• 제목/요약/키워드: NMR spectral analysis

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새로운 2-morpholino-N-(4,6-diarylpyrimidin-2-yl)acetamides의 합성과 분광학적 특성의 연구 (Design, Synthesis and Spectral Characterization of Novel 2-morpholino-N-(4,6-diarylpyrimidin-2-yl)acetamides)

  • Kanagarajan, Vijayakumar;Thanusu, Jayaraman;Gopalakrishnan, Mannathusamy
    • 대한화학회지
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    • 제54권1호
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    • pp.49-54
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    • 2010
  • 무수탄산칼륨 존재 하에서 2-chloro-N-(4,6-diarylpyrimidin-2-yl)acetamides 25-33를 모르포린과 축합 반응시켜서 2-morpholino-N-(4,6-diarylpyrimidin-2yl)acetamides 34-42 화합물들을 합성하였다. 합성된 화합물들의 녹는점, 원소분석, MS, FT-IR, $^1H$- & $^{13}C$-NMR로 화학적인 구조를 규명되었다.

향류분배 크로마토그라피법에 의한 황련($Coptis$ $chinensis$) 뿌리로 부터 Berberine의 분리 (Isolation of Berberine from the Rhizome of $Coptis$ $chinensis$ by Centrifugal Partition Chromatography)

  • 김중배
    • 한국식품영양학회지
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    • 제24권4호
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    • pp.617-621
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    • 2011
  • 황련은 염증, 항균, 고혈압 및 항암 작용을 지닌 중요한 전통 한약재이다. 황련 뿌리 메탄올 추출성분은 CPC와 HPLC 방법으로 정제하였다. CPC의 최적 용매 조건은 n-butanol:acetic acid:water(4:1:5)이었다. Berberine(16.8 mg)은 CPC와 HPLC 방법에 의하여 효과적으로 분리하였다. 이 물질의 화학적 구조는 $^1H$, $^{13}C$-NMR과 ESI-MS 데이터 분석에 의하여 확인되었다.

동충하초의 Diketopiperazine 성분 (Diketopiperazines from Cordyceps militaris)

  • 김선범;황방연;이미경
    • 생약학회지
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    • 제44권4호
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    • pp.336-343
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    • 2013
  • In a continuation of investigation on Cordyceps militaris, thirteen compounds were isolated from the $CH_2Cl_2$ and n-BuOH-soluble fraction of C. militaris. They were identified as twelve diketopiperazines such as cyclo($\small{L}$-Gly-$\small{L}$-Pro) (1), cyclo($\small{L}$-Ala-$\small{L}$-Pro) (2), cyclo($\small{L}$-Ser-$\small{L}$-Pro) (3), cyclo($\small{L}$-Val-$\small{L}$-Pro) (4), cyclo($\small{L}$-Thr-$\small{L}$-Pro) (5), cyclo($\small{L}$-Pro-$\small{L}$-Pro) (6), cyclo($\small{L}$-Thr-$\small{L}$-Leu) (7), cyclo($\small{L}$-Tyr-$\small{L}$-Ala) (8), cyclo($\small{L}$-Phe-$\small{L}$-Ser) (9), cyclo($\small{L}$-Phe-$\small{L}$-Pro) (10), cyclo($\small{L}$-Tyr-$\small{L}$-Pro) (11) and brevianamide F (13), and an amino acid, tryptophan (12). Their structures were identified on the basis of chemical evidences and spectroscopic analysis including 1D-NMR ($^1H$, $^{13}C$), 2D-NMR (HSQC, HMBC) and MS spectral data. Among the isolated compounds, compounds 1, 2, 6-11 are first reported from C. militaris.

Solution Structure of Water-soluble Mutant of Crambin and Implication for Protein Solubility

  • Kang, Su-Jin;Lim, Jong-Soo;Lee, Bong-Jin;Ahn, Hee-Chul
    • Bulletin of the Korean Chemical Society
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    • 제32권5호
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    • pp.1640-1644
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    • 2011
  • Water-soluble mutant of intrinsically insoluble protein, crambin, was produced by mutagenesis based on the sequence analysis with homologous proteins. Thr1, Phe13, and Lys33 of crambin were substituted for Lys, Tyr, and Lys, respectively. The resultant mutant was soluble in aqueous buffer as well as in dodecylphosphocholine (DPC) micelle solution. The $^1H-^{15}N$ spectrum of the mutant crambin showed spectral similarity to that of the wild-type protein except for local regions proximal to the sites of mutation. Solution structure of water-soluble mutant crambin was determined in aqueous buffer by NMR spectroscopy. The structure was almost identical to the wild-type structure determined in non-aqueous solvent. Subtle difference in structure was very local and related to the change of the intra- and inter-protein hydrophobic interaction of crambin. The structural details for the enhanced solubility of crambin in aqueous solvent by the mutation were provided and discussed.

Isolation and Identification of an Autophagy-inducing Compound from Raphani Semen

  • Gu, Ming-Yao;Kwon, Hak Cheol;Song, Min Ok;Ko, Hyeonseok;Cha, Jin-Wook;Lee, Won Jong;Yang, Hyun Ok
    • Natural Product Sciences
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    • 제19권3호
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    • pp.242-250
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    • 2013
  • The autophagy-lysosomal pathway is an important protein degradation system, and its dysfunction has been implicated in a number of neurodegenerative diseases, including Parkinson's disease. Raphani Semen, one of the herbs of Yeoldahanso-tang (YH), has neuroprotective effects via the autophagy pathway. The activity-guided method was used to isolate and identify the components of Raphani Semen. In this experiment, the total extract of Raphani Semen was partitioned to n-butanol, methylene chloride, and water fractions. Flow cytometry data showed that only the water fraction showed autophagy-inducing activity in vitro. Compounds 1 and 2 were isolated from this water fraction by preparative HPLC separation. The structures of compounds 1 and 2 were identified as stachyose and raffinose, respectively, by the analysis of various spectral data ($^1H$ NMR, $^{13}C$ NMR, and MS) and comparisons with standard stachyose and raffinose. Of these two compounds, raffinose showed autophagy-inducing activity in PC12 cells through the mTOR pathway.

Synthesis and Properties of Conjugated Cyclopolymers Bearing Fluorene Derivatives

  • Gal Yeong-Soon;Jin Sung-Ho;Lee Hyo-San;Kim Sang Youl
    • Macromolecular Research
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    • 제13권6호
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    • pp.491-498
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    • 2005
  • Fluorene-containing, spiro-type, conjugated polymers were synthesized via the cyclopolymerization of dipropargylfluorenes (2-substituted, X=H, Br, Ac, $ NO_{2}$) with various transition metal catalysts. The polymerization of dipropargylfluorenes proceeded well using Mo-based catalysts to give a high polymer yield. The catalytic activities of the Mo-based catalysts were found to be more effective than those of W-based catalysts. The palladium (II) chloride also increased the polymer yield of the polymerization. The polymer structure of poly(dipropargylfluorene)s was characterized by such instrumental methods as NMR ($^{1}H_{-}$, $^{13}C_{-}$), IR, UV-visible spectroscopies, and elemental analysis as having the conjugated polymer backbone bearing fluorene moieties. The $^{13}C_{-}$NMR spectral data on the quaternary carbon atoms in polymers indicated that the conjugated cyclopolymers have the six-membered rings majorly. The poly(dipropargylfluorene) derivatives were completely soluble in halogenated and aromatic hydrocarbons such as methylene chloride, chloroform, benzene, toluene, and chlorobenzene. The poly(dipropargylfluorene) derivatives were thermally more stable than poly(dipropargylfluorene) itself, and X-ray diffraction analyses revealed that the polymers are mostly amorphous. The photoluminescence peaks of the polymers were observed at about 457-491 nm, depending on the substituents of fluorene moieties.

Thiol의 친핵성 첨가물의 합성 (제2보). ${\beta}$-nitrostyrene 유도체에 대한 Thioglycolic Acid의 친핵성 첨가반응 (Synthesis of Nucleophilic Adducts of Thiols(II). Addition of Thioglycolic Acid to ${\beta}$-Nitrostyrene Derivatives)

  • 김태린;허태성;한인섭
    • 대한화학회지
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    • 제25권6호
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    • pp.390-393
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    • 1981
  • ${\beta}$-nitrostyrene 및 그 유도체에 Thioglycoic acid를 첨가시켜 다음과 같은 8가지 새로운 화합물을 합성하였다. s-[2-Nitro-1-phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-methyl)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-methoxy)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-chloro)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-bromo)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-nitro)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(3-methoxy-4-ethoxy)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(3,4,5-trimethoxy)phenylethyl]-thioglycolic acid. 이 물질들의 구조를 원소분석, UV, IR, NMR 스펙트럼등으로 확인하였다.

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감귤의 Bioflavonoids 분리, 정제 및 혈압강하효과 (Isolation, Purification and Hypotensive Effect of Bioflavonoids in Citrus sinensis)

  • 손흥수;김현숙;권태봉;주진순
    • 한국식품영양과학회지
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    • 제21권2호
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    • pp.136-142
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    • 1992
  • 냉동 건조한 귤(Citrus sinensis)의 껍질로 부터 methanol과 butanol추출물인 crude bioflavonoids를 건조중량으로 최초 시료대비 약 0.26%의 수율을 얻을수 있었다. 이 crude bioflavonoids를 gel filtration, HPLC를 이용하여 분리, 정제하였고 TLC, HPLC, UV spectrum, NMR spectral analysis를 통해 narirutin과 hesperidin으로 동정할 수 있었다. 또한 HPLC 정량분석 결과, narirutin과 hesperidin은 crude bioflavonoids의 g당 42mg과 530mg을 얻을 수 있었으며 귤 껍질의 주요 bioflavonoid는 hesperidin으로 판명되었다. 한편 실험 동물인 Sprague-Dawley종의 흰쥐를 대상으로 혈압 변화를 측정한 결과 귤 껍질의 주요 bioflavonoid성분인 hesperidin은 약물 투여 후 유의성있게 (p< 0.001) 혈압 저하효과가 있음을 관찰 할 수 있었다.

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한국산 유색미의 Anthocyanin 색소 동정 (Identification of Anthocyanins from Korean Pigmented Rice)

  • 윤혜현;백영숙;김준범;한태룡
    • Applied Biological Chemistry
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    • 제38권6호
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    • pp.581-583
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    • 1995
  • 한국산 유색미(수원 415호)로부터 안토시아닌 색소를 분석하였다. 1%HCl-methanol로 추출된 색소액을 자외선-가시광선 분광분석기로 측정한 결과 280 nm와 530 nm에서 최대흡광도를 보여 안토시아닌임을 확인 하였다. 분리된 색소를 산 분해하여 얻은 aglycon을 여러종류의 용매계로 전개시켜 $R_1$값을 비교하고, 흡광성질 및 $^1H-NMR$ 자료를 분석한 결과 aglycon은 cyanidin 및 malvidin으로 동정되었고, 결합당을 종이 크로마토그라피로 분석한 결과 monoglucose로 확인되었다. 따라서 한국산 유색미(수원 415호)의 안토시아닌 색소는 cyanidin-3-glucoside 및 malvidin-3-glucoside로 추정된다.

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Microwave-assisted Solvent-free Synthesis of Some Dimethine Cyanine Dyes, Spectral Properties and TD-DFT/PCM Calculations

  • Zhang, Xiang-Han;Wang, Lan-Ying;Zhai, Gao-Hong;Wen, Zhen-Yi;Zhang, Zu-Xun
    • Bulletin of the Korean Chemical Society
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    • 제28권12호
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    • pp.2382-2388
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    • 2007
  • A series of dimethine cyanine dyes were synthesized in a fast, efficient and high yield by the condensation of quaternary salts with 1H-indole-3-carbaldehyde in the presence of piperidine under solvent-free microwave irradiation. The products were identified by 1H NMR, IR, UV-Vis spectra and elemental analysis. The absorption and fluorescence properties of these dyes were investigated both experimentally and theoretically. Calculations performed at a combination of time-dependent density functional theory (TD-DFT) and the polarizable continuum model (PCM) reproduced the π-π* type absorption bands of the dyes. Regression analysis was used for studying theoretical results of the absorption maxima in different solvents. Compared with experimental counterparts, estimated overall uncertainties in the absorption maxima were about ±2%.