• 제목/요약/키워드: HMQC

검색결과 98건 처리시간 0.024초

Effect of Hispidulin 7-O-neohesperidoside on Lipid Peroxidation in Rat Liver and NMR Assignment

  • Park, Jong-Cheol;Baek, Nam-In;Chung, Shin-Kyo;Hur, Jong-Moon;Lee, Jong-Ho;Yu, Young-Beob;Chol, Jong-Won
    • 생약학회지
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    • 제28권2호
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    • pp.88-92
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    • 1997
  • The full NMR assignment of hispidulin 7-0-neohesperidoside (1) isolated from Cirsium japonicum var. ussuriense was made with the aid of 2D correlation NMR techniques such as HMQC and HMBC. To investigate detoxification of bromobenzene-induced hepatic lipid peroxidation by compound 1, hepatic lipid peroxide level and the activities of enzymes responsible for production and removal of epoxide were studied. The level of lipid peroxide elevated by bromobenzene was significantly reduced by compound 1. This compound administered daily over one week before intoxication with bromobenzene did not affect the activities of aminopyrine N-demethylase, aniline hydroxylase, glutathione S-transferase. Epoxide hydrolase activity was decreased significantly by bromobenzene, which was restored to the control level by pretreatment of persicarin. The results suggest that the bromobenzene-induced hepatic lipid peroxidation by compound 1 is reduced by enhancing the activity of epoxide hydrolase, an enzyme removing bromobenzene epoxide.

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Agelas속의 미동정 해면으로부터 항말라리아 활성을 갖는 Dibromosceptrin의 분리 (Isolation of Dibromosceptrin with Antimalarial Activity from the Unidentified Sponge, Agelas sp.)

  • 박영범;이종수;임치원
    • 생약학회지
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    • 제35권3호통권138호
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    • pp.189-193
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    • 2004
  • In order to find some lead compounds for the treatment of opportunistic infections of malaria and pathogenic microbes, an undescribed Indonesian sponge Agelas sp. collected at Manado, Indonesian Waters, was suggested containing active compounds. Crude ethanolic extract of the sponge exhibited significant in vitro antimalarial and antimicrobial activity against Plasmodium falciparum (D6 colne) with $IC_{5O}$ values of $8\;{\mu}/ml$ and against pathogenic microbes such as Candida albicans $(150\;{\mu}/ml)$, Cryptococcus neoformans $(<20\;{\mu}/ml)$, Staphylococcus aureus $25\;{\mu}/ml$, methicillin-resistant Staphylococcus aureus $(<20\;{\mu}/ml)$, and Pseudomonas aeruginosa $(<20\;{\mu}/ml)$. Active compound (5.0 mg) was isolated from the ethanolic extracts of the sponge and purified by using silica gel and ODS column, successively. Active compound was elucidated as dibromosceptrin $(C_{22}H_{24}Br_2N_{10}O_2)$ by detailed analysis of FTESI-MS and comparison of $^1H,\;^{13}C$, DEPT and HMQC NMR spectral data with those reported.

무청으로부터 분리된 이소람네틴 3-O-beta-D글루코피라노사이드의 항헤르페스 바이러스 1형(HSV-1) 효과 (Anti-Herpes Simplex Virus type I (HSV-1) Effect of Isorhamnetin 3-0-beta-D-Glucopyranoside Isolated from Brassica rapa)

  • 김호경;강봉주;박갑주;고병섭;황완균
    • 약학회지
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    • 제42권6호
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    • pp.607-612
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    • 1998
  • In the course of our search for anti-Herpes simplex virus type I (HSV 1) substances from natural sources, we screened crude drugs for their antiviral activity using SRB assay. T he methanol extract from herb of Brassica rapa (Cruciferae) was found to inhibit HSV-1. Though bioassay-directed fractionation of the extract, anti-HSV-1 agent was isolated by chromatographic separation using Amberlite XAD-4 and Sephadex LH-20. The structure of compound I was elucidated by spectral means including $^1H-^1H$ COSY, HMQC and HMBC to be isorhamnetin 3-O-${\beta}$-D-glucopyranoside (compound I). Compound I was active against HSV-1 with the 50% effective concentration of O.42mg/ml and the 50% cytotoxicity of 5.0mg/ml.

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Four New Darnmarane-Glycosidesl Ginsenosides $Rg_5, Rh_4, Rs_3, AND Ff_2$, from Korean Red Ginsengs the Root off]unarm ginseng C. A. Meyer

  • Jong Dae Park;Nam
    • 고려인삼학회:학술대회논문집
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    • 고려인삼학회 1998년도 Advances in Ginseng Research - Proceedings of the 7th International Symposium on Ginseng -
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    • pp.115-126
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    • 1998
  • Four new dammarnae-glycosides named ginsenosides Rgs, Rh4, RsB and Rf2 have been isolated 1'rom Korean red ginseng, the root of Panax ginseng C. A. Meyer (Araliaceae) and their chemical structures have been elucidated by chemical and spectroscopic methods, including'H-'H COSY, HMQC, HMBC, NOESY, as 3-0- [$\beta$-D-glucopyranosyl(1 ~2)-$\beta$-D-glucopyranosyl] dammar-20(22) , B4-diene-3P,12P-diol (ginsenoside Rgs),6-0-$\beta$-D-glucopyranosyl-dammar-20(22),24-diene-3P,6P, 12P-triol (ginsenoside Rh4),3-0- [6" -0-acetyl-D-glucopyranosyl(1 ~2)--D-glucopyranosyl] 20(5)- protopanaxadiol (ginsenoside Rs3) and 6-0- [u-L-rhamno-pyranosyl(1 ~2)-$\beta$-D-glucopyranosyl] dammarane -3$\beta$, 6a, 12 $\beta$, 20(R),25-pentol(ginsenoslde Rfa). The absolute stereo structure of a double bond at C-20(22) was determined as entgegen type by applying NOESY.OESY.

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Platelet-Activating Factor Antagonistic Activity and ^13C NMR Assignment of Pregomisin and Chamigrenal from Schisandra chinensis

  • Lee, Im-Seon;Jung, Keun-Young;Oh, Sei-Ryang;Kim, Dong-Seon;Kim, Jung-Hee;Lee, Jung-Joon;Lee, Hyeong-Kyu;Lee, Seung-Ho;Kim, Eun-Hee;Cheong, Chae-Joon
    • Archives of Pharmacal Research
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    • 제20권6호
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    • pp.633-636
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    • 1997
  • In the course of searching for PAF receptor antagonists, pregomisin (1) and chamigrenal (2) were isolated from the fruits of Schizandra chinensis Baill by the bioactivity-guided isolation. Both compounds showed PAF antagonistic activity and the $IC_{50}$ values were $4.8{\times}10^{-5} M and 1.2{\times}10^{-4}M,$ respectively. In addition, the $^{13}C$ NMR assignments of 1 and 2 using DEPT, HMQC, COLOC and HMBC were reported for the first time.

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박달나무로부터 분리된 페놀성 화합물의 항산화 및 Tyrosinase 저해 활성 연구 (Identification of Anti-Oxidant and Anti-Tyrosinase Activity of Phenolic Components Isolated from Betula schmidtii)

  • 왕다혜;정하숙
    • 한국식품영양학회지
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    • 제34권5호
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    • pp.553-559
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    • 2021
  • The aim of study to investigate the phytochemicals and biological activities the bark of Betula schmidtii. The studies consisted of the solvent extraction, followed by the isolation of phenolic components 1~3 from ethyl acetate-soluble fraction of Betula schmidtii Bark. Their chemical structures were identified as arbutin (1), ρ-coumaric acid (2) and ferulic acid (3) using Ultraviolet-Visible (UV-Vis) Spectrophotometer, Electrospray Ionization Mass Spectrometry (ESI-MS) (negative ion mode), 1H-Nuclear Magnetic Resonance (NMR), 13C-NMR, 1H-1H Correlation Spectroscopy (COSY) and 1H-13C Hetero Nuclear Multiple Quantum Correlation (HMQC) spectral data. Compounds 1~3 shows the anti-oxidant effect with IC50 values of 29.74±1.52, 21.32±1.07 and 34.41±1.24 in 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity, respectively. Also, compounds 1~3 exhibited mushroom tyrosinase inhibitory activity with IC50 values of 31.14±1.07, 42.54±1.46 and 69.22±1.43 µM, respectively.

Studies on Biological Activity of Wood Extractives (XVII) - Components and Antioxidant activity of Alnus firma -

  • Choi, In-Ho;Choi, Tae-Ho;Park, Youngki;Lee, Oh-Kyu;Kwon, Yeong-Han;Kang, Ha-Young;Park, Il-Kwon;Choi, Don-Ha;Shin, Sang-Chul;Lee, Hak-Ju
    • Journal of the Korean Wood Science and Technology
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    • 제34권2호
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    • pp.95-100
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    • 2006
  • This study is to isolate bio-active compounds from Alnus firma and evaluate their antioxidant activity. Dried wood powder of A. firma was extracted by organic solvents and fractionated in the sequential extraction steps. The isolated compounds were characterized by EI-MS, $^{13}C-$ and $^1H-NMR$ including COSY, DEFT, HMQC, and HMBC. Antioxidant activities of the isolated compounds were evaluated by DPPH (1,1-diphenyl-2-picrylhydrazyl) free radical scavenging effect. From the wood of A. firma, three kinds of diarylheptanoids, alnusodiol (1), alnusonol (2) and alnusone (3), and gallic acid (4) were isolated. Among these four compounds, compound 1, 2, and 3 are isolated from A. firma for the first time. The antioxidant activity of gallic acid was 93.5% at the concentration of 100 ppm. This compound showed stronger antioxidant activity than those of other isolated compounds and the reference BHT (butylated hydroxytoluene).

암갈색그물버섯(Boletus umbriniporus)에서 분리한 indole alkaloid (An Indole Alkaloid from the Fruiting Body of Boletus umbriniporus)

  • 이윤주;황병순;송자경;김대원;우이음;이인경;윤봉식
    • 한국균학회지
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    • 제43권1호
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    • pp.68-70
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    • 2015
  • 우리나라 자생 버섯에 함유된 화학적 구성성분을 조사하던 중 암갈색그물버섯에서 indole alkaloid 화합물을 분리하고 mass 및 NMR 분석을 통하여 화학구조를 flazin으로 동정하였다. 비록 Flazin 화합물이 젖비단그물버섯에서 분리되어 보고된 적은 있으나 본 연구에 의하여 암갈색그물버섯에도 flazin 성분을 함유하고 있음이 처음으로 밝혀졌다.

Chaetomium sp. 배양액에서 분리한 논피의 유근 저해물질 (Phytotoxin Isolated from the Culture Broth of Chaetomium sp.)

  • 임치환;김미영;이재원;윤봉식;백승화
    • Applied Biological Chemistry
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    • 제50권4호
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    • pp.316-320
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    • 2007
  • Chaetomium sp.배양체를 acetone에 침지하여 추출한 후 n-hexane, $CHCl_3$, EtOAc, n-BuOH 및 물로 분획하였다. 이중 EtOAc 분획을 silica gel 및 HPLC(ODS)를 이용하여 3종의 활성물질 A.C-3, A.C-4 및 A.C-5를 분리하였다. 각 화합물의 화학구조를 NMR 및 MS등의 스펙트럼 데이터와 문헌검색을 통하여 chaetoglobosin 유도체인 chaetoglobosin F, chaetoglobosin C 및 chaetoglobosin E로 동정하였다. A.C-3, A.C-4 및 A.C-5의 논피에 대한 유근신장 저해활성 검정 결과, $IC_{50}$값은 각각 66, 65, $67{\mu}g/ml$이었다.

Bacillus polyfermenticus KJS-2에서 분리된 항생물질 마크로락틴류의 구조결정 (Structure Determination of Macrolactin Compounds with Antibacterial Activities Isolated from Bacillus polyfermenticus KJS-2)

  • 김동희;강경란;김현우;윤시열;김천규;토쿠타로 야마구치;송재경;강재선
    • 생명과학회지
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    • 제20권12호
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    • pp.1792-1800
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    • 2010
  • 바실러스 폴리퍼멘티쿠스 케이제이에스-2의 발효액에서 5 종류의 마크로락틴을 분리하였다. 각각의 구조를 분석한 결과로 마크로락틴 에이, 말로닐 마크로락틴 에이, 숙시닐 마크로락틴 에이, 마크로락틴 이, 마크로락틴 에프 등으로 규명되었다. 특히 3종의 항생제인 마크로락틴 에이, 말로닐 마크로락틴 에이, 숙시닐 마크로락틴 에이는 반코마이신 내성 장구균과 메치실린 내성 황생포도상구균에 효과적으로 성장억제를 나타내었다. 이것은 반코마이신이나 테이코플라닌보다 우수한 항생효과를 보였다.