• Title/Summary/Keyword: dihydroxybenzoic acid

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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.

Phytochemical Components from the Whole Plants of Arabis glabra (L.) Bernh. (장대나물의 식물화학적 성분)

  • Park, Hee-Wook;Baek, Nam-In;Kim, Sung-Hoon;Kwon, Byoung-Mog;Chung, In-Sik;Park, Mi-Hyun;Kim, Sang-Hyun;Kim, Dae-Keun
    • Korean Journal of Pharmacognosy
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    • v.35 no.4 s.139
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    • pp.320-323
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    • 2004
  • Five compounds were isolated from the whole plant of Arabis glabra (Cruciferae) through repeated silica gel and Sephadex LH-20 column chromatography. Their chemical structure were elucidated as salicylic acid, 2,5-dihydroxybenzoic acid, astragalin, rutin, and $quercetin-3,7-O-{\beta}-D-diglucopyranoside$ by spectroscopic analysis.

Utilization of Biomass Resources(II) Analysis of Polyphenol Components and Antioxidative Activities from Chestnut Inner Bark (Biomass 자원의 활용(II) 율추로부터 폴리페놀 성분의 분석과 항산화활성)

  • Jo, Jong-Soo;Kim, Yun-geun
    • Journal of the Korean Wood Science and Technology
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    • v.33 no.6 s.134
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    • pp.71-78
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    • 2005
  • For the utilization of chestnut inner bark as forest biomass, this studies have been carried out cleary investigated about phenolic compounds from the diethyl ether solubles and ethyl acetate solubles of hot water extract from chestnut inner bark. 3 compound were isolated and their structures were identified by spectroscopic methods. They were known compounds, 3,5-dihydroxybenzoic acid, 3,4,5-trihydrixybenzoic acid and catechin. Electron donating ability (EDA) of 3 compounds were investigated. Gallic acid and catechin were found to higher EDA than control, ascorbic acid and $\alpha$-tocopherol in 10 ppm, and especially gallic acid has very higher EDA, 21 times than ascorbic acid. This gallic acid of chemical structure were substituted with free phenolic hydroxyl groups at meta and para position. It was supposed that phenolic hydroxyl groups in chemical structure was a EDA factor.

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.

MALDI Mass Spectrometric Analysis of Nonderivatized Steroids Using Cyclodextrin-supported 2,5-Dihydroxybenzoic Acid as Matrix

  • Son, Jeongjin;Cha, Sangwon
    • Bulletin of the Korean Chemical Society
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    • v.35 no.5
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    • pp.1409-1412
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    • 2014
  • Sex hormones are important metabolites in vertebrates' development and reproduction. For rapid screening sex hormones, matrix-assisted laser desorption/ionization (MALDI) mass spectrometry (MS) is one of the promising analytical platforms, but MALDI MS faces many challenges in detecting steroids such as low ionization efficiency and matrix background interference. One potential strategy to overcome matrix interference in the low m/z region is using a cyclodextrin (CD)-supported matrix for steroid analysis since CD-supported matrixes are known to effectively suppress matrix-related ion signals. In this study, we aimed to find the optimal CD-supported matrix for the analysis of the nonderivatized sex steroids. Our results showed that the ${\alpha}CD$-supported 2,5-dihydroxybenzoic acid (DHB) matrix efficiently ionized all three major classes of sex hormones, estrogens, androgens, and progestagens, with low or no matrix background and also with high sensitivity. In addition, the ${\alpha}CD$-supported DHB matrix mainly generated molecular ions or protonated ions of sex hormones, and this enabled us to obtain information-rich tandem mass spectra which potentially lead to unambiguous identification of steroid species from complex metabolite mixtures.

Production of siderophore from L-glutamic acid as both carbon and nitrogen sole sources in Acinetobacter sp. B-W (글루탐산을 유일한 탄소원과 질소원으로 이용하는 Acinetobacter sp. B-W의 시드로포어 생산)

  • Kim, Kyoung-Ja;Jang, Ju-Ho;Yang, Yong-Joon
    • Korean Journal of Microbiology
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    • v.53 no.2
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    • pp.97-102
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    • 2017
  • Catechol type siderophore different from 2, 3-dihydroxybenzoic acid (DHB) was produced from Acinetobacter sp. B-W grown in medium containing L-glutamic acid as both carbon and nitrogen sole sources at $28^{\circ}C$. Optimal concentration of glutamic acid for siderophore production was 3% and production of siderophore was decreased above 3% glutamic acid. In previous report, siderophore, 2, 3-DHB was produced from strain B-W grown in medium containing glucose as carbon source and glutamic acid as nitrogen source. Rf value of siderophore produced from strain B-W grown in medium glutamic acid as both carbon and nitrogen sole sources at $28^{\circ}C$ was 0.32, while 2, 3-DHB was 0.84 in butanol-acetic acid-water (12:3:5) as developing solvent. Antioxidative activity of 2, 3-DHB was not detected in that siderophore produced from glutamic acid. Catechol nature of siderophore was detected by Arnow test. Although in iron-limited media optimal cell growth was identified at $36^{\circ}C$, 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 $10{\mu}M\;FeCl_3$.

Determination of Trace Germanium by Anodic Stripping Polarography (Anodic Stripping Polarograph에 의한 극미량 게르마늄의 분석(II))

  • Choi, Won-Hyung;Lee, Jong-Moo
    • Analytical Science and Technology
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    • v.5 no.1
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    • pp.17-24
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    • 1992
  • Germanium(IV) was determinated in perchloric acid supporting electrolyte solution containing catechol derivates 3.4-dihydroxy benzoic acid, 3.4-dihydroxy benzaldehyde, adrenaline by hanging mercury electrode(HMDE) of anodic stripping polarography. And then to apply this experimental method for determination of germanium(IV) in natural samples. Germanium(IV) was determinated $300{\mu}g/L$ in ginseng and $210{\mu}g/L$ in mineral water.

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Phenolic Compounds from Caesalpinia sappan and Their Inhibitory Effects on LPS-induced NO Production in RAW264.7 Cells

  • Min, Byung Sun;Cuong, To Dao
    • Natural Product Sciences
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    • v.19 no.3
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    • pp.201-205
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    • 2013
  • Thirteen phenolic compounds, 1,4-dimethoxybenzene (1), 3,4-dihydroxybenzaldehyde (2), (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylaldehyde (3), 3,7-dihydroxy-4H-chromen-4-one (4), 2,3-dihydroxy-1-(3,4-dihydroxyphenyl)propan-1-one (5), 4-hydroxy-3-methoxybenzoic acid (6), 4-hydroxy-3,5-dimethoxybenzoic acid (7), methyl 3,4-dihydroxybenzoate (8), 4-hydroxy-3,5-dimethoxybenzaldehyde (9), 3,4-dihydroxybenzoic acid (10), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-1-one (11), 2,4,6-trihydroxybenzaldehyde (12) and benzene-1,2,4-triol (13) were isolated from the heartwood of Caesalpinia sappan. Their anti-inflammatory activity was evaluated against LPS-induced NO production in macrophage RAW264.7 cells. Among them, compounds 3 and 8 showed strong inhibitory activities toward the LPS-induced NO production in macrophage RAW264.7 cells with $IC_{50}$ values of 14.5 and 21.5 ${\mu}M$, respectively.

Molecular Weight Determination of Polymers by Matrix Assisted Laser Desorption Ionization in Mass Spectrometry

  • Kim, Jin Sung;Yoo, Jong Shin
    • Analytical Science and Technology
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    • v.8 no.4
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    • pp.465-468
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    • 1995
  • Matrix assisted laser desorption ionization in mass spectrometry is a fast and accurate method to determine the molecular weight of natural and synthetic polymers. Unknown peptides such as elastase inhibitor and $\small{D}$-hydantoinase were analyzed using sinapinic acid as matrix and their molecular weights were compared with the results from protein sequencer and gel filtration chomatography, respectively. Synthetic polymers such as polyethyleneglycol, polypropyleneglycol, polydimethylsiloxane, and polystyrene were analyzed using matrices such as 2,5-dihydroxybenzoic acid, 4-hdroxyazobenzenecarboxylic acid, and 2-nitrophenyl octyl ether. Average molecular weights of polystyrene were compared with molecular weights by gel permeation chromatography.

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Chemical Structures of Compounds Isolated from Mushroom Suillus granulatus (젖비단 그물버섯(Suillus granulatus)으로부터 분리한 저분자 화합물)

  • 강희철;윤봉식;유승헌;유익동
    • Microbiology and Biotechnology Letters
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    • v.29 no.3
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    • pp.149-154
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    • 2001
  • We have investigated the secondary metabolites from the mushroom Suillus granulatus. The methanolic extract of fruit body was separated by silica gel and Sephadex LH-20 column chromatographies. TLC and HPLC were also used for the further purification on compounds from the extracts, Nine compounds were finally isolated and their structures were assigned as 4-hydroxyphenylacetic acid 4-hydroxybenzaldehyde 2,5-dihydroxybenzoic acid methyl ester 5'-deoxy-5'methylthioadenosine. indole-3- carboxlic acid methyl ester indole 3-carboxaldehyde 1,3,5-trihydroxy 7-methylanthraquinone nicotinamide and 3-geranylgeranyl-4-hydroxybenzoic acid on the basis of NMR studies.

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