• 제목/요약/키워드: 2`,5`-trihydroxy-7

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Chemical Components of Dendrobium polyanthum

  • Hu, Jiang-Miao;Zhao, You-Xing;Miao, Ze-Hong;Zhou, Jun
    • Bulletin of the Korean Chemical Society
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    • 제30권9호
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    • pp.2098-2100
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    • 2009
  • A new tetrahydroanthracene, 3,6,9-trihydroxy-3,4-dihydroanthracen-1(2H)-one (1), six phenolics, moscatilin (2), gigantol (3), batatasin (4), moscatin (5), 9,10-dihydromoscatin (6), 10-dihydrophenanthrene-2,4,7-triol (7), and a sesquiterpenoid, corchoionoside C (8), together with two sterols $\beta$-sitosterol (9) and daucosterol (10), were isolated from the stems of Dendrobium polyanthum. Compounds 1 and 2 were assessed for cytotoxic activity against two human tumor cell lines (A549 and HL-60).

내생균 Arthrinium phaeospermum이 생산하는 이차대사산물 (Secondary Metabolites Produced by Endophytic Fungus, Arthrinium phaeospermum)

  • 하설규;심상희
    • 생약학회지
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    • 제47권3호
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    • pp.217-221
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    • 2016
  • Endophytic fungi have yielded a variety of secondary metabolites so far. In the course of the project to find bioactive secondary metabolites from cultures of endophytic fungi, an isolate of Arthrinium phaeospermum (JS 0567) was selected for chemical investigation. A large scale culture of this strain in rice media was extracted with an organic solvent and the extract was subjected to a serious of chromatography, which led to six metabolites. Their chemical structures were elucidated as 2,3,6,8-tetrahydroxy-1-methylxanthone(1), 2,3,4,6,8-pentahydroxy-1-methylxanthone(2), 3,4,6,8-tetrahydroxy-1-methylxanthone(3), 3,6,8-trihydroxy-1-methylxanthone(4), 2,4,2',4',6'-pentahydroxy-6-methylbenzophenone(5), and 5,7-di hydroxy-3-methylphthalide(6) on the basis of spectroscopic data. To the best of our knowledge, this is the first study on the secondary metabolites from Arthrinium phaeospermum.

Nitric Oxide Inhibitory Constituents from the Fruits of Amomum tsao-ko

  • Kim, Jun Gu;Le, Thi Phuong Linh;Hong, Hye Ryeong;Han, Jae Sang;Ko, Jun Hwi;Lee, Seung Hyun;Lee, Mi Kyeong;Hwang, Bang Yeon
    • Natural Product Sciences
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    • 제25권1호
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    • pp.76-80
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    • 2019
  • Bioactivity-guided fractionation of MeOH extract of the dried fruits of Amomum tsao-ko led to isolation of nine compounds (1 - 9). Their structures were elucidated by spectroscopic methods including extensive 1D and 2D-NMR, as alpinetin (1), naringenin-5-O-methyl ether (2), naringenin (3), hesperetin (4), 2',4',6'-trihydroxy-4-methoxy chalcone (5), tsaokoin (6), boesenbergin B (7), 4-hydroxyboesenbergin B (8), and tsaokoarylone (9). Of these, compound 8 was isolated from a natural source for the first time, which was previously reported as a synthetic product. The isolated compounds (1 - 9) were tested for their inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages. Among them, three chalcone derivatives (compounds 5, 7, and 8) and a diarylheptanoid (compound 9) exhibited significant inhibitory activity on the NO production with $IC_{50}$ values ranging from 10.9 to $22.5{\mu}M$.

정향의 화학 성분 (Chemical Constituents of Eugenia caryophyllata)

  • 박만기;박정일;신영근;신언경;김경호
    • 약학회지
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    • 제41권2호
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    • pp.149-152
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    • 1997
  • Three compounds were isolated from the n-BuOH fraction of buds of Eugenia caryophyllata and their structures were identified as 3,3',4-tri-O-methylellagic acid, 3-O--${\beta}$ -D-glucopyranosyl-3,5,4'-trihydroxy-7,3'-dimethoxyflavone and gallic acid by chemical and spectral evidence.

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작약(芍藥)의 성분연구(成分硏究) (3);Triterpenoid의 분리 (Phytocheical Studies on Paeoniae Radix (3);Triterpenoids)

  • 김주선;김윤정;이소영;강삼식
    • 생약학회지
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    • 제39권1호
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    • pp.37-42
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    • 2008
  • From the 70% EtOH extract from the roots of Paeonia lactiflora (Paeoniaceae), nine triterpenoids were isolated and identified as ${\beta}-amyrin$ (1), 24-methylenecycloartanol (2), betulinic acid (3), oleanolic acid (4), hederagenin (5), 30-norhederagenin (6), 30-norarjunolic acid (7), arjunolic acid (8), and $3{\beta},4{\beta},23-trihydroxy-24,30-dinorolean-12,20(29)-dien-28-oic$ acid (9) by spectroscopic methods. Among these compounds, 1, 2, 7, 8 and 9 were isolated for the first time from this plant.

Constituents from the Fruiting Bodies of Ganoderma applanatum and Their Aldose Reductase Inhibitory Activity

  • Lee, Sang-Hyun;Shim, Sang-Hee;Kim, Ju-Sun;Kang, Sam-Sik
    • Archives of Pharmacal Research
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    • 제29권6호
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    • pp.479-483
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    • 2006
  • Eight compounds were isolated from the fruiting bodies of Ganoderma applanatum, and were identified as 2-methoxyfatty acids (1), 5-dihydroergosterol (2), ergosterol peroxide (3) $3{\beta},7{\beta},20,23{\zeta}-tetrahydroxy-11,15-dioxolanosta-8-en-26-oic$ acid (4), $7{\beta},20,23{\zeta}-trihydroxy-3,11,15-trioxolanosta-8-en-26-oic$ acid (5), cerevisterol (6), $7{\beta},23{\zeta}-dihydroxy-3,11,15-trioxolanosta-8,20E(22)-dien-26-oic$ acid (7), and $7{\beta}-hydroxy-3,11,15,23-tetraoxolanosta-8,20E(22)-dien-26-oic$ acid methyl ester (8) by spectral analysis. All compounds were isolated for the first time from this fruiting bodies, and their effect on rat lens aldose reductase (RLAR) activity was tested. Among these eight compounds, ergosterol peroxide (3) was found to exhibit potent RLAR inhibition, its $IC_{50}$ value being $15.4\;{\mu}g/mL$.

Antineoplastic Natural Products and the Analogues(IX). A Review of the Series

  • Ahn, Byung-Zun;Kim, Shin-Il;Ryu, Sung-Ho;Kang, Kyu-Sang;Lee, You-Hui
    • 생약학회지
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    • 제17권2호
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    • pp.168-177
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    • 1986
  • Bioassay-directed isolation has yielded some cytotoxic substances against L1210 cell from the Korean traditional medicine. These include 5,2'-dihydroxy-6,7,8,6'-teramethoxyflavone $(IV,\;scutellaria\;root,\;ED_{50}\;=\;1.7\;{mu}g/ml)$, 7-geranyloxycoumarin $(XXXII,\;poncirus\;fruit,\;10.2\;{mu}g/ml) $and panaxydol $(I,\;white\;ginseng,\;0.03\;{mu}g/ml)$. IV, XXXII and their derivatives were synthesized in the purpose of in vivo tests and for observation of structure-activity relations. Among the flavone derivatives, 5,2',6'-trihydroxy-6,7,8-trimethoxy flavone (XVIII), 5-hydroxy-6,7,8-trimethoxy-6'-benzyloxyflavone (XVII) and 5,8-dihydroxy-6,7-dimethoxyflavone (X) showed the cytotoxicity which has no correlation to the flavone structures. Of the coumarins synthesized, 7,8-dihydroxycoumarin (XXVI), 6-7-dihydroxycoumarin (XXIX) and 6-hydroxy-5,7-dimethoxycoumarin (XXXI) showed considerable activities. Acetylated XXXI has moderate activity $(ED_{50}=17.2\;{mu}g/ml)$. Monobydroxycoumarins or their methyl and allyl ether were inactive. IV inhibits the growth of the solid form of S-180 by 70% at 40 mg/kg and shows T/C of 166% on the ascitic S-180 at 40 mg/kg. It strongly inhibits the activity of the membrane bounded ATPase from L1210 cell. The most cytotoxic fraction of the antitumor materials studied is the one from the trichosanthes root showing $ED_{50}=0. 0003\;{mu}g/ml$ against L1210 cell. This fraction, obtained from ethyl acetate extract, showed T/C of 130 and 135%, on ICR mice bearing S-180 and $BDF_1$ mice bearing L1210 at 10 mg/kg and 7.5 mg/kg, respectively.

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Enterococcus faecium 19-46-4에 의한 Cholic Acid의 생산

  • 정은영;김명수;이철훈;김병홍
    • 한국미생물·생명공학회지
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    • 제24권5호
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    • pp.540-545
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    • 1996
  • A facultative anaerobe Enterococcus faecium 19-46-4 was used to study the production of an antimicrobial substance in anaerobic conditions. Major part of the antibiotic activity was found in the culture filtrate of the bacterium. The active compound was extracted by an equal volume of iso-butanol and concentrated in vacuo (at 50$\circ$C) before purification by C-18 liguid column chromatography and HPLC. A chromatographically pure compound was obtained by two passages of HPLC columns, The compound appeared as a pale-yellow powder. The yield was about 2.5 mg 1$^{-1}$ culture filtrate. The compound was named as KIST 194. KIST 194 were identified as cholic acid (3$\alpha$, 7$\alpha$, 12$\alpha$-trihydroxy-5$\beta$-cholan 24-oic acid) based on its physico-chemical properties determined by UV, IR, $^{1}H-NMR, $^{13}$C-NMR, El-MS and LC-MS.

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Antioxidant and antimicrobial constituents of Crucianella maritima L.

  • Badr, Jihan M.
    • Natural Product Sciences
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    • 제14권4호
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    • pp.227-232
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    • 2008
  • Phytochemical further investigation of the chloroform extract of the aerial parts of Crucianella maritima L. (Rubiaceae) growing in Egypt resulted in the isolation of a new anthraquinone; 3-formyl-1-hydroxy-2-methoxy anthraquinone (3) along with the four known compounds isolated for the first time from the genus Crucianella; alizarin-1-methyl ether (2), 1,4-dihydroxy-2-methoxy anthraquinone (5), 1, 3, 6-trihydroxy-2-methoxy anthraquinone (7) and the flavonol kaempferol (8), beside four known compounds previously isolated from the same plant. The structures of the isolated compounds were established based on different spectroscopic data including UV, IR, EIMS, 1D and 2D-NMR. Moreover, the antioxidant and antimicrobial activities of the isolated compounds were evaluated.

Flavonoids with Bradykinin Antagonistic Effects from Scutellariae Radix

  • YunChoi, Hye-Sook;Yoo, Kyung-Sook;Chung, Sung-Hyun;Yang, Hyun-Sook;Choi, Jin-Jae;Kim, Young-Joo
    • 생약학회지
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    • 제23권4호
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    • pp.234-239
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    • 1992
  • Seven flavonoid components were isolated from fr. C of Scutellariae radix which showed antagonistic effects against bradykinin(BK). The results indicated that two oxygen functions (either -OH or $-OCH_3$) at 2'- and 6'-positions and/or an oxygen function at 6-position of flavone seemed to be favored for the BK inhibitory activities. Skullcapflavone-II(IV) which contains $6-OCH_3$, 2'-OH and $6-OCH_3$ in the structure was the most active among the flavones tested.

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