• Title/Summary/Keyword: benzofuranone

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Synthesis of 2(3H)-Benzofuranone Derivatives from Substituted Phenols Using Methyl 2-chloro-2-(methylthio)acetate (메틸 2-클로로-2-(메틸티오)아세트산을 이용한 치환페놀류로부터 2(3H)-벤조푸란온 유도체의 합성)

  • Choi, Hong-Dae;Kim, Mi-Heun;Shin, Sang-Hoon;Son, Byung-Wha
    • YAKHAK HOEJI
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    • v.40 no.6
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    • pp.640-645
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    • 1996
  • 5-Alkyl-2(3H)-benzofuranones(3a-e) were prepared from Friedel-Crafts reaction of 4-alkylphenols with methyl 2-chloro-2-(methylthio)acetae(1) followed by the treatment of zinc du st-acetic acid. The reaction of disubstituted phenols with 1 in the presence of stannic chloride afforded 3-methyltWa-2(3H)-benzofuranone derivatives(11a-c), which were readily converted into 2(3H)-benzofuranone derivatives(12a-c) by desulfurization with zinc dust-acetic acid.

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Photoinduced Enolization of 2-(Ortho-tolyl)benzofuran-3-one

  • Park, Bong-Ser;Eunsook Koh;Hyojeong Yoon;Chae, Woo-Ki
    • Journal of Photoscience
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    • v.9 no.1
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    • pp.13-15
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    • 2002
  • The structurally rigid $\alpha$-(o-alkylphenyl) acetophenone derivatives lacking $\beta$-hydrogens, 3,3-dimethyl-2-o-tolylibdan-1-one and 2-o-tolyl-benzofuran-3-one, were prepared and their photochemical behaviors were examined. The former did not give any photoproduct while the latter turned into its enol tautomer. The difference of reactivity of two ketones was attributed to aromatic character of the extol of the benzofuranone. It was concluded that the reaction occurred via photoinduced 1,3-H transfer.

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Rapid Identification of Methylglyoxal Trapping Constituents from Onion Peels by Pre-column Incubation Method

  • Kim, Ji Hoon;Kim, Myeong Il;Syed, Ahmed Shah;Jung, Kiwon;Kim, Chul Young
    • Natural Product Sciences
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    • v.23 no.4
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    • pp.247-252
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    • 2017
  • The methylglyoxal (MGO) trapping constituents from onion (Allium cepa L.) peels were investigated using pre-column incubation of MGO and crude extract followed by HPLC analysis. The peak areas of MGO trapping compounds decreased, and their chemical structures were identified by HPLC-ESI/MS. Among major constituents in outer scale of onion, 2-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxy-3(2H)-benzofuranone (2) was more effective MGO scavenger than quercetin (6) and its 4'-glucoside, spiraeoside (3). After 1 h incubation, compound 2 trapped over 90% MGO at a concentration of 0.5 mM under physiological conditions, but compounds 3 and 6 scavenged 45%, 16% MGO, respectively. HPLC-ESI/MS showed that compound 2 trapped two molecules of MGO to form a di-MGO adduct and compounds 3 and 6 captured one molecule of MGO to form mono-MGO adducts, and the positions 6 and 8 of the A ring of flavonoids were major active sites for trapping MGO.

Investigation of biodegradation pathway of dibenzofuran by Novosphingobium pentaromativorans US6-1 via transcriptomic and mass-spectrometric analysis (전사체와 대사물질 구조분석을 통한 Novosphingobium pentaromativorans US6-1의 dibenzofuran 분해 경로 해석)

  • Na, Hyeyun;Kwon, KaeKyoung
    • Korean Journal of Microbiology
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    • v.54 no.1
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    • pp.46-52
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    • 2018
  • Biodegradation pathway of dibenzofuran (DBF) of Novosphingobium pentaromativorans US6-1, a high-molecular-weight polycyclic aromatic hydrocarbons degrading strain, was investigated via analysis of metabolic intermediates and transcriptome. As a result, 3(2H)-benzofuranone, a basic skeleton of the metabolic intermediates produced by lateral dioxygenation process, was detected as an intermediate. RNA-Seq analysis confirmed that most of the expressed genes upon exposure to DBF were related to the lateral degradation pathway. Based on these results, the biodegradation pathway of DBF by N. pentaromativorans US6-1 was proposed.

Inhibitory Effect of Mugwort(Artemisia asiatica Nakai) on the Growth of Food Spoilage Microorganisms and Identification of Antimicrobial Compounds

  • Kim, Soon--Im;Park, Hye-Jin;Han, Young-Sil
    • Preventive Nutrition and Food Science
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    • v.1 no.1
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    • pp.59-63
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    • 1996
  • The antimicrobial activity of mugwort(artemisia asiatica Nakai) was investigated. The methanol extract or dried mugwort was fractionated to hexane, chloroform, ethylacetate, butanol, and aqueous fractions. The hexane fraction among these fractions showed the hifhest inhibitory effect on the growth of microorganisms such as Bacillus subtilis, Escherichia coli, Staphylococcus aureus and Lactobacillus plantarum. Bacillus subtilis, Escherchia coli, and Staphylococcus aureus were completely inhibited at a concentration of 250, 500 , and 750$\mu\textrm{g}$/ml respectively. The hexane fraction was further fractionated into 16 subfractions by silica gel column and thin layer chromatography(TLC). The subfraction No. 8, 9, and 10 on TLC exhibited high antimicrnial activity. At 3rd fractionation, subfraction No. 2 inhibited the growth of microorganisms at 500$\mu\textrm{g}$/ml. Heptadecane, dodecamethyi cyclohexasiloxane, (E,E)-2,4-decadienal, dodecamethul pentasiloxane, coumarin, 5,6,6,6a-tetrahydro-4,4,7a-trimethyl-2(4H)-benzofuranone, neophytadiene, tridecanoic acid, methyl ester, 2-methyl-4,5-nonadiene, (Z,Z)-9-12-octadecadienoyl chloride, and bis(2-ethylhexyl) were identified from this antimicrobial fraction by GC-MS.

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