• Title/Summary/Keyword: NMR study

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Study on the Isomerization and Dehydrobromination Mechanism of Brominated Butyl Rubber (브롬화된 부틸고무의 탈브롬화 밑 이성질체화 메커니즘에 대한 연구)

  • Wu, Yibo;Guo, Wenli;Li, Shuxin;Gong, Liangfa;Shang, Yuwei
    • Polymer(Korea)
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    • v.34 no.1
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    • pp.69-73
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    • 2010
  • Effects of reaction time and temperature on the isomerization and dehydrobromination reactions of brominated butyl rubber were investigated. The structural composition of brominated butyl rubber was determined by Fourier transform infrared spectroscopy (FT-IR) and proton nuclear magnetic resonance spectroscopy($^1H$-NMR), Density functional theory (DFT) was used to study on the isomerization and dehydrobromination mechanisms of model compounds. The geometries for model compounds of 3-bromo-5,5,7,7-tetramethyl-2(2',2',4',4'-tetramethyl)pentyl-1-octylene (3BrOE), 1-bromo-5,5,7,7-tetramethyl-2(2',2',4',4'-tetramethyl)pentyl-2-octylene (1Br2OE) and 5,5,7,7-tetramethyl-2(2',2', 4',4'-tetramethyl)pentyl-1,3-octadiene (CD) had been optimized by using density functional theory at B3LYP/3-21G and B3LYP/6-31G levels. The predicted energy of 3BrOE lies higher than that of 1Br2OE which suggests that 1Br2OE configuration is more stable than the 3BrOE configuration. Compared with the energy barrier, the pathway of dehydrobromination is less competitive than that of isomerization. This is qualitatively consistent with the experimental results.

Antioxidant, antinociceptive activity and general toxicity study of Dendrophthoe falcata and isolation of quercitrin as the major component

  • Hasan, Md Shihab;Ahmed, Md Iqbal;Mondal, Sukla;Masud, Mohammad Methedi;Sadhu, Samir Kumar;Ishibashi, Masami;Uddin, Shaikh Jamal
    • Advances in Traditional Medicine
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    • v.6 no.4
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    • pp.355-360
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    • 2006
  • Plants have been used in traditional medicinal system for centuries. Bangladeshi medicinal plants have received considerable attention from the researchers for evaluation of their bioactivity. As a part of our ongoing research of screening the Bangladeshi medicinal plants, the ethanolic extract of Dendrophthoe falcata have been chosen for the present study. The ethanolic extract of the leaves of the plant have been assessed for their antioxidant, antinociceptive, and general toxicity. The extract showed potent antioxidant activity ($IC_{50}5.1{\mu}g/ml$) using DPPH radical scavenging assay, which is comparable to the standard ascorbic acid ($IC_{50}4.6{\mu}g/ml$). The extract significantly and dose dependently inhibited the acetic acid induced writhing in mice (71.2%, P < 0.001 and 28.0%, P < 0.05 for 500 and 250 mg/kg body weight, respectively). A general toxicity was assessed by a simple and low cost assay using brine shrimp lethality as an indicator. The extract showed low level of toxicity ($LC_{50}100{\mu}g/ml$). Using different chromatographic techniques, quercitrin (quercetin 3-O-${\alpha}$-rhamnoside) was separated as the major component from the extract. The structure was elucidated by detailed 1D and 2D NMR and mass spectral analysis.

The effects of dentin bonding agent formulas on their polymerization quality, and together with tooth tissues on their microleakage and shear bond strength: an explorative 3-step experiment

  • Erfan, Mohmmad;Jafarzadeh-Kashi, Tahereh Sadat;Ghadiri, Malihe;Rakhshan, Vahid
    • The Journal of Advanced Prosthodontics
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    • v.6 no.5
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    • pp.333-345
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    • 2014
  • PURPOSE. Bonding agents (BA) are the crucial weak link of composite restorations. Since the commercial materials' compositions are not disclosed, studies to formulize the optimum ratios of different components are of value. The aim of this study was to find a proper formula of BAs. MATERIALS AND METHODS. This explorative experimental in vitro study was composed of 4 different sets of extensive experiments. A commercial BA and 7 experimental formulas were compared in terms of degree of conversion (5 experimental formulas), shear bond strength, mode of failure, and microleakage (3 experimental formulas). Statistical analyses were performed (${\alpha}$=.05). The DC of selected formula was tested one year later. RESULTS. The two-way ANOVA indicated a significant difference between the shear bond strength (SBS) of two tissues (dentin vs. enamel, P=.0001) in a way that dentinal bonds were weaker. However, there was no difference between the four materials (P=.283). The adhesive mode of failure was predominant in all groups. No differences between the microleakage of the four materials at occlusal (P=.788) or gingival (P=.508) sites were detected (Kruskal-Wallis). The Mann-Whitney U test showed a significant difference between the microleakage of all materials (3 experimental formulas and a commercial material) together at the occlusal site versus the gingival site (P=.041). CONCLUSION. A formula with 62% bisphenol A-glycidyl methacrylate (Bis-GMA), 37% hydroxy ethyl methacrylate (HEMA), 0.3% camphorquinone (CQ), and 0.7% dimethyl-para-toluidine (DMPT) seems a proper formula for mass production. The microleakage and SBS might be respectively higher and lower on dentin compared to enamel.

Growth Inhibition Profile of an Antibacterial Entity from Paenibacillus DY1 Isolated from Korean Soil against Multidrug Resistant Enteric Bacterial Strains and Its Characterization

  • Shin, Eun-Seok;Kwon, Sun-Il;Yoo, Kwan-Hee
    • Biomedical Science Letters
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    • v.13 no.1
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    • pp.47-53
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    • 2007
  • Due to wide abuse of antibiotics both in human and livestock use, the advent and spread of multidrug resistant (MDR) pathogens becomes a serious health problem all over the world. Since the development of new antibiotics is at a standstill in pharmaceutical industry, the choice of therapeutic antibiotics is getting narrower. In this study, in an effort to search new antibiotics, the antimicrobial activity of Paenibacillus DY1 isolated from Korean soil was characterized on its growth inhibition spectrum against various health threatening MDR strains, with its stability and chemical structure. Extracellular culture filtrate of Paenibacillus DY1 effectively inhibits the growth of all the tested MDR enteropathogenic Eshcherichia coli, enterohemolytic E. coli, and enterotoxigenic E. coli strains, at a similar level to that on the nonresistant control E. coli strains. It showed significant growth inhibition effect against the causative agents of class one legal communicable disease, MDR Salmonella typhi, MDR Salmonella paratyphi A, food poisoning bacteria, MDR Salmonella typhimurium, and other MDR Salmonella spp. The growth of all of 10 different MDR Shigella spp. strains and 6 different Vibrio spp. strains tested was also inhibited. The antimicrobial activity of Paenibacillus DY1 was well preserved after heat treatment, and was also stable in both alkaline and acidic environment. The antimicrobial activity was partially purified with Diaion HP20 column and TLC. By NMR study, the putative structure of the activity was postulated as an alkane having hydroxyl groups.

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[${\gamma}-Mangostin$ and Rubraxanthone, Two Potential Lead Compounds for Anti-cancer Activity against CEM-SS Cell Line

  • Ee, G.C.L.;Izzaddin, S.A.;Rahmani, M.;Sukari, M.A.;Lee, H.L.
    • Natural Product Sciences
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    • v.12 no.3
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    • pp.138-143
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    • 2006
  • Our continuing interest on Garcinia and Mesua species has led us to carry out a detail study on the chemistry of the root bark of Garcinia mangostana (Guttiferae) since this part of the plant has not been investigated before, and the strm bark of Mesua corneri (Guttiferae) an uninvestigated species. This study has yielded six xanthones, ${\alpha}-mangostin$ (1), ${\beta}-mangostin$ (2), ${\gamma}-mangostin$ (3), garcinone-D (4), mangostanol (5) and gartanin (6) from Garcinia mangostana and two xanthones rubraxanthone (7) and inophyllin B (8) from Mesua corneri. Structural elucidations were achieved using $^1H,\;^{13}C$ NMR and MS data. The crude hexane and chloroform extracts of the root bark of Garcinia mangostana and the hexane extract of the stem bark of Mesua corneri were found to be active against CEM-SS cell lines with $IC_{50}$ values less than $30\;{mu}g/ml$. Moreover, ${\gamma}-mangostin$ gave a very low $LC_{50}$ value of $4.7\;{mu}g/ml$ while rubraxanthone gave an $LC_{50}$ value of $5.0\;{mu}g/ml$ indicating these two compounds to be potential lead compounds for anti-cancer activity against the CEM-SS cell line. This paper reports the isolation and identification of these compounds as well as bioassay data for the crude extracts, ${\gamma}-mangostin$ and rubraxanthone.

Identification of Soluble Epoxide Hydrolase Inhibitors from the Seeds of Passiflora edulis Cultivated in Vietnam

  • Cuong, To Dao;Anh, Hoang Thi Ngoc;Huong, Tran Thu;Khanh, Pham Ngoc;Ha, Vu Thi;Hung, Tran Manh;Kim, Young Ho;Cuong, Nguyen Manh
    • Natural Product Sciences
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    • v.25 no.4
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    • pp.348-353
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    • 2019
  • Soluble epoxide hydrolases (sEH) are enzymes present in all living organisms, metabolize epoxy fatty acids to 1,2-diols. sEH in the metabolism of polyunsaturated fatty acids plays a key role in inflammation. In addition, the endogenous lipid mediators in cardiovascular disease are also broken down to diols by the action of sEH that enhanced cardiovascular protection. In this study, sEH inhibitory guided fractionation led to the isolation of five phenolic compounds trans-resveratrol (1), trans-piceatannol (2), sulfuretin (3), (+)-balanophonin (4), and cassigarol E (5) from the ethanol extract of the seeds of Passiflora edulis Sims cultivated in Vietnam. The chemical structures of isolated compounds were determined by the interpretation of NMR spectral data, mass spectra, and comparison with data from the literature. The soluble epoxide hydrolase (sEH) inhibitory activity of isolated compounds was evaluated. Among them, trans-piceatannol (2) showed the most potent inhibitory activity on sEH with an IC50 value of 3.4 μM. This study marks the first time that sulfuretin (3) was isolated from Passiflora edulis as well as (+)-balanophonin (4), and cassigarol E (5) were isolated from Passiflora genus.

Spectrophotometric Study of Copper Complex of N-Benzylisonitrosoacetylacetone Imine (N-Benzylisonitrosoacetylacetone Imine의 구리착물에 대한 분광광도법적 연구)

  • Byung Kyo Lee;Dae Sub O;Heung Rak Lee
    • Journal of the Korean Chemical Society
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    • v.30 no.2
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    • pp.201-206
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    • 1986
  • A new analytical reagent N-benzylisonitrosoacetylacetone imine (H-IAA-N-Bz) has been synthesized and identified its structure by IR, NMR and mass spectra. H-IAA-N-Bz forms a copper chloroform-soluble complex in a basic aqueous solution (pH = 7.0∼10.0). The other optimum conditions for the spectrophotometric study of the copper complex have been determined at 420nm. Beer's law is obeyed below the concentration of 64$\mu$g of copper per 10ml of chloroform. The composition of the copper complex has been found to be $Cu(IAA-N-Bz)_2$ and the over-all stability constant is calculated to be $8.55 {\times} 10^6$. The molar absorption coefficient, $\varepsilon$ of the $Cu-(IAA-N-Bz)_2 $complex is 3500l/$cm{\cdot}mol$.

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Effects of PEO Additions on the Mechanical and Thermal Proprieties of PLA/PBAT Blends (폴리에틸렌옥사이드가 PLA/PBAT 블렌드 물성에 미치는 영향)

  • Jang, Hyunho;Kwon, Sangwoo;Eom, Yoojun;Yoo, Seungwoo;Park, Su-il
    • KOREAN JOURNAL OF PACKAGING SCIENCE & TECHNOLOGY
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    • v.26 no.2
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    • pp.93-98
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    • 2020
  • The blends of Poly(lactic acid) (PLA) and Poly(butylene adipate-co-terephthalate) (PBAT) have been recognized as a replacement for commodity plastic films and bags in biodegradable packaging industries. The purpose of this study is to identify changes in the thermal and mechanical properties of PLA/PBAT blends with the addition of poly(ethylene oxide)(PEO). PLA (80%) and PBAT (20%) were melt mixed with 0 to 10 phr of PEO and processed using a hot press. The addition of PEO into PLA/PBAT increased the elongation at break and improved thermal stability. With PEO addition, two melting temperature (Tm) peaks of PLA/PBAT merged into one peak showing improved miscibility. The result of this study showed that the addition of PEO increased the ductility and thermal stability of PLA/PBAT blends.

A Study on the Content Changes of ${\beta}$-asarone and ${\alpha}$-asarone in Acorus gramineus According to its Parts, Extraction Solvent, and Fermentation (석창포의 부위, 추출용매 및 발효에 따른 주요 성분 변화 연구)

  • Pang, Tae-Sun;Lee, Kyung-Jin;Ham, In-Hye;Bu, Young-Min;Kim, Ho-Cheol;Rhee, Jae-Seong;Choi, Ho-Young
    • The Korea Journal of Herbology
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    • v.23 no.4
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    • pp.149-157
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    • 2008
  • Objectives: This study was to analyze the content changes of ${\beta}$-asarone and ${\alpha}$-asarone in A. gramineus according to its parts, extraction method, and fermentation. Methods: The change of ${\beta}$-asarone and ${\alpha}$-asarone was analysed with GC/MS, IR, and NMR. Results: In A. gramineus, ${\beta}$-asarone and ${\alpha}$-asarone in rhizome are 7 times and 4 times more than those in leaves respectively. And, in water extract of Acori Graminei Rhizoma, ${\beta}$-asarone was reduced to 77.8%-83.5%, and ${\alpha}$-asarone was reduced to 69.4%-72.2% compared with 50% MeOH extract. The amounts of ${\beta}$-asarone and ${\alpha}$-asarone were decreased apparently by 1 and 3 weeks fermantation with yeast activated solution. Conclusions: There was a change in the content of asarone pursuant to the medicinal part, extraction solvent, and fermentation. This result can be used as the basic data contributing to the stability of A. gramineus according to an appropriate clinical application.

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Characterization of polysaccharide A-1 from Opuntia ficus-indica and it's protection effect on alcoholic induced hepatic oxidative stress (Opuntia ficus-indica 다당 A-1의 특성 및 알코올유도 간 산화스트레스의 보호 효과)

  • Ryu, Il-Hwan;Kwon, Ji-Wung;Lee, Eoh-Jin;Yun, Young-Gab;Kwon, Tae-Oh
    • Herbal Formula Science
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    • v.17 no.2
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    • pp.163-174
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    • 2009
  • Reactive oxygen species(ROS) can induce hepatotoxicity and trigger apoptosis in the liver. In this study, we investigated the sulfated polysaccharide A-1 from Opuntia ficus-indica against alcoholic oxidative stress in human liver Hep G2 cell. An antioxidant substance A-1 obtained from the enzymatic extract of Opuntia ficus-indica fruit was purified by DEAE-cellulose ion exchange and sephadex G-100 gel permeation chromatography. The purification yield and molecular weight were 14.3% and 1.8 KDa, respectively. The A-1 predominately contained arabinose, galactose, rhamnose and also sulfate group. The structure of A-1 was investigated by periodate oxidation, FT-IR spectroscopy, $^1H$-NMR spectroscopy. The A-1 mainly composed of alternating unit of ${\rightarrow}4$)-$\alpha$-L- Rapp-2-$SO_3^-$-$\alpha$-L-Galp-($1{\rightarrow}$ and branched linkage of $\beta$-D-Arbp- ($5{\rightarrow}$. The antioxidative activity was measured using the SOD, CAT activity and GSH assay, respectively. The expression of Nrf2 protein was analyzed by western blotting. The viable cell count analyzed by autofluorescence. Oxidative stress induced by ethanol(1 M) were dramatically reduced by A-1 treatment. A-1 also prevented cell death induced by oxidative stress. It also increased expression Nrf2 protein level. We concluded that sulfated polysaccharide A-1 from Opuntia ficus-indica effectively protect Hep G2 liver cell from alcoholic oxidative stress.

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