• 제목/요약/키워드: 1D and 2D NMR

검색결과 920건 처리시간 0.023초

Macasiamenene V, a New Stilbenoid from the Leaves of Macaranga inermis

  • Aldin, Muhammad Fajar;Tjahjandarie, Tjitjik Srie;Saputri, Ratih Dewi;Tanjung, Mulyadi
    • Natural Product Sciences
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    • 제27권1호
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    • pp.45-48
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    • 2021
  • One new compound, macasiamenene V (1), and two known stilbenes (2-3) were isolated from Macaranga inermis Pax & K.Hoffm leaves. The structure of 1 was fully assigned based on the information on high-resolution MS and (1D, 2D) NMR spectra. The cytotoxic of compounds 1-3 was evaluated against 4T1 and HeLa cells. Compounds 2-3 showed high activity against HeLa cells with an IC50 value of 1.09 and 0.88 ㎍/mL, respectively.

식용 식물자원으로부터 활성물질의 탐색-VIII. - 용안육(Euphoria longana L.)으로부터 분리된 uridine의 혈소판 응집 저해 효과 - (Development of Biologically Active Compounds from Edible Plant Sources-VIII. - Isolation of Platelet Aggregation Inhibitory Compounds from the Arils of Euphoria longana L. -)

  • 김동현;송명종;최정민;김성훈;김대근;정인식;박미현;권병목;백남인
    • Applied Biological Chemistry
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    • 제47권1호
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    • pp.130-134
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    • 2004
  • 용안육을 80% MeOH 용액으로 추출하고, 추출물을 EtOAc, n-BuOH 및 물로 분배, 추출하였다. 이 중 n-BuOH 분획을 silica gel, ODS 및 Sephadex LH-20 column chromatography로 정제하여 4종의 화합물을 분리하였다. 각 화합물의 화학구조는 NMR, MS및 IR 등의 스펙트럼 데이터를 해석하여, 1,1-dimethyl-2-propenyl $1-O-{\beta}-D-glucopyranoside$, ethyl ${\beta}-D-glucopyranoside$, 5-(hydroxymethyl)-2-furfuraldehyde 및 uridine으로 동정하였다. Uridine은 $5\;{\mu}g/ml$의 농도에서 collagen으로 유도한 혈소판 응집을 78% 저해하였다.

트리아졸 계열의 에너지 가소제 합성 연구 (The Study on the Synthesis of Triazole Derivatives as Energetic Plasticizer)

  • 이웅희;김민준;박영철
    • 한국추진공학회지
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    • 제20권2호
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    • pp.31-38
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    • 2016
  • 세계적으로 사용 중인 대부분의 추진물질들은 연소 시 메탄가스, 이산화탄소 등의 환경유해 물질을 다량 발생시킨다. 본 연구에서는 이러한 문제를 개선하기 위해 에너지 가소제로 사용 가능한 고질소 화합물인 트리아졸 계열의 4,5-bis(azidomethyl)-methyl-1,2,3-triazole(DAMTR)의 합성공정을 확립하였다. 또한, 분광분석(NMR, IR)을 통해 DAMTR의 구조를 분석하였고, 유리전이온도, 녹는점, 분해온도, 밀도, 점도, 충격감도, 점도, 휘발성 등의 물리적 특성을 측정하였다. 그리고 Gaussian 09와 EXPLO5를 이용하여 생성열과 폭발 특성(폭압, 폭속) 등을 계산하였다.

New Phenylpropanoids from Sasa quelpaertensis Nakai with Tyrosinase Inhibition Activities

  • Sultana, Nasim;Lee, Nam-Ho
    • Bulletin of the Korean Chemical Society
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    • 제30권8호
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    • pp.1729-1732
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    • 2009
  • Bioactivity-guided fractionation led to the isolation of two new phenylpropanoids, 3-O-p-coumaroyl-1-(4-hydroxy- 3,5-dimethoxyphenyl)-1-propanone (1) and 3-O-p-coumaroyl-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-O-$\beta$-gulcopyranosylpropanol (2), together with three known compounds, N-p-coumaroylserotonin (3), N-feruloylserotonin (4) and p-coumaric acid (5) from the leaves of Sasa quelpaertensis Nakai. Their structures were elucidated by spectroscopic methods including 1D and 2D-NMR. Compared to arbutin (I$C_{50}$ 0.048 mM) as a control, compounds 3 and 4 exhibited stronger tyrosinase inhibition activities with an I$C_{50}$ values of 0.027 mM and 0.026 mM, respectively. Compounds 1 (I$C_{50}$ 0.055 mM) and 2 (I$C_{50}$ 0.053 mM) also showed strong activities.

In Vivo $^{13}C$-NMR Spectroscopic Study of Polyhydroxyalkanoic Acid Degradation Kinetics in Bacteria

  • Oh, Jung-Sook;Choi, Mun-Hwan;Yoon, Sung-Chul
    • Journal of Microbiology and Biotechnology
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    • 제15권6호
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    • pp.1330-1336
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    • 2005
  • Polyhydroxyalkanoic acid (PHA) inclusion bodies were analyzed in situ by $^{13}C$-nuclear magnetic resonance ($^{13}C$-NMR) spectroscopy. The PHA inclusion bodies studied were composed of poly(3-hydroxybutyrate) or poly(3hydroxybutyrate-co-4-hydroxybutyrate), which was accumulated in Hydrogenophaga pseudoflava, and medium-chain-length PHA (MCL-PHA), which was accumulated in Pseudomonas fluorescens BM07 from octanoic acid or 11-phenoxyundecanoic acid (11-POU). The quantification of the $^{13}C$-NMR signals was conducted against a standard compound, sodium 2,2-dimethyl-2-silapentane-5-sulfonate (DSS). The chemical shift values for the in vivo NMR spectral peaks agreed well with those for the corresponding purified PHA polymers. The intracellular degradation of the PHA inclusions by intracellular PHA depolymerase(s) was monitored by in vivo NMR spectroscopy and analyzed in terms of first-order reaction kinetics. The H. pseudoflava cells were washed for the degradation experiment, transferred to a degradation medium without a carbon source, but containing 1.0 g/l ammonium sulfate, and cultivated at $35^{\circ}C$ for 72 h. The in vivo NMR spectra were obtained at $70^{\circ}C$ for the short-chain-length PHA cells whereas the spectra for the aliphatic and aromatic MCL-PHA cells were obtained at $50^{\circ}C\;and\;80^{\circ}C$, respectively. For the H. pseudoflava cells, the in vivo NMR kinetics analysis of the PHA degradation resulted in a first-order degradation rate constant of 0.075/h ($r^{2}$=0.94) for the initial 24 h of degradation, which was close to the 0.050/h determined when using a gas chromatographic analysis of chloroform extracts of sulfuric acid/methanol reaction mixtures of dried whole cells. Accordingly, it is suggested that in vivo $^{13}C$-NMR spectroscopy is an important tool for studying intracellular PHA degradation in terms of kinetics.

Chemical Constituents from the Aerial Parts of Artemisia capillaris Thunb. and Their Anti-allergic and Anti-inflammatory Effects

  • Nguyen, Thi Thu;Vu, Thi Oanh;Cao, Thao Quyen;Min, Byung Sun;Kim, Jeong Ah
    • Natural Product Sciences
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    • 제26권1호
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    • pp.90-96
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    • 2020
  • Artemisia capillaris Thunb. (Compositae) is a traditional medicinal plant with various pharmacological activities. To elucidate new anti-allergic and anti-inflammatory constituents, the aerial parts of A. capillaries were investigated to afford a new compound, (6E,8E)-6-methylundeca-6,8-diene-2,5,10-trione (17) together with 19 known compounds (1 - 16, 18 - 20). The structures of these compounds were determined by extensive spectroscopic analyses including 1D, 2D NMR, HREIMS, and optical rotation [α]D. The absolute configuration of compound 2 was determined to be S form for the first time. All isolates (1 - 20) were tested their inhibitory effects on interleukin 2 (IL-2) expression in T cells and NO production in lipopolysaccharide (LPS)-stimulated RAW246.7. Among them, compounds 10, 11, 19, and 20 reduced IL-2 expression in a dose-dependent manner. In addition, compound 10 also inhibited NO production with an IC50 value of 37.3 ± 0.4 μM.

Alatemin, Cassiaside and Rubrofusarin gentiobioside, Radical Scavenging Priniciples from the Seeds of Cassia tora on 1,1-Diphenyl-2-picrylhydrazyl(DPPH) Radical

  • Choi, Jae-Sue;Lee, Hee-Jung;Kang, Sam-Sik
    • Archives of Pharmacal Research
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    • 제17권6호
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    • pp.462-466
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    • 1994
  • Radical scavenging principles on 1, 1-diphenyl-2-picylhydrazyl(DPPH) radical were isolated from the seeds of Cassis tora L. Assignments of the^1H-{\;}and{\;}^{13}C-NMR$ data showed the active components to be an anthraquinone, alatemin nad two naphthopyrone glycosides, nor-rubro-fusarin-6-.betha.-D-glucoside(cassiaside) and rubrofusarin-6- -D-gentiobioside. Altemin showed more potent radical sacvenging effect than the others.

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Neolignan Derivatives from the Flower of Magnolia biondii Pamp. and their Effects on IL-2 expression in T-cells

  • Nguyen, Thi Tuyet Mai;Nguyen, Thi Thu;Lee, Hyun-Su;Jun, Chang-Duk;Min, Byung Sun;Kim, Jeong Ah
    • Natural Product Sciences
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    • 제23권2호
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    • pp.119-124
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    • 2017
  • The isolation of the MeOH extract from the flower bud of Magnolia biondii Pamp. using various column chromatographies and HPLC led to eleven neoglignan derivatives (1 - 11). Their structures were mainly determined by 1D and 2D NMR spectral data analysis and physiological methods. The isolated compounds (1 - 11) were tested for anti-allergic effects using IL-2 inhibitory assay in Jurkat T cells.

Synthesis and Biological Activity of Poly[(tri-O-acetyl-D-glucal)-alt-(maleic anhydride)] Derivatives

  • Han, Man-Jung;Lee, Choong-Whan;Kim, Ki-Ho;Lee, Won-Young
    • Bulletin of the Korean Chemical Society
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    • 제12권1호
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    • pp.85-87
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    • 1991
  • Poly[(tri-O-acetyl-D-glucal)-alt-(maleic anhydride)] was synthesized by free radical copolymerizations of the relevant comonomers. The alternating sequence of the copolymer was confirmed by $^1$H-NMR, elemental analysis, and titration of anhydride groups incorporated into the copolymer. Hydrolysis of the copolymer under different conditions resulted in poly[(2-acetoxymethyl-3,4-diacetoxytetrahydropyran-5,6-diyl) (1,2-dicarboxyethylene)] and poly[(2-hydroxymethyl-3,4-dihydroxytetrahydropyran-5,6-diyl) (1,2-dicarboxyethylene)]. The cytotoxicities of these polymers measured against normal and tumor cells (3LL, B16) in vitro were found to be higher than that of DIVEMA, a prototype polymer having a high antitumor activity.

N-아실-α-아미노숙신이미드와 N-아실-α-아미노글루탈이미드의 합성 (Synthesis of N-acyl-α-aminosuccinimides and N-acyl-α-aminoglutarimides)

  • 정대일;김문주;송현애;김윤영;이용균;박유미;최순규;한정태;박민수
    • 생명과학회지
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    • 제14권1호
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    • pp.91-97
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    • 2004
  • 앞선 연구의 구조적 특성을 근거로 하여, 한 분자내에 MES 유발경련에 작용하는 cyclicimide의 구조를 포함하면, 그들의 구조가 경련 유발 수용체들에 상호 보완적으로 작용, MES및 PTZ유발 경련에 모두 작용할 수 있는 적용 범위가 넓은 항경련성 화합물이 될 수 있을 것으로 생각하여 N-acyl-$\alpha$-aminosuccinimide 1과 N-acyl-$\alpha$-aminoglutar- imide 2 유도체를 합성하였다. 먼저 (R)-2-benzyloxy carbonylamino-succinic acid 3을 출발 물질로 하여 N-acyl-a-aminosuccinimide 1 유도체인 (R)-Benzoic acid 4-benzyloxycarbonyl-amino-2-oxo-pyrrolidin-l-yl ester 6a, (R)4-nitro-benzoic acid 4-benzyloxycarbon-ylamino-2-oxo-pyrrolidin-1-yl ester 6b, (R)-4-nitro-benzoic acid 4-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl ester 6c, 그리고 (R)-propionic acid 4-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl ester 64를 합성하였다 또한 (R)-3-car-bobenzyloxy-aminoglutarrnic acid 7를 출발물질로 하여 N-acyl-$\alpha$-aminoglutarimide 2유도체인 (R)-(3-Benzyloxycarbonyl-amino-2,6-dioxo-piperidin-1-yloxy)-acetic acid methyl ester 10a, (R)-(3-benzyloxyarbonylamino-2,6-dioxo-piperidin-1-yloxy)-acetic acid ethyl ester l0b, 그리고 (R)-2-(3-benzylox-ycarbonylanino-2,6-dioxo-piperidin-1-yloxy)-propionic acid methyl ester l0c를 합성하였다. 합성된 화합물 6a, 6b, 6c, 6d, 10a, lOb, l0c에 대한 활성평가는 각 단계별 MES test와 PTZ test의 항경련 활성 시험 방법을 가지고 실험할 예정이다.