• 제목/요약/키워드: NMR and Mass Spectra

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Polymethoxylated Flavone Extracts from Citrus Peels for Use in the Functional Food and Nutraceutical Industry

  • Yao, Xiaolin;Pan, Siyi;Duan, Chunhong;Yang, Fang;Fan, Gang;Zhu, Xinrong;Yang, Shuzhen;Xu, Xiaoyun
    • Food Science and Biotechnology
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    • 제18권5호
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    • pp.1237-1242
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    • 2009
  • Polymethoxylated flavones (PMFs) extracted from Citrus sinensis 'Jincheng' peel were characterized by chromatographic and spectroscopic techniques. Seven individual PMF were identified. 3, 3', 4', 5, 6, 7-hexamethoxyflavone (HEX), nobiletin (NOB), heptamethoxyflavone (HEP), 5-demethylnobiletin (DN), and tangeretin (TAN) were characterized through electrospray ionization mass spectrometry (ESI-MS) in positive mode of protonated molecular ions $[M+H]^+$, the diagnostic fragment ions, together with the UV-Vis spectra and high performance liquid chromatography (HPLC) elution order from literature data. Sinensetin (SIN) and tetramethyl-O-scutellarein (SCU) were isolated and identified through their MS, $^1H$ nuclear magnetic resonance (NMR) and UV-Vis spectral studies. The levels of PMFs in peels from different cultivars of citrus fruits grown in China were determined for the first time. The results showed that C. aurantium 'Bitter orange' peel was the most promising variety for HEP. C. sinensis peel was a good source for SIN and SCU.

Synthesis and Photodynamic Activities of Pyrazolyl and Cyclopropyl Derivatives of Purpurin-18 Methyl Ester and Purpurin-18-N-butylimide

  • Yoon, Il;Park, Ho-Sung;Cui, Bing Cun;Kim, Jung-Hwa;Shim, Young-Key
    • Bulletin of the Korean Chemical Society
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    • 제32권1호
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    • pp.169-174
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    • 2011
  • The synthesis of new pyrazolyl and cyclopropyl derivatives of purpurin-18 methyl ester and purpurin-18-N-butylimide 1a, 1b, 2a, 2b and 8 is described. The new compounds were characterized by NMR, UV-vis spectroscopy and mass spectrometry. UV-vis spectra of the new compounds showed long wavelength absorption of ranges 692 - 708 nm ($\lambda_{max}$). Photodynamic effects of the chlorin derivatives 1a, 1b, 2a and 2b were investigated by WST-1 assay in A549 cells, and showed good photodynamic activities with high photocytotoxicity and low cytotoxicity in the dark. In comparison between pyrazolyl and cyclopropyl derivatives, purpurin-18 methyl ester compounds 1a and 1b showed comparable photocytotoxicity result of the cell viabilities, otherwise, pyrazolyl derivative of purpurin-18-N-butylimide 2a showed better cell viabilities than those of cyclopropyl derivative 2b. And cyclopropyl derivative of purpurin-18-N-butylimide 2b showed higher dark cytotoxicity than that of others.

2-Aminopyrimidine 및 2,4-Dihydoxybenzaldehyde 치환체인 Schiff-염기의 전이금속 착물에 대한 합성 및 특성 그리고 부식방지에의 응용 (Synthesis and Characterization of New Transition Metal Complexes of Schiff-base Derived from 2-Aminopyrimidine and 2,4-Dihydroxybenzaldehyde and Its Applications in Corrosion Inhibition)

  • Ouf, Abd El-Fatah M.;Ali, Mayada S.;Soliman, Mamdouh S.;El-Defrawy, Ahmed M.;Mostafa, Sahar I.
    • 대한화학회지
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    • 제54권4호
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    • pp.402-410
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    • 2010
  • 새로운 착물인 cis-[$Mo_2O_3(Hapdhba)_2$], trans-[$UO_2(Hapdhba)_2$], [Pd(Hapdhba)Cl($H_2O$)], [Pd(bpy)(Hapdhba)]Cl, [Ag(bpy) (Hapdhba)], [$Ru(Hapdhba)_2(H_2O)_2$], [$Rh(Hapdhba)_2Cl(H_2O)$] 및 [Au(Hapdhba)$Cl_2$]를 보고한다. 여기서 $H_2$apdhba는 2-aminopyrimidine 및 2,4-dihydoxybenzaldehyde에서 비롯된 Schiff-염기이다. 이들 착물은 IR, UV-Vis 그리고 질량 스펙트럼을 비롯하여 전기전도도, 자기 및 열 분석을 통해 특성을 조사하였다. 구리의 부식에 대한 $H_2$apdhba의 방해효과는 0.5 M HCl에서 potiodynamic polarization 측정을 통해 조사하였다.

Synthesis, Spectroscopic Studies and Biological Applications of Organotin(IV) Derivatives of 3-[N-(4-Nitrophenyl)-amido]propenoic Acid and 3-[N-(4-Nitrophenyl)-amido]propanoic Acid

  • Shahid, Khadija;Shahzadi, Saira;Ali, Saqib;Mazhar, M.
    • Bulletin of the Korean Chemical Society
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    • 제27권1호
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    • pp.44-52
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    • 2006
  • New organotin(IV) derivatives with general formulae R_2SnL_2 and R_3SnL, where R = methyl, n-butyl, n-octyl and phenyl and HL is either 3-[N-(4-nitrophenyl)amido]-propenoic acid or 3-[N-(4-nitrophenyl)amido] propanoic acid have been synthesized in 1 : 2 and 1 : 1 molar ratio by different methods. The FTIR spectra clearly demonstrated that the organotin(IV) moieties react with [O,O] atoms of the ligands. The bonding and coordination behavior in these complexes are discussed on the basis of multinuclear (^1H,\,^{13}C,\,^{119}Sn) NMR and mass spectrometric studies. Antibacterial, and antifungal screening tests were performed for these compounds and reported here. These values were compared to those of the precursors and it was found that diorganotin(IV) complexes exhibit less activity as compared to triorganotin(IV) complexes . LD_{50} data were obtained by Brine Shrimp assay method. Insecticidal activity was performed for selective compounds by contact toxicity method.

A Novel Chlorophyll d-containing Organism: Discovery and its Significance

  • Murakami, Akio;Kawai, Hiroshi;Adachi, Kyoko;Sakawa, Takahiro;Miyashita, Hideaki;Mimuro, Mamoru
    • Journal of Photoscience
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    • 제9권2호
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    • pp.74-77
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    • 2002
  • Chlorophyll (Chi) d was assigned to an antenna pigment of red algae in 1943, but its presence and function in red algae have not been necessarily clear for a long time. In 1996, it was shown that Chi d functioned as a major antenna pigment in a peculiar oxygenic photosynthetic prokaryote, Acaryochloris marina, isolated as a symbiont of a colonial ascidian from coral reefs. This finding evoked the necessity for reexamination of the presence and function of Chi d in red algae. We found Chi d in methanol-extract from several marine red algae, and the relative content was high in one species, Ahnfeltiopsis flabelliformis. Absorption and fluorescence spectra, HPLC analysis, and NMR and mass spectroscopy characterized Chi d extracted from the red algal thalli, and those were essentially identical to those of Chi d isolated from A. marina. However, micro-spectrophotometric analysis suggested that Chi d was not an actual constituent of the red algae but came from epiphyte(s) attached to surface of red algal thalli.

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Synthesis, Spectral, Characterization, DFT and Biological Studies of New 3-[(3-Chlorophenyl)-hydrazono]-pentane-2,4-dione Metal Complexes

  • Sadeek, Sadeek A.;Zordok, Wael A.;El-Farargy, Ahmed F.;El-Desoky, Sameh I.
    • 대한화학회지
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    • 제58권2호
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    • pp.169-178
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    • 2014
  • A new series of metal complexes of V(IV), Pd(II), Pt(IV), Ce(IV) and U(VI) with 3-[(3-chlorophenyl)-hydrazono]-pentane-2,4-dione (Cphpd) were synthesized and characterized by elemental analysis, molar conductivity, magnetic moment measurements, UV-vis, FT-IR and $^1H$ NMR as well as TG-DTG techniques. The data indicated that the Cphpd acts as a bidentate ligand through the hydrazono nitrogen and one keto oxygen. The kinetic parameters have been evaluated by using Coats Redfern (CR) and Horowitz-Metzeger (HM) methods. The thermodynamic data reflected the thermal stability for all complexes. The calculated bond length and the bond stretching force constant, F(U=O), values for $UO_2$ bond are $0.775{\AA}$ and $286.95Nm^{-1}$. The bond lengths, bond angles, dipole moment and the lowest energy model structure of the complexes have been determined with DFT calculations. The antimicrobial activity of the synthesized ligand and its complexes were screened.

참느릅나무의 성분에 관한 연구 (Studies on the Constituents of Ulmus parvifolia)

  • 문영희;임기룡
    • 생약학회지
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    • 제26권1호
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    • pp.1-7
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    • 1995
  • The bark of Ulmus parvifolia Jacq. (Ulmaceae) has been used for the treatment of gonorhea, edema, scabies and eczema marginatum. Previous investigations conducted with the heartwood and leaves have demonstrated it to contain sesquiterpenes as well as fat acids from the heartwood and flavonol glycosides from leaves. However, no phytochemical work has been done on the bark parts of this plant. Investigation of the phytochemical constituents in the barks of U. parvifolia has resulted in the isolation of sterols, sterol glucoside and a catechin glycoside, $(+)-catechin\;7-O-{\alpha}-{_L}-rhamnopyranoside$, all of which were isolated for the first time from this plant. Sterols were consisted of the three components, ${\beta}-sitosterol$, stigmasterol and campesterol in a ratio of 92.1:4.1:3.8, and sterol glucoside was identified as ${\beta}-sitosterol\;3-O-{\beta}-{_D}-glucoside$. The structure of the catechin $7-O-{\alpha}-{_L}-rhamnoside$ was established primarily by analysis of $^1H-and$ COSY-45 NMR, HMQC and HMBC and EI mass spectra of the heptaacetate. Especially, HMBC spectrum provides effective way for the determination of the point of attachment of the rhamnosyl group to catechin moiety.

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H. sativum이 생성(生成)하는 식물(植物) 독소물질 분리(分離) (Separation and Purification of two toxins produced by H. sativum P. K. & B.)

  • 이상선;브레리 빅;로버트 스택
    • 한국균학회지
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    • 제16권1호
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    • pp.9-15
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    • 1988
  • H. sativum 배양액에서 두가지 종류의 식물독소물질이 검출되었으며, 이들을 M-toxin과 D-toxin으로 명명하였다. Lettuce 식물반응결과는 D-toxin 보다 뿌리성장의 저해작용이 적었다. 화학분석결과 M-toxin은 특별히 작은 peptid로 되어 있었다. D-toxin는 Helrninthosporal와 화학적 성질이 비슷하였으나 같지는 않았다. 이는 UV, proton NMR와 질량분석기의 기본 자료인 결과이며, D-toxin은 적어도 두개의 isomers로 되어 있었다.

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Isolation and Identification of Newly Isolated Antagonistic Streptomyces sp. Strain AP19-2 Producing Chromomycins

  • Wu, Xue-Chang;Chen, Wei-Feng;Qian, Chao-Dong;Li, Ou;Li, Ping;Wen, Yan-Ping
    • Journal of Microbiology
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    • 제45권6호
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    • pp.499-504
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    • 2007
  • A new antagonistic strain of actinomycete, designated AP19-2, was isolated from the feces of giant pandas inhabiting the Foping National Nature Reserve in China. Cultural characteristic studies strongly suggested that this strain is a member of the genus Streptomyces. The nucleotide sequence of the 16S rRNA gene of strain AP19-2 evidenced profound similarity (97-99 %) with other Streptomyces strains. Two pure active molecules were isolated from a fermentation broth of Streptomyces sp. strain AP19-2 via extraction, concentration, silica gel G column chromatography, and HPLC. The chemical structures of the two related compounds (referred to as chromomycin $A_2$ and chromomycin $A_3$) were established on the basis of their Infrared spectra (IR), High Resolution Electrospray Ionization Mass Spectrometry (HR-ESI-MS), and Nuclear Magnetic Resonance (NMR) data, and by comparison with published data.

The transformation of ginsenosides by acid catalysis in gastric pH

  • Han, Byung-Hoon;Park, Myung-Hwan;Han, Yong-Nam;Woo, Lin-Keun;Ushio-Sankawa;Shoji-Yahara;Osamu-Tanaka
    • Archives of Pharmacal Research
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    • 제4권1호
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    • pp.25-31
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    • 1981
  • The ginsenosides of Korean ginseng decomposed profoundly to produce artifact products of prosapogenin $A_{1}$, $A_{2}$ and $A_{3}$ from ginsenoside Rg$_{1}$, prosapogenin $C_{1}$, $C_{2}$ and $C_{3}$ from ginsenoside Re, and prosapogenin E$_{1}$, E$_{2}$ and E$_{3}$ from ginsenoside Rb$_{1}$ by the acid treatment under physiological condition such as 37.deg.C incubation in 0.1 N HCI. 2. The chemical structures of the artifact substances were determined by the analysis CMR and mass spectra of TMS derivatives as following; table omitted.

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