• Title/Summary/Keyword: 2,6-Dihydroxybenzoic acid

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Enhanced Detection of Glycans by MALDI-TOF Mass Spectrometry Using a Binary Matrix of 2,5-Dihydroxybenzoic Acid and 2,6-Dihydroxybenzoic Acid

  • Kim, Yunjin;Kim, Taehee;Lee, Jihyeon;Im, Haeju;Kim, Jeongkwon
    • Mass Spectrometry Letters
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    • v.4 no.2
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    • pp.38-40
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    • 2013
  • Glycans released from ovalbumin by PNGase F were analyzed by matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry using three different dihydroxybenzoic acid (DHB) matrix systems: 2,5-DHB, 2,6-DHB, and a 2,5-DHB/2,6-DHB binary matrix. Relative to the results obtained with the single-component matrices (2,5-DHB or 2,6-DHB), the 2,5-DHB/2,6-DHB binary matrix boasted lower background noise and higher sensitivity. A total of 16 glycan peaks were observed using the 2,5-DHB/2,6-DHB binary matrix, while only 10 and 9 glycan peaks were observed using the 2,5-DHB and 2,6-DHB matrices, respectively.

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 $5.25\times10^{-4}\;to\;5.25\tiems10^{-8}M.$.

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.

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.

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.

Utilization of Biomass Resources(I) - HPLC Analysis of Chemical Components for Utilization of Chestnut Inner Bark - (Biomass 자원의 활용 (I) - 율추의 유효이용을 위한 화학적 조성분의 HPLC 분석 -)

  • Kim, Yun-Geun;Jo, Jong-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.32 no.2
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    • pp.58-64
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    • 2004
  • For the utilization of chestnut inner bark as forest biomass, the diethyl ether solubles of hot water extract from chestnut inner bark was analyzed by HPLC. Each peak was identified by comparing with retention time of standard regents and their purity from obtained UV spectrum by RI detector. Identified 6 compounds were gallic acid, 3,5-dihydroxybenzoic acid, 2,4,6-trihydroxybenzoic acid and protocatecualdehyde as phenolic acids and aldehyde, and catechin and epicatechin as flavonoids.

Isolation and Structural Determination of Free Radical Scavenging Compounds from Korean Fermented Red Pepper Paste (Kochujang)

  • Chung, Jin-Ho;Shin, Heung-Chule;Cho, Jeong-Yong;Kang, Seong-Koo;Lee, Hyoung-Jae;Shin, Soo-Cheol;Park, Keun-Hyung;Moon, Jae-Hak
    • Food Science and Biotechnology
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    • v.18 no.2
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    • pp.463-470
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    • 2009
  • Sixteen antioxidative active compounds isolated from the EtOAc layer of MeOH extracts of kochujang, Korean fermented red pepper paste, were structurally elucidated as fumaric acid, methyl succinate, succinic acid furan-2-yl ester methyl ester (gochujangate, a novel compound), 2-hydroxy-3-phenylpropanoic acid, 3,4-dihydroxybenzoic acid, 2,3-dihydroxybenzoic acid, 2,4-dihydroxybenzoic acid, 6,7-dihydroxy-2H-chromen-2-one (esculetin), caffeic acid, cis-p-coumaric acid, trans-p-coumaric acid, daidzin, genistin, apigenin 7-O-$\beta$-D-apiofuranosyl($1{\rightarrow}2$)-$\beta$-D-glucopyranoside, apigenin 7-O-$\beta$-Dglucopyranoside, and quercetin 3-O-$\alpha$-L-rhamnopyranoside by mass spectrometry (MS) and nuclear magnetic resonance (NMR) experiments. These compounds were analyzed for the first time as antioxidants from kochujang.

Characterization of an Unconventional MALDI-MS Peak from DHB/pyridine Ionic Liquid Matrices

  • Hong, Jangmi;Kim, Jeongkwon
    • Mass Spectrometry Letters
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    • v.11 no.1
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    • pp.6-9
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    • 2020
  • Matrix-assisted laser desorption/ionization-mass spectrometry (MALDI-MS) analysis of ionic liquid matrices (ILMs) prepared using pyridine and dihydroxybenzoic acid (DHB), such as 2,3-DHB and 2,5-DHB, displayed an unconventional peak at m/z 232.0, which was regarded as [DHB+pyridine-H]+. The peak at m/z 232.0 was not observed from other ILMs prepared using other DHB isomers, such as 2,4-DHB, 2,6-DHB, 3,4-DHB, and 3,5-DHB. Two requirements to observe the peak at m/z 232.0 in a DHB/pyridine ILM are suggested. First, carboxyl and hydroxyl groups must be located ortho to each other. Second, the secondary hydroxyl group must be located at a carbon with a high electron density. Based on these two requirements, a potential mechanism for the generation of the peak at m/z 232.0 is suggested.

Antioxidant Activity of Isolated Compounds from the Heartwoods of Rhus verniciflua (옻나무(Rhus verniciflua) 목질부에서 분리한 화합물의 항산화활성)

  • Ahn, Eun-Mi;Park, Sang-Jae;Choi, Won-Cheol;Choi, Suk-Hoon;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.50 no.4
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    • pp.358-361
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    • 2007
  • The heartwoods of Rhus verniciflua was extracted with $H_2O$ and the concentrated extract was partitioned with $CHCl_3$, EtOAc, n-BuOH and $H_2O$, successively. From the EtOAc and n-BuOH fractions, four compounds were isolated through the repeated silica gel, ODS and Sephadex LH-20 column chromatographies. They were determined as sinapyl aldehyde (1), 2,4-dihydroxybenzaldehyde (2), 2,4-dihydroxybenzoic acid (3) and 2,4-dihydroxyphenylglyoxylic acid (4) on the basis of spectroscopic data, respectively. Among the isolated compounds, sinapyl aldehyde $(34.7{\pm}0.6%)$ and 2,4-dihydroxyphenylglyoxylic acid $(43.8{\pm}0.9%)$ showed the strong antioxidative activity than artificial antioxidant BHT $(14.4{\pm}0.3%)$ in DPPH radical scavenging activity.