• 약학회지
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• 제40권2호
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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.

• 생약학회지
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• 제26권4호
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• pp.327-336
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• 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
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• 제45권3호
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• pp.250-257
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• 2017

계수나무 잎, 목질부 및 수피부의 EtOAc 및 물 분획으로부터 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) 등 8종류의 가수분해형 탄닌을 단리하였으며, 각 화합물에 대한 항산화 활성 및 항염활성 시험을 실시하였다. 항산화 활성은 DPPH 라디칼 소거법을 사용하였으며, 단리된 화합물 모두 대조군으로 사용된 BHT 및 ${\alpha}$-tocopherol에 비하여 매우 우수한 항산화 활성을 나타냈다. 항염활성 시험 결과 methyl gallate, 1,2,3,6-tetra-O-galloyl-${\beta}$-D-glucose 그리고 1,2,3,4,6-penta-O-galloyl-${\beta}$-D-glucose가 NO생성을 억제하였으며, 특히 methyl gallate가 가장 높은 NO 생성 억제효과를 가지는 것으로 나타났으나 항염제로 이용될 수 있는 효능을 가지고 있지는 않았다. 이와 같은 결과를 토대로 계수나무의 가수분해형 탄닌 화합물은 항염제보다 합성 항산화제를 대체할 수 있는 천연 항산화 소재로써의 적용 가능성을 나타내었다.

• 약학회지
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• 제42권4호
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• pp.353-358
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• 1998

The MeOH extract of the bark of Paeonia moutan showed potent inhibitory effect on the mushroom tyrosinase activity in vitro. The activity-guided fractionation of t he MeOH extract resulted in the isolation of three active compounds. The chemical structures of these compounds were elucidated by chemical and spectroscopic evidence as catechin, 1,2,3,6-tetra-O-galloyl-${\beta}$-D-glucose and 1,2,3,4,6-penta-0-galloyl-${\beta}$-D-glucose, respectively. Among them, the inhibitory activity by 1,2,3,6-tetra-galloyl-${\beta}$-D-glucose on mushroom tyrosinase was more potent $(IC_{50}=3.5\;{\mu}M)$ than that of kojic acid $(IC_{50}=8.7\;{\mu}M)$ ,but catechin enhanced the mushroom tyrosinase activity 50% in the concentration of 34.5M.

• 한국약용작물학회지
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• 제8권2호
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• pp.157-164
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• 2000

활성산소에 기인하는 다양한 성인병을 예방 치료할 수 있는 안전하고 우수한 항산화 물질을 천연물로 부터 개발하기 연구의 일환으로 오배자의 주성분에 대한 항산화효과 및 간보호효과를 연구하여 다음과 같은 결과를 얻었다. 1. Ferric-Thiocyanate 법에 의하여 과산화반응 억제에 따른 항산화 활성을 측정한 결과 모두 tocopherol보다 강한 과산화반응 억제 활성을 보였으며 gallic acid methyl ester, protocatechuic acid와 syringic acid는 tocopherol 보다는 강한 활성을 보였으며 BHA와는 유사 또는 그 이상의 활성을 보였다. 특히 1, 2, 3, 4, $6-penta-O-galloyl-{\beta}-D- glucose$는 tocopherol과 BHA보다 매우 강한 과산 화반응억제 활성을 보였다. 2. TBA 법에 의한 과산화지질의 생성의 지표인 MDA 억제효과에 의한 항산화효과를 측정한 결과 gallic acid 는 $1.6{\times}10^{-4}$의 농도에서 BHA 보다 높은 억제율을, protocatechuic acid는 $1.6{\times}10^{-6}$의 농도에서 BHA 보다 높은 억제율을 보였다. gallic acid methyl ester와 1, 2, 3, 4, $6-penta-O-galloyl-{\beta}-D-glucose$는 농도가 증가함에 따라 우수한 MDA의 억제활성을 나타내었다. 3. Glycyrrhizin을 비교군으로 하여 간 보호 실험을 한 결과 1, 2, 3, 4, $6-penta-O-galloyl-{\beta}-D-glucose$의 0.5mg/ml첨가군에서는 GOT의 강한 감소 효과를 보였으며 GPT 실험에서는 각 시료 0.5mg/ml 첨가군에서 감소하는 경향을 나타내었다.

• 한국염색가공학회지
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• 제15권6호
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• pp.27-32
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• 2003

As a natural antimicrobial agent, gallnut extract was examined. The extract was separated and analyzed by LC/MS to assign the components, gallic acid, digallic acid, trigallic acid, mono-galloyl glucose, penta-galloyl glucose, etc. Minimum inhibitory concentration of gallnut extract was about 10ppm. Cotton fabrics treated with 10% owf of gallnut extracts had antimicrobial activity showing the reduction of bacteria 99.9% for both Staphylococcus aureus and Klebsiella pneumoniae.

• Archives of Pharmacal Research
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• 제26권10호
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• pp.832-839
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• 2003

Activated macrophages express inducible isoforms of nitric oxide synthase (iNOS) and cyclooxygenase (COX-2), and produce excessive amounts of nitric oxide (NO) and prostaglandin E$_2$ (PGE$_2$), which play key roles in the processes of inflammation and carcinogenesis. The root of Paeonia lactiflora Pall., and the root cortex of Paeonia suffruticosa Andr., are important Chinese crude drugs used in many traditional prescriptions. 1,2,3,4,6-penta-O-galloyl-$\beta$-D-glucose (PGG) is a major bioactive constituent of both crude drugs. PGG has been shown to possess potent anti-oxidant, anti-mutagenic, anti-proliferative and anti-invasive effects. In this study, we examined the inhibitory effects of 1,2,3,4,6-penta-O-galloyl-$\beta$-D-glucose (PGG) isolated from the root of Paeonia lactiflora Pall. on the COX-2 and iNOS activity in LPS-activated Raw 264.7 cells, COX-1 in HEL cells. To investigate the structure-activity relationships of gallate and gallic acid for the inhibition of iNOS and COX-2 activity, we also examined (-)-epigallocatechin gallate (EGCG), gallic acid, and gallacetophenone. The results of the present study indicated that PGG, EGCG, and gallacetophenone treatment except gallic acid significantly inhibited LPS-induced NO production in LPS-activated macrophages. All of the four compounds significantly inhibited COX-2 activity in LPS-activated macrophages. Among the four compounds examined, PGG revealed the most potent in both iNOS ($IC_{50}$ = 18 $\mu\textrm{g}/mL$) and COX-2 inhibitory activity (PGE$_2$: $IC_{50}$ = 8 $\mu\textrm{g}/mL$ and PGD$_2$: $IC_{50}$ = 12 $\mu\textrm{g}/mL$), respectively. Although further studies are needed to elucidate the molecular mechanisms and structure-activity relationship by which PGG exerts its inhibitory actions, our results suggest that PGG might be a candidate for developing anti-inflammatory and cancer chemopreventive agents.

• Natural Product Sciences
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• 제8권4호
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• pp.183-185
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• 2002

To investigate skin whitening natural substances, the effects on melanogenesis by measuring the tyrosinase activity and the melanin contents of three hydrolysable tannins, $1,2,6-tri-O-galloyl-{\beta}-D-glucose$ (1), 2,3-(S)-HHDP-D-glucose (2) and pedunculagin (3) in B16 melanoma cells were examined. $1,2,6-Tri-O-galloyl-{\beta}-D-glucose$ (1), 2,3-(S)-HHDP-D-glucose (2) and pedunculagin (3) inhibited tyrosinase activity in B16 melanoma cells in a dose-dependent manner.

• 약학회지
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• 제40권2호
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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.

• 생약학회지
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• 제31권2호
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• pp.185-189
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• 2000

This study was carried out to investigate the structure of antioxidative constituents and the free radical scavenging effect of the main ingredients from Galla Rhois(Rhus javanica Linne). Antioxidative activities of n-hexane, EtOAc and BuOH extracts of Galla Rhois were similar or even higher than that of natural (tocopherol) or synthetic antioxidant (BHA). It is suggested that major fractions for the antioxidative activity of Galla Rhois were the n-hexane, EtOAc and BuOH extract compartments. In the subsequently experiment, one active compound from n-hexane extract, three active compounds from EtOAc extract and one active compound from BuOH extract were isolated. Their chemical structures were identified as syringic acid, protocatechuic acid, gallic acid methylester, gallic acid and $1,2,3,4,6- penta-O-galloyl-{\beta}-D-glucose$ on the basis of the speculation of spectral data and chemical reaction. Among the compounds, protocatechuic acid, gallic acid methylester and $1,2,3,4,6- penta-O-galloyl-{\beta}-D-glucose$ showed most potent radical scavenging effect using DPPH method.