• Title/Summary/Keyword: Strong acid

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Synthesis of Novel Kojic Acid Derivatives and Their Tyrosinase Inhibitory Activities (새로운 코직산 유도체의 합성과 티로시나제 저해활성)

  • 김지연;임세진
    • YAKHAK HOEJI
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    • v.43 no.1
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    • pp.28-32
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    • 1999
  • Four derivatives of kojic acid were synthesized and their inhibitory activities against tyrosinase were evaluated. The C-2 hydroxymethyl and C-7 hydroxyl of kojic acid were replaced by carboxylate and amine, respectively. These derivatives were coupled to L-phenylalanine, producing two amide compounds. The carboxylate derivative (3), its amide compound (5), and the amine derivative (7) were weak inhibitors. The amide compound (9) where amine derivative (7) coupled to L-phenylalanine showed strong inhibitory activity ($IC_{50}=24.6{\;}{\mu}M$) comparable to kojic acid.

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Antithrombotic activities of saponins from Ilex pubescens

  • Han, Yong-Nam;Baik, Soung-Kyung;Kim, Tae-Hee;Han, Byung-Hoon
    • Archives of Pharmacal Research
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    • v.10 no.2
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    • pp.115-120
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    • 1987
  • Methanol extract of Ilex pubescens roots prolonged bleeding time threefold, and inhibited the generation of malondialdehyde released during platelet aggregation inducted by thrombin. Through several purification procedures, its saponin, named ilexoside, was proved to be responsible for the antithrombotic activities of the plant. Ilexosides A, -D and -J and 24-carboxypomolic acid showed strong inhibitory activities on platelet aggregation induced by thrombin.

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Selective Separation of Amino Acid Mixture Using H2O-CH2Cl2-H2O Liquid Membrane containing p-Dimethylaminobenzaldehyde, 1-Napthol and Sulfosalicylic acid as a Carrier (II) (p-Dimethylaminobenzaldehyde, 1-Naphtol, Sulfosalicylic acid 등의 Carrier를 함유하는 H2O-CH2Cl2-H2O Liquid Membrane을 이용한 아미노산의 선택적 분리(II))

  • Park, Chung Oh;Hong, Jae Jin
    • Korean Journal of Clinical Laboratory Science
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    • v.36 no.2
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    • pp.115-120
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    • 2004
  • A bulk liquid membrane system was introduced for selective separation of an amino acid mixture. We confirmed p-diamethylaminobenzaldehyde (DAB), sulfosalicylic acid (SSA) and 1-naphtol were very useful carriers for selective separation of an amino acid mixture. As a result, Ala, Leu, Val, Phe and Ile were successfully separated by SSA, 1-naphtol in basic condition, 1-naphtol in weak acidic condition, DAB in strong acidic condition and DAB in strong basic condition. The separation mechanism was proposed by ion pair mechanism in the case of SSA and 1-naphtol and Imine bond formation mechanism was also introduced for DAB.

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Theoretical Studies on the Structure and Acidity of Meldrum's Acid and Related Compounds

  • Lee, Ik-Choon;Han, In-Suk;Kim, Chang-Kon;Lee, Hai-Whang
    • Bulletin of the Korean Chemical Society
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    • v.24 no.8
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    • pp.1141-1149
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    • 2003
  • The structures and gas-phase ionization energies (ΔG°) of Meldrum's acid (I) and related cyclic (II-VI) and acyclic compounds (VII-IX) are investigated theoretically at the MP2/6-31+$G^*$, B3LYP/6-31+$G^*$, B3LYP/6- 311+$G^{**}$, B3LYP/6-311++G(3df,2p) and G3(+)(MP2) levels. Conformations of three neutral cyclic series vary gradually from boat (Meldrum's acid, I), to twisted chair (II) and to chair (III) as the methylene group is substituted for the ether oxygen successively. The preferred boat form of I can be ascribed to the two strong $n_O$ → σ* c-c antiperiplanar vicinal charge transfer interactions and electrostatic attraction between negatively charged C¹ and positively charged C⁴at the opposite end of the boat. All the deprotonated anionic forms have half-chair forms due to the two strong $n_C$ → π* c=0 vicinal charge transfer interactions. The dipole-dipole interaction theory cannot account for the higher acidity of Meldrum's acid (I) than dimedone (III). The origin of the anomalously high acidity of I is the strong increase in the vicinal charge transfer ($n_C$ → π* c=0) and 1,4-attrative electrostatic interactions (C¹↔C⁴) in the ionization (I → $I^-$ + $H^+$). In the acyclic series (VII-IX) the positively charged end atom, C⁴, is absent and the attractive electrostatic stabilization (C¹↔C⁴) is missing in the anionic form so that the acidities are much less than the corresponding cyclic series.

Artificial Radical Generating and Scavenging Systems: Synthesis and Utilization of Photo-Fenton Regent in Biological Systems

  • Matsugo, Seiichi
    • Journal of Photoscience
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    • v.9 no.2
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    • pp.138-141
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    • 2002
  • A photo-labile compound which is bioinactive but, upon irradiation with light, yields bioactive species is called as "caged compound". Photolysis of caged compounds generating bioactive species, has become a general method to produce a desired amounts of bioactive species in the specific time interval at the desired place or area of the target biological systems. For this purpose, we designed and synthesized caged hydroxyl radical., "Photo-Fenton Reagent" NP-IIl. NP-IIl has a strong absorption maximum at 377 nm and yields hydroxyl radicals upon UV light irradiation. The antioxidant activity of the ${\alpha}$ -lipoic acid and other naturally occurring compounds has been examined by using NP-IIl as a molecular probe. For example, upon photoirradiation of NP-lII with BSA or apolipoprotein of human low density (LDL), the significant oxidative modifications were observed in both cases. The oxidation was completely suppressed in the presence of ${\alpha}$-lipoic acid, which clearly demonstrates the strong hydroxyl radical scavenging activity of ${\alpha}$-lipoic acid. Other applications of NP-lII will also be described

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Radical Scavenging Effect of Methanol Extracts from Seaweeds and Their Active Compounds (해조류 추출물 및 활성성분의 라디칼 소거능)

  • So, Mi Jung;Cho, Eun Ju
    • Journal of Marine Bioscience and Biotechnology
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    • v.2 no.3
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    • pp.187-191
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    • 2007
  • The radical scavenging activity of methanol extracts of seaweeds and their active compounds, alginic acid, fucoidan and phloroglucinol, were investigated under in vitro. Among methanol extracts of seaweeds (sea mustard, sea tangle, seaweed papulosa, fusiforme, sea lettuce, purple laver and chlorella), seaweed papulosa and sea tangle showed strong scavenging activities of 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical and hydroxyl radical (${\cdot}OH$). In addition, under in vitro, the scavenging activities on DPPH radical of alginic acid and fucoidan, which are active compounds of brown algae, and phloroglucinol, the active compound from Ecklonia species, were evaluated and compared. Fucoidan and phloroglucinol showed strong DPPH scavenging effect, in particular, phloroglucinol had strongest activity among the active compounds. On the other hand, alginic acid did not exert DPPH scavenging activity. From the present study, we could confirm the antioxidative activity of seaweeds and its active compounds.

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PROTROPIC AND PHOTOPHYSICAL PROPERTIES OF 7-HYDROXYQUINOLINE IN X AND Y ZEOLITES

  • Park, Ji-Ho;Jang, Du-Jeon
    • Journal of Photoscience
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    • v.1 no.1
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    • pp.25-29
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    • 1994
  • Diffuse reflectance and emission spectra of 7-hydroxyquinoline intercalated in the supercage of X and Y zeolites are compared with the absorption and emission spectra of aqueous 7-hydroxyquinoline solutions at various pH to understand protropic and photophysical properties of 7-hydroxyquinoline in zeolite microenvironments. Predominance of zwitterionic spedes with significant existences of the other three protropic equilibrium species, normal, protonated and deprotonated species in zeolite samples indicates that the major fraction of the molecules interact with strong acid and base sites of zeolite at an adsorbed position. Observed zeolite pHs of near neutrality are established by a near balance in numbers of many strong acid and base sites rather than by'small numbers or weakness of acid and base sites. Excitations of nonzwitterionic species such as deprotonated species also give prevailing zwitterionic fluorescence, indicating that excited and ground proton transfer cycles of protropic species can be triggered by photons in organized zeolite media as well as in water.

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The $CO_{2}$ Hydrogenation toward the Mixture of Methanol and Dimethyl Ether: Investigation of Hybrid Catalysts

  • 준기원;K.S. Rama Rao;정미희;이규완
    • Bulletin of the Korean Chemical Society
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    • v.19 no.4
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    • pp.466-470
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    • 1998
  • Catalytic hydrogenation of carbon dioxide for the simultaneous synthesis of methanol and dimethyl ether (together called oxygenates) over a combination of methanol synthesis and methanol dehydration catalysts has been studied. Various methanol synthesis and methanol dehydration catalysts were examined for this reaction. The addition of promotors like $Ga_2O_3\; and\; Cr_2O_3$ to Cu/ZnO catalyst gave much more enhanced yield on the formation of oxygenates. From the results, the promotional effect of $Cr_2O_3$ has been explained in terms of increase in the intrinsic activity of Cu while that of $Ga_2O_3$ being increase in the dispersion of Cu. Among the methanol dehydration catalysts examined, the solid acids bearing high population of intermediate-strength acid sites were found to be very effective for the production of oxygenates. HY zeolite which contains strong acid sites produce small amount of hydrocarbons as by-products. However, CuNaY zeolite in which the presence of strong acid sites are minimum gives very high oxygenates yield without the formation of hydrocarbons.

Inhibitory Effect of Rosmarinic acid Extrcted from Euonymus Alatus on Cyclooxygenase-2

  • Ryu, Jung-Man
    • The Journal of Korean Medicine
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    • v.29 no.5
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    • pp.111-117
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    • 2008
  • Objectives and methods : Previous mechanistic studies suggest the cyclooxygenase-2 (COX-2) inhibitors represent the good candidates against tumor progression. MeOH extract of the stem barks of Euonymus alatus induced the strong inhibition of COX-2. A phenolic compound responsible for the anti- COX-2 known to involve in tumor adhesion and invasion has been studied through the methanol extracts. The compound, rosmarinic acid (ROS-A) was an ester of caffeic acid and 3,4-dihydroxyphenyllactic acid. ROS-A showed a strong inhibitory effect of COX-2 activity in a concentration-dependent manner. Then we have measured the IL-1${\beta}$, IL-6 and TNF-${\alpha}$ production related the immune regulation, induction of inflammatory related genes. Results and Conclusions :Hep3B cells produce proinflammatory cytokines of IL-1${\beta}$, IL-6 and TNF-${\alpha}$ while ROS A inhibited the cytokines production. Since IL-1${\beta}$, IL-6 and TNF-${\alpha}$ need the transcription factors such as nuclear factor- ${\kappa}$B (NF-${\kappa}$B) and activated protein-1 (AP-1), we measured the transcription factors. ROS-A inhibited the activation of p65, p50, c-Rel subunits of NF-${\kappa}$B and AP-1 transcription factors. These findings indicate that ROS A from the stem bark of E. alatus inhibits proliferation in metastatic cancer cells. It was suggested that stem barks of E. alatus could be suitable for anti-cancer drugs.

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Chlorogenic Acid, an Antioxidant Principle from the Aerial Parts of Artemisia iwayomogi that Acts on 1,1-Diphenyl-2-picrylhydrazyl Radical

  • Kim, Soon-Shin;Lee, Chung-Kyu;Sam, Sik-Kang;Jung, Hyun-Ah;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.20 no.2
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    • pp.148-154
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    • 1997
  • The antioxidant activity of Artemisia iwayomogi was determined by measuring the radical scavenging effect on 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical. The methanol extract of A. iwayomogi showed strong antioxidant activity, and thus fractionated with several solvents. The antioxidant activity potential of the individual fraction was in the order of ethyl acetate > n-butanol > water > chloroform > n-hexane fraction. The ethyl acetate and n-butanol soluble fractions exhibiting strong antioxidant activity were further purified by repeated sitica get and Sephadex LH-20 column chromatography. Antioxidant chlorogenic acid was isolated as one of the active principles from the n-butanol fraction, together with the inactive components, 1octacosanol, scopoletin, scopolin, apigenin $7, 4^{I}$-di-O-methylether, luteolin $6, 3^{I}$-di-O-methylether (jaceosidin), apigenin methylether (genkwanin), 2, 4-dihydroxy-6-methoxyacetophenone $4-O-{\beta}-$D-glucopyranoside and quebrachitol. The antioxidant activity of chlorogenic acid was comparable to that of L-ascorbic acid, which is a well known antioxidant.

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