• Title/Summary/Keyword: 4-naphthoquinone

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Naphthalene Derivative Supported Activated Carbon Composite Electrode with Enhanced Capacitance and Potential Window

  • Hu, Mengyang;Park, Jeong Ho;Lee, Kwang Se;Ko, Jang Myoun
    • Journal of Electrochemical Science and Technology
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    • v.10 no.2
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    • pp.99-103
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    • 2019
  • A derivative of 1,4-Naphthoquinone coded HBU671 was synthesized and used in addition to activated carbon as composite electrode for supercapacitor application. From the electrochemical properties analysis, a specific capacitance of about $300F\;g^{-1}$ exhibited almost two times of that of activated carbon at a scan rate of $100mV\;s^{-1}$ and a potential window of - 0.2 - 1V. This improvement is due to the inherent redox reaction in HBU671. Cycle test also proved that this composite is still stable even after 1000 cycle within the applied potential window and it is highly recommended for practical application.

Herbicidal Properties of 5,8-dihydroxy-1,4-naphthoquinone and Their Possible Mode of Action (천연물 유래 5,8-dihydroxy-1,4-naphthoquinone의 살초특성과 작용기구)

  • Choi, Jung-Sup;Kim, Ji-Yeon;Seo, Bo-Ram;Ko, Young-Kwan;Cha, Mi-Ran;Kim, Young-Sup;Ryu, Shi-Yong;Hwang, In-Taek
    • Korean Journal of Weed Science
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    • v.31 no.3
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    • pp.250-259
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    • 2011
  • This study was conducted to assess the possibility of 5,8-dihydroxy-1,4-naphthoquinone (DHNQ) as a environmental friendly herbicide candidate. Foliar application of DHNQ showed excellent herbicidal effect to the 3 grasses and 5 broad-leaved weeds. Among them, Digitaria sanguinalis and Solanum nigrum were completely controlled by $250{\mu}g\;mL^{-1}$ of DHNQ with main symptoms of desiccation or burndown within 24 hours. Aeschynomene indica was also sensitive to DHNQ treatment. All of the eight weed species were controlled by 90~100% at a concentration of $1000{\mu}g\;mL^{-1}$. However, soil application of DHNQ to Digitaria sanguinalis did not show any herbicidal symptoms. DHNQ strongly inhibited KAPAS activities in vitro and the $IC_{50}$ was $4.4{\mu}M$. Cellular leakage from cucumber leaf squares treated with DHNQ increased depending on the concentrations increased from 6.25 to $100{\mu}M$ after 24 hours incubation with or without light. However, chlorophyll loss in cucumber leaf squares was negligible. Biotin supplements significantly rescued the inhibition of germination rate of Arabidopsis thaliana seeds previously inhibited by the DHNQ. According to above results, DHNQ is a good natural herbicide candidate having a new target KAPAS, which is involved in biotin biosynthesis pathway, with environmental friendly.

Naphthoquinone Analog-induced G1 Arrest is Mediated by cdc25A Inhibition and p53-independent p21 Induction in Human Hepatocarcinoma Cells

  • Kim, Won-Ho;Kim, Jung-Woong;Jang, Sang-Min;Song, Ki-Hyun;Ham, Seung-Wook;Choi, Kyung-Hee
    • Animal cells and systems
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    • v.11 no.1
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    • pp.9-15
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    • 2007
  • The naphthoquinone analog (2,3-dichloro-6,9-dihydroxy-1,4-naphtoquinone, NA) has an inhibitory effect on cdc25A protein phosphatase in vitro, which is responsible for G1/S transition during cell cycle. However, the exact mechanism inducing the growth inhibition is not understood. In this study, we investigated the regulatory mechanisms of growth arrest induced by NA, as a new potent inhibitor of cdc25A phosphatase, in human hepatocarcinoma SK-hep-1 cells. We found that NA induced the G1 arrest by perturbation of protein tyrosine dephosphorylation of Cdk2, which may be resulting from inhibition of cdc25A phosphatase. In addition, p21 was expressed in a p53-independent manner and participated in the NA-induced G1 arrest by inhibiting Cdk2 activity. Although the exact mechanism is not known, the p21 expression might be related to MAPK activation. From these results, we suggest that NA induces G1 arrest via inhibition of cdc25A and induction of p53-independent p21 expression in SK-Hep-1 cells.

Effects of 2-methoxy-1,4-naphthoquinone (MQ) on MCP-1 Induced THP-1 Migration (MCP-1에 의해 유도된 THP-1 유주에 미치는 2-methoxy-1,4-naphthoquinone (MQ)의 영향)

  • Kim, Si Hyun;Park, Bo Bin;Hong, Sung Eun;Ryu, Sung Ryul;Lee, Jang Ho;Kim, Sa Hyun;Lee, Pyeongjae;Cho, Eun-Kyung;Moon, Cheol
    • Korean Journal of Clinical Laboratory Science
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    • v.51 no.2
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    • pp.245-251
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    • 2019
  • This study examined the effects of 2-methoxy-1,4-naphthoquinone (MQ) on the monocyte chemoattractant protein-1 (MCP-1)-induced migration of monocytes, which is an important phenomenon for the body defense and immune response. MQ is a major component extracted from Impatiens balsamina leaves, which have been used for many years in Asian medicine for the treatment of a range of diseases and pain. The cytotoxicity of MQ began to appear at a concentration of $10{\mu}M$, and approximately 50% cytotoxicity was confirmed at $100{\mu}M$. The MCP-1 induced migration of the THP-1 monocyte cell line increased after MQ treatment in a dose dependent manner and the largest increase was observed at $0.1{\mu}M$. The level of cAMP expression decreased after a treatment with $0.1{\mu}M$ MQ. The phosphorylation of extracellular signal-regulated kinases 1/2 (Erk1/2), a key signaling protein involved in the signaling pathway of C-C motif chemokine receptor 2 (CCR2), a receptor for MCP-1, was increased by the simultaneous treatment of $0.1{\mu}M$ MQ. These results show that MQ increases the MCP-1-induced migration of THP-1, decreases the level of cAMP expression, and increases the level of Erk1/2 phosphorylation.

Studies on Photosensitive Polymers (X). Studies on Photosensitivity and Spectral Sensitivity of Naphthoquinone-1,2-diazide-5-sulfonyl Esters (感光性 樹脂에 關한 硏究 (第10報). Naphthoquinone-1,2-diazide-5-sulfonyl Esters의 感光性과 分光感度)

  • Shim Jyong Sup;Kang Doo Whan
    • Journal of the Korean Chemical Society
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    • v.19 no.4
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    • pp.269-279
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    • 1975
  • Photosensitive properties of naphthoquinone-1,2-diazide-5-sulfonyl esters (PGND, BEND and PVAND) of polyglyceryl phthalate(PG), bisphenol A-epichlorohydrin condensate(BE) and polyvinyl alcohol(PVA) were investigated by the change of solubility before and after exposing to light. Various samples coated on glass or quartz plates were exposed to light under various conditions and steeped in aqueous alkali solution, and then the yield of residual film(W/W0) was determined. The yield of residual film, which was closely related to the sensitivity of the film, was affected by the degree of polymerization of the backbone resin, sensitizers and their concentration. In polymer homologs, the sensitivity was dependent on the degree of polymerization(the higher, the better). And also, it was most effective when 5 % of sensitizers to esters was used. The minimum exposed time was 0.6 min. for PGND-1, 1.0 min. for BEND-1, and 3.0 min. for PVAND-1. Most effective sensitizers for PGND, BEND and PVAND among those used here were benzanthrone, 5-nitroacenaphthene and picramide, respectively. The spectral sensitivities of PGND, BEND and PVAND were examined by comparing their spectrograms with UV-spectra in a solid state. Also, the sensitization and spectral sensitivity of the above polymers were studied. All the polymers containing the sensitizers showed optical sensitization. From the fact that in either case of sensitized or unsensitized sample, the ranges of absorption-maximum wave length were almost consistent with sensitivity maximum wave length, it was proved that the light absorbed by a sample served efficiently for photochemical reactions. Benzanthrone was found to be an excellent sensitizer for PGND.

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Induction of Phytoalexins by Uptake of Naphthoquinones in Cell Cultures of Petunia (Naphthoquinone류 화합물 흡수에 의한 페튜니아 배양세포내의 Phytoalexin 유도)

  • Kim, Myong-Jo;Kwak, Sang-Soo
    • Applied Biological Chemistry
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    • v.40 no.4
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    • pp.352-356
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    • 1997
  • To induce the phytoalexins in plant cell culture systems, we surveyed the antimicrobial activity following the feeding of five naphthoquinones in cell cultures of petunia. Among naphthoquinones treated, 2,5,7-trihydroxy-3-(5'-hydroxyhexyl)-1,4-naphthoquinone (3-OH NQ ) was most efficiently absorbed into the cells within 48 hr. The crude extracts of cells treated with 3-OH NQ showed a strong inhibition activity on spore germination of Aspergillus candidus $(MIC:\;32\;{\mu}g/ml)$, whereas the untreated cells showed no activity. The two active compounds, 4,2',4',${\beta}$-tetrahydroxychalcone and 4',7-dihydroxyflavone, were isolated from petunia cells treated with 3-OH NQ. The major phytoalexin, 4,2',4',${\beta}$-tetrahydroxychalcone, inhibited strongly the spore germination of A. candidus $(MIC:\;16\;{\mu}g/ml)$.

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Computational Optimization of Bioanalytical Parameters for the Evaluation of the Toxicity of the Phytomarker 1,4 Napthoquinone and its Metabolite 1,2,4-trihydroxynapththalene

  • Gopal, Velmani;AL Rashid, Mohammad Harun;Majumder, Sayani;Maiti, Partha Pratim;Mandal, Subhash C
    • Journal of Pharmacopuncture
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    • v.18 no.2
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    • pp.7-18
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    • 2015
  • Objectives: Lawsone (1,4 naphthoquinone) is a non redox cycling compound that can be catalyzed by DT diaphorase (DTD) into 1,2,4-trihydroxynaphthalene (THN), which can generate reactive oxygen species by auto oxidation. The purpose of this study was to evaluate the toxicity of the phytomarker 1,4 naphthoquinone and its metabolite THN by using the molecular docking program AutoDock 4. Methods: The 3D structure of ligands such as hydrogen peroxide ($H_2O_2$), nitric oxide synthase (NOS), catalase (CAT), glutathione (GSH), glutathione reductase (GR), glucose 6-phosphate dehydrogenase (G6PDH) and nicotinamide adenine dinucleotide phosphate hydrogen (NADPH) were drawn using hyperchem drawing tools and minimizing the energy of all pdb files with the help of hyperchem by $MM^+$ followed by a semi-empirical (PM3) method. The docking process was studied with ligand molecules to identify suitable dockings at protein binding sites through annealing and genetic simulation algorithms. The program auto dock tools (ADT) was released as an extension suite to the python molecular viewer used to prepare proteins and ligands. Grids centered on active sites were obtained with spacings of $54{\times}55{\times}56$, and a grid spacing of 0.503 was calculated. Comparisons of Global and Local Search Methods in Drug Docking were adopted to determine parameters; a maximum number of 250,000 energy evaluations, a maximum number of generations of 27,000, and mutation and crossover rates of 0.02 and 0.8 were used. The number of docking runs was set to 10. Results: Lawsone and THN can be considered to efficiently bind with NOS, CAT, GSH, GR, G6PDH and NADPH, which has been confirmed through hydrogen bond affinity with the respective amino acids. Conclusion: Naphthoquinone derivatives of lawsone, which can be metabolized into THN by a catalyst DTD, were examined. Lawsone and THN were found to be identically potent molecules for their affinities for selected proteins.