• Journal of the Korean Wood Science and Technology
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• v.45 no.3
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• pp.250-257
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• 2017

Eight hydrolyzable tannin compounds, such as gallic acid (1), methyl gallate (2), kurigalin (3), 1,2,3,6-tetra-O-galloyl-${\beta}$-D-(+)-glucose (4), 1,2,3,4,6-penta-O-galloyl-${\beta}$-D-(+)-glucose (5), 6-m-digalloyl-1,2,3,4,6-penta-O-galloyl-${\beta}$-D-(+)-glucose (6), isocorilagin (7), macabarterin (8), were isolated from the EtOAc and $H_2O$ soluble fractions of Katsura tree (Cercidiphyllum japonicum) leaves, wood and bark. Then antioxidative and anti-inflammatory activity were evaluated on the each isolated compound. The antioxidative test was DPPH radical scavenging activity and all of the isolated compounds indicated much higher antioxidative values compare to the controls, BHT and ${\alpha}$-tocopherol. In the anti-inflammatory test measuring nitric oxide (NO) inhibition activity, methyl gallate, 1,2,3,6-tetra-O-galloyl-${\beta}$-D-glucose and 1,2,3,4,6-penta-O-galloyl-${\beta}$-D-glucose inhibited NO production, and especially, methyl gallate showed high inhibition activity. However, the anti-inflammatory activity of the hydrolyzable tannins did not show positive effect. Based on the above results, the hydrolyzable tannins of katsura tree may be used as one of the natural biomass sources that can substitute with the synthetic antioxidant.

• Journal of the Korean Wood Science and Technology
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• v.37 no.2
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• pp.164-170
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• 2009

The bark of Acer barbinerve was extracted with 70% aqueous acetone and the organic extracts were concentrated to small volume using rotary evaporator and then fractionated successively with n-hexane, dichloromethane, ethyl acetate and water. The chromatographic separation of ethyl acetate soluble fraction led to the isolation of five phenolic compounds. By means of spectroscopic method, the structures of these compounds were identified to methyl gallate (1), methyl gallate-4-O-${\beta}$-D-glucose (2), (+)-catechin (3), (-)-epicatechin (4) and (-)-epicatechin-3-O-gallate (5). These compounds (1-5) have not been reported in this plant yet.

• Korean Journal of Pharmacognosy
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• v.30 no.3
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• pp.295-300
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• 1999

Seven compounds were isolated from the n-BuOH extract of the dried stem barks of Rhus javanica L. On the basis of physico-chemical, spectroscopic evidences and comparison with authentic samples, the compounds $1{\sim}7$ were identified as gallic acid (1), methyl gallate (2), scopoletin (3), scopolin (4), $1,\;2,\;3,\;4,\;6-penta-O-galloyl-{\beta}-D-glucose$ (5), orcinol (6) and $orcinol-{\beta}-D-glucoside$ (7). Among these compounds, scopolin, $orcinol-{\beta}-D-glucoside$ were isolated from this plant for the first time.

• YAKHAK HOEJI
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• v.40 no.2
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• pp.170-176
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• 1996

A chemical examination of the aerial parts of Euphorbia pekinensis $R_{UPRECHT}$. (Euphorbiaceae) has led to the isolation of seven hydrolyzable tannins and ten fl avonoid glycosides. The former ones have been identified as gallic acid, methylgallate, 3-O-galloyl shikimic acid, 1,3,4,6-tetra-O-galloyl-${\beta}-_D$-glucose, 1,2,3,4,6-penta-O-galloyl-${\beta}-_D$-glucose, corilagin, geraniin and the latter ones as isoquercitrin, quercitrin, astragalin, afzelin, prunin, rutin, kaempferol-3-O-rutinoside, quercetin-3-O-(2"-O-galloyl)-${\beta}-_D$-glucoside and quercetin-3-O-(2"-O-galloyl)-${\alpha}-_L$-rhamnoside on the basis of chemical and spectroscopic evidence.

• Korean Journal of Pharmacognosy
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• v.30 no.3
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• pp.340-344
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• 1999

To evaluate antimicrobial activity of Moutan cortex the compounds isolated from $CHCl_3$ and EtOAc fractions of Moutan cortex were subjected to eight pathogenic strains. Benzoic acid, witch was identified from the $CHCl_3$ fraction, had MICs with $625{\sim}1,250\;{\mu}g/ml$ against all of the strains tested. Methyl gallate, p-hydroxy benzoic acid, gallic acid and $1,2,3,4,6-penta-O-gallyol-{\beta}-D-glucose$, which were identified from the EtOAc fraction, showed the antimicrobial activity, and the methyl gallate had the widest antimicrobial activity with MICs of $625{\sim}5,000\;{\mu}g/ml$ against all strains tested. p-Hydroxy benzoic acid showed MICs of $1,250{\sim}2,500\;{\mu}g/ml$ against all of the strains tested except C.albicans. Gallic acid had the best antimicrobial activities with MICs against the Shigella dysenteriae and Streptococcus mutans-strains of 78.1 and $312.5\;{\mu}g/ml$, respectively, but not against the C. albicans. And $1,2,3,4,6-penta-O-gallyol-{\beta}-D-glucose$ had the best antimicrobial activitie with MICs against the B. cereus, Staph. epidermidis and C. albicans strains of 39.1, 39.1 and $156.3\;{\mu}g/ml$, respectively, but not against the E. coli and Shig. Dysenteriae.

• Korean Journal of Pharmacognosy
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• v.39 no.1
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• pp.28-36
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• 2008

From the 70% EtOH extract of Paeonia lactiflora roots (Paeoniaceae), fourteen phenolic and related compounds were isolated. They were identified as ${\alpha}-tocopherol$ (1), dioctylphthalate (2), ${\alpha}-tocospiro$ B (3), paeonol (4), 3,3'-di-O-methylellagic acid(5), 3,4'-di-O-methylellagic acid (6), benzoic acid (7), aromadendrin (8), p-hydroxybenzoic acid (9), (+)-catechin (10), gallic acid (11), nicotinamide (12), methyl gallate (13) and $1,2,3,4,6-penta-O-galloyl-{\beta}-D-glucose$ (14) by spectroscopic methods. Among these compounds, 1-3, 5, 6, 8 and 12 were isolated for the first time from this plant.

• Preventive Nutrition and Food Science
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• v.2 no.4
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• pp.285-290
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• 1997

Previously, a 50% aqueous methanol extract of Galla rhois was shown to be the most potent tyrosinase inhibition activity with an {TEX}$IC_{50}${/TEX}(the concentration causing 50% inhibition of tyrosinase activity) of 0.2mg/ml of 205 crude drug extracts. To isolate tyrosinase inhibitors, the methanol extract was evaporated to a small volume in vacuo, and then partitioned stepwise with benzene and ethyl acetate(EtOAc). the EtOAc fraction was solubilized in 10% MeOH solution, and then fractionated successively by Diaion HP-20 and Sephadex LH-20 column chromatography, and preparative HPLC. Three phenolic compounds were isolated, and characterized as gallic acid(GA), methyl gallate(MG) and 1,2,3,4,6-penta-O-galloyl-$\beta$-D-glucose(PGG) by UV, IR, {TEX}${1}^H${/TEX}-&{TEX}${13}^C${/TEX}-NMR, and FAB-MS spectroscopy, PGG({TEX}$IC_{50}${/TEX}=50$\mu\textrm{g}$/ml) showed a considerable inhibitory effect against mushroom tyrosinase, while GA({TEX}$IC_{50}${/TEX}=1.6mg/ml) and MG({TEX}$IC_{50}${/TEX}=234$\mu\textrm{g}$/ml) did not show an appreciable effect. Meanwhile, MG inhibited greatly melanogenesis in a murine melanocyte cell line, Mel-Ab. MG and PGG showed typical noncompetitive inhibition patterns against mushroom tyrosinase. These results suggest that PGG and MG may be potentially useful as either anti-browning or anti-melanogenic agents in foods and cosmetics.