• Title/Summary/Keyword: ketone derivative

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Endophytic Diaporthe sp. ED2 Produces a Novel Anti-Candidal Ketone Derivative

  • Yenn, Tong Woei;Ring, Leong Chean;Nee, Tan Wen;Khairuddean, Melati;Zakaria, Latiffah;Ibrahim, Darah
    • Journal of Microbiology and Biotechnology
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    • v.27 no.6
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    • pp.1065-1070
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    • 2017
  • This study aimed to examine the anti-candidal efficacy of a novel ketone derivative isolated from Diaporthe sp. ED2, an endophytic fungus residing in medicinal herb Orthosiphon stamieus Benth. The ethyl acetate extract of the fungal culture was separated by open column and reverse phase high-performance liquid chromatography (HPLC). The eluent at retention time 5.64 min in the HPLC system was the only compound that exhibited anti-candidal activity on Kirby-Bauer assay. The structure of the compound was also elucidated by nuclear magnetic resonance and spectroscopy techniques. The purified anti-candidal compound was obtained as a colorless solid and characterized as 3-hydroxy-5-methoxyhex-5-ene-2,4-dione. On broth microdilution assay, the compound also exhibited fungicidal activity on a clinical strain of Candida albicans at a minimal inhibitory concentration of $3.1{\mu}g/ml$. The killing kinetic analysis also revealed that the compound was fungicidal against C. albicans in a concentration- and time-dependent manner. The compound was heat-stable up to $70^{\circ}C$, but its anti-candidal activity was affected at pH 2.

Photo-Induced Memory of an OLED in the presence of thio-Michler's ketone

  • Enokida, Toshio;Gwon, Tae-Sun
    • 한국정보디스플레이학회:학술대회논문집
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    • 2004.08a
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    • pp.281-284
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    • 2004
  • Photo-induced memory effect of an organic light-emitting diode(OLED) composed of a hydrazone-derivative(DBAH) dispersed in bis-phenol-A type polycarbonate polymer(PCA) in the presence of thio-Michler's ketone, was investigated by the measuring of the current density and luminance at the various conditions. After the light exposure, the current of the OLED was decreased approximately one order, and the luminance of the OLED also decresed. This memory effct was erasable by heating the OLED to the temperature higher than the glass transition temperature(Tg). As shown in this result, we found the memory effect was erased by heating and returned to its original state in the hole injecting layer(HIL) of the OLED. A series of these phenomena was suggested the possibility of the application to the imaging plate.

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Synthesis of $^3H$-Labeled dammarane triterpene glycosides of Korean ginseng

  • Han, Byung-Hoon;Woo, Lin-Keun
    • Archives of Pharmacal Research
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    • v.1 no.1
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    • pp.27-32
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    • 1978
  • A procedure of $^3H$-radio labeling synthesis for the dammarane triterpene glycosides of Korean ginseng was established by using the ginsenoside $Rg_1$ as starting material. The protons in $C-{11}$ and $C_{13}$ of the aglycone moiety of the glycoside were exchanged with tritium by keto-enol tautomerization of 12-keto-ginsenoside $Rg_1$ which was prepared by partial acetylation, Sarett oxidation and saponification, producing nona-acetate, nonaside $Rg_1$. The acety1-ketone and 12-keto-derivative of ginsenotritated ketone was reduced by metallic sodium and isoproponol to produce the end product $^3H$-ginsenoside $Rg_1$ with 3% radio-chemical recovery in one experiment.

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Synthesis of Adriamycin-related System (1) -Synthesis of the Derivative of Tetrahydrobenzo(b)phenazine as a Potential Isostere of Anthracyclinone- (아드리아마이신의 유사제제 합성 (1) -안트라싸이클리논의 Isostere 로서 Tetrahydrobenzo(b)phenazine 유도체의 합성-)

  • Jahng, Yurng-Dong;Chang, Sun-Young
    • YAKHAK HOEJI
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    • v.34 no.4
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    • pp.219-223
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    • 1990
  • 7,8-Dihydro-6,11-dihydroxy-9(10H)benzo(b)phenazinone was prepared from 1,2,3,4-tetra-hydrophenazine as a potential isostere of anthracyclinone. The attempts to functionalize at $C_9$ were not successful due to the unstability of the above ketone.

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A MOLECULAR SIMULATION STUDY ON BETA-CYCLODEXTRIN POLYMERIC MEMBRANES

  • Tocci, Elena;Fama, Angelo;Perrone, Maria Pia;Russo,Nino;Drioli, Enrico
    • Proceedings of the Membrane Society of Korea Conference
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    • 2003.07a
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    • pp.57-59
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    • 2003
  • Molecular dynamics simulations have been performed on $\beta$-cyclodextrins octyl-derivative (b-CD) encapsulated into a polymer matrix of glassy poly(ether ether ketone) (PEEK-WC) material to investigate the effects of the complexation of p-nitrophenilacetate and naringin molecules with the aim to study the recognition properties of b-CD.

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Identification and Characterization of a Novel Cytosolic Phospholipase from Bovine Red Blood Cells (소 적혈구로부터 새로운 형태의 세포질 포스포리파제 의 동정 및 특성규명)

  • 신혜숙;김하동;장동훈;전형준;유충규
    • YAKHAK HOEJI
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    • v.45 no.4
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    • pp.407-412
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    • 2001
  • A $Ca^{2+}$_dependent PLA$_2$activity termed rPLA$_2$, was detected in the cytosol of bovine red blood cells (RBCs). The rPLA$_2$was characterized as a similar form to Group IV cPLA$_2$, but different in several column chromatographic profiles including an anion exchange column. To examine whether this rPLA$_2$is different from the well characterized cPLA$_2$, a quinone derivative, BJ50, was developed and tested for the inhibitory effect on the two PLA$_2$enzymes. The rPLA$_2$activity was inhibited by a quinone derivative (BJ50) with ID$_{50}$ of 20 $\mu$M., but had no effect on the cPLA$_2$, suggesting that rPLA$_2$may be a novel type of cytosolic PLA$_2$in RBCs.s.s.

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Synthesis and Potent Anti-leukemic Activity of Novel 5'-Norcarbocyclic C-nucleoside Phosphonic Acids

  • Kim, Seyeon;Kim, Eunae;Oh, Chang-Hyun;Yoo, Kyung Ho;Hong, Joon Hee
    • Bulletin of the Korean Chemical Society
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    • v.35 no.12
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    • pp.3502-3508
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    • 2014
  • The first synthetic route to 5'-norcarbocyclic C-nucleoside [7-oxa-7,9-dideazadenosine (furo[3,2-d]pyrimidine) and 9-deazaadenosine (pyrrolo[3,2-d]pyrimidine)] phosphonic acids from commercially available 1,3-dihydroxy cyclopentane was described. The key C-C bond formation from sugar to base precursor was performed using Knoevenagel-type condensation from a ketone derivative. Synthesized C-nucleoside phosphonic acids were tested for anti-HIV activity as well as anti-leukemic activity. Compound 26 showed significant anti-leukemic activity.

Synthesis and Antiviral Activity of Novel 2′-Methyl and 4′-Phenyl Branched Carbocyclic Nucleosides (2′-메칠 및 4′-페닐 측쇄를 가진 새로운 카보사이클릭 뉴크레오사이드의 합성 및 항바이러스 약효검색)

  • 양선화;홍준희
    • YAKHAK HOEJI
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    • v.48 no.1
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    • pp.88-92
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    • 2004
  • In this study; a series of 2',4'-doubly branched carbocyclic nucleosides (8,9,10) were synthesized from simple acyclic ketone derivative as starting material. The installation of the 4'-quaternary carbon needed was carried out using a 〔3,3〕-sigmatropic rearrangement. In addition, the introduction of a methyl group in the 2'-position was accomplished by Grig-nard reaction. Bis-vinyl was successfully cyclized using a Grubbs' catalyst II. The natural bases (adenine, cytosine, uracil) were efficiently coupled with the use of a Pd(0) catalyst. Although all the synthesized compounds were assayed against several viruses, only cytosine analogue 9 showed weak antiviral viral activity (EC$_{50}$=45.4 $\mu$M) against CoxB3 virus.s.

Selective Reduction of Carbonyl Compounds with Diisopinocampheylhaloboranes

  • Cha, Jin Sun;Kim, Eun Ju;Gwon, O Un;Kim, Jong Mi
    • Bulletin of the Korean Chemical Society
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    • v.17 no.1
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    • pp.50-55
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    • 1996
  • Reaction of carbonyl compounds with diisopinocampheylhaloboranes (Ipc2BX,X=Cl, Br, I) was investigated in detail in order to establish their usefulness as selective reducing agents. The reagents reduced aldehydes and ketones to the corresponding alcohols. The reactivities are in the order of Ipc2BCl Ipc2BBr>Ipc2BI.The reagents also reduced ${\alpha}{\beta}-unsaturated$, aldehydes and ketones to the corresponding allylic alcohols without any detectable 1,4-reduction. Especially, the chloro derivative nicely achieved the selective reduction of aldehyde or ketone groups in the presence of many other functional groups. The most remarkable result of this investigation is that aldehydes and ketones can be selectively reduced in the presence of acid chlorides.