• Title/Summary/Keyword: Aromatic compound

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Synthesis and Akt1 Kinase Inhibitory Activity of 1,3,4-Thiadiazole Derivatives (1,3,4-Thiadiazole 유도체의 합성 및 Akt1 카이네이즈 저해 활성)

  • Yoo, Kyung-Ho;Kim, Se-Young;Ryu, Jae-Chun
    • Journal of the Korean Applied Science and Technology
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    • v.25 no.3
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    • pp.370-379
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    • 2008
  • Akt, a serine/threonine protein kinase as a viral oncogene, is a critical regulator of PI3K-mediated cell proliferation and survival. On translocation, Akt is phosphorylated and activated, ultimately resulting in stimulation of cell growth and survival. As a part of our program toward the novel Akt1 inhibitors with potent activity over PI3K signaling pathway, we found primary hit compound 2 with an $IC_{50}$ value of $620\mu}M$ from protein kinase focused library. Based on the structural features of 2, new 1,3,4-thiadiazole derivatives were designed by the introduction of aromatic and heteroaromatic moieties onto thiadiazole nucleus. In this work, a series of 1,3,4-thiadiazole derivatives 1a-1 were synthesized and evaluated for Akt1 inhibitory activity.

The Precursors and Flavor Constituents of the Cooked Oyster Flavor (굴 자숙향의 발현성분)

  • Kang, Jin-Yeong;Roh, Tae-Hyun;Hwang, Seok-Min;Kim, Yeong-A;Choi, Jong-Duck;Oh, Kwang-Soo
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.43 no.6
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    • pp.606-613
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    • 2010
  • In order to elucidate a mechanism responsible for the development of the odor characteristics of cooked, desirable-flavored shellfish, oysters were extracted using various solvents and the resulting extracts were evaluated organoleptically after cooking. The 80% aqueous methanol extract was found to produce a desirable cooked flavor. This oyster extract was fractionated using ion-exchange column chromatography and dialysis, and each of the fractions was subjected to cooking, followed by organoleptic evaluation. The outer dialysate fraction such as acidic and amphoteric water-soluble fractions produced a cooked oyster flavor. The volatile flavor compounds identified from cooked oyster included 29 hydrocarbons, 20 alcohols, 16 acids, 12 aldehydes, nine nitrogen-containing aromatic compounds, eight ketones, five furans, three esters, three phenols, and one benzene.

Cholinesterase Inhibitory Activities of Alkaloids from Corydalis Tuber

  • Hung, Tran Manh;Thuong, Phuong Thien;Nhan, Nguyen Trung;Mai, Nguyen Thi Thanh;Quan, Tran Le;Choi, Jae-Sue;Woo, Mi-Hee;Min, Byung-Sun;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.17 no.2
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    • pp.108-112
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    • 2011
  • Several isoquinoline alkaloids (1 - 18), which have basic chemical structures as protoberberine and aporphine skeletones, were evaluated for their inhibitory activities on AChE and BuChE. Among them, compounds 3, 4, 6, 8 and 12 showed the potent AchE activity with the $IC_{50}$ values ranging from $10.2{\pm}0.5\;{\mu}M$ to $24.5{\pm}1.6\;{\mu}M$, meanwhile, compound 14 - 17 exhibited strong inhibitory activity with $IC_{50}$ values from $2.1{\pm}0.2$ to $5.5{\pm}0.3\;{\mu}M$. Compounds 14 - 17 exhibited selective inhibition for AChE compared with BuChE. The isoquinoline alkaloid possesses aromatic methylenedioxy groups and quaternary nitrogen atoms are crucial for the anti-cholinesterase inhibitory activity.

Impact of High Temperature on the Maillard Reaction between Ribose and Cysteine in Supercritical Carbon Dioxide

  • Xu, Honggao;He, Wenhao;Liu, Xuan;Gao, Yanxiang
    • Food Science and Biotechnology
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    • v.18 no.1
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    • pp.66-72
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    • 2009
  • An aqueous ribose-cysteine model system (initial pH 5.6) was conventionally heated to the same browning at varying temperatures ($120-180^{\circ}C$), supercritical carbon dioxide (SC-$CO_2$, 20 MPa) was also applied on the same matrices for same periods at each temperature and about 20% reduction of the absorbance at 420 nm was observed as compared with sole thermal treatment. The headspace volatiles from Maillard reaction mixtures were analyzed by solid-phase microextraction (SPME) in combination with gas chromatography and mass spectrometry (GC-MS), and predominated with sulfur containing compounds, such as thienothiophenes, polysulfur alicyclics, thiols, and disulfides. Reaction temperature exhibited complex effects on volatiles formation and those effects became further complicated by the SC-$CO_2$ treatment. The formation of noncarbonyl polysulfur heterocyclic compounds and thienothiophenes was generally favored at high temperatures. Most volatiles were inhibited in SC-$CO_2$ as compared with thermal treatment alone, however, the well-known meaty aromatic compounds, such as thiols and disulfides, were obviously enhanced.

Photocatalytic Degradation of Quinol and Blue FFS Acid Using TiO2 and Doped TiO2

  • Padmini., E.;Prakash, Singh K.;Miranda, Lima Rose
    • Carbon letters
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    • v.11 no.4
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    • pp.332-335
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    • 2010
  • The photodegradation of the model compounds Quinol, an aromatic organic compound and Acid blue FFS, an acid dye of chemical class Triphenylmethane was studied by using illumination with UV lamp of light intensity 250W. $TiO_2$ and $TiO_2$ doped with Boron and Nitrogen was used as catalyst. The sol-gel method was followed with titanium isopropoxide as precursor and doping was done using Boron and Nitrogen. In photocatalytic degradation, $TiO_2$ and doped $TiO_2$ dosage, UV illumination time and initial concentration of the compounds were changed and examined in order to determine the optimal experimental conditions. Operational time was optimized for 360 min. The optimum dosage of $TiO_2$ and BN doped $TiO_2$ was obtained to be 2 $mgL^{-1}$ and 2.5 $mgL^{-1}$ respectively. Maximum degradation % for quinol and Blue FFS acid dye was 78 and 95 respectively, at the optimum dosage of BN-doped $TiO_2$ catalyst. It was 10 and 4% higher than when undoped $TiO_2$ catalyst was used.

Improvement in availability and stability of to 106w by inclusion with $\beta-cyclodextrin$ and its derivatives ($\beta-cyclodextrin$ 및 유도체의 포접체 형성에 의한 LG 106W의 유용성 및 안정성 개선에 관한 연구)

  • 정성훈;이천구;조완구;강세훈
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.25 no.1
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    • pp.120-136
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    • 1999
  • A newly synthesized polyhydroxy aromatic compound(LG 106w) has good skin lightening effect. Inclusion complexation of LG 106w with $\beta$-cyclodextrin and its hydroxypropyl and dimethyl derivatives was studied by the solubility method, scanning electron microscopy and differential thermal analysis. A relationship between host and guest was clearly reflected in the magnitude of the stability constant(DM-$\beta$> HP-$\beta$>$\beta$ -cyclodextrin). Formulation problems, which resulted from its very low solubility in aqueous solution, were resolved by the inclusion formation. LG 106W from inclusions is much more water-soluble than pure one. The improvement of pH and temperature stability correlated with the increased solubility was also observed. Inclusion complex of LG 106w had similar activity to pure LG 106w on the inhibition of melanin synthesis in B-16 melanoma cell but showed lower irritation on cultured cell test in vitro. According to the results, cyclodextrins might be one of the reliable candidates for improving the availability of LG 106w.

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Antigenotoxicity of Vegetable or Fruit Extract against Cigarette Smoke Condensate (담배연기응축물의 DNA 손상작용과 야채 및 과일추출물의 보호효과)

  • Lee, Hyeong-Ju;Heo, Chan;Kim, Nam-Yee;Heo, Moon-Young
    • YAKHAK HOEJI
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    • v.55 no.3
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    • pp.251-259
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    • 2011
  • Cigarette smoke condensate (CSC) is known to be carcinogenic compound. CSC contains many organic compounds such as polycyclic aromatic hydrocarbons (PAHs), and heterocyclic amine compounds (HCAs). Reactive oxygen species (ROS) are also generated and induce oxidative DNA damage during the metabolism of CSC. The rat microsome mediated and DNA repair enzyme treated comet assays together with conventional comet assay were performed to evaluate the mechanisms of CSC genotoxicity. The organic extract of CSC induced oxidative and microsome mediated DNA damage. Vitamin C as a model antioxidant reduced DNA damage in endonuclease III treated comet assay. One of flavonoid, galangin as a CYP1A1 inhibitor, reduced DNA damage in the presence of S-9 mixture. The ethanol extracts of the mixed vegetables (BV) or the mixed fruits (BF) showed potent inhibitory effects against CSC induced DNA damage with oxidative DNA lesions and in the prescence of S-9 mixture. These results indicate that BV and BF could prevent CSC-induced cellular DNA damage by inhibiting oxidative stress and suppressing cytochrome P450 in mammalian cells.

Removal of Benzene and Toluene by Photo-catalyst Adsorbent Prepared from MSWI Fly Ash (소각비산재로 제조한 광촉매 흡착제의 벤젠과 톨루엔 제거특성)

  • Choi So-Young;Shim Young-Sook;Lee Woo-Keun
    • Journal of Korean Society for Atmospheric Environment
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    • v.21 no.4
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    • pp.431-438
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    • 2005
  • In order to apply the photocatalytic decomposition of aromatic VOCs, adsorbent prepared from MSWI fly ash was coated by $TiO_2$ solution to endow with photo-catalytic function. The effects of coating number, existence of light source and the type of $TiO_2$ solution used for coating were examined. Adsorbent coated with amorphous $TiO_2$ solution showed higher adsorptivity than adsorbent coated with crystal $TiO_2$ solution. Without light source, breakthrough curve of photo -catalyst absorbent for VOCs removal was similar to that of absorbent made from MSWI fly ash. On the other hand, breakthrough time was enlarged with light source and total removal efficiency of benzene and toluene was also increased. It can be explained as photo-decomposition effect of $TiO_2$ photo-catalyst. Total removal efficiency of benzene and toluene was increased according to the increase of coating number with light source. It was due to the effect of adsorption and photo reaction of photo-catalytic adsorbent. But total removal efficiency of benzene was lower than that of toluene. Because benzene was removed more effectively than toluene by adsorption, but photo - decomposition effect oi toluene was more high than benzene.

Development of Saccharomyces cerevisiae Reductase YOL151W Mutants Suitable for Chiral Alcohol Synthesis Using an NADH Cofactor Regeneration System

  • Yoon, Shin Ah;Jung, Jihye;Park, Seongsoon;Kim, Hyung Kwoun
    • Journal of Microbiology and Biotechnology
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    • v.23 no.2
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    • pp.218-224
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    • 2013
  • The aldo-keto reductases catalyze reduction reactions using various aliphatic and aromatic aldehydes/ketones. Most reductases require NADPH exclusively as their cofactors. However, NADPH is much more expensive and unstable than NADH. In this study, we attempted to change the five amino acid residues that interact with the 2'-phosphate group of the adenosine ribose of NADPH. These residues were selected based on a docking model of the YOL151W reductase and were substituted with other amino acids to develop NADH-utilizing enzymes. Ten mutants were constructed by site-directed mutagenesis and expressed in Escherichia coli. Among them, four mutants showed higher reductase activities than wild-type when using the NADH cofactor. Analysis of the kinetic parameters for the wild type and mutants indicated that the $k_{cat}/K_{m}$ value of the Asn9Glu mutant toward NADH increased 3-fold. A docking model was used to show that the carboxyl group of Glu 9 of the mutant formed an additional hydrogen bond with the 2'-hydroxyl group of adenosine ribose. The Asn9Glu mutant was able to produce (R)-ethyl-4-chloro-3-hydroxyl butanoate rapidly when using the NADH regeneration system.

Degradation characteristics of acenaphthene or acenaphthylene by Fenton oxidation (펜톤산화에 의한 acenaphthene 또는 acenaphthylene 분해특성)

  • Lee, Byung-Dae;Kim, Yeoung-Chan
    • Journal of the Korean Applied Science and Technology
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    • v.24 no.1
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    • pp.47-53
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    • 2007
  • The acenaphthene(ACE) or acenaphthylene(ACEL) is one of the most frequently found compound in polycyclic aromatic hydrocarbon (PAH)-contaminated soil. In this study, we make 10mg/L ACE or ACEL in ethanol which is the model washing solvent for contaminated soil. This was followed by Fenton treatment in which 0.2 or 0.3mL of 30% $H_2O_2$ and 0.2 ml of 0.5 M $Fe^{2+}$ were added. The results showed more than 88 or 99% of ACE or ACEL removal efficiency, respectively. Additionally, we employed GC-MS to identify the main oxidation product generated by the optimized Fenton oxidation [i.e., ACE or ACEL degraded in to 21, 34 % 1,8-naphthalic anhydride(NAPAN), repectively]. It is expected that biodegradability of NAPAN is enhanced because NAPAN has three oxygens compared with ACE and ACEL. Therefore the results suggest that the hybrid treatment system (i.e., ethanol washing -Fenton oxidation treatment) can be effectively applied to remove ACE or ACEL from soil..