• Title/Summary/Keyword: 3-carboxylic acid

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Studies on the Synthesis of L(+)-Glutamic Acid Derivatives(II) (L(+)-Glutamic Acid 유도체의 합성(II))

  • 조윤상
    • YAKHAK HOEJI
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    • v.23 no.2
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    • pp.125-128
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    • 1979
  • In the formation of L(+) -glutamine from L(+) -glutamic acid-5-hydrazide, large amount of Raney-Ni was effective under normal pressure but hydrogenation or amonolysis of ester under pressure was useless. Preparation of glutamine with .alpha.-ketoglutaric acid (by way of 1, 4, 5, 6-tetrahydro-6-oxo-3-pyridazine carboxylic acid) is intersting but not so efficient in yield.

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O-Alkylation Using Ag2O; Synthesis of Novel 4-Alkyloxy-2-phenylcarboxamidyl-1-tosylpyrrolidines (산화은을 이용한 O-알킬화 반응; 새로운 4-알킬옥시-2-페닐카복사미딜-1-토실피롤리딘 유?체의 합성)

  • Park, Myeong Suk
    • Journal of the Korean Chemical Society
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    • v.45 no.6
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    • pp.549-554
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    • 2001
  • For the development of new COX-2 inhibitor, novel compound were synthesized through induction an arylsulfonyl group to 1-position, an arylcarboxamidyl group to 2-position and an alkyl group to 4-position of L-proline. We started from 4-hydroxy-L-proline, the 4-methylphenylsulfonyl of 1-position was introduced through N-tosylation and the carboxylic acid group was protected by esterification. We sucessfully converted to a various derivatives 4b-d for O-alkyl-(or aralkyl)ation of 4-position using silver oxide as catalysis. The 4-alkyloxy-1-tosyl L-prolines 5b-d were synthesized through base-hydrolysis for the deprotection of carboxylic acid. Final compound 1,2,4-substituted pyrrolidines, 4-alkyloxy-2-phenylcarboxamidyl-1-tosyl pyrrolidines 6a-d were synthesized through the condensation of arylamine with 3 and 5b-d using DCC.

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Isolation of Antioxidative Substances from Browning Reaction Product Obtained from L-Ascorbic Acid Solution (L-Ascorbic acid 갈변반응물질 중 항산화성물질의 분리)

  • You, Byeong-Jin
    • Korean Journal of Food Science and Technology
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    • v.25 no.3
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    • pp.214-219
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    • 1993
  • Properties of the antioxidative fraction isolated from browning reaction product (BRP) that were obtained from 2 M L-ascorbic acid (AsA) solution (adjusted to pH 7.0) by heating for 25 hrs at $85^{\circ}C$ were investigated. Both of dialyzable and nondialyzable fraction isolated from BRP showed antioxidative effect. Dialyzable fraction has stronger antioxidative activity than nondialyzable. Dialyzable fraction was divided into the three fractions (A, B, C) by gel filtration. Among these fractions, the fraction (A) that had the highest reducing power and lowest browning drgree had lowest antioxidative activity. The fraction (C) that had lowest reducing power and highest browning degree showed strongest antioxidative effect. In the UV-visible spectrum of these fractions, the maximum absorption wavelengths of fraction A and B were 266.1 and 257.4nm, respectively, and fraction C showed a weaker absorption peak at 274.8nm. Infrared (IR) spectrum results showed that all fractions (A, B, C) had both hydroxy and carboxylic groups, and fraction B and C had carboxylic ester group.

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Synthesis and Inhibitory Activity on NF-${\kappa}B$ Activation of Chroman-2-carboxylic Acid N-Heteroarylamide Derivatives (크로만-2-카르복실산 N-헤테로아릴아마이드 유도체 합성 및 NF-${\kappa}B$ 저해 활성)

  • Yi, Won-Hui;Kwak, Jae-Hwan;Han, Sang-Bae;Kim, Young-Soo;Jung, Jae-Kyung;Lee, Hee-Soon
    • YAKHAK HOEJI
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    • v.56 no.3
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    • pp.186-190
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    • 2012
  • Nuclear factor-${\kappa}B$ (NF-${\kappa}B$) has been considered as one of the major targets for therapeutic agents of diverse human diseases. In the previous studies, 6-hydroxy-7-methoxychroman-2-carboxylic acid N-phenylamide (KL-1156) and chroman-2-carboxylic acid N-(4-chlorophenyl)amide were identified as good inhibitors of NF-${\kappa}B$ activation. In this continuous study, we describe the synthesis and NF-${\kappa}B$ inhibitory activities of chroman derivatives containing N-heteroaryl groups for exploration of SAR (structure-activity relationship). In addition, inhibitory effects of cell proliferation are evaluated against human cancer cell lines (NCI-H23 and PC-3).

Permeation of Ultrafiltration Membranes of Anion Charged poly(bis[4-(3-aminophenoxy) phenyl]sulfone/trimellite amide) Containing Carboxylic Acid (Carboxylic acid 함유한 음이온성 Poly(bis[4-(3-aminophenoxy)phenyl]sulfone/trimellite amide) 한외여과막의 투과특성)

  • Jeon, Jong-Young
    • Membrane Journal
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    • v.19 no.2
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    • pp.104-112
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    • 2009
  • Ultrafiltration membranes (UF) were manufactured by the conventional phase inversion method using an additives with N-methyl-2-pyrrolidinone as a solvent. Characteristics of performance could be controlled by the preparation conditions and the operating methods. The fouling resistance was observed by the relative ratio of permeate flux $(J_t)$/pure water flux $(J_o)$. Compared with the anion charged membranes and its original polyamide membrane, fouling resistance to the protein was increasing in proportion to the ion exchange capacity. The relative flux for the bovin serum albumin (BSA) solution increased as pH value further away from isoelectric point of BSA. The hydrophilicity of a membrane, the pH condition, and the operating temperature played the important role in the membrane permeations.

Synthesis and Antibacterial Activities of New Oral Cephalosporins (새로운 경구용 세파로스포린의 합성 및 항균작용)

  • 나성범;정명희;김완주;지웅길
    • YAKHAK HOEJI
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    • v.37 no.3
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    • pp.295-305
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    • 1993
  • In order to develop oral cephalosporin having a new substituent at 3 position, the synthesis of cephalosporins modified at C-3 and the effect of the substituents on the oral absorption is studied. 7-[(Z)-2-(2-Aminothiazole- 4-yl)-2-methoxyiminoacetamidol-3-[4-(2-pyridyl )piperazinyl] thiocarbonylthiomethyl-3-cephem-4-carboxylic acid (CEN1) and 7-[(Z)-2-(2-aminothiazole-4-yl)-2-methoxyiminoacetamido]-3-[4-(2-pyrimid yl)piperazinylthiocarbonylthiomethyl-3-cephem-4-carboxylic acid (CEN2) were synthesized from 4-(2-piridyl)piperazinyl dithiocarbamate potassium salt or 4-(2-pirimidyl)piperazinyl dithiocarbamate potassium salt and cefotaxime. Also pivaloyloxymethyl esters of CEN1 and CEN2, pivaloyloxymethyl 7-[(Z)-2-(2-aminothiazole-4-yl)-2-methoxyiminoacetamido]-3-[4-(2-pyridyl )piperazinyllthiocarbonylthiomethyl-3-cephem-4-carboxylate (CENIP) and pivaloyloxymethyl 7-[(Z)-2-(2-aminothiazole-4-yl)-2-methoxyiminoacetamidol-3- [4-(2-pyrimid yl)piperazinyllthiocarbonylthiomethyl-3-cephem-4-carboxylate (CEN2P) were synthesized. The in vitro activities of two new oral cephalosporins, CEN1 and CEN2, were compared with the in vitro activities of cefaclor and cefotaxime against a variety of bacterial species. CEN2 has a broad antibacterial spectrum covering Gram-positive and Gram-negative bacteria, similar to that exhibited by CEN1 and cefotaxime. CEN1 and CEN2 were more active in vitro than cefaclor against Streptococcus pyogenes, Klebsiella aerogenes and Enterobacter cloacae.

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Studies on the Synthesis of New Medicinal Agent (Ⅲ) : Studies on the Synthesis and Antibacterial Activites of New Cephalosporin Derivatives (새로운 의약품의 합성에 관한 연구 (Ⅲ) : 새로운 세파로스포린 항생물질의 합성과 그의 생물활성에 관한 연구)

  • Choe, Won Sik;Choe, So Yeong
    • Journal of the Korean Chemical Society
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    • v.38 no.8
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    • pp.603-607
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    • 1994
  • New cephalosporin antibiotics,7-[(3,4-dihydro-6-methoxycarbonyl-2,2-dimethyl-2H-1,4-thiazin-3-yl)acetamido]-3-[(substituted pyrimidin-2-yl)thiomethyl]-3-cephem-4-carboxylic acid derivatives(2a∼2d) were synthesized. These new cephalosporin derivatives were prepared by the introduction of pyridinylthiomethyl moiety in 3-position and thiazine group in 7-position of 7-ACA. Antibacterial activities of these compounds were examined and the relationship between structure and activities were studied. As the result, these compounds showed low antibacterial activities compared to cefotaxim used as control.

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Durable Press Finish of Cotton Fabric Using Malic Acid as a Crosslinker

  • Kim, Byung-Hak;Jang, Jinho;Ko, Sohk-Won
    • Fibers and Polymers
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    • v.1 no.2
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    • pp.116-121
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    • 2000
  • It has been considered that malic acid, $\alpha$-hydroky succinic acid, could not form crosslinks in the cellulosic materials unless activated by other polycarboxylic acids such as butanetetracarboxylic acid or citric acid because there are only two carboxylic acids per molecule available fur the formation of one anhydride intermediate. However we found that the dicarboxylic malic acid with sodium hypophosphite catalyst without the addition of other crosslinkers was able to improve wrinkle resistance of cotton up to $294^{\circ}$(dry WRA) and $285^{\circ}$ (wet WRA), which is a measure of crosslinking level in cotton. $^1$H FT-NMR, FT-IR and GPC analysis indicated the in-situ formation of an trimeric $\alpha$, $\beta$-rnalic acid with a composition of 1:3 through the esterification between hydroxyl group and one of carboxylic groups in malic acid during curing. The crosslinking of cotton was attributed to the trimeric $\alpha$, $\beta$-malic acid, a tetracarboxylic acid, which can form two anhydride rings during curing. The influence of crosslinking conditions such as concentrations of malic acid and catalyst, pH of the formulation bath, and curing temperature were investigated in terms of imparted wrinkle resistance and whiteness. The addition of reactive polyurethane resin in the formulation slightly increased the mechanical strength retention of crosslinked fabric coupled with additional increase in wrinkle resistance.

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