• 생명과학회지
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• 제19권6호
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• pp.698-704
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• 2009

두충 (Eucommia ulmoides Oliver)으로부터 항고혈압 활성을 가진 유효물질을 분리하였으며, 두충의 잎, 껍질 및 줄기를 건조한 것과, 건조한 후 붉은 것에 대하여 ACE (angiotensin converting enzyme) 저해활성을 실험하였다. 두충으로부터 분리 한 유효물질은 pinoresinol-4,4'-di-O-${\beta}$-D-glucoside (PG)와 dehydrodiconiferyl alcohol 4,${\gamma}$'-di-O-${\beta}$-D-glucoside (DAG)였으며, 이들은 각각 껍질과 잎에 많이 함유되 어 있었다. 즉 pinoresinol-4,4'-di-O-${\beta}$-D-glucoside (PG)는 자연 건조한 껍질에 135.12 mg%, 붉은 껍질에 163.94 mg%로 가장 많이 함유되어 있었으며, dehydrodiconiferyl alcohol 4,${\gamma}$'-di-O-${\beta}$-D-glucoside (DAG)는 자연 건조한 잎에 117.43 mg%, 붉은 잎에 133.93 mg%로 비교적 많이 함유되어 있었다. ACE 억제활성은 볶은 잎, 말린 껍질 및 볶은 껍질을 10 mg/ml씩 처리하였을 때, 각각 77.49, 75.52 및 75.36%의 억제효과를 나타내었으며, 두충으로부터 분리한 화합물인 pinoresinol-4,4'-di-O-${\beta}$ -D-glucoside (PG)와 dehydrodiconiferyl alcohol 4,${\gamma}$'-di-O-${\beta}$-D-glucoside (DAC)를 1${\sim}$10 mg/ml 처리하였을 때에 는 67.1${\sim}$85.25% 의 억제활성을 나타내었으며, $IC_{50}$값은 각각 0.6${\pm}$0.2, 0.5${\pm}$0.2 mg/ml 였다. 이것은 PG와 DAG가 두충에서 분리한 천연물임을 감안하면 매우 높은 활성을 가지고 있다고 할 수 있다.

• Archives of Pharmacal Research
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• 제18권3호
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• pp.203-205
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• 1995

A new $4,5,8-trihydroxy-{\alpha}-tetralone-5-O-{\beta}-D-glucoside$ along with 1,4,8-trihydroxynaphthalene1-O-{\beta}-D-glucoside$ and gallic acid were isolated from the roots of Juglans mandshurica. Their structures were elucidated on the basis of spectroscopic studies.

• Applied Biological Chemistry
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• 제42권2호
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• pp.162-165
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• 1999

Spraque-Dawley계 수컷랫트에 단풍취로부터 분리한 화합물을 경구투여하고 혈청 ethanol농도와 간의 ADH 활성에 미치는 효과를 검토한 결과 알코올대사를 촉진시키는 성분은 apigenin $7-O-{\beta}-D-glucoside$로 확인되었다.

• Natural Product Sciences
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• 제20권3호
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• pp.211-215
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• 2014

Opuntia humifusa, also called as Cheonnyuncho, is a cactus widely cultivated in southern regions of Korea. It has been known to have diverse biological activities, but most of the studies were performed with the MeOH extracts or solvent-partitioned fractions. Furthermore, the efforts to identify the responsible compounds for the biological activities are very limited. In this study, we tested the inhibitory effect of extracts and solvent-partitioned fractions of O. humifusa against LPS-induced nitric oxide (NO) production in Raw264.7 cells. The butanol fractions of O. humifusa efficiently inhibited the production of NO in Raw264.7 cells, but it was not due to the reduction of cell viability. Bioassay-guided isolation of butanol fractions of O. humifusa allowed the isolation of three flavonoids isorhamnetin 3-O-${\beta}$-$\small{D}$-galactosyl-4'-O-${\beta}$-$\small{D}$-glucoside (1), isorhamnetin 3,4'-di-O-${\beta}$-$\small{D}$-glucoside (2) and isorhamnetin 3-O-${\beta}$-$\small{D}$-(6-O-${\alpha}$-$\small{L}$-rhamnosyl)glucoside (3), and one lignan syringaresinol O-${\beta}$-$\small{D}$-glucopyranoside (4). Among them, isorhamnetin 3-O-${\beta}$-$\small{D}$-galactosyl-4'-O-${\beta}$-$\small{D}$-glucoside (1) and isorhamnetin 3,4'-di-O-${\beta}$-$\small{D}$-glucoside (2) exhibited the moderate inhibitory effects against LPS-induced NO production. This is the first time to report anti-inflammatory effects of these compounds.

• 한국약용작물학회지
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• 제13권6호
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• pp.250-254
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• 2005

Night-break, 일장조절, 월동가온 실험으로부터 얻어진 바위솔에 포함된 flavonol glycoside, $kaempferol-3-O-{\beta}-D-glucoside$(1), $kaempferol-3-O-{\beta}-D-glactoside$ (2), $kaempferol-3-O-{\beta}-D-rhamnoside$ (3), $quercetin-3-O-{\beta}-D-glucoside$ (4) and $quercetin-3-O-{\alpha}-D-rhamnoside$ (5)의 함량이 분석되었으며 자연산 바위솔의 함량과 비교되었다. 월동가온 시험에서 얻은 flavonol glycoside 1-5의 함량은 자연산보다 감소하였으며 일장조절 실험 및 night-break 시험에서 얻은 flavonol glycoside 함량은 조사한 빛의 양이 증가함에 따라 증가하였다. 월동가온은 flavonol glycoside의 생성에 부정적으로 작용하는 반면 조사되는 빛의 양의 증가와 같은 경작조건은 flayonol glycoside의 생성에 유리하다.

• Archives of Pharmacal Research
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• 제25권3호
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• pp.313-319
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• 2002

A total of eight flavonoids (1-8), including a novel $quercetin-7-o-(6"-o-acetyl)-{\beta}-D-glucopyranoside$ (6) and seven known flavonoids, luteolin (1), quercetin (2), luteolin $7-o-{\beta}-D-glucopyranoside$ (3), $luteolin-7-o-(6"-Ο-acetyl)-{\beta}-D-glucopyranoside$ (4) quercetin $7-o-{\beta}-D-glucopyranoside$ (5), acacetin 7-o-{\beta}-D-glucuronide (7) and apigenin-6-C-{\beta}-D-glucopyrano $syl-8-C-{\beta}-D-glucopyranoside$ (8), have been isolated from the leaves of the safflower (Carthamus tinctorius L.) and identified on the basis of spectroscopic and chemical studies. The antioxidative activity of these flavonoids was evaluated against 2-deoxyribose degradation and rat liver microsomal lipid peroxidation induced by hydroxyl radicals generated via a Fenton-type reaction. Among these flavonoids, luteolin-acetyl-glucoside (4) and quercetin-acetyl-glucoside (6) showed potent antioxidative activities against 2-deoxyribose degradation and lipid peroxidation in rat liver microsomes. Luteolin (1), quercetin (2), and their corresponding glycosides (3 & 5) also exhibited strong antioxidative activity, while acacetin glucuronide (7) and apigenin-6,8-di-C-glucoside (8) were relatively less active.

• Natural Product Sciences
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• 제14권2호
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• pp.131-137
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• 2008

From the 70% EtOH extract of the roots of Astragalus membranaceus (Leguminosae), eleven flavonoid derivatives and a lignan, were isolated and identified as liquiritigenin (1), daidzein (2), formononetin (3), sophorophenolone (4), calycosin (5), methylnissolin (6), isomucronulatol (7), isomucronulatol 7-O-glucoside (8), methylnissolin 3-O-glucoside (9), calycosin 7-O-glucoside (10), (+)-syringaresinol O-${\beta}$-D-glucoside (11), and isomucronulatol 7,2'-di-O-glucoside (12), by spectroscopic methods. This is the second report of the isoflavonoid derivatives sophorophenolone (4) and isomucronulatol 7,2'-di-O-glucoside (12) from a natural source, as well as the first report of compounds liquiritigenin (1), daidzein (2) and (+)-syringaresinol O-${\beta}$-D-glucoside (11) from the species A. membranaceus.

• Food Science and Biotechnology
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• 제16권1호
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• pp.71-77
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• 2007

The antioxidant properties of twelve phenolic compounds, including matairesinol 4'-O-$\beta$-D-glucoside, 8'-hydroxyarctigenin 4'-O-$\beta$-D-glucoside, matairesinol, 8'-hydroxyarctigenin, N-feruloylserotonin 5-O-$\beta$-D-glucoside, N-(p-coumaroyl)-serotonin-5-O-$\beta$-D-glucoside, N-feruloylserotonin, N-(p-coumaroyl)serotonin, luteolin 7-O-$\beta$-D-glucoside, luteolin, acacetin 7-O-$\beta$-glucuronide, and acacetin, isolated from defatted safflower (Carthamus tinctorius L.) seeds were evaluated with regard to the DPPH, superoxide and hydroxyl radicals. Additionally, levels of phenolic compounds were determined by HPLC in two cultivars of safflower seeds. Among them, four serotonin derivatives showed potent DPPH ($IC_{50}=10.83-21.75\;{\mu}M$) and hydroxyl ($IC_{50}=75.93-374.63\;{\mu}M$) radical scavenging activities, and their activities were significantly stronger than that of ${\alpha}-tocopherol$. Four flavonoids ($IC_{50}=170.65-275.83\;{\mu}M$) and four lignans ($IC_{50}=114.22-406.10\;{\mu}M$) exhibited significant superoxide and hydroxyl radical scavenging activities, respectively, whereas these compounds contained less activity toward the DPPH and hydroxyl radicals than serotonin derivatives. The levels of serotonin derivatives, lignans and flavonoids in safflower seeds of two cultivars ranged from 49.30 to 260.40, 3.72 to 158.90, and 11.72 to 214.97 mg% (dry base), respectively. Of the two cultivars, 'Cheongsu' had somewthat higher concentrations of phenolic compounds than 'Uisan'. These results suggest that phenolic compounds in safflower seeds may playa role as protective phytochemical antioxidants against reactive oxygen-mediated pathological diseases.

• Food Science and Biotechnology
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• 제17권5호
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• pp.1060-1065
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• 2008

A novel benzoyl glucoside (4) and 13 known phenolic compounds were isolated from the leaves of Camellia japonica by a guided 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay. The structure of 4 was determined to be 4-hydroxy-2-methoxyphenol 1-O-$\beta$-D-(6'-O-p-hydroxylbenzoyl)-glucopyranoside (camelliadiphenoside). The 13 known compounds were identified as (E)-coniferyl alcohol (1), (-)-epicatechin (2), 4-hydroxyphenol 1-O-$\beta$-D-(6-O-p-hydroxybenzoyl) glucopyranoside (3), naringenin 7-O-$\beta$-D-glucopyranoside (5), quercetin 3-O-$\beta$-L-rhamnopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranoside (6), kaempferol 3-O-$\beta$-L-rhamnopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranoside (7), (+)-catechin (8), 1,6-di-O-p-hydroxybenzoyl-$\beta$-D-glucopyranoside (9), phloretin 2'-O-$\beta$-D-glucopyranoside (10), quercetin 3-O-$\beta$-D-glucopyranoside (11), quercetin 3-O-$\beta$-D-galactopyranoside (12), kaempferol 3-O-$\beta$-D-galactopyranoside (13), and kaempferol 3-O-$\beta$-D-glucopyranoside (14). Their chemical structures were determined by the spectroscopic data of fast atom bondardment mass spectrometry (FABMS) and nuclear magnetic resonance (NMR). Flavonoids having the catechol moiety showed significantly higher DPPH radical scavenging activity than other isolated compounds having monohydroxy phenyl group.

• Journal of Applied Biological Chemistry
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• 제51권1호
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• pp.13-16
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• 2008

Five anthraquinones, emodin (1), ${\omega}$-hydroxyemodin (2), chrysophanol-8-O-${\beta}$-D-glucoside (3), emodin-8-O-${\beta}$-D-glucoside (4), and physcion-8-O-${\beta}$-D-glucoside (5), and five flavonoids, kaempferol-3-O-${\beta}$-D-glucoside (6), quercetin (7), quercitrin (8), isoquercitrin (9), and (+)-catechin (10), were isolated from the EtOAc-soluble extract of the fruits of Rumex japonicus. The structures of 1-10 were identified by spectroscopic methods including NMR studies. This is the first report on the isolation of compounds 3-5 from this plant. The isolates were subjected to in vitro bioassays to evaluate their inhibitory activities on the rat lens aldose reductase (RLAR), among which two anthraquinones (1 and 4), and five flavonols (5-9) showed significant activities on RLAR.