• 제목/요약/키워드: 5,2',6'-trihydroxy-7

검색결과 40건 처리시간 0.028초

쇠비름(Porturaca oleracea)의 병원균, Drechslera portulacae가 생산하는 식물독소의 구조 동정 - 제 1 보. Methyldihydroxyzearalenone의 단리 및 제초활성 (Identification of Phytotoxins Produced by Drechslera portulacae, a Pathogen of Purslane(Portulaca oleracea) - I. Isolation of Methyldihydroxyzearalenone and Its Herbicidal Activity)

  • 김건우;조광연
    • 한국잡초학회지
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    • 제14권3호
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    • pp.184-191
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    • 1994
  • 잡초병원균 Drechslera portulacae는 기주식물인 쇠비름(Portulaca oleracea)에만 병징을 발현하는 식물독소를 생산한다는 사실을 발견하여 병원성에 관여하는 물질을 D. portulacae의 배양여액 중에서 정제 단리한 후 기기분석한 결과, 그 화학구조를 methyldihydroxyzearalenone으로 동정하였다. 또한, methyldihydroxyzearalenone의 제초활성은 시험초종인 식용피(E. crus-gall) 및 어저귀(A. avicennae)를 대상으로 조사되였다. 그 결과, 식용피 유묘의 초장에 대한 억제효과는 나타나지 않았으며 근생장에 있어서 $3{\times}10^{-5}M$ 처리시 대조구에 비해 35.7%의 억제를 보였다. 한편, 어저귀에서는 유묘의 초장 및 근장에 대한 억제효과가 인정되었으며 그 정도는 유근에서 심하여 $3{\times}10^{-5}M$ 처리구에서 근생장을 72.6% 억제시켰다. Methyldihydroxyzearalenone의 제초활성은 식용피보다 어저귀에서 높게 나타났다.

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A study on formation of hemoglobin adduct due to inhalation exposure with 1,3-butadiene in female mice

  • Lee, Jin-Heon;Shin, Ho-Sang
    • 한국환경보건학회:학술대회논문집
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    • 한국환경보건학회 2004년도 International Conference Global Environmental Problems and their Health Consequences
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    • pp.73-86
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    • 2004
  • The purpose of this study is the identification of (N-2-hydroxy-3-butenyl) valine(HBVal adduct) and (N-2,3,4-trihydroxy-butyl)valine(THBVal adduct)with mice inhalation exposure with 1,3-butadiene for 3 weeks($6\;hr/day\;{\times}\;5\;days/week$). Body weights were significantly lower from 4 or 9 exposure post-day in 1000 or 500ppm inhalation group than in control. The levels of HBVal adducts are 1.8, 3.7 and 6.2 pmol/mg globin in $1^{st}$, $2^{nd}$ , and $3^{rd}$ week for 500 ppm 1,3-butadiene(BD), and 5.7, 7.4 and 16.0 pmol/mg globin in $1^{st}$, $2^{nd}$ , and $3^{rd}$ week for 1000 ppm BD inhalation exposure. The levels of THBVal adducts are 32.0, 42.0 and 55.0 pmol/mg globin in $1^{st}$, $2^{nd}$ , and $3^{rd}$ week for 500 ppm BD, and 67.8, 72.7 and 83.5 pmol/mg globin in $1^{st}$, $2^{nd}$ , and $3^{rd}$ week for 1000 ppm BD inhalation exposure. Their ratios of THBVal and HBVal adducts are higher at earlier exposure and lower concentration. They are17.8, 11.4 and 8.87 in $1^{st}$, $2^{nd}$ , and $3^{rd}$ week for 500 ppm BD, and 11.9, 9.8 and 5.2 in $1^{st}$, $2^{nd}$ , and $3^{rd}$ week for 1000 ppm BD inhalation exposure. In conclusion, THBVal and HBVal adducts are a important hemoglobin adduct for monitoring of BD exposure, and the latter is more biomarker than the other.

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Measurement of Hemoglobin Adducts in Female Mice Inhaled with 1,3-butadiene by Using GC/MS

  • Lee, Jin-Heon;Shin, Ho-Sang
    • 한국환경보건학회지
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    • 제30권4호
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    • pp.301-307
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    • 2004
  • 1,3-butadiene(DB) is a well-established rodent carcinogen, and a probable carcinogen to humans. This study was investigated the formation of hemoglobin adduct in ICR female mice inhaled with BD for 3 weeks (5 hr/day, 5 days/week). Body weights of mice were significantly low from onward day 4 or 9 of exposure comparing the control. Hemoglobin adducts formed by DB exposure were (N-2-hydroxy-3-butenyl) valine (HB Val adduct) and (N-2,3,4-trihydroxy-butyl)valine(THB Val adduct). The levels of HB Val adducts were 1.8, 3.7 and 6.2 pmol/mg globin for the 500 ppm BD inhalation group, and 5.7, 7.4 and 16.0 pmol/mg globin for the 1000 ppm BD inhalation group, when observed on the $1^{st},\;2^{nd},\;and\;3^{rd}$ week after inhalation exposure, respectively. The levels of THBVal adducts were 32.0, 42.0 and 55.0 pmol/mg globin for the 500 ppm DB inhalation group, and 67.8, 72.7 and 83.5 pmol/mg globin for the 1000 ppm BD inhalation group, when observed on the $1^{st},\;2^{nd},\;and\;3^{rd}$ week after inhalation exposure, respectively. Ratios of THBVal and HBVal adducts were higher at earlier exposure period and lower concentration. Ratios on the $1^{st},\;2^{nd},\;and\;3^{rd}$ week were 17.8, 11.4 and 8.87 for the 500 ppm BD inhalation group, and 11.9, 9.8 and 5.2 for the 1000 ppm BD inhalation group, respectively. In conclusion, THB Val and HB Val adducts were the important hemoglobin adducts in ICR female mice inhaled with BD, and the latter was more appropriate biomarker than the other for biological monitoring of BD exposure.

Beziehung zwischen dem UV-absosrptionsmuster einiger flavone und ihrer gegen L1210-Zellen cytotoxischen akitivitat

  • Ryu, Sung-Ho;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • 제10권4호
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    • pp.260-261
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    • 1987
  • The UV-pattern of several flavones, theier cytotoxicities against L1210 cell and their Inhibiting effects on ATPase from the cell seem to be correlated. 5.2'-Dihydroxy 6, 7, 8, 6'-tetramethoxyflavone ($ED_{50}$ = 2.3 ug/ml) and 5,2',6'-trihydroxy-6, 7, 8 trimethoxy flavone ($ED_{50}$ = 4.5 ug/ml), the most active flavones studied, have shown a narrow range of the absorbance ratio, Log $\varepsilon$ II/Log $\varepsilon$ I = 1.073 -1.109. They have inhibited the ATPase-activity to the greatest extent. These finding ssuggest that a certain angle between the flavone rings B and C plays an important role for the inhibition of the enzyme activity and thus the cytotoxicity.

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토마토(Lycopersicon esculentum)로부터 flavone 화합물의 분리 동정과 세포 내 GSH 회복능을 통한 항산화 활성 평가 (Flavone from the Lycopersicon esculentum and their antioxidant capacity through GSH recovery effect)

  • 전형주;김형근
    • Journal of Applied Biological Chemistry
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    • 제64권4호
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    • pp.363-368
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    • 2021
  • 토마토 액상을 70% MeOH 수용액으로 추출하고, 얻어진 추출물을 EtOAc n-BuOH 및 물로 용매 분획 하였다. 이 중 활성이 확인된 ethyl acetate (EtOAc) 분획으로부터 silica gel(SiO2)과 octadecyl silica gel column chromatography로 정제하여 1종의 화합물을 분리 하였다. Nuclear magnetic resornance, mass spectroscopy 및 infrarad spectroscopy 등의 스텍트럼 데이터를 통해 화합물 1의 화학구조를 5,7,3'-trihydroxy-6,4',5'-trimethoxyflavone (1) 로 동정 하였다. 화합물 1의 함량분석 결과, 추출물에서 0.96±0.03 ㎍/mg 그리고 EtOAc 분획(TME)에서 4.02±0.12 ㎍/mg으로 확인되었다. 본 연구를 통해서 glutathione mean의 증가와 glutathione heterogeneity의 감소를 보인 토마토 추출물 및 분획물과 토마토 유래 화합물이 세포 내 glutathione 수준을 균일하게 올려준다는 것을 입증함으로써 항산화 효능을 확인할 수 있었다.

Structural Characterization of a Flavonoid Compound Scavenging Superoxide Anion Radical Isolated from Capsella bursa-pastoris

  • Kweon, Mee-Hyang;Kwak, Jae-Hyock;Ra, Kyung-Soo;Sung, Ha-Chin;Yang, Han-Chul
    • BMB Reports
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    • 제29권5호
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    • pp.423-428
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    • 1996
  • A superoxide anion radical scavenger isolated from Capsella bursa-pastoris was characterized by infrared (IR) spectroscopy, sugar analysis, ultraviolet (UV) spectroscopy, $^{1}H$ and $^{13}C$ nuclear magnetic resonance (NMR) spectroscopies, and fast atom bombardment (FAB) mass analysis. The compound was assumed to be a flavonoid-O-glycoside from IR spectrum and UV absorption maxima. When the sugar composition of the compound was examined by thin layer chromatography (TLC) and gas chromatography (GC) of the acid hydrolysate, only glucose was detected. According to the results of UV spectrotroscopy by using shift reagents, the compound was supposed to be luteolin (5,7,3',4'-tetrahydroxy flavone) or chrysoeriol (5,7,4'-trihydroxy-3'-methoxy flavone) with glucose. Based on $^{1}H$- and $^{13}C-NMR$ spectroscopies, the compound was deduced as 7,4'-dihydroxy-5,3'-dimethoxy-${\alpha}$-6-c-glucosyl-${\beta}$-2"-o-glucosyl flavone. In FAB mass analysis the compound was finally characterized as 7,4'-dihydroxy-5,3'-dimethoxy-${\alpha}$-6-c-glucosyl-${\beta}$-2"-o-glucosyl flavone ($C_{29}H_{34}O_{16}$, M.W.=638).

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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.

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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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).

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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