• Title/Summary/Keyword: 2,3-dihydroxybenzoic acid

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Isolation of 3,4-Dihydroxybenzoic Acid, Which Exhibits Antimicrobial Activity, from Fruits of Gardenia jasminoides Ellis (치자 열매에서 항미생물 활성을 갖는 3,4-Dihydroxybenzoic Acid의 분리)

  • Yim, Cheol-Keun;Moon, Jae-Hak;Park, Keun-Hyung
    • Korean Journal of Food Science and Technology
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    • v.31 no.5
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    • pp.1386-1391
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    • 1999
  • The methanol extract of Gardenia jasminoides Ellis showed antimicrobial activity against bacteria and yeasts. The extract was successively purified with solvent fractionation, silica gel adsorption column chromatography, Sephadex LH-20 column chromatography, octadecylsilane column chromatography. The purified active substance was isolated by high performance liquid chromatography. The isolated compound was 3,4-dihydroxybenzoic acid which was determined by mass spectrometer, gas chromatograph-mass spectrometer, $^{1}H-nuclear$ magnetic resonance, $^{13}C-nuclear$ magnetic resonance and two-dimensional nuclear magnetic resonance. The content of 3,4-dihydroxybenzoic acid was $32.7\;{\mu}g/g$ in dried fruits of Gardenia jasminoides Ellis.

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Antioxidative activity of compounds from cultivated Phellinus linteus

  • Jung, Eun-Joo;Yang, Ki-Sook
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.378.2-378.2
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    • 2002
  • Phellinus linteus has been used as anti-tumor and immuno stimulating agents in folk remedies. From precipitate of MeOH ex. by activited guided fractionation. 5.8-epidioxy ergosta-6.22-dien-3ol. palmitic acid. linoleic acid, and methyl linolate. 3.4-dihydroxybenzoic acid methylester and 4-(3'4'-Dihydroxyphenyl)-3-butene-2one were isolated. DPPH method was used to examine of antioxidative activity of the isolated compounds. As the result, 3.4-dihydroxybenzoic acid methylester, and phenolic compound. 4-(3'4'-Dihydroxyphenyl) -3-butene-2one were found to be a scavenger of 1,1-diphenyl-2-picrylhydrzyl radical. (omitted)

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Poly-3,4-dihydroxybenzoic Acid Film Electrodes Modified with Dopamine for Determination of Ti(IV) Ions (도파민으로 수식된 3,4-dihydroxybenzoic acid 고분자 피막전극을 이용한 Ti(IV)이온의 정량)

  • Cha, Seong-Keuck
    • Journal of the Korean Electrochemical Society
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    • v.6 no.2
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    • pp.130-133
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    • 2003
  • 3,4-dihydroxybenzoic acid(3,4-DHBA) was electropolymerized on glassy carbon electrode to give the GC/p-3,4-DHBA type electrode which was modified with dopamine by the help of 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride(EDC) acting as a coupling agent. The carboxylic sites on the polymeric surface of p-3,4-DHBA and mine group at the dopamine gave a QCA(Au)/p-3,4-DHBA-dopamine type of modified electrodes. The o-quinone moieties at the electrode surface exhibited high selectivity to titanium ions in solution. The redox process of the electrode is hydroquinone : quinone +$2H^+2e^-$, which had two strong and two weak pairs of peaks at CV. The modified electrode can deposit Ti(IV) ions as much as $4.13\times10^{-5}gcm^{-2}$. The calibration curve of the electrodes, log of the surface coverage-normalized redox response vs log[Ti], exhibited an excellent correlation$(r{\geq}0.997)$ for titanium concentrations ranging from $5.25\times10^{-4}\;to\;5.25\tiems10^{-8}M.$.

Isolation and Identification of Antioxidative Compounds 3,4-Dihydroxybenzoic acid from Black Onion (흑양파로부터 항산화 활성 물질인 3,4-Dihydroxybenzoic acid의 분리 및 동정)

  • Yang, Ya-Ru;Cho, Jeong-Yong;Park, Yang-Kyun
    • Food Science and Preservation
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    • v.19 no.2
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    • pp.229-234
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    • 2012
  • The antioxidant substance in black onion was identified. The assays that used 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzthiazo line-6-sulphonic acid) ($ABTS^+$) radicals showed that the ethyl acetate fraction of black onion methanol extract had a higher level of radical-scavenging activity than the other fractions. Two antioxidative compounds were purified and isolated from the ethyl acetate fraction via column chromatographies of silica gel and Sephadex LH-20 using the guided DPPH radical-scavenging assay. The isolated compounds were identified as 3,4-dihydroxybenzoic acid (1) and quercetin (2) based on mass spectrometry and nuclear magnetic resonance. The isolated compounds showed a high level of DPPH and ABTS+ radical-scavenging activity. Compound 2 had a higher level of radical-scavenging activity than 1.

Temperature dependent 2,3-dihydroxybenzoic acid production in Acinetobacter sp. B-W (Acinetobacter sp. B-W의 온도 의존적 2,3-dihydroxybenzoic acid 생산)

  • Kim, Kyoung-Ja;Lee, Jae-Hun;Yang, Yong-Joon
    • Korean Journal of Microbiology
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    • v.51 no.3
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    • pp.249-255
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    • 2015
  • A soil microorganism producing iron chelator (siderophore) under low iron stress (up to $2{\mu}M$ of iron) was identified as Acinetobacter sp. B-W by 16S rDNA sequence analysis, biochemical-, physiological tests and morphological analysis using electron microscope. Catechol nature of siderophore was detected by Arnow test. Although optimal cell growth was identified at $36^{\circ}C$ in iron-limited media, significant quantities of siderophore were produced only at $28^{\circ}C$. Biosynthesis of siderophore was strongly inhibited by growth at $36^{\circ}C$. Production of siderophore was completely inhibited by $10{\mu}M\;FeCl_3$. Iron chelator produced from Acinetobacter sp. B-W was purified from supernatant using butanol extraction, Sephadex LH-20 column chromatography and HPLC. Purified sideropore was identified as 2,3-dihydroxybenzoic acid by HPLC, TLC and IR analysis.

Screening of Phenolic Compounds with Inhibitory Activities against HMG-CoA Reductase (페놀 화합물로부터 HMG-CoA reductase 저해 활성 물질 탐색)

  • Son, Kun Ho;Lee, Ju Yeon;Lee, Jeong Soon;Kang, Sam Sik;Sohn, Ho Yong;Kwon, Chong Suk
    • Journal of Life Science
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    • v.27 no.3
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    • pp.325-333
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    • 2017
  • High level of plasma cholesterol is strongly associated with the development of atherosclerosis and coronary heart disease. Clinical trials designed to reduce plasma cholesterol level by diet or pharmacological intervention have resulted in marked reduction of disease incidence. The enzyme 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase which reduces cholesterol biosynthesis in the liver is the key enzyme of the mevalonate pathway that produces cholesterol. In this study, 71 naturally occurring phenolic compounds were tested for inhibitory activities against HMG-CoA reductase. Eleven compounds out of 71 showed inhibitory activities: three hydrolyzable tannin (geraniin, acetonyl geraniin and pentagalloyl ${\beta}-D-glucose$), four benzoic acid derivatives (benzoic acid, trans-cinnamic acid, 2,4-dihydroxybenzoic acid and 2,5-dihydroxybenzoic acid), and four naphthoquinone derivatives (1,2-naphthoquinone, 1,4-naphthoquinone, plumbagin and shikonin). At the concentration of $10{\mu}g/ml$, 1,4-naphthoquinone inhibited HMG-CoA reductase by 99.4%, and then plumbagin 91.4%, pentagalloyl ${\beta}-D-glucose$ 46.6%, 2,4-dihydroxybenzoic acid 40.9%, shikonin 37.7%, 1,2-naphthoquinone 36.6%, trans-cinnamic acid 32.0%, acetonyl geraniin 30.2%, benzoic acid 28.5%, geraniin 28.3% and 2,5-dihydroxybenzoic acid 22.3%, respectively. $IC_{50}$ values of 1,4-naphthoquinone and plumbagin was $2.1{\mu}g/ml$ and $5.8{\mu}g/ml$, respectively.

Screening of Antioxidative Compounds toward Human Low Density Lipoprotein (LDL) from Useful Plants (유용식물로부터 Human Low Density Lipoprotein(LDL)에 대한 항산화제의 탐색)

  • 임복규;류병호
    • The Korean Journal of Food And Nutrition
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    • v.17 no.2
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    • pp.138-146
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    • 2004
  • This study was designed to investigate antioxidative activity of substances isolated from 25 kinds of useful plants resources toward free radical and human low density lipoprotein(LDL). Methanol extracts of Oenothers odorate had the highest antioxidative activity similar with ${\alpha}$-tocopherol. Methanol extracts of Oenothers odorate was extracted again by the ethylacetate. The ethylacetate soluble acidic fraction obtained from methanol extract of Oenothers odorate showed highest activity toward human LDL. Each fraction was purified through Sepadex LH-20 chromatography by elution of chloroform-methanol mixture (90:10 v/v). Fraction, F-2 obtained from Oenothers odorate showed at highest levels of electron donating activity. Fraction, F-2 was identified as 3,4-dihydroxybenzoic acid and 3-hydroxycinnamic acid.

Effect of Dihydroxybenzoic Acid Isomers on the Analysis of Polyethylene Glycols in MALDI-MS

  • Lee, Ae-Ra;Yang, Hyo-Jik;Kim, Yang-Sun;Kim, Jeong-Kwon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.5
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    • pp.1127-1130
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    • 2009
  • The effects of different dihydroxybenzoic acid (DHB) isomers, when used as matrix materials in matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS), were investigated in analyses of polyethylene glycol (PEG) polymers. PEG polymers ranging from 400 to 8,000 Da were prepared in different DHB isomer matrices using solvent-based and solvent-free methods. PEG samples were detected only in matrices of 2,3-DHB, 2,5-DHB, and 2,6-DHB while the most intense peaks were observed using 2,6-DHB in both solvent-free and solvent-based preparations.

Efficiency of Gas-Phase Ion Formation in Matrix-Assisted Laser Desorption Ionization with 2,5-Dihydroxybenzoic Acid as Matrix

  • Park, Kyung Man;Ahn, Sung Hee;Bae, Yong Jin;Kim, Myung Soo
    • Bulletin of the Korean Chemical Society
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    • v.34 no.3
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    • pp.907-911
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    • 2013
  • Numbers of matrix- and analyte-derived ions and their sum in matrix-assisted laser desorption ionization (MALDI) of a peptide were measured using 2,5-dihydroxybenzoic acid (DHB) as matrix. As for MALDI with ${\alpha}$-cyano-4-hydroxy cinnamic acid as matrix, the sum was independent of the peptide concentration in the solid sample, or was the same as that of pure DHB. This suggested that the matrix ion was the primary ion and that the peptide ion was generated by matrix-to-peptide proton transfer. Experimental ionization efficiencies of $10^{-5}-10^{-4}$ for peptides and $10^{-8}-10^{-7}$ for matrices are far smaller than $10^{-3}-10^{-1}$ for peptides and $10^{-5}-10^{-3}$ for matrices speculated by Hillenkamp and Karas. Number of gas-phase ions generated by MALDI was unaffected by laser wavelength or pulse energy. This suggests that the main role of photo-absorption in MALDI is not in generating ions via a multi-photon process but in ablating materials in a solid sample to the gas phase.