• 제목/요약/키워드: 1,4-Benzoquinone

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한국산 동백나무겨우살이에서 추출한 수용성 리그닌-탄수화물 복합체의 구조분석 (Structural Analysis of Water Soluble Lignin-Carbohydrate Complex(LCC) Isolated from Korean Camellia Mistletoe(Pseudixus japonicus Hayata))

  • 최준원;안원영
    • Journal of the Korean Wood Science and Technology
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    • 제25권3호
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    • pp.1-7
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    • 1997
  • 한국산 동백나무겨우살이(Pseudixus japonicus Hayata)에 존재하는 수용성 리그닌-탄수화물 복합체를 구성하는 다당류의 구조를 밝히고 리그닌 성분과 다당류의 결합양식을 구명하고자, 냉 온수 추출한 수용성 리그닌-탄수화물 복합체(M-LCC-WE)를 DEAE Sephadex A-50로 중성분획(M-LCC-N)과 산성분획(M-LCC-A), 나머지분획(M-LCC-R)으로 세분화한 후 M-LCC-N과 M-LCC-A에 대하여 메틸화, 아세틸화, 그리고 DDQ 산화반응을 실시하였다. M-LCC-N을 구성하는 다당류는 ($1{\rightarrow}4$) 글리코시드결합의 arabinan과 ($1{\rightarrow}4$)나 ($1{\rightarrow}6$) 글리코시드결합의 galactan과 glucan으로 M-LCC-A의 다당류는 ($1{\rightarrow}4$) 글리코시드결합의 arabinan과 ($1{\rightarrow}6$) 글리코시드결합의 galactan이 다당류 주성분으로 밝혀졌으며 galacturonic acid가 결합되어 있기 때문에 산성적 성질을 나타내고 있었다. 또한 M-LCC-A에서는 galacturonic acid 의 carboxyl 그룹이 리그닌의 ${\alpha}$-와 ${\gamma}$-위치에서 ester결합이 존재함이 확인되었다.

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Bioreduction of N,N-dimethyl-p-nitrosoaniline

  • Kim, Kyung-Soon;Shin, Hae-Yong
    • BMB Reports
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    • 제34권3호
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    • pp.225-229
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    • 2001
  • Besides a variety of quinones, purified bovine liver quinone reductase catalyzed the reduction of N,N-p-nitrosoaniline to N,N-dimethyl-p-phenylenediamine. The formation of N,N-dimethyl-p-phenylenediamine was identified by TLC, GC, GC-MS and NMR. Quinone reductase can utilize either NADH or NADPH as a source of reducing equivalents. The apparent Km for 1,4-benzoquinone and N,N-dimethyl-p-nitrosoaniline was 1.64 mM and 0.22 mM, respectively The reduction of N,N-dimethyl-p-nitrosoaniline was almost entirely hampered by dicumarol or Cibacron blue 3GA, potent inhibitors of mammalian quinone reductase. During the bovine liver quinone reductase-catalyzed reduction of N,N-dimethyl-p-nitrosoaniline, benzoquinonediiminium ion was produced.

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Bioactive Phenolic Constituents from the Culms of Phyllostachys bambusoides

  • Kim, Hyun-Jung;Kang, Min-Ah;Kim, So-Hyun;Yim, Soon-Ho;Lee, Ik-Soo
    • Natural Product Sciences
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    • 제17권4호
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    • pp.267-272
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    • 2011
  • In our search for bioactive phenolics from plants, the culms of Phyllostachys bambusoides has been selected for investigation of anti-cariogenic and 1,1-diphenylpicrylhydrazyl (DPPH) radical scavenging agents based on the initial screening results. Fractionation process of n-hexane and $CHCl_3$ extracts afforded four phenolic constituents, ferulic acid (1), vanillin (2), coniferaldehyde (3), and coniferyl alcohol (4) as guided by their DPPH free radical scavenging activities. Additionally, activity-guided fractionation of EtOAc extract with anti-cariogenic activity has resulted in the isolation of coniferaldehyde (3), 2,6-dimethoxy-p-benzoquinone (5), p-methoxycinnamic acid (6), (${\pm}$)-balanophonin (7), and 6-methoxychromanone (8). The structures of 1 - 8 were determined by spectroscopic data interpretation, and also by comparison of their data with the published values. Phenolic compounds 1 - 4 exhibited similar DPPH radical scavenging activities compared with the synthetic antioxidant, butylated hydroxytoluene (BHT), and compounds 3 and 5 - 8 showed significant antibacterial activity against cariogenic oral streptococci, Streptococcus mutans and S. sobrinus.

Thermally Stable and Processible Norbornene Copolymers

  • Yoo Dong-Woo;Yang Seung-Jae;Lee Jin-Kyu;Park Joohyeon;Char Kookheon
    • Macromolecular Research
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    • 제14권1호
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    • pp.107-113
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    • 2006
  • Processible norbornene copolymers were realized by judiciously designing norbomene comonomers, which were themselves prepared by the Diels-Alder reaction of cyclopentadiene and benzoquinone followed by the isomerization and alkylation of alcohols. The norbornene copolymers containing these derivatized comonomers, prepared by [Pd($x_{2}CH-{3} $)$_{4}$][$SbF_{6}$]$_{2}$ catalyst, exhibited excellent solubility in many organic solvents as well as good thermal stability, as evidenced by their high glass transition ($T_{g}$) and decomposition ($\∼$350$^{circ}C$) temperatures. In addition, fairly strong adhesion to substrates such as glasses and silicon wafers was also achieved with these copolymers to overcome the limitations experienced by polynorbornene homopolymers and to make them attractive for many important industrial applications.

식물 특정효소저해제의 생물활성 조사에 의한 신규제초제 작용점 탐색 (Searching of Possible Target Enzymes for Herbicide Development using Commercial Plant-Specific Inhibitors)

  • 황인택;최정섭;박상희;이관휘;이병회;홍경식;조광연
    • 농약과학회지
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    • 제5권1호
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    • pp.36-45
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    • 2001
  • 본 연구는 새로운 제초제 후보물질을 탐색하기 위하여 식물특이적 효소 저해제로 알려진 107개 기존 화합물에 대하여 생물활성을 조사하였다. Germination test, seedling assay, wheat leaf disc assay, cyanobacteria assay, whole plant assay를 통하여 15종의 저해제를 선발하였고 이들은 34종 효소를 저해하는 것으로 확인되었다. 이들 화합물 중에서 phenylhydrazine, purine, o-phenanthroline, oleylamine, 7,8-benzoquinoline, aminooxyacetic acid, dicyclohexylcarbodiimide 등은 성체를 이용한 온실 실험에서 높은 제초활성을 나타내었다. 7,8-benzoquinone, 8-hydroxyquinoline, 2,2'-dipyridyl 및 o-phenanthroline 등은 피, 벼, 토마토의 발아를 $1.25{\sim}5{\mu}M$의 농도에서도 억제하였다. 7,8-benzoquinoline, cyanuric fluoride, 4-methylpyrazole, tranylcypromine, oleylamine과 trifluoperazine 등은 $30{\sim}100{\mu}M$ 농도에서 cyanobacteria의 생육을 저해하였다. Dicyclohexyl carbodiimide와 chlorpromazine은 $100{\mu}M$ 농도에서 wheat leaf disc의 백화현상을 유기시켰다. 이상과 같이 생물학적 활성을 갖는 식물 특이적 효소저해제들은 신규제초제 후보물질을 선발하기 위한 새로운 대상효소로 이용될 수 있을 것으로 생각된다.

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초음파에 의한 수중의 난분해성 방향족화합물의 반응특성 (Characteristics of the sonolytic reaction of refractory aromatic compounds in aqueous solution by ultrasound)

  • 손종렬;모세영
    • 한국물환경학회지
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    • 제18권4호
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    • pp.411-419
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    • 2002
  • In this study, the series of ultrasonic irradiation for removal of refractory aromatic compounds has been selected as a model reaction in the batch reactor system in order to obtain the reaction kinetics. The products obtained from the ultrasonic irradiation were analysed by GC and GC/MSD. The decomposition of benzene produced toluene, phenol, and C1-C4 compounds, while the intermediates during the ultrasonic irradiation of 2,4-Dichlorophenol(DCP) were phenol, HCl, catechol, hydroquinone, and benzoquinone. It was found that more than 80% of benzene, and 2,4-DCP solutions were removed within 2 hours in all reaction conditions. The reaction order in the degradation of these three compounds was verified as pseudo-zero or first order. From the fore-mentioned results, it can be concluded that the refractory organic compounds could be removed by the ultrasonic irradiation with radicals, such as $H{\cdot}$ and $OH{\cdot}$ radical causing the high increase of pressure and temperature. Finally, it appeared that the technology using ultrasonic irradiation can be applied to the treatment of refractory compounds which are difficult to be decomposed by the conventional methods.

Pentachlorophenol 대사물과 세포내 거대분자물의 반응에 관한 연구 (Covalent Interactions of Reactive Pentachlorophenol Metabolites with Cellular Macromolecules)

  • 정요찬;윤병수;이영순;조명행
    • Toxicological Research
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    • 제13권3호
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    • pp.257-263
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    • 1997
  • Pentachlorophenol(PCP) which ks widely used in wood preservation, pulp and paper mills, has led to a substantial envirortmental contamination. To get the reliable data for the effective health risk assessment with PCP, covalent binding potential of PCP to cellular macromolecules and glutathione(GSH) was investigated after intraperitoneal administration of $^{14}C-PCP$ to rats. PCP metabolites were able to bind covalently to serum albumin and hepatic protein in a dose- and time-dependent manner. Hepatic protein adducts of PCP metabolites were increased as a function of cytochrome P-450 activities, whereas, albumin adducts significantly decreased. Covalent binding of PCP metabolites with DNA or hemoglobin was not observed. GSH levels in liver tissue decreased over 12hrs, however, the level was recovered after 48hrs. Tetrachloro-1,4-benzoquinone (1,4-TCBQ), one of the most reactive PCP metabolites, conjugated with GSH very rapidly. Base on our results, we could conclude that PCP metabolized to reactive electrophilic metabolites by cytochrome P-450 isoenzymes and conjugated rapidly with neighboring protein or nonprotein sulfhydryl before reacting with DNA or hemoglobin. We propose that albumin adducts and mercapturic acids of PCP metabolites can be used good biomarker of recent PCP exposure.

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과황산염과 나노영가철을 이용한 페놀의 전기화학적 산화 (Electrochemical Oxidation of Phenol using Persulfate and Nanosized Zero-valent Iron)

  • 김철용;안준영;김태유;황인성
    • 한국지하수토양환경학회지:지하수토양환경
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    • 제22권2호
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    • pp.17-25
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    • 2017
  • The efficiency and mechanism of electrochemical phenol oxidation using persulfate (PS) and nanosized zero-valent iron (NZVI) were investigated. The pseudo-first-order rate constant for phenol removal by the electrochemical/PS/NZVI ($1mA^*cm^{-2}/12$ mM/6 mM) process was $0.81h^{-1}$, which was higher than those of the electrochemical/PS and PS/NZVI processes. The electrochemical/PS/NZVI system removed 1.5 mM phenol while consuming 6.6 mM PS, giving the highest stoichiometric efficiency (0.23) among the tested systems. The enhanced phenol removal rates and efficiencies observed for the electrochemical/PS/NZVI process were attributed to the interactions involving the three components, in which the electric current stimulated PS activation, NZVI depassivation, phenol oxidation, and PS regeneration by anodic or cathodic reactions. The electrochemical/PS/NZVI process effectively removed phenol oxidation products such as hydroquinone and 1,4-benzoquinone. Since the electric current enhances the reactivities of PS and NZVI, process performance can be optimized by effectively manipulating the current.

Antimicrobial and Cytotoxic Activity of Endophytic Fungi from Lagopsis supina

  • Dekui Zhang;Weijian Sun;Wenjie Xu;Changbo Ji;Yang Zhou;Jingyi Sun;Yutong Tian;Yanling Li;Fengchun Zhao;Yuan Tian
    • Journal of Microbiology and Biotechnology
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    • 제33권4호
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    • pp.543-551
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    • 2023
  • In this study, five endophytic fungi belonging to the Aspergillus and Alternaria genera were isolated from Lagopsis supina. The antimicrobial activity of all fungal fermented extracts against Staphylococcus and Fusarium graminearum was tested using the cup-plate method. Among them, Aspergillus ochraceus XZC-1 showed the best activity and was subsequently selected for large-scale fermentation and bioactivity-directed separation of the secondary metabolites. Four compounds, including 2-methoxy-6-methyl-1,4-benzoquinone (1), 3,5-dihydroxytoluene (2), oleic acid (3), and penicillic acid (4) were discovered. Here, compounds 1 and 4 displayed anti-fungal activity against F. graminearum, F. oxysporum, F. moniliforme, F. stratum, Botrytis cinerea, Magnaporthe oryzae, and Verticillium dahlia with diverse MIC values (128-512 ㎍/ml), which were close to that of the positive control antifungal, actidione (64-128 ㎍/ml). Additionally, compounds 1 and 4 also exhibited moderate antibacterial activity against S. aureus, Listeria monocytogenes, Escherichia coli, and Salmonella enterica, with low MIC values (8-64 ㎍/ml). Moreover, compounds 1 and 4 displayed selective cytotoxicity against cancer cell lines as compared with the normal fibroblast cells. Therefore, this study proposes that the endophytic fungi from L. supina can potentially produce bioactive molecules to be used as lead compounds in drugs or agricultural antibiotics.

Rubus coreanus Extract Attenuates Acetaminophen Induced Hepatotoxicity; Involvement of Cytochrome P450 3A4

  • Lee, Young-Ik;Whang, Kyung-Eun;Cho, Jin-Sook;Ahn, Byung-Min;Lee, Sang-Bum;Dong, Mi-Sook;Kim, Tae-Hyun
    • Biomolecules & Therapeutics
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    • 제17권4호
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    • pp.455-460
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    • 2009
  • Foods of plant origin, especially fruits and vegetables, have attracted attention because of their potential benefits to human health. In this report, Rubi Fructus (RF), the dried unripe fruit of Rubus coreanus Miq (Rosaceae) and ellagic acid (EA) purified from RF were used to test their potential hepatoprotective effect against acetaminophen (AAP)-induced hepatotoxicity in rats. RF extract (RFext) and EA reduced the elevated levels of alanine aminotransferase (ALT), aspartate aminotransferase (AST) in serum and the content of lipid peroxide in liver by AAP administration, while the increment of the cellular glutathione (GSH) content and the induction of glutathione S-transferase (GST) and glutathione peroxidase (GSH-PX) which were decreased by AAP administration. RFext and EA from RFext did not affect the two major form of cytochrome P450s, cytochrome P450 2E1 (CYP2E1) and cytochrome P450 1A2 (CYP1A2), but downregulated the cytochrome P450 3A4 (CYP3A4) related to the conversion of AAP to N-acetyl-P-benzoquinone imine (NAPQI). These results suggest that RFext and EA from RF exhibit a hepatoprotective effect not only by increasing antioxidant activities but also by down-regulating CYP3A4 in the AAP-intoxicated rat.