• Title/Summary/Keyword: benzoic

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Solubilization of Para-Halogenated Benzoic Acid Isomers by the Solution of Tetradecyltrimethylammonium Bromide (Tetradecyltrimethylammonium Bromide 용액에서 Para-할로겐화 벤조산 이성질체들의 가용화에 대한 연구)

  • Lee, Nam-Min;Lee, Byung-Hwan
    • Applied Chemistry for Engineering
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    • v.22 no.5
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    • pp.473-478
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    • 2011
  • The interaction of para-halogenated benzoic acid isomers with the micellar system of tetradecyltrimethylammonium bromide was studied by the UV/Vis spectrophotometric method. The solubilization constants ($K_s$) of benzoic acid isomers into the micellar system of TTAB and the critical micelle concentration (CMC) of TTAB have been measured with the change of temperature. Various thermodynamic parameters have been calculated and analyzed from those measurement. The results show that the values of ${\Delta}G^{\circ}{_s}$ for the solubilization of all isomers are negative and the values of ${\Delta}H^{\circ}{_s}$ and ${\Delta}S^{\circ}{_s}$ are all positive within the measured temperature range. The effects of additives (n-butanol and NaCl) on the solubilization of benzoic acid isomers have been also measured. There was a great decrease on the values of $K_s$ and CMC simultaneously with these additives. From these changes we can postulate that the solubilization sites of each isomers in the TTAB micellar system are the surface or the palisade region of the micelle.

Production of cis, cis-Muconic Acid from Benzoic Acid via Microbial Transformation

  • SangGu Bang;Won
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.1 no.1
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    • pp.36-40
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    • 1996
  • For the production of cis, cis-muconic acid via biocatalytic conversion reactions from a toxic cosubstrate, benzoic acid, a fed-batch process using computer-controlled DO-stat feeding was developed. The mutant strain of Pseudomonas putida BM014 produced cis, cis-muconic acid from benzoic acid with high conversion yield. More than 32 g/L of cis, cis-muconic acid was accumulated in 42h and a productivity of 1.4g/(L.h)was achieved.

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Isolation and Determination of Phenolic Compounds in Peony (Paeonia lactiflora Pall.)Root

  • Choung, Myoung-Gun;Kang, Kwang-Hee;An, Young-Nam
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.45 no.2
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    • pp.83-87
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    • 2000
  • The five phenolic compounds of peony root were isolated by Sephadex LH-20 column chromatography. Their chemical structures were identified by spectroscopic methods (UV, FT-IR, FAB-MS and $^1H$ .&^13C$-NMR). The complete structures of these compounds were elucidated to be (+)-taxifolin-3-0-$\beta$-D-glucopyranoside, benzoic acid, gallic acid, (-)-epicatechin and (+)-catechin. The concentrations of five phenolic compounds in the peony root of three Korean cultivars (Youngchonjakyak, Euisungjakyak and Jomjakyak) were determined by reverse-phase HPLC. The constituents concentration in Youngchonjakyak were generally higher than in Euisungjakyak and Jomjakyak. The concentrations of (+)-taxifolin-3-O-$\beta$-D-glucopyranoside, benzoic acid, gallic acid, (-)-epicatechin and (+)-catechin in three different cultivars were ranged 0.23-0.52%, 0.20-0.30%, 0.26-0.28%, 0.09-0.12% and 0.34-0.63%, respectively.

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The Cytotoxic Effect of Benzoic Acid and Related Compounds against Oral Cancer Cell Lines (벤조산과 관련 화합물의 구강암 세포주에 대한 세포독성효과)

  • Han, Du-Seok;Park, Yeun-Kju;Kang, Jeong-Il;Baek, Seung-Hwa
    • YAKHAK HOEJI
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    • v.52 no.4
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    • pp.252-258
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    • 2008
  • The cytotoxic effect of benzoic acid and related compounds on the growth of normal cell lines and human oral epithelioid cell line was evaluated by the 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) and 2,3-bis-[2-methoxy-4-nitro-5-sulfophenyl]-2H-tetrazolium-5-caboxanilide (XTT) methods. 3,4,5-Trihydroxybenzoic acid decreased the cell viability of human oral epithelioid cells and the cell adhesion activity of human oral epithelioid cells. Under the light microscopy, 100 ${\mu}M$ 3,4,5-trihydroxybenzoic acid showed the highest cytotoxic activity. From these results, we can propose that 3,4,5-trihydroxybenzoic acid has a potential anticancer activity.

Thyroid Hormones Receptor/Reporter Gene Transcription Assay for Food Additives and Contaminants

  • Jeong Sang-Hee;Cho Joon-Hyoung
    • Toxicological Research
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    • v.21 no.4
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    • pp.333-338
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    • 2005
  • Many of thyroid hormones disrupting chemicals induce effects via interaction with thyroid hormone and retinoic acid receptors and responsive elements intrinsic in target cells. We studied thyroid hormones disrupting effects of food additives and contaminants including BHA, BHT, ethoxyquin, propionic acid, sorbic acid, benzoic acid, CPM, aflatoxin B1, cadmium chloride, genistein, TCDD, PCBs and TDBE in recombinant HeLa cells containing plasmid construct for thyroxin responsive elements. The limit of response of the recombinant cells to T3 and T4 was $1\times10^{-12}\;M$. BHA. genistein, cadmium and TBDE were interacted with thyroid receptors with dose-responsive pattern. In addition, BHA, BHT, ethoxyquin, propionic acid, benzoic acid, sorbic acid, and TBDE showed synergism while cadmium chloride antagonism for T3-induced activity. This study elucidates that recombinant HeLa cell is sensitive and high-throughput system for the detection of chemicals that induce thyroid hormonal disruption via thyroid hormone receptors and responsive elements. Also this study raised suspect of BHA. BHT, ethoxyquin, propionic acid, benzoic acid, sorbic acid, TBDE, genisteine and cadmium chloride as thyroid hormonal system disruptors.

A Versatile Synthesis of O-Desmethylangolensin Analogues from Methoxy-Substituted Benzoic Acids

  • Hong, Hyo Jeong;Lee, Jae In
    • Journal of the Korean Chemical Society
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    • v.58 no.6
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    • pp.569-574
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    • 2014
  • The synthesis of O-desmethylangolensin (O-DMA) analogues from methoxy-substituted benzoic acids was described. Treatment of methoxy-substituted benzoic acids with 2 equiv of ethyllithium afforded methoxypropiophenones, which were subsequently transformed to ethyl 2-(methoxyphenyl)propionates via 1,2-rearrangement of the methoxyphenyl group using $Pb(OAc)_4/HClO_4$ in triethyl orthoformate. After hydrolysis with KOH, the 2-(methoxyphenyl)propionic acids were reacted with di-2-pyridyl carbonate to afford 2-pyridyl 2-(methoxyphenyl)propionates, which were acylated with methoxy-substituted phenylmagnesium bromides to give methoxy-${\alpha}$-methyldesoxybenzoins. The methoxy groups of these compounds were selectively or fully demethylated using boron tribromide to give diverse O-DMA analogues in high yields.

Ethoxy-hydroxy-benzoic Acid; A Platelet Antiaggregating Substance from Acanthopanacis Cortex (오가피로부터 혈소판 응집억제작용 물질 Ethoxy-hydroxy-benzoic Acid의 분리)

  • Yun, Hye-Sook;Kim, Sun-Ok;Kim, Jae-Hoon;Cho, Han-Ik
    • Korean Journal of Pharmacognosy
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    • v.14 no.4
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    • pp.175-177
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    • 1983
  • The BuOH fraction prepared from the methanol extract of Acanthopanacis Cortex showed inhibitory activity against ADP-induced platelet aggregation. The inhibitory activity remained in ether layer when the BuOH fraction was refluxed with 5% aq. HCl-EtOH (1 : 1 mixture) and extracted with ether. From the ether layer, ethoxy-hydroxy-benzoic acid $(m.p.\;128{\sim}130^{\circ}C)$, a platelet antiaggregating substance, was isolated.

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Synthesis, Characterization and Antimicrobial Activity of Bifunctional Sulfonamide-Amide Derivatives

  • Abbavaram, Babul Reddy A.;Reddyvari, Hymavathi R.V.
    • Journal of the Korean Chemical Society
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    • v.57 no.6
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    • pp.731-737
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    • 2013
  • A convenient synthesis of bifunctional sulfonamide-amide derivatives was reported. Amide coupling of 4-methyl benzoic acid 1 followed by reaction with chlorosulfonic acid produce ethyl-4-(3-(chlorosulfonyl)-4-methylbenzoyl)piperazine-1-carboxylate 4. The resulted compound on further treatment with various anilines produces the title sulfonamide-amide derivatives 5a-n. The configurations of these compounds were established by elemental analysis, IR, $^1H$ NMR, mass spectra, and by their preparation from the corresponding 4-methyl benzoic acid 1 and chlorosulfonic acid. All these new compounds demonstrate significant in vitro antibacterial and antifungal activities against all bacterial and fungal strains.

New Routes to the Preparation of Silver-Doped Sol-Gel Films for a SERS Study

  • Kang, Jae-Soo;Lee, Chul-Jae;Kim, Mak-Soon;Lee, Mu-Sang
    • Bulletin of the Korean Chemical Society
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    • v.24 no.11
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    • pp.1599-1604
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    • 2003
  • New methods were developed to prepare silver-doped sol-gel films for surface-enhanced Raman spectroscopy (SERS) applications. First, silver ions were doped into a sol-gel matrix. The doped silver ions were reduced into corresponding silver metal particles by two reductive procedures; chemical reduction and thermal reduction. The SERS spectra of benzoic acid were used to demonstrate the SERS effect of the new substrates. The adsorption strength of benzoic acid adsorbed on differently reduced substrates was discussed. The possible adsorption form and the orientation of adsorbate were also discussed.

Studies on the Naturally Occurring Benzoic Acids in Foods. Part(I) - Naturally Occurring Benzoic Acid and Sorbic Acid in Serveral Plants Used as Teas or Spices- (식품중 천연유래 안식향산에 관한 연구(I) -다류와 향신료로 사용되는 식물류중 친연유래 안식향산과 소르빈산의 함량 측정-)

  • Kim, Myung-Chul;Park, Hye-Kyung;Hong, Jin-Hwan;Lee, Do-Youn;Park, Jong-Seok;Park, Eun-Ji;Kim, Jong-Wook;Song, Kyung-Hee;Shin, Dong-Woo;Mok, Jin-Min;Lee, Ju-Young;Song, In-Sang
    • Korean Journal of Food Science and Technology
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    • v.31 no.5
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    • pp.1144-1152
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    • 1999
  • In order to investigate the content of preservative components occurred naturally in foods, the content of benzoic acid and sorbic acid in 48 kinds of plants which used as commercial teas or spices was determined according to the method of 'Korean Food Code' and analyzed with a gas chromatograph. The recoveries of the benzoic and sorbic acid were 82.5% and 94.5%, respectively. The naturally occurring benzoic acid was less than 50 ppm in most of the plants used as commercial teas. The content of benzoic arid in spices and the content of sorbic acid in teas or spices were less than 10 ppm. The average contents of benzoic acid and sorbic acid in edible part of each plant were as followed ; leaf 12.5 ppm and 8.1 ppm, root 16.8 ppm and 3.7 ppm, seed 9.8 ppm and 2.3 ppm, fruit 33.8 ppm and 1.2 ppm, fungus 18.3 ppm and 14.6 ppm, respectively. The contents of benzoic acid and sorbic acid in several plants used at teas or spices extended over a wide range.

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