• Title/Summary/Keyword: $^1H-NMR$ Spectrum

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Synthesis and Characterization of Novel Fullerene($C_{60}$) Derivative with Photoresponsive Azobenzene Group (광감응형 아조벤젠기를 갖는 신규 플러렌 유도체의 합성과 물성분석)

  • Han, Ki-Jong
    • Journal of the Korean Applied Science and Technology
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    • v.31 no.1
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    • pp.50-58
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    • 2014
  • A novel fullerene derivative with photoresponsive azobenzene group was designed and synthesized, and its photoresponsive properties were reported. Starting from 4-nitrophenol, compound 1, which is containing fullerene moiety connected to azobenzene group through covalent linkage was synthesized by 5 steps. All the intermediates and the final compound were characterized by $^1H$, $^{13}C$-NMR, FAB-Mass or elemental analysis. Compound 1 exhibited the expected photoresponsive behavior. Chloroform solution($10^{-5}M$) of it served to maximize the absorption at 351 nm corresponding to the trans-azobenzene chromophore. Irradiation of this solution with 365 nm light resulted in photoisomerization to cis-azobenzene, as evidenced by decrease in the absorbance at 351 nm and an increase in absorbance at 450nm. A photostationary state was reached within about 150 s. Thermal reversion to the original spectrum was observed over the course of about 6 h at room temperature in the dark. However, exposure to bright sun light for about 5 s also effect almost complete reversion to the trans-isomer. This indicates that there is no strong steric influence on the trans-cis reversible isomerization of compound 1.

The Rapid Detection of Antioxidants from Safflower Seeds (Carthamus tinctorius L.) Using Hyphenated-HPLC Techniques (Hyphenated-HPLC 기술을 활용한 홍화씨의 항산화 성분 분석)

  • Kim, Su-Jin;Kim, Sang-Min;Kang, Suk-Woo;Um, Byung-Hun
    • Korean Journal of Food Science and Technology
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    • v.42 no.4
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    • pp.414-419
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    • 2010
  • Hyphenated-HPLC techniques combine the separation power of HPLC with the structural and bioactivity information provided by NMR, ESI/MS, and an on-line antioxidant screening system. The major advantages over the traditional off-line techniques are rapidity and efficiency. In this study, we used hyphenated HPLC techniques including online HPLC-ABTS, LC-NMR, and LC-MS todirectly identify the major antioxidants of safflower (Carthamus tinctorius L.) seeds. The results demonstrated that the major antioxidant compounds from on-line HPLC-ABTS analysis were identified as 8'-hydroxyarcgenin-4'-O-$\beta$-D-glucoside, N-(p-coumaroyl) serotonin, and N-feruloylserotonin. Among them, N-feruloylserotonin accounted for almost 50% of the ABTS radical scavenging activity of the total extract. The results demonstrate that HPLC hyphenated techniques can be used to rapidly screen and structurally identify antioxidants from crude plant extracts.

Isolation and Characterization of Cathepsin B inhilbitor Produced by Streptomyces luteogriseus KT-10 (Streptomyces luteogriseus KT-10 이 생산하는 Cathepsin B 저해물질의 분리 및 특성)

  • 한길환;김상달
    • Microbiology and Biotechnology Letters
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    • v.29 no.2
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    • pp.84-89
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    • 2001
  • Isolation and Characterization of Cathepsin B inhibitor Produced by Streptomyces luteogriseus KT-IO. Han, Kil~Hwan and Sang~Dal Kim*. Department of Applied Microbiology, Yeungnam Universit}/t Kyongsan 712749, Korea - The cathepsin B inhibitor produced by Streptomyces luteogriseus KT-IO was very stable in heat, acidic and alkaline conditions. The cathepsin B inhibitor was isolated from the extracted fraction of culture broth with butanol, methanol and chloroform subsequently, the inhibitor was purified with following several column chromatography sLlch as DEAE-Sephadex A-25, Sephadex G-15, silica gel 60, Sephadex LH-20, and preparative HPLC. The cathepsin B inhibitor showed positively to detective reaction of ninhydrine, 5% H2S04, iodine, but negatively to the reaction of Ehrlich's reagent, DNS, aniline. The molecular formular of cathepsin B inhibitor was elucidated by JR, lH and 13C-NMR, FAB mass and elemental analyzer. Consequently, it was identified as C4HlI04N6. The cathepsin B inhibitor had the mode of competitive inhibition with the reaction of cathepsin B.

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A Study on Structure Aanalysis and Synthesis of Polyester Polyol & Polyurethane (폴리에스터 폴리올과 폴리우레탄의 합성과 구조분석에 대한 연구)

  • Jin, Kyung Ho;Cho, Ur Ryong
    • Elastomers and Composites
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    • v.49 no.1
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    • pp.31-36
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    • 2014
  • Polyester polyols were synthesized by using each one mole of sebacic acid, isophthalic acid, ethylene glycol, and neopentyl glycol. The synthesized polyol had 56.6 mg KOH/g of hydroxy value and 1980 g/mole of molecular weight. From FT-IR structure analysis of polyester polyol, Hydroxy group(-OH) was observed around 3600 $cm^{-1}$, -CH shoulder of sebacic acid at 2950 $cm^{-1}$, carbony group of ester around 1730 $cm^{-1}$, and benzene ring of isophthalic ring was represented at 1600 $cm^{-1}$, 740 $cm^{-1}$. In case of polyurethane, hydroxy peak was showed at 3600 $cm^{-1}$, and -NH group around 3300 $cm^{-1}$, 1530 $cm^{-1}$. From $^1H$ NMR measurement of polyester polyol, it was found that sebacic acid was represented at 1.3, 1.5, 2.1 ppm, isophthalic acid at 7.3, 8.1, 8.7 ppm, ethylene glycol at 4.2 ppm, and neopentyl glycol at 0.8, 3.2, 3.9 ppm, respectively. In the polyurethane, it is almost the same as spectrum of polyester polyol, but showed very week peak at 7 ppm by benzene ring of toluene diisocyanate.

The Effects of the Content of Hydroxyethyl Methacrylate in Fluorine-containing Acrylate Copolymers on Physical Properties (불소함유 아크릴계공중합체에서 히드록시에틸메타크릴레이트 함량에 따른 물리적 특성 변화)

  • Kim, KiSang;Shim, Sang-Yeon
    • Journal of the Korean Applied Science and Technology
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    • v.35 no.2
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    • pp.502-508
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    • 2018
  • The acrylate copolymer having good coating, water-repellent and adhesion properties was designed and prepared. We prepared copolymers with high yield of > 95% using methyl methacrylate(MMA), 2,2,2-trifluoroethyl acrylate (FMA) and 2-hydroxyethyl methacrylate monomers(HEMA) by either bulk or emulsion polymerization techniques. The $^1H-NMR$ spectrum was used to identify chemical structure and DSC and DMA analysis were conducted. As a result, the glass transition temperature decreased by $3^{\circ}C$ as FMA content increased from 5% to 10%, and decreased by $2{\sim}8^{\circ}C$ when HEMA content increased from 5 % to 10 %. The physical properties were measured using Instron and TGA. As FMA or HEMA content increased by 10%, tensile strength decreased from 29 MPa to 22 MPa and Td decreased from $200^{\circ}C$ to $180^{\circ}C$ in both bulk and emulsion. The contact angle relatively decreased as hydrophilic HEMA content increased.

The Effects of the Content of Isobornyl Methacrylate in Acrylate Copolymers on Physical Properties (아크릴계 공중합체에서 이소보닐 메타크릴레이트의 함량에 의한 물리적 특성 변화)

  • Kim, Ki Sang;Shim, Sang-Yeon
    • Journal of the Korean Applied Science and Technology
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    • v.33 no.4
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    • pp.771-776
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    • 2016
  • The acrylate copolymer having good thermal stability, coating and adhesion properties was designed and prepared. We prepared copolymers in >95% high yield using methyl methacrylate, isobornyl methacrylate and 2-hydroxyethyl methacrylate monomers by the bulk and emulsion polymerization techniques. The $^1H$-NMR spectrum was used to identify chemical structure and glass transition temperatures increased from $123^{\circ}C$ to $140^{\circ}C$ confirmed by DSC, DMA and TGA analysis. In addition, as the content of IBMA increased, storage modulus and thermal decomposition temperature increased. As the content of IBMA increased from 10% to 30% in the composition for the entire monomer, tensile strength increased from 22 to 30 MPa in both polymers prepared by bulk and emulsion techniques. The contact angle increased from 70 to up to 88 degrees due to hydrophobic property of IBMA.

Composition and Structure Confirmation of Glucitol Fatty Acid Polyesters (Glucitol Fatty Acid Polyesters의 조성 및 구조확인)

  • Chung, Ha-Yull;Yoon, Hee-Nam;Kong, Un-Young;Kim, Jung-Han
    • Korean Journal of Food Science and Technology
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    • v.25 no.2
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    • pp.148-153
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    • 1993
  • Composition and structure of synthetic glucitol fatty acid polyesters (GPE)-a potential fat substitute-were investigated. Also degree of substitution (D.S) of GPE was determined according to the relative ester distribution within it to evaluate the feasibility of GPE using as a fat substitute. The GPE was separated into single ester group by a normal-phase HPLC and D.S of it was identified to be 6. Absorption band at $1747\;cm^{-1}$ in the IR spectrum of GPE indicated that there were ester bonds within GPE molecules. which link fatty acid moiety to glucitol. Disappearance of the hydroxyl proton signals of glucitol in the H-NMR spectrum of GPE implied that most of hydroxyl groups in glucitol participated in the formation of ester bonds with fatty acids. In addition the D.S estimated from the quantitative proton integration of GPE coincided well with the D.S of GPE determined by hydroxyl value measurement. In conclusion, the GPE synthesized in this study was found to be a glucitol fatty acid hexaester so that it is expected to be used as a fat substitute in the near future.

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Anti-Inflammatory Activity of Austroinulin from Stevia rebaudiana in LPS-induced RAW264.7 Cells (스테비아로부터 분리한 Austroinulin의 RAW264.7 세포에 대한 항염증 효과)

  • Byun, Myung-Woo
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.41 no.4
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    • pp.456-461
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    • 2012
  • The leaves of $Stevia$ $rebaudiana$ are well-known in Japan, Korea, and China as a natural sweetener. Medicinal uses of this plant originated in Paraguay and Brazil in the form of aqueous decoctions of the leaves used as a contraceptive agent and for the treatment of hyperglycemia. In the present study, the antioxidant, anti-hypertension, and anti-inflammatory activities of $S.$ $rebaudiana$ extracts are investigated for their use in food. The biologically-active compound was isolated and purified from $S.$ $rebaudiana$. The isolated compound was identified as austroinulin ($C_{20}H_{34}O_3$; molecular weight 322) by mass, IR spectrophotometry, 1D, and 2D-NMR. Austroinulin was characterized as a diterpenoid possessing a 3-methylpenta-2,4-dienyl at C-9. When subjected to an inflammatory mediator inhibitory assay from lipopolysaccharide (LPS)-activated macrophages, the austroinulin inhibited the enhanced production of nitric oxide (NO) and inducible nitric oxide synthase (iNOS) expression (10 ${\mu}g$/mL=67.9 and 45.1%, respectively). This was significant and dose-dependent. The results suggest that austroinulin from $S.$ $rebaudiana$ inhibited the NO and iNOS in RAW 264.7 cells.

Synthesis and Characterization of Cobalt(II)/(III), Nickel(II) and Copper(II) Complexes of New 14, 15 and 16-Membered Macrocyclic Ligands

  • El-Tabl, Abdou Saad
    • Bulletin of the Korean Chemical Society
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    • v.25 no.12
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    • pp.1757-1763
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    • 2004
  • A new series of nickel(II), cobalt(II)/(III) and copper(II) complexes of 14, 15 and 16-membered of macrocyclic ligands have been prepared and characterized by elemental analyses, IR, UV-VIS and $^1H-NMR$ spectra, magnetic susceptibilities, conductivities, DTA and ESR measurements. Molar conductances in DMF solution indicate that, the complexes are nonelectrolytes except (9-12) complexes. The electronic spectra show that, all complexes are square planar or distorted octahedral geometry. The ESR spectra of solid complexes (4), (8) and (11) show square planar of axial type symmetry $(d_{x2-y2})$ with considerable covalent bond character. However, complex (12) shows a spectrum of octahedral geometry with $d_{z2}$ ground state. Complex (12) shows exploitation in reducing the amount of electron adducts formed in DNA during irradiation with low radiation products.

Oxidation of Pyridazinyl Sulfides: Synthesis of New Pyridazinyl Sulfoxides and Pyridazinyl Sulfones with Aqueous Hydrogen Peroxide (Pyridazinyl Sulfides의 산화반응: 과산화수소를 이용한 새로운 Pyridazinyl Sulfoxides 및 Pyridazinyl Sulfones의 합성)

  • Park, Eun-Hee;Park, Myung-Sook
    • YAKHAK HOEJI
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    • v.56 no.6
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    • pp.390-394
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    • 2012
  • A series of new pyridazinyl sulfoxides 3a~e and pyridazinyl sulfones 4a were synthesized for development of candidates to retain anticancer activity. The utility of sulfoxides and sulfones in both laboratory and industrial practice was quickly recognized, and these species have been extensively utilized, including as pharmaceutical intermediates and anticancer agents. Alkylthiopyridazines 2a~e were prepared from the 3,6-dichloropyridazine using allylthiolation with alkyl mercaptan. Sulfides could be oxidized to sulfoxides or sulfones using 1~3 equivalents of hydrogen peroxide as an oxidant. The oxidation of sulfoxides to sulfones was also accomplished with aqueous hydrogen peroxide. Formation of 3a~e and 4a was undertaken with stirring using 35% hydrogen peroxide at room temperature in acetic acid for 18~72 h. Synthetic compounds were identified using NMR spectrum.