• Title/Summary/Keyword: 7-dihydro-3

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Purification and Identification of Antioxidant Compounds from Dolichos lablab L. Seeds (백편두의 항산화 물질 분리 및 동정)

  • Kwon, Nam Woo;Kim, Jae Yeon;Cho, Yong Beom;Hwang, Bang Yeon;Kim, Jun Gu;Woo, Sun Hee;Lee, Moon Soon
    • Korean Journal of Medicinal Crop Science
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    • v.27 no.6
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    • pp.419-426
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    • 2019
  • Background: This study aimed to identify antioxidant compounds from the seeds of Dolichos lablab L. by bioassay-guided isolation and recrystallization. Methods and Results: The water layer of D. lablab L. seed extract inhibits intracellular reactive oxygen species (ROS) expressing the 2',7'-dichlorofluorescein diacetate (DCF-DA), Cu/Zn superoxide dismutase (SOD) and catalase genes, as determined by quantitative real-time PCR (qRT-PCR). Two compounds were purified from the water layer of the seeds of D. lablab L. using column chromatography and prep-high performance liquid chromatography (HPLC). Using nuclear magnetic resonance (NMR) and electrospray Ionization mass spectrometry (ESI-MS), their chemical structures were identified as 5-[(2-acetyl-2,3-dihydro-1H-indazol-1-yl)carbonyl]-4,5-dihydro-3H-furan-2-one (C14H14N2O4) and stachyose. Conclusions: Two active antioxidant compounds were purified from the seed extract of D. lablab L. seed extract and the structures of these compounds were identified as C14H14O4N2 and stachyose.

Design and Characterization of Low Viscosity Epoxy Based on Flame Retardant Phosphorus Epoxy (난연성 인계 에폭시를 기반으로 한 저점도 에폭시 설계 및 특성 분석)

  • Park, Jun-Seong;Woo, Je-Wan
    • Applied Chemistry for Engineering
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    • v.32 no.4
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    • pp.449-455
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    • 2021
  • Composite materials are substances that are configured to have excellent physical properties by combining the properties of a single substance, and are in the limelight as materials that exceed the performance of metals and polymers. However, it has the disadvantages of long cycle time and high unit price, and much research is being performed to overcome these disadvantages. In this study, we developed an epoxy resin curing agent that can shorten the time required for mass production of composite materials, and tried to expand the applicability of objections by imparting flame retardancy. The epoxy resin used as a basic substance utilized two types of bisphenol F and resorcinol structure, which was further modified using 9,10-dihydro-9-oxa-10-phosphaphenantrene-10-oxide (DOPO) to impart flame retardancy. Triethylphosphate (TEP) and bis [(5-ethyl-2-methyl-1,3,2-dioxaphosphorinan-5-yl)methyl] methyl phosphonate P,P'-dioxide (FR-001) were used as additives, seven kinds of compositions were blended, thermal characteristics (gelation time, glass transition temperature) and flame retardant performance were evaluated. We successfully developed an epoxy matrix that can be applied to high pressure resin transfer molding (HP-RTM) process.

Chemical Structures of Compounds Isolated from Mushroom Suillus granulatus (젖비단 그물버섯(Suillus granulatus)으로부터 분리한 저분자 화합물)

  • 강희철;윤봉식;유승헌;유익동
    • Microbiology and Biotechnology Letters
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    • v.29 no.3
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    • pp.149-154
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    • 2001
  • We have investigated the secondary metabolites from the mushroom Suillus granulatus. The methanolic extract of fruit body was separated by silica gel and Sephadex LH-20 column chromatographies. TLC and HPLC were also used for the further purification on compounds from the extracts, Nine compounds were finally isolated and their structures were assigned as 4-hydroxyphenylacetic acid 4-hydroxybenzaldehyde 2,5-dihydroxybenzoic acid methyl ester 5'-deoxy-5'methylthioadenosine. indole-3- carboxlic acid methyl ester indole 3-carboxaldehyde 1,3,5-trihydroxy 7-methylanthraquinone nicotinamide and 3-geranylgeranyl-4-hydroxybenzoic acid on the basis of NMR studies.

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Evaluation of in Vitro and in Vivo Antibacterial Activity of DWQ-217, a Fluoroquinolone (Fluoroquinolone계 항생제인 DWQ-217의 in vitro와 in vitro 항균작용)

  • 김병오;최문정;한승희;김지연;심점순;박남준;손호정;이재욱;유영효
    • YAKHAK HOEJI
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    • v.39 no.4
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    • pp.351-359
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    • 1995
  • The in vitro and in vivo antibacterial activities of DWQ-217 (1-cyclopropyl-6-fluoro-8-chloro-7-(3-amino-4-methylthiomethylpyrrolidinyl )-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid) were compared with those of ciprofloxacin (CPFX) and vancomycin(VCM). DWQ-217 was superior to those of CPFX and VCM against gram positive bacteria. DWQ-217 showed excellent activity against MRSA (MIC of methicillin; $\geq$12.5 $\mu\textrm{g}$/ml), MIC$_{90}$=0.013. DWQ-217 possessed strong bactericidal action against gram positive and gram negative strains by MIC/MBC test and killing curve. DWQ-217 and CPFX were administered orally and subcutaneously to mice infected systematically with S. aureus and S. pyogenes, DWQ-217 was $\geq$5-16 fold(p.o.) and $\geq$3-5 fold(s.c.) more active than CPFX.

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Free and Glycosidically Bound Volatile Components in Tobacco Leaves(Nicotiana tabacum L.) (잎담배중 유리 및 Glycoside형태로 존재하는 휘발성 향기성분)

  • 김영회;나도영;김옥찬;서철원;김용태
    • Journal of the Korean Society of Tobacco Science
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    • v.14 no.1
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    • pp.79-86
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    • 1992
  • Free and glycosidically bound volatiles from three green tobacco leaves(NC 82, KF 109 and Br-21) were separated by nonionic resin Amberlite XAD-2 adsorption column chromatography and election by selective solvents. Aglycones from the glycosidically bound fractions were released by enzymatic hydrolysis with almond B-glucosidase. A total of 20 components identified from free and glycosidically bound fractions, the major components were benzaldehyde, benzyl alcohol, 2-phenylethyl alcohol, 3-oxo- -ionol, 3-hydroxy-B-ionone, 3-oxo-7, 8-dihydro-n-ionol and scopoletin. Six Cl.B norisoprenoids identified in this study, which have been described to possess a characteristic tobacco aroma-enhancing effect, were not presented in free forms but rather bound glycosidic forms.

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A Study on the Whitening Effect of the Oriental Medicinal Herb Forsythia suspensa Fruit as a Cosmetic Ingredient (천연한방소재인 연교 추출물의 미백 효과에 관한 연구)

  • Lee, Jung-Noh;Park, Jea-Hee;Kim, Sang-Woo;Yoo, Young-Kyoug;Lee, Ghang-Tai;Lee, Kun-Kook
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.33 no.2
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    • pp.79-86
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    • 2007
  • The aim of this study was to investigate the inhibitory effects of Forsythia suspensa fruit extracts (FSfE) ($0.1{\sim}1.0%$) and their active component on melanogenesis. FSfE dose-dependently inhibited melanin synthesis (up to $63.1{\pm}3.1%$ at the concentration of 1.0%) without cell cytotoxicity. We purifed one active compound from FSfE and identified its structure. It was identified as 4-[(3,4-Dimethoxyphenyl)methyl)]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone (arctigenin) by $^1H-NMR,\;^{13}C-NMR$, and Mass analysis. Arctigenin also inhibited melanin synthesis in a dose dependent manner (up to $52.7{\pm}3.1%$ at the concentration of $3.0{\mu}g/mL$). In order to verify the whitening activity of the cream containing 3% FSfE, we performed the clinical test with twenty five female volunteers for 8 weeks. Bioengineering analyses and visual assessment by doctors at the initial time point and 8 weeks after applications showed that cream containing FSfE have significant whiteining effect (paired t-test). From the results, we conclude that the FSfE can be used as a useful whitening agent.

Leaching Behavior of the Residues of Carbofuran, Bentazon, and TCAB in Soil (Carbofuran, Bentazon 및 TCAB 잔류물의 토양중 용탈)

  • Lee, Jae-Koo;Oh, Kyeong-Seok
    • Korean Journal of Environmental Agriculture
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    • v.12 no.1
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    • pp.9-17
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    • 1993
  • The leaching behavior of $^{14}C-carbofuran$, $^{14}C-bentazon$, and $^{14}C-3,3,4,4'-tetrachloroazobenzene(TCAB)$ in the forms of freshly treated, 3-month-aged, and 6-month-aged residues, respectively, was investigated in a loamy soil column system. The degradation and mobility of pesticides in soil and the possibility of the contamination of groundwater were followed by this approach: The ambient temperature of $15{\pm}2^{\circ}C$, irrigation by the constant-head method on soil columns, and leaching with 1332 ml of simulated precipitation during 90 days. While the fresh residues of $^{14}C-carbofuran$ and $^{14}C-bentazon$ were very mobile, the aged ones were remarkably reduced in their mobility. Fresh and aged residues of $^{14}C-TCAB$ were very immobile, instead. 3-Keto carbofuran phenol(2,3-dihydro-2,2-dimethyl-3-oxo-7-benzofuranol) was the major degradation product present in the leachate from the soil column containing freshly treated $^{14}C-carbofuran$, while no metabolites could be detected in the leachates from the columns containing $^{14}C-bentazon$ or $^{14}C-TCAB$.

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A New Intermediate in the Degradation of Carbofuran by Sphingomonas sp. Strain SB5

  • Park Myung-Ryeol;Lee Sun-Woo;Han Tae-Ho;Oh Byung-Tack;Shim Jae-Han;Kim In-Seon
    • Journal of Microbiology and Biotechnology
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    • v.16 no.8
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    • pp.1306-1310
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    • 2006
  • Sphingomonas sp. strain SB5 could degrade carbofuran and carbofuran-7-phenol to a hydrolytic product, 2-hydroxy-3-(3-methlypropan-2-o1)phenol, and several red metabolites. However, the chemical structures of the red metabolites have largely remained unidentified. In this study, we identified the structure of one of the red metabolites as 5-(2-hydroxy-2-methyl-propyl)-2,2-dimethyl- 2,3-dihydro-naphtho[2,3-6]furan-4,6,7,9-tetrone by using mass spectrometric and NMR ($^1$H, $^{13}$C) analyses. It is suggested that the red metabolite resulted from condensation of some metabolites in the degradation of 2-hydroxy-3-(3-methlypropan-2-o1)phenol, a hydrolytic product derived from carbofuran. To our knowledge, this is the first paper to report a red metabolite in bacterial degradation of the insecticide carbofuran.

Synthesis of Protoberberine Derivatives and Studies on Their Biological Activities (Protoberberine 유도체합성 및 활성연구)

  • Lee, Ma-Sae;Chung, Sung-Hyun;Kim, Dong-Hyun;Choung, Se-Young;Kim, Sin-Kyu
    • YAKHAK HOEJI
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    • v.34 no.5
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    • pp.296-301
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    • 1990
  • Irradiation of the berberinephenolbetaine in a stream of argon produced the 8,14-cycloberberines [1]. On treatment with ethylchloroformate $C_8-N$ bond cleavage of the compound [1] occurred, accompanied with dehydrochlorination to give 7-ethylcarboxyisoquinoline [3], and the product [3] treated with strong alkali solution to give the 13-oxonorotensane [4] in 64% yield. Irradiation of the compound [4] converted easily to dihydro-8H-dibenzo[a, g] quinolizine-8-one [5]. and then the compound [5] was treated with methyliodide to give the 8-oxo-quinolizinium methiode. The intermediate colume chromatography on IRA-400 afforded the benzo[c, g]azecine-5-one[6] in 63% yield. The results of biological activities for these compounds are also presented.

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Synthesis and antimickrobial activity of benzofuran-carboxamide derivatives

  • Hishmat, O.H.;Nasef, A.M.;El-Naem, Sh.I.A.;Shalaby, A.M.
    • Archives of Pharmacal Research
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    • v.12 no.4
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    • pp.259-262
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    • 1989
  • The reaction of the sodium salts of 4-methoxy and 4, 7-dimethoxy 6-hydroxy benzofuran-5-carboxylic acid with ethyl chloroformate yields the corresponding dicarbethoxy derivatives. The N-substituted amides were obtained by treating the latter compounds with amines. The corresponding hydrazides were synthesized by the reaction of hydrazine hydrate on the dicarbethoxy derivatives which spontaneously cyclized to 5-substituted-2, 3- dihydro-1, 3, 4, -oxadiazol-2-one. Also the reaction with phenyl hydrazine has been studied. The dicarbethoxy derivatives and N-substituted amides were tested against Gram positive and Gram negative bacteria in vitro. Most of the compounds posses moderate or slight activity against Gram positive bacteria.

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