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

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Effect of plasmid curing on the 2, 3-dihydroxybenzoic acid production and antibiotic resistance of Acinetobacter sp. B-W (Acinetobacter sp. B-W의 2, 3-dihydroxybenzoic acid 생산과 항생제 저항성에 미치는 플라스미드 제거 효과)

  • Kim, Kyoung-Ja;Kim, Jin-Woo;Yang, Yong-Joon
    • Korean Journal of Microbiology
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    • v.52 no.3
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    • pp.254-259
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    • 2016
  • Acinetobacter sp. B-W producing siderophore, 2, 3-dihydroxybenzoic acid (DHB) was analyzed for plasmid content. Strain B-W harbored plasmid of 20 kb in size. Growth at $43^{\circ}C$ was effective in producing mutant cured of plasmid of strain B-W. This mutant lost the ability to produce 2, 3-DHB. Formation of siderophore halos on the chrome azurol S (CAS) agar medium was not detected by cured strain B-W. pHs of supernatants of wild type strain B-W and cured mutant grown in glucose and $MnSO_4$ containing medium at $28^{\circ}C$ for 3 days were 4.5 and 8.5, respectively. Antibiotic resistance against ampicillin, actinomycin D, bacitracin, lincomycin, and vancomycin was lost in cured mutant. Plasmid curing of strain B-W resulted in drastic reduction of minimal inhibitory concentration (MIC) of several antibiotics. E. coli $DH5{\alpha}$ was transformed with plasmid isolated from strain B-W. The transformant E. coli $DH5{\alpha}$ harbored a plasmid of the same molecular size as that of the donor plasmid. Transformant E. coli $DH5{\alpha}$ produced 2, 3-DHB and contained antibiotic resistant ability. Thus a single plasmid of 20 kb seemed to be involved in 2, 3-DHB production. Genes encoding resistance to antibiotics were also supposed to be located on this plasmid.

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.

Platelet Anti-Aggregating Plant Materials

  • YunChoi, Hye-Sook;Kim, Jae-Hoon;Kim, Sun-Ok;Lee, Jong-Ran
    • Korean Journal of Pharmacognosy
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    • v.17 no.2
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    • pp.161-167
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    • 1986
  • The smear method developed by Velaskar and Chitre was modified to allow the screening of plant extracts and/or fractions for platelet anti-aggregating activity. The modified smear method was also found suitable for massive screening of pure compounds. Sample fractions prepared from various plant extracts were examined for their effects against ADP, arachidonic acid (AA) or collagen induced platelet aggregations. Several solvent fractions of plant extracts including water fraction prepared from the methanol extract of Acanthopanax sp. was inhibitory against rat platelet aggregations. The activity guided treatments and fractionations of the water fraction from A. senticosus Max yielded two anti-platelet aggregatory substances, 3, 4-dihydroxybenzoic acid (I) and its artefact ethyl 3, 4-dihydroxybenzoate(II). The inhibitory activities of I and II against rat platelet aggregation were compared with that of aspirin, a known inhibitor of platelet aggregation. Discussions also included the results of the investigations on the structural activity relationships among the various dihydroxybenzoic acid derivatives against platelet aggregations induced by either one of ADP, AA or collagen.

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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.

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.

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.

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.

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 $10{\mu}M\;FeCl_3$.

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.