• 제목/요약/키워드: emodin 8-O-${\beta}$-D-glucopyranoside

검색결과 10건 처리시간 0.023초

Anthraquinone and Stibene Derivatives from the Cultivated Korean Rubbarb Rhizomes

  • Ko, Sung-Kwon;Whang, Wan-Kyunn;Kim, Il-Hyuk
    • Archives of Pharmacal Research
    • /
    • 제18권4호
    • /
    • pp.282-288
    • /
    • 1995
  • The sutdies were carried out to evaluate the consituents in the rihzomes of the cultivated Korean Rhubarb (Polygonaceae). From the acetone fraction ofl methanol extract Compound I (1, 8-dihydroxy-3-methyl anthraquinone, chrysophanic acid), Compound II($chrysophanol-8-O-{\beta}-D-glucopyranoside$), Compound III ($emodin-8-O-{\beta}-D-glucopyranoside$) and Compound IV ($aloe-emodin-8-O-{\beta}-D-glucopyranoside$), and from the ether fraction Compound V(1, 8-dihydorxy-3-emthyl-6-methoxy anthraquinone, physcion) and Compound VI (1, 6, 8-thitydroxy-3-emthyl anthrauinone, emodin), and also from the n-buthanol fraction Compound VII ($rhapontigenin-3-O-{\beta}-D-glucopyranoside, rhaponticin$) and Compound VIII ($piceatannol-3'-O-{\beta}-D-glucopyranoside$), were isolated and identified on the basis of their physico-chemical and spectroscopic evidences (UV, IR, H-NMR, C-NMR, EI-MS), respectively.

  • PDF

호장으로부터 분리한 안트라퀴논류의 Nitric Oxide 저해활성 (Inhibition of Nitric Oxide Production by Anthraquinones from Polygonum cuspidatum)

  • 주시몽;양기숙
    • 약학회지
    • /
    • 제54권5호
    • /
    • pp.387-391
    • /
    • 2010
  • Polygonum cuspidatum which is widely distributed in Korea has been used as treatments of dermatitis, gonorrhea and inflammation in traditional medicine. We examined anti-inflammatory activities by the inhibition of NO production in RAW264.7 murine macrophages cells. Phytochemical examination of Polygonum cuspidatum led to the isolation and characterization of emodin (1), emodin 8-O-${\beta}$-D-glucopyranoside (2), emodin 1-O-${\beta}$-D-glucopyranoside (3). Antioxidative activities of these compounds were determined by measuring the radical scavenging effects on DPPH radicals. Compounds 1 and 3 showed potent activities compared with L-NMMA. These results suggested that the antraquinone compounds isolated from Polygonum cuspidatum might be used as antiinflammatory agents.

A New Stilbene Diglycoside from Rheum undulatum

  • Ko, Sung-Kwon
    • Archives of Pharmacal Research
    • /
    • 제23권2호
    • /
    • pp.159-162
    • /
    • 2000
  • A new stilbene diglycoside, piceatannol-3, 4'-O-$\beta$-D-diglucopyranoside (I), together with desoxyrhaponticin (II), emodin-1-O-$\beta$-D-glucopyranoside (III), and physcion-8-O-b-D-gluco-pyranoside (IV), were isolated from the rhizomes of cultivated Korean rhubarb rhizomes(Rheum undulatum), Jong DaeWhang, and the structures of 1-IV were identified on the basis of chemical and spectral evidences.

  • PDF

호장으로부터 분리한 안트라퀴논 및 스틸벤 화합물의 지질과산화 저해활성 (Antilipoperoxidant Activity of Antraquinone and Stilbene from Polygonum cuspidatum)

  • 주시몽;이민원;양기숙
    • 약학회지
    • /
    • 제51권2호
    • /
    • pp.140-144
    • /
    • 2007
  • Polygonum cuspidatum has been used as treatments of dermatitis, gonorrhea, inflammation, and hyperlipidaemia in traditional medicine. We examined liver protective effect on CCl$_4$ inducing hepatotoxicity and anti-oxidative activity by TBA method. Phytochemical examination of Polygonum cuspidatum led to the isolation and characterization of emodin 8-O-${\beta}$-D-glucopyranoside (compound 1), and trans-resveratrol 3-O-${\beta}$-D-glucopyranoside (compound 2). Compounds 1 and 2 enhanced the inhibition of anti-lipid peroxidative effects in liver homogenate. In chemical parameters obtained from serum analysis, compounds 1 and 2 also revealed significant decrease in hepatotoxicity. These results suggested that the antraquinone and stilbene which were isolated from Polygonum cuspidatum might be used as therapeutic agent of hepatitis.

Cytotoxic Anthraquinones and Stilbenes from Reynoutria sachalinensis (Fr. Schm.) Nakai

  • Jin, Wenyi;Na, Min-Kyun;Song, Gyu-Yong;Lee, Young-Mi;Bae, Ki-Hwan
    • 한국약용작물학회지
    • /
    • 제13권2호
    • /
    • pp.80-84
    • /
    • 2005
  • Five known anthraquinones, physcion (1), I-O-methylemodin (2), emodin (3), $physcion-8-O-{\beta},-D-glucopyranoside$ (5), $emodin-8-O-{\beta},-D-glucopyranoside$ (6) and two known stilbenes, trans-resveratrol (4), $trans-resveratrol-3-O-{\beta},-D-glucopyranoside$ (7) were isolated from MeOH extract of Reynoutria sachalinensis (Polygonaceae). All structures were unambiguously established by 1D and 2D NMR and MS data and the compounds were evaluated for their cytotoxicity against L1210, HL-60, BI6F10 tumor cell lines in MTT assay. Among the compounds, trans-resveratrol (4) exhibited significant cytotoxic activity with $IC_{50}$ values of 9.2, 6.7 and $9.8\;{\mu}g/ml$, against the test cell lines respectively, but compounds 1-3 exhibited the moderate cytotoxic activity.

한국산 재배대황엽의 약효성분 -엽의 안트라퀴논- (Pharmaco-Constituents of Korean Cultivated Rhubarb Leaves -The Anthraquinones from Leaves-)

  • 함인혜;김일혁
    • 약학회지
    • /
    • 제38권4호
    • /
    • pp.410-417
    • /
    • 1994
  • As one of the studies for Korean cultivated Rhubarb, which has been used stomachic bitter, laxative and purgative, etc, MeOH extract of the leaves was fractionated with ether, ethylacetate. From the ether fraction of MeOH extract, two anthraquinone derivatives, 1,6,8-trihydroxy-3-methyl anthraquinone(emodin, $C_{15}H_{10}O_5$), 1,6,8-trihydroxy-3-hydroxymethyl anthraquinone (citrerosein, $C_{15}H_{10}O_6$) and from the ethyl acetate fraction of MeOH extract, one anthraquinone derivative, emodin-8-${\beta}$-D-glucopyranoside$(C_{21}H_{20}O_{10})$ were isolated and identified through the physico-chemical properties and spectroscopic evidences(UV, IR, NMR, Mass), respectively.

  • PDF

애기수영의 화학적 성분 (Chemical Components of Rumex acetosella L.)

  • 최상길;황방연;김민수;오갑진;이경순;노재섭
    • 생약학회지
    • /
    • 제29권3호
    • /
    • pp.209-216
    • /
    • 1998
  • In the course of phytochemical studies of Rumex acetosella L. (Polygonaceae), the MeOH extract of the whole plants was fractionated with $CH_2Cl_2$ and $H_2O$, and the $CH_2Cl_2$ layer was fractionated again with 90% MeOH and hexane. Whereas $H_2O$ layer was fractionated with EtOAc and then with n-BuOH again. By repeated column chromatography, compound 1 was isolated from the 90% MeOH fraction, compounds 1, 2, 3, 4 and 5 were from the ethylacetate fraction, and compound 5 was from the n--BuOH fraction. On the basis of physico-chemical, spectroscopic evidences and in comparison with authentic samples, the structures of them were confirmed to emodin, citreorosein, $chrysophanol-8-O-{\beta}-D-glucopyranoside$, luteolin and $luteolin-7-O {\beta}-D-glucopyranoside$.

  • PDF

A New Acetophenone of Aerial Parts from Rumex aquatica

  • Yoon, Hwan-Min;Park, Ji-Yeun;Oh, Mi-Hyun;Kim, Kyung-Hee;Han, Jung-Hoon;Whang, Wan-Kyunn
    • Natural Product Sciences
    • /
    • 제11권2호
    • /
    • pp.75-78
    • /
    • 2005
  • A new acetophenone named rumexin $(3-hydroxy-5-methyl-4-O-{\beta}-D-glucopyranosyl\;acetophenone)$ was isolated from methanolic extract of Rumex aquatica together with eight known compounds, $quercetin-3-O-{\beta}-D-glucuropyranoside$, $musizin-8-O-{\beta}-D-glucopyranoside$, $quercetin-3-O-{\alpha}-L-rhamnoside$, $emodin-8-O-{\beta}- D-glucopyranoside$, caffeic acid, $1-O-caffeoyl-{\beta}-D-glucopyranoside$, 1-methyl caffeic acid, $kaempferol-3-O-{\beta}-D-glucuropyranoside$. All of the above compounds were isolated from Rumex aquatica for the first time, and structures of compounds were established by spectroscopic means.

Protein Tyrosine Phosphatase 1B inhibitory Activity of Anthraquinones and Stilbenes

  • Na, Min-Kyun;Jin, Wen Yi;Min, Byung-Sun;Ahn, Jong-Seog;Bae, Ki-Hwan
    • Natural Product Sciences
    • /
    • 제14권2호
    • /
    • pp.143-146
    • /
    • 2008
  • Protein tyrosine phosphatase 1B (PTP1B) is emerging as a potential therapeutic target for the treatment of type-2 diabetes and obesity. To search for new types of PTP1B inhibitors, we have undertaken in vitro enzyme assay for some anthraquinones and stilbenes isolated from plants. Of the anthraquinones tested, physcion (1), 1-O-methylemodin (2), and emodin (3) showed high activities, with $IC_{50}$ values of 7.6, 7.0, and $3.8{\mu}g/mL$, respectively, while the anthraquinone glycosides, physcion-8-O-${\beta}$-D-glucopyranoside (4) and emodin-8- O-${\beta}$-D-glucopyranoside (5), were less active than their aglycones. All the stilbenens (6 - 15) slightly inhibited PTP1B activity at high concentration of $30{\mu}g/mL$. Our findings suggest that the hypoglycemic effect of anthraquinones may be associated with their PTP1B inhibitory activity.

Antioxidant Activity of Anthraquinones and Flavonoids from Flower of Reynoutria sachalinensis

  • Zhang Xinfeng;Thuong Phuong Thien;Jin WenYi;Su Nguyen Duy;Sok Dai Eun;Bae KiHwan;Kang Sam Sik
    • Archives of Pharmacal Research
    • /
    • 제28권1호
    • /
    • pp.22-27
    • /
    • 2005
  • Bioassay-guided fractionation of methanol extract of Reynoutria sachalinensis flower using DPPH assay has led to the isolation of three anthraquinones and three flavonoids. Their structures were identified as emodin (1), emodin-8-O-$\beta$-D-glucopyranoside (2), physcion-8-O-$\beta$-D­glucopyranoside (3), quercetin-3-O-$\alpha$-L-arabinofuranoside (4), quercetin-3-O-$\beta$-D-galactopyra­noside (5), and quercetin-3-O-$\beta$-D-glucuronopyranoside (6) by comparing their physicochemical and spectral data with those published in literatures. All isolated compounds were evaluated for antioxidant activities with free radical 1, 1-diphenyl-2-picrylhydrazyl (DPPH) scavenging, superoxide radical scavenging and $Cu^{2+}$-mediated low density lipoprotein (LDL) oxidation assay. The results demonstrated that three flavonoids, 4, 5, and 6 had remarkable antioxidant activities with the $IC_{50}$ values of 64.3, 54.7, and 46.2${\mu}M$ (DPPH scavenging), the $IC_{50}$ values of 6.0, 6.7, and $4.4{\mu}M$ (superoxide radical scavenging) and the $IC_{50}$ values of 3.8, 3.2, and 5.4${\mu}M$ against LDL oxidation, respectively.