• Title/Summary/Keyword: Stability derivatives

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Potential Moracin M Prodrugs Strongly Attenuate Airway Inflammation In Vivo

  • Lee, Jongkook;Mandava, Suresh;Ahn, Sung-Hoon;Bae, Myung-Ae;So, Kyung Soo;Kwon, Ki Sun;Kim, Hyun Pyo
    • Biomolecules & Therapeutics
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    • v.28 no.4
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    • pp.344-353
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    • 2020
  • This study aims to develop new potential therapeutic moracin M prodrugs acting on lung inflammatory disorders. Potential moracin M prodrugs (KW01-KW07) were chemically synthesized to obtain potent orally active derivatives, and their pharmacological activities against lung inflammation were, for the first time, examined in vivo using lipopolysaccharide (LPS)-induced acute lung injury model. In addition, the metabolism of KW02 was also investigated using microsomal stability test and pharmacokinetic study in rats. When orally administered, some of these compounds (30 mg/kg) showed higher inhibitory action against LPS-induced lung inflammation in mice compared to moracin M. Of them, 2-(3,5-bis((dimethylcarbamoyl)oxy)phenyl)benzofuran-6-yl acetate (KW02) showed potent and dose-dependent inhibitory effect on the same animal model of lung inflammation at 1, 3, and 10 mg/kg. This compound at 10 mg/kg also significantly reduced IL-1β concentration in the bronchoalveolar lavage fluid of the inflamed-lungs. KW02 was rapidly metabolized to 5-(6-hydroxybenzofuran-2-yl)-1,3-phenylene bis(dimethylcarbamate) (KW06) and moracin M when it was incubated with rat serum and liver microsome as expected. When KW02 was administered to rats via intravenous or oral route, KW06 was detected in the serum as a metabolite. Thus, it is concluded that KW02 has potent inhibitory action against LPS-induced lung inflammation. It could behave as a potential prodrug of moracin M to effectively treat lung inflammatory disorders.

The Synthesis of Long Fibrous Potassium Tetratitanate by the Calcination Process and Phase Transformation (소성법에 의한 4티탄산칼륨 장섬유의 합성 및 상전이)

  • Lee, Chul-Tae;Lee, Jin-Sik;Kim, Hyun-Joong
    • Applied Chemistry for Engineering
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    • v.7 no.3
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    • pp.580-587
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    • 1996
  • Synthesis of long fibrous $K_2Ti_4O_9$ was attempted to find a method to produce long fibrous $K_2Ti_6O_{13}$ and other derivatives and also phase transformation of $K_2Ti_4O_9$ synthesized was investigated. Long fibrous $K_2Ti_4O_9$ was succesively synthesized by the calcination reaction under the following reaction conditions ; reaction temperature of $1050^{\circ}C$, $TiO_2$ mole ratio to $K_2CO_3$ of 2.8 and reaction time of 3hrs, and scattering of calcined products for 10hrs with hot boiling water. $K_2Ti_4O_9$ showed lower structural stability under heat treatment and the structure of $K_2Ti_4O_9$ was converted to $K_2Ti_6O_{13}$ under heating temperature of over $250^{\circ}C$.

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Influence of Amine Base Dispersing Agent on Properties of Silica Filled Rubber Compounds (아민계 분산제가 실리카 고무배합물의 물성에 미치는 영향)

  • Park, Sung-Soo;Kil, Sang-Gyu;Jang, Byung-Man;Song, Ki-Chan;Kim, Su-Kyung
    • Polymer(Korea)
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    • v.25 no.4
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    • pp.503-511
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    • 2001
  • Present silica dispersing agents are based mainly on fatty acid derivatives of Zn, K and mixture of fatty acid and metallic soaps are used to increase activity. The viscosity of silica filled rubber is lowered by Zn-K soap type silica dispersing agent, thus fluidity of hydrocarbon chains and processibility is improved. Silica dispersing agent should not exert an influence on chracteristics of vulcanization. But scorch and curing time is shortened by Zn-K soap type silica dispersing agent. A newly developed silica dispersing agent, which is a nonmetal type agent, reduced the viscosity and hardness of silica compounding rubber, and the highly increased degree of dispersion of silica is caused by interaction of silica and rubber. Also it did not affect the curing characteristics and scorch stability of silica compounding rubber.

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The Synthesis of Carbamoylsulfenyl Chloride and its Derivatives (염화카바모일술페닐과 그 유도체의 합성)

  • Surk Sik Moon;Dong Young Oh
    • Journal of the Korean Chemical Society
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    • v.27 no.2
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    • pp.157-164
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    • 1983
  • N-Methylidene-2,6-diethylaniline (III) was prepared by the reaction of 2,6-diethylaniline (II) with an excess paraformaldehyde. The protons of N=$CH_2$in the compound III exhibited a second order NMR spectrum. The compound III reacted with bifunctional chlorocarbonylsulfenyl chloride(IV) to give N-(chloromethyl)-N-(2,6-diethylphenyl)-carbamoylsulfenyl chloride(V). The reaction of the compound V with various alcohols resulted in the formation of Alkyl N-(chloromethyl)-N-(2,6-diethylphenyl)-carbamoylsulfenate esters(VI${\sim}$XVI) in 71${\sim}$95% yields. The compound VI${\sim}$XVI decomposed gradually, but the thermal rearrangement of S-O bonding to S=O bonding was not found. The nucleophilic attack of an excess alcohol to the compound Ⅴ was made on both divalent sulfur and ${\alpha}$-carbon of N-chloromethyl group. The corresponding substituted products(XVII, XVIII) had considerable stability.

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Stabilization of a Raw-Starch-Digesting Amylase by Multipoint Covalent Attachment on Glutaraldehyde-Activated Amberlite Beads

  • Nwagu, Tochukwu N.;Okolo, Bartho N.;Aoyagi, Hideki
    • Journal of Microbiology and Biotechnology
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    • v.22 no.5
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    • pp.628-636
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    • 2012
  • Raw-starch-digesting enzyme (RSDA) was immobilized on Amberlite beads by conjugation of glutaraldehyde/polyglutaraldehyde (PG)-activated beads or by crosslinking. The effect of immobilization on enzyme stability and catalytic efficiency was evaluated. Immobilization conditions greatly influenced the immobilization efficiency. Optimum pH values shifted from pH 5 to 6 for spontaneous crosslinking and sequential crosslinking, to pH 6-8 for RSDA covalently attached on polyglutaraldehyde-activated Amberlite beads, and to pH 7 for RSDA on glutaraldehyde-activated Amberlite. RSDA on glutaraldehyde-activated Amberlite beads had no loss of activity after 2 h storage at pH 9; enzyme on PG-activated beads lost 9%, whereas soluble enzyme lost 65% of its initial activity. Soluble enzyme lost 50% initial activity after 3 h incubation at $60^{\circ}C$, whereas glutaraldehyde-activated derivative lost only 7.7% initial activity. RSDA derivatives retained over 90% activity after 10 batch reuse at $40^{\circ}C$. The apparent $K_m$ of the enzyme reduced from 0.35 mg/ml to 0.32 mg/ml for RSDA on glutaraldehyde-activated RSDA but increased to 0.42 mg/ml for the PG-activated RSDA derivative. Covalent immobilization on glutaraldehyde Amberlite beads was most stable and promises to address the instability and contamination issues that impede the industrial use of RSDAs. Moreover, the cheap, porous, and non-toxic nature of Amberlite, ease of immobilization, and high yield make it more interesting for the immobilization of this enzyme.

Biodesulfurization of Dibenzothiophene and Its Derivatives Using Resting and Immobilized Cells of Sphingomonas subarctica T7b

  • Gunam, Ida Bagus Wayan;Yamamura, Kenta;Sujaya, I. Nengah;Antara, Nyoman Semadi;Aryanta, Wayan Redi;Tanaka, Michiko;Tomita, Fusao;Sone, Teruo;Asano, Kozo
    • Journal of Microbiology and Biotechnology
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    • v.23 no.4
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    • pp.473-482
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    • 2013
  • The desulfurization ability of Sphingomonas subarctica T7b was evaluated using resting and immobilized cells with dibenzothiophene (DBT), alkyl DBTs, and commercial light gas oil (LGO) as the substrates. The resting cells of S. subarctica T7b degraded 239.2 mg of the initial 250 mg of DBT/l (1.36 mM) within 24 h at $27^{\circ}C$, while 127.5 mg of 2-hydroxybiphenyl (2-HBP)/l (0.75 mM) was formed, representing a 55% conversion of the DBT. The DBT desulfurization activity was significantly affected by the aqueous-to-oil phase ratio. In addition, the resting cells of S. subarctica T7b were able to desulfurize alkyl DBTs with long alkyl chains, although the desulfurization rate decreased with an increase in the total carbon number of the alkylated DBTs. LGO with a total sulfur content of 280 mg/l was desulfurized to 152 mg/l after 24 h of reaction. Cells immobilized by entrapment with polyvinyl alcohol (PVA) exhibited a high DBT desulfurization activity, including repeated use for more than 8 batch cycles without loss of biodesulfurization activity. The stability of the immobilized cells was better than that of the resting cells at different initial pHs, higher temperatures, and for DBT biodesulfurization in successive degradation cycles. The immobilized cells were also easily separated from the oil and water phases, giving this method great potential for oil biodesulfurization.

Synetheses and Surface Active Properties of Amphoteric Surfactant Derivatives(7);Detergency Performance of Amphoteric Surfactants Derived from Imidazoline (양쪽성계면활성제의 유도체합성 및 계면성에 관한 연구(제 7보);이미다졸린으로부터 유도된 양쪽성계면활성제의 세정성)

  • Ro, Y.C.;Kim, T.Y.;Nam, K.D.
    • Journal of the Korean Applied Science and Technology
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    • v.12 no.1
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    • pp.47-54
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    • 1995
  • Water pollution, which is caused by surfactants, is increased by insolubility and excessive uses of detergents. The detergency properties of nine kinds of amphoteric surfactants derived from imidazoline were investigated and compared with sodium lauryl sulfats(SLS) of petrochemical surfactant by using detergent formulations. Several physico-chemical properties were measured to investigate the effective factors on detergency. From the comparision of these compounds with SLS, it was found that 1-(2-hydroxyethyl)-1- (3-sulfonatedpropyl)-2-undecyl-2-imidazolinum [IV] has the most outstnading characteristics of detergency and various fundamental properties. Therefore, this result is expected to do its environmental stability as a nonpolluting detergent. Detergency process of surfactants were discussed in relation to physico-chemical treatments. Performance improvement on detergency is made work of adhesion to soil as small as possible. Therefore these results show that contamination is easily removed and industrial applications may be respected.

A First Synthesis and Physical Properties of Asymmetric Anthracenes-Thiophenes Bridged with Ethylene

  • Hwang, Min Ji;Park, Ji Hee;Jeong, Eun Bin;Kang, Il;Lee, Dong Hoon;Park, Chan Eon;Singh, O.M.;Choi, HoJune;Kim, Yoon-Hi;Yoon, Yong Jin;Kwon, Soon-Ki;Lee, Sang-Gyeong
    • Bulletin of the Korean Chemical Society
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    • v.33 no.11
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    • pp.3810-3816
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    • 2012
  • Here we report our recent result of a new semiconductor material, which has an asymmetric structure. The synthesized molecules consist of anthracene and thiophene connected by bridged ethylene and substituted with hexyl or dodecyl groups as pendants. The semiconductors were synthesized using a McMurry coupling reaction between anthracene-2-carbaldehyde and corresponding 5-hexyl(or dodecyl)thiophene-2-carbaldehyde. A first investigation of synthesized asymmetry AVHT (9a) and AVDT (9b) for the physical properties showed that they have high oxidation potential and thermal stability. The devices prepared by using AVHT (9a) and AVDT (9b) showed the mobility of $2.6{\times}10^{-2}cm^2/Vs$ and $4.4{\times}10^{-3}cm^2/Vs$, respectively, in solution processed OTFTs.

Synthesis of New Spiro[benzo[c]fluorene-7,9'-fluorene] Dimers and Their Optical Properties

  • Seo, Jeong-A;Lee, Chil-Won;Gong, Myoung-Seon
    • Bulletin of the Korean Chemical Society
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    • v.34 no.5
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    • pp.1414-1420
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    • 2013
  • Five novel spiro[benzo[c]fluorene-7,9'-fluorene] based dyes, including 5-[spiro[benzo[c]fluorene-7,9'-fluoren]-5-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (7), 5-[spiro[benzo[c]fluorene-7,9'-fluoren]-9-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (8), 5-[spiro[benzo[c]fluorene-7,9'-fluoren]-2'-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (9), 9-[spiro[benzo[c]fluorene-7,9'-fluoren]-9-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (10), and 2'-[spiro[benzo[c]-fluorene-7,9'-fluoren]-2'-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (11) were successfully prepared from the corresponding halogen and boronic acid derivatives through the Suzuki coupling reaction, respectively. Chemical structures were confirmed by $^1H$ nuclear magnetic resonance (NMR), $^{13}C$ NMR, Fourier transforminfrared spectrscopy, mass spectroscopy, and elemental analysis. The thermal properties were determined by differential scanning calorimetry and thermal gravimetric analysis. The relationships between the optical and electrochemical properties and the combined positions between these dimers were systematically investigated using UV-vis, photoluminescence (PL), and photoelectron spectroscopy. These five dimers exhibited high fluorescent quantum yields and good morphological stability with high glass transition states > $174^{\circ}C$. Dimer 7 showed a UV absorbance peak at 353 nm, emission PL peak at 424 nm, and quantum efficiency of 0.62 in a cyclohexane solution.

Preparation and Pore-Characteristics Control of Nano-Porous Materials using Organometallic Building Blocks

  • Oh, Gyu-Hwan;Park, Chong-Rae
    • Carbon letters
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    • v.4 no.1
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    • pp.1-9
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    • 2003
  • Recently, the control of pore-characteristics of nano-porous materials has been studied extensively because of their unique applications, which includes size-selective separation, gas adsorption/storage, heterogeneous catalysis, etc. The most widely adopted techniques for controlling pore characteristics include the utilization of pillar effect by metal oxide and of templates such as zeolites. More recently, coordination polymers constructed by transition metal ions and bridging organic ligands have afforded new types of nano-porous materials, porous metal-organic framework(porous MOF), with high degree and uniformity of porosity. The pore characteristics of these porous MOFs can be designed by controlling the coordination number and geometry of selected metal, e.g transition metal and rare-earth metal, and the size, rigidity, and coordination site of ligand. The synthesis of porous MOF by the assembly of metal ions with di-, tri-, and poly-topic N-bound organic linkers such as 4,4'-bipyridine(BPY) or multidentate linkers such as carboxylates, which allow for the formation of more rigid frameworks due to their ability to aggregate metal ions into M-O-C cluster, have been reported. Other porous MOF from co-ligand system or the ligand with both C-O and C-N type linkage can afford to control the shape and size of pores. Furthermore, for the rigidity and thermal stability of porous MOF, ring-type ligand such as porphyrin derivatives and ligands with ability of secondary bonding such as hydrogen and ionic bonding have been studied.

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