb > Cu > Co > Ni ion in multiple solution and Co > Ni > Cu >Pb ion in single solution after testing adsorption and removal ratio of mixed solution separately as time goes by. In general, the reactions were completed within first 5 minutes. The test result of measuring the hydrolysable tannin content of each leaf shows that an overcup Quercus dentata is 11.36%, a Diospyros kaki is 10.81% and the rest of them are 2.49~4.12% in raw leaves cases. In treatment leaves cases, an overcup Quercus dentata is 3.23% and the others are less than 1%.

• BMB Reports
• /
• 제50권11호
• /
• pp.560-565
• /
• 2017

Geraniin, a hydrolysable tannin, used in traditional medicine in Southeast Asia, is known to exhibit various biological activities. As an antioxidant it is known to up-regulate phase II enzyme Heme oxygenase-1 (HO-1). However its mechanism is not clearly understood. Nuclear factor erythroid-derived 2 related factor 2 (Nrf-2) is transcriptionally up-regulated by Extracellular signal-regulated kinase (ERK) 1/2 and retained in nucleus due to inactivated Glycogen synthase kinase 3 beta ($GSK-3{\beta}$). Geraniin additionally down-regulates expression of microRNA 217 and 377 (miR-217 and miR-377) which target HO-1 mRNA. Expression of BTB and CNC homolog 1 (BACH-1), another regulator of HO-1, is also down-regulated by up-regulating microRNA 98 (miR-98), a negative regulator of BACH-1. Thus, geraniin up-regulates HO-1 expression both through activating its positive regulator Nrf-2 and by down-regulating its negative regulator BACH-1. Up-regulation of HO-1 also confers protection to HepG2 cells from tertiary butyl hydroperoxide (TBH) induced cytotoxicity.

• 생약학회지
• /
• 제36권1호통권140호
• /
• pp.9-16
• /
• 2005

Twenty eight compounds were isolated from the whole plant of Euphorbia jolkinii and evaluated for inhibitory effect on $5{\alpha}-reductase$ activity. Among the tested compounds, 1-desgalloyl eugeniin, hippomanin A, euphorbin D, exocoecarianin, rugosin E, and pentagalloyl glucose showed potent inhibitory effect on the enzyme activity. The inhibitory potency of rugosin E and euphorbin D, which are dimeric ellagitannins on $5{\alpha}-reductase$ activity, was 7-to 8-fold stronger than that of ${\gamma}-linolenic$ acid.

• Food Science and Biotechnology
• /
• 제17권6호
• /
• pp.1322-1326
• /
• 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.

• Asian-Australasian Journal of Animal Sciences
• /
• 제20권2호
• /
• pp.220-228
• /
• 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.

• Asian-Australasian Journal of Animal Sciences
• /
• 제22권2호
• /
• pp.238-245
• /
• 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.