• Title/Summary/Keyword: Protocatechuic acid

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Antioxidant Activity of the Extractives from the Needles of Picea abies Karsten (독일가문비(Picea abies Karsten) 잎 추출성분의 항산화 활성)

  • Lee, Sang-Keug;Bae, Young-Soo
    • Journal of Korean Society of Forest Science
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    • v.95 no.4
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    • pp.429-434
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    • 2006
  • The dried needles (1.5 kg) of Picea abies Karsten were ground, extracted with acetone-$H_2O$ (7:3, v/v), concentrated, and fractionated with a series of n-hexane, methylene chloride, ethyl acetate and water on a separatory funnel. Each fraction was freeze dried, then a portion of ethyl acetate soluble powder was chromatographed on a Sephadex LH-20 column using a series of aqueous methanol and ethanol-n-hexane mixture as eluents. The isolated compounds were identified by cellulose TLC, $^1H$-, $^{13}C$-NMR, FAB and EI-MS. (+)-catechin (compound I), (-)-epicatechin (compound II), kaempferol-3-O-${\beta}$-D-glucopyranoside (compound III), 4-hydroxyacetophenone (compound IV) were isolated from the ethyl acetate soluble fraction and (+)-catechin (compound I), protocatechuic acid (compound V) were isolated from the $H_2O$ soluble fraction of P. abies needle. The antioxidative activities of each fraction and the isolated compounds were tested by DPPH radical scavenging method, and EtOAc soluble fraction, (+)-catechin and (-)-epicatechin showed similar values to ${\alpha}$-tocopherol and BHT as controls.

Antioxidative Effectiveness of Methanol Extract in Galla Rhois (오배자(Rhus japonica Linne) Methanol 추출물의 황산화효과)

  • 김태철;이기동;윤형식
    • Journal of Food Hygiene and Safety
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    • v.7 no.2
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    • pp.107.1-112
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    • 1992
  • Free-, soluble- and insoluble phenolic acids were extracted from defatted Galla Rhois. The extracts were then dissolved in equal amounts of an soybean oil, and POV (peroxide value) of the resulting substrates, portion of the soybean oil (control) and 0.02% BHT were measured by AOM (active oxygen method) test at 97.8$^{\circ}C$ for 40 hours through Rancimat method. Induction period of control, BHT, free phenolic acids, soluble phenolic acids and insoluble phenolic acids by the Rancimat method were 4.8, 10.5, 23.9 and 30.5hr. The phenolic acids separated and tentati-vely identified by gas chromatography were catechol, gallic acid, vanillin, protocatechuic acid, syri-ngic acid, ferulic acid.

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Phenolic Compounds from Acalypha australis L. (깨풀의 Phenol성 화합물에 관한 화학적 연구(I))

  • Park, Woong-Yang;Lee, Sang-Cheol;Ahn, Beung-Tae;Lee, Seung-Ho;Ro, Jai-Seup;Lee, Kyong-Soon
    • Korean Journal of Pharmacognosy
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    • v.24 no.1
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    • pp.20-25
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    • 1993
  • Three phenolcarboxylic acids, two flavonoids and four hydrolysable tannins were isolated from the whole plant of Acalypha australis. On the basis of chemical and spectroscopic evidence, the structures of these compounds were established as gallic acid, protocatechuic acid, caffeic acid, rutin, isoquercitrin, corilagin, furosin and geraniin.

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Isolation and Identification of Antimicrobial Compounds against Helicobacter pylori from Rosemary (Rosmarinus officinalis L.) Extracts (로즈마리(Rosmarinus officinalis L.) 추출물로부터 Helicobacter pylori에 대한 항균물질 분리 및 동정)

  • Yoon, So-Jung;Kim, Jin-Sung;Jo, Bun-Sung;Kim, Jeung-Hoan;Lee, Sun-Ho;Ahn, Bong-Jeun;Cho, Young-Je
    • Journal of Applied Biological Chemistry
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    • v.54 no.3
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    • pp.159-165
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    • 2011
  • Rosmarinus officinalis extracts had a significant antimicrobial activity against Helicobacter pyori. Total phenolic contents and inhibition zone of rosemary extracts were estimated to be 25.7 mg/g and 14 mm at $200{\mu}g/mL$ of phenolic contents, respectively. The Sephadex LH-20 and MCI-gel CHP-20 column chromatographic separations for the phenolic extracts from R. officinalis leaves led to isolation of five acids, whose structures were determined as protocatechuic acid (A), coumaric acid (B), caffeic acid (C), chlorogenic acid (D), and rosmarinic acid (E), from interpretation of spectroscopic data including nagative fast atom bombardment (FAB)-mass, $^1H$-NMR, $^{13}C$-NMR, and IR. All isolated compounds were tested for antimicrobial activity against H. pyori. The purified single compound showed less antimicrobial activity against H. pylori than the mixed purified compounds, which generate A+B, A+E, C+D, C+E (each $200{\mu}g/disc$) excellent as large clear zone by synergy effect. These results indicate rosemary extracts are preventive agents against H. pyori.

Optimization of Extraction Conditions for Functional Components of Roasted Pleurotus eryngii by Microwave-Assisted Extraction (볶음 새송이버섯 기능성분의 마이크로웨이브 추출조건 최적화)

  • Lee, Myung-Hee;Yoon, Sung-Ran;Jo, Deok-Jo;Kim, Hyun-Ku;Lee, Gee-Dong
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.36 no.8
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    • pp.1062-1069
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    • 2007
  • Response surface methodology was employed to optimize extraction conditions for finding the maximizing the functional properties of roasted Pleurotus eryngii. Based on the central composite design, independent variables were ethanol concentration ($0{\sim}100%$), extraction time ($1{\sim}9$ min) and microwave power ($25{\sim}125$ W). Soluble solid content, electron donating ability and nitrite-scavenging ability were mainly affected by ethanol concentration, but ACE inhibition activity was largely affected by extraction time. The optimum ranges of extraction conditions resulting from superimposing the response surface were predicted to be ethanol concentration ($25{\sim}50%$), extraction time ($3{\sim}9$ min) and microwave power ($80{\sim}125$ W). Total protein and total phenolic compound content of optimal extracts were 45.80 mg/g and 7.42 mg/g, respectively. In phenolic compounds of roasted Pleurotus eryngii extracts, protocatechuic acid was the highest concentration at 1226.32 ${\mu}g/g$, followed by salicylic acid, catechin, p-hydroxybenzoic acid, caffeic acid, coumaric acid and hesperidin.

Isolation of Phenolics, Nucleosides, Saccharides and an Alkaloid from the root of Aralia cordata

  • Hyun, Sook-Kyung;Jung, Hyun-Ah;Min, Byung-Sun;Jung, Jee-H.;Choi, Jae-Sue
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.20-25
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    • 2010
  • Fourteen compounds were isolated from the n-BuOH fraction of the roots of Aralia cordata (syn. = A. continentalis). Through spectroscopic method, the chemical structures were elucidated as: caffeic acid (1), protocatechuic acid (2), thymidine (3), uridine (4), methyl-$\alpha$-D-fructofuranoside (5), a mixture (3 : 1) of $\beta$-D-fructopyranoside and $\beta$-D-fructofuranoside (6), 1-methyl 1,2,3,4-tetrahydro-$\beta$-carboline-3-carboxylic acid (7), methyl-$\beta$-D-fructofuranoside (8), sucrose (9), 5-caffeoylquinic acid (chlorogenic acid) (10), 3-caffeoylquinic acid (neochlorogenic acid) (11), 4-caffeoylquinic acid (cryptochlorogenic acid) (12), 3,5-di-O-caffeoylquinic acid (13), and 1-kestose [$\beta$-D-fructofuranosyl-($2{\rightarrow}1$)-$\beta$-D-fructofuranosyl-($2{\rightarrow}1$)-$\alpha$-D-glucopyranoside] (14). Among them, compounds 5, 7, 8, and 10 - 14 were isolated from this plant for the first time.

Microbial Degradation of Monohydroxybenzoic Acids

  • Kim, Chi-Kyung;Tim
    • Journal of Microbiology
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    • v.38 no.2
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    • pp.53-61
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    • 2000
  • Hydroxybenzoic acids are the most important intermediates in the degradative pathways of various aromatic compounds. Microorganisms catabolize aromatic compounds by converting them to hydroxylated intermediates and then cleave the benzene nucleus with ring dioxygenases. Hydroxylation of the benzene nucleus of an aromatic compound is an essential step for the initiation and subsequent disintegration of the benzene ring. The incorporation of two hydroxyl groups is essential for the labilization of the benzene nucleus. Monohydroxybenzoic acids such as 2-hydroxybenzoic acid, 3-hydroxybenzoic acid, and 4-hydrosybenzoic acid, opr pyrocattechuic acid that are susceptible for subsequent oxygenative cleavage of the benzene ring. These terminal aromatic intermediates are further degraded to cellular components through ortho-and/or meta-cleavage pathways and finally lead to the formation of constituents of the TCA cycle. Many groups of microorganisms have been isolated as degraders of hydroxybenzoic acids with diverse drgradative routes and specific enzymes involved in their metabolic pahtway. Various microorganisms carry out unusual non-oxidative decarboxylation of aromatic acids and convert them to respective phenols which have been documented. Futher, Pseudomonas and Bacillus spp. are the most ubiquitous microorganisms, being the principal components of microflora of most soil and water enviroments.

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Antioxidant Constituents from Portulaca oleracea

  • Choi, Bong-Rak;Hong, Seong-Su;Han, Xiang Hua;Hwang, Ji-Sang;Lee, Min-Hee;Hur, Jae-Doo;Hwang, Bang-Yeon;Ro, Jai-Seup
    • Natural Product Sciences
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    • v.11 no.4
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    • pp.229-232
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    • 2005
  • The repeated column chromatographic separation of the EtOH extract of Portulaca oleracea afforded seven compounds. The structures of these isolates were identified as bergapten (1), umbelliferone (2), daidzein (3), genistein (4), protocatechuic acid (5), ferulic acid (6), and gallic acid (7) by the analysis of physico-chemical and spectral data. Their antioxidant effect on free radical scavenging was evaluated in the DPPH assay.

Superoxide Radical Scavengers from the Whole Plant of Veronica peregrina

  • Ahn, Dal-Rae;Lee, Sa-Im;Yang, Jae-Heon;Cho, Chong-Hyeon;Hwang, Yong-Hun;Park, Jong-Han;Kim, Dae-Keun
    • Natural Product Sciences
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    • v.17 no.2
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    • pp.142-146
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    • 2011
  • In the course of screening for antioxidant compounds by measuring the radical scavenging effect on 1,1-diphenyl- 2-picrylhydrazyl (DPPH), a total extract from the whole plant of Veronica peregrina (Scrophulariaceae) was found to show potent antioxidant activity. Subsequent activity-guided fractionation of the methanolic extract led to the isolation of six phenolic compounds including chrysoeriol (1), diosmetin (2), 4-hydroxybenzoic acid (3), apigenin (4), caffeic acid methylester (5) and protocatechuic acid (6). Their structures were elucidated by spectroscopic studies. Compounds 1-5 were isolated for the first time from this plant. Compounds 5 and 6 showed significant antioxidative effects in DPPH free radical scavenging and superoxide quenching activity assays.

A New Stereoisomeric Monoterpene Glycoside from Clematis heracleifolia leaves

  • Kim, Mi Ae;Yang, Heejung;Kim, Myong Jo;Chun, Wanjoo;Kwon, Yongsoo
    • Natural Product Sciences
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    • v.22 no.2
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    • pp.107-110
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    • 2016
  • A new stereoisomeric monoterpene glycoside and five already-known compounds were isolated from the n-BuOH soluble fraction of Clematis heracleifolia leaves. On the basis of spectral data, the structures of the isolated compounds were identified as protocatechuic acid (1), ferulic acid (2), caffeic acid (3), aesculin (4), (6Z)-9-hydroxylinaloyl glucoside (5), and 9-hydroxylinaloyl glucoside (6) and these were isolated for the first time from this plant. Among these compounds, (6Z)-9-hydroxylinaloyl glucoside (5) is a newly isolated from plant source.