• Title/Summary/Keyword: 4-coumaric acid

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도정도를 달리한 백미 및 미강에 함유된 phenolic acids와 총 폴리페놀 함량

  • 김성란;하태열;이지연;이세은;이현유
    • Proceedings of the Korean Society of Postharvest Science and Technology of Agricultural Products Conference
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    • 2003.10a
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    • pp.226.1-226
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    • 2003
  • 최근 쌀 소비량이 감소되고 쌀중심 식생활의 영양적 우수성을 인식하지 못하여 쌀은 주식으로서 위치가 흔들리고 있다. 그동안 쌀의 영양특성에 관한 연구로서 주로 탄수화물 급원으로서의 당질에 관한 연구와 미강을 중심으로한 식이섬유, 미강유등에 관한 연구결과들이 발표되었다. 특히 미곡 부산물인 미강으로부터 다양한 유효성분들이 확인되어 그 효능이 보고되고 있으며 일부가 기능성 소재로서 제품화되기도 하였다. 그러나 실제 우리의 식생활에서 섭취되고 있는 백미 또는 현미상태에서의 유효성분의 분포 및 함량에 대한 연구는 미진한 상태이다. 본 연구에서는 쌀의 영양적우수성을 규명하고자 유효성분 중 phenolic acid와 폴리페놀 함량을 품종 및 도정도에 따라 조사하였다. 조생종인 오대와 만생종인 남평 품종으로부터 현미와 7분도, 10분도 및 12분도로 도정도를 달리한 백미, 도정도별 미강을 각각 제조하였다. Ferulic acid 등 쌀과 미강에 존재하는 phenolic acid 는 알칼리로 추출한 후 pH를 조정하고 에틸아세테이트로 반복 추출하여 HPLC로 분석하였다. 현미에 함유된 phenolic acid는 ferulic acid가 가장 많아 50% 내외를 차지하였으며 p-coumaric acid, benzoic acid, sinapinic acid 순으로 검출되었다. 오대 현미의 총 phenolic acid 함량은 65.9 mg%로서 남평 현미의 57.2 mg%보다 높았으며 도정도가 증가할수록 백미 중의 총 phenolic acid 함량은 감소되었다. 미강 중에는 백미의 10배 량에 해당하는 phenolic acid가 검출되었고 benzoic acid와 m-hydroxy benzoic acid는 미강 시료에서만 검출되었다. 도정한 백미 중의 phenolic acid는 28.8∼51.7 mg%, 미강에서 321.4∼438.4 mg% 범위로 나타났다. 현미, 백미 및 미강에 함유된 총 폴리페놀의 함량을 표준 페놀화합물로 카테친을 사용하고 비색법에 의하여 측정하였을 때 오대 현미의 폴리페놀 함량은 78.4 mg%, 남평 현미 88.8 mg% 였다. 도정한 백미 중의 총 폴리페놀 함량은 30.3∼56.9 mg%, 미강이 541.5∼472.6 mg%의 범위였다. 이상과 같이 쌀에는 phenolic acid 및 총 폴리페놀이 상당량 함유되어 있으며 특히 배유보다는 강층에 많이 존재하므로 이들 성분의 효율적인 이용을 위한 쌀의 섭취방안이 필요한 것으로 나타났다.

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Substrate Construes the Copper and Nickel Ions Impacts on the Mushroom Tyrosinase Activities

  • Gheibi, N.;Saboury, A.A.;Haghbeen, K.
    • Bulletin of the Korean Chemical Society
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    • v.27 no.5
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    • pp.642-648
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    • 2006
  • Mushroom tyrosinase (MT) structural changes in the presence of $Cu ^{2+}$ and $Ni ^{2+}$ were studied separately. Far-UV CD spectra of the incubated MT with the either of the metal ions indicated reduction of the well-ordered secondary structure of the enzyme. Increasing in the maximum fluorescence emission of anilinonaphthalene-8-sulfonic acid (ANS) was also revealing partial unfolding caused by the conformational changes in the tertiary structure of MT. Thermodynamic studies on the chemical denaturation of MT by dodecyl trimethylammonium bromide (DTAB) showed decrease in the stability of MT in the presence of $Cu ^{2+}$ or $Ni ^{2+}$ using their activation concentrations. Both activities of MT were also assessed in the presence of different concentrations of these ions, separately, with various monophenols and their corresponding diphenols. Kinetic studies revealed that cresolase activity on p-coumaric acid was boosted in the presence of either of the metal ions, but inhibited when phenol, L-tyrosine, or 4-[(4-methylphenyl)azo]-phenol was substrate. Similarly, catecholase activity on caffeic acid was enhanced in the presence of $Cu ^{2+}$ or $Ni ^{2+}$, but inhibited when catechol, L-DOPA, or 4-[(4-methylbenzo)azo]-1,2-benzenediol was substrate. Results of this study suggest that both cations make MT more fragile and less active. However, the effect of the substrate structure on the MT allosteric behavior can not be ignored.

Phenolic Constituents and Their Anti-inflammatory Activity from Echinochloa utilis Grains

  • Nguyen, Duc Hung;Zhao, Bing Tian;Le, Duc Dat;Kim, Ki Yun;Kim, Young Ho;Yoon, Young Ho;Ko, Jee Youn;Woo, Koan Sik;Woo, Mi Hee
    • Natural Product Sciences
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    • v.22 no.2
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    • pp.140-145
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    • 2016
  • Seven phenolic compounds including p-coumaric acid (1), 4-hydroxybenzoic acid (2), 4-hydroxybenzaldehyde (3), vanillic acid (4), luteolin (5), acacetin (6), and tricin (7), were isolated from the methylene chloride and ethyl acetate fractions of Echinochloa utilis grains. Compounds (1 - 4, 6) were isolated for the first time from this plant. These compounds were tested for inhibitory activities against LPS-induced NO production in RAW 264.7 cells. Compounds 5 and 6 displayed significant inhibitory effects, with $IC_{50}$ values of $27.9{\pm}2.6$ and $14.0{\pm}1.1{\mu}M$, respectively. The results suggested that E. utilis ethanolic extract may be used as a potential source of anti-inflammatory agents and functional foods for the treatment of allergic diseases.

Desorption of Food Related Phenolic Acids from Charcoal in Single Solute Model System

  • Lee, Won-Young;Park, Yong-Hee
    • Preventive Nutrition and Food Science
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    • v.2 no.4
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    • pp.316-320
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    • 1997
  • Phenolic acids are regarded as harmful materials in food and environment science but recently, as useful materials, and thus adsorption is recommended as an effective separation technique to recover or remove phenolic acids from diluted solution. If the adsorbed phenolic compounds were useful materials, the materials should be recovered through desorption. Desorption using supercritical carbon dioxide(SC-$CO_2$) was tried to separate food-borne phenolic acids from charcoal in single solute system. In the comparisons of desorption amounts, gallic acid had the lowest lolubiligy to SC-$CO_2$. Gallic acid has more hydroxy functional groups than the other phenolic acids, which was immiscible with nonpolar SC-$CO_2$. Ferulic acid was yielded more than p-coumaric acid, because ferulic acid had much bigger molecular weight, which was affected more by van der Waas force. It was found that the most affecting factor on desorption amounts was the solubility of phenolic acids to SC-$CO_2$. The second affecting factor was van der Waals force. Response surface methodology(RSM) was conducted to read the trend of desorption. Increasing density of SC-$CO_2$ raised solubility of phenolic acids.

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A Major Antioxidative Components and Comparison of Antioxidative Activities in Black Soybean (검정콩의 주요 항산화 원인물질 및 항산화 효과의 비교)

  • Kim, Sun-Hee;Kwon, Tai-Wan;Lee, Young-Soon;Choung, Myoung-Gun;Moon, Gap-Soon
    • Korean Journal of Food Science and Technology
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    • v.37 no.1
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    • pp.73-77
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    • 2005
  • Contents of isoflavone, phenolic acids, tocopherol, and anthocyanin in black soybean (Glycine max) were measured by HPLC. To compare antioxidative activities of main black soybean components, antioxidative effects of the same levels of commercial standard components were measured by Trolox equivalent antioxidant capacity assay (TEAC). Most effective component was gentisic acid followed by anthocyanin, p-coumaric acid, ferulic acid, genistein, syringic acid, and daidzein. TEAC assay results revealed genistein in isoflavone, gentisic acid in phenolic acids, p-tocopherol in tocopherol, and anthocyanin showed highest antioxidative and synergistic acitivities, with anthocyanin showing strongest synergy effect.

A Comparative Study on Anthocyanin and Polyphenol Contents in Colored Agricultural Products (유색 농산물 중 안토시아닌과 폴리페놀 함량 비교 연구)

  • Jeong, Il-Hyung;Oh, Moon-Seog;Jeon, Jong-Sup;Kim, Han-Taek;Hong, Se-Ra;Park, Kwang-Hee;Yoon, Mi-Hye
    • Journal of Food Hygiene and Safety
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    • v.32 no.5
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    • pp.371-380
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    • 2017
  • In this study, 17 kinds of polyphenols and 5 kinds of anthocyanins were analyzed to compare the contents of polyphenols and anthocyanins in 76 colored agricultural products. A total of 17 polyphenols were analyzed simultaneously by 9 phenolic acids (gallic acid, protocatechuic acid, chlorogenic acid, vanillic acid, caffeic acid, syringic acid, p-coumaric acid, t-ferulic acid, t-cinnamic acid) and 8 flavonoids ((+)catechin, syringic aldehyde, rutin, epicatechin gallate, naringin, luteolin, naringenin, kaempferol) and 5 anthocyanins (delphinidin-3-glucoside, delphinidin-3-rutinoside, cyanidin-3-galactoside, cyanidin-3-glucoside, cyanidin-3-arabinoside) were simultaneously analyzed. The total content of 17 polyphenols was determined as seoritae $255.1{\pm}7.5{\mu}g/g$, seomoktae $275.8{\pm}5.3{\mu}g/g$, black rice $78.5{\pm}4.6{\mu}g/g$, black sesame $75.8{\pm}3.2{\mu}g/g$, blueberry $143.3{\pm}5.5{\mu}g/g$, aronia $195.2{\pm}4.9{\mu}g/g$ and blackcurrent $131.6{\pm}3.2{\mu}g/g$, the highest content was found in the order of seomoktae > seoritae > aronia > blueberry > blackcurrant > black rice > black sesame. The total content of 5 anthocyanins was determined as seoritae $82.4{\pm}17.2{\mu}g/g$, seomoktae $95.2{\pm}6.1{\mu}g/g$, black rice $74.1{\pm}9.7{\mu}g/g$, black sesame were not detected, blueberry $110.8{\pm}1.9{\mu}g/g$, aronia $218.9{\pm}6.1{\mu}g/g$ and blackcurrent $209.7{\pm}4.0{\mu}g/g$, the highest content was found in the order of aronia > blackcurrant > blueberry > seomoktae > seoritae > black rice. These results indicated that seomoktae and aronia possessed the high level of functional components and further study will be needed to develop high value-added foods based on the colored agricultural products.

Chemical Constituents from the Stems of Lagerstroemia indica and Their Anti-oxidant Effect (배롱나무의 항산화 활성 성분)

  • Woo, Kyeong Wan;Sim, Mi Ok;Park, Eel Jong;Kim, Min Suk;Suh, Won Se;Cho, Hyun Woo;Kwon, Hak Cheol;Park, Jong Cheol;Lee, Kang Ro
    • Korean Journal of Pharmacognosy
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    • v.47 no.3
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    • pp.204-210
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    • 2016
  • Phytochemical investigation of the 80% MeOH extract from the stems of Lagerstroemia indica resulted in the isolation of eighteen compounds; four norsesquiterpenes, fourteen phenolic derivatives. Their chemical structures were characterized by spectroscopic methods to be tachioside (1), isotachioside (2), 2,4,6-trimethoxyphenyl ${\beta}$-D-glucopyranoside (3), gallic acid 4-methyl ether (4), protocatechuic acid (5), gallic acid (6), vanillic acid (7), vanillin (8), 2-methoxy-5-hydroxymethyl-phenyl-1-O-(6"-galloyl)-${\beta}$-D-glucopyranoside (9), 2,4,6-trimethoxyphenol-1-O-${\beta}$-D-(6'-O-galloyl)-glucopyranoside (10), 4-hydroxy-3-methoxyphenyl-1-O-(6'-O-galloyl)-${\beta}$-D-glucopyranoside (11), vomifoliol (12), vomifoliol 9-O-${\beta}$-D-glucopyranoside (13), 6R,9R-3-oxo-${\alpha}$-ionol-9-O-${\beta}$-D-glucopyranoside (14), dihydrophaseic acid 4'-O-${\beta}$-D-glucopyranoside (15), ${\beta}$-hydroxypropiovanillone 3-O-${\beta}$-D-glucopyranoside (16), myrciaphenone A (17), and coumaric acid (18). Compounds 1-5 and 7-18 were isolated for the first time from this plant. Compounds 1-18 were investigated for their antioxidant properties using DPPH and ABTS radical scavenging capacity assay, $Fe^{2+}$ chelating, and FRAP assay. It was found that 4, 6, and 11 possessed the highest antioxidant capacities.

Identification of Allelopathic Substances from Polygonum hydropiper and Polygonum aviculare (여뀌.마디풀로부터 상호대립억제작용물질(相互對立抑制作用物質)의 분리(分離).동정(同定))

  • Woo, S.W.;Kim, K.U.
    • Korean Journal of Weed Science
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    • v.7 no.2
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    • pp.144-155
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    • 1987
  • Water extracts of polygonum hydropiper and Polygonum aviculare completely inhibited the germination of lettuce seeds. Methanol extracts from these two species also inhibited the seed germination of lettuce (Lactuca sativa) and Oenothera odorata. Fifteen phenolic acids in total were identified by GLC from P. hydropiper and eighteen from P. aviculare. The most common phenolic acids identified from P. hydropiper were sinapic, salicylic+vanillic and ferulic acid presented in all the fractions. In addition, salicylic+vanillic, tannic+gallic, sinapic, ferulic and p-coumaric acid seemed to be important phenolic compounds in terms of quantity. However, salicylic+vanillic acids were the unique phenolic acids occurred in all the fractions of P. aviculare. The others such as tannic+gallic, sinapic, ferulic, p-coumaric acid, p-cresol and catechol present in large amount appeared also the important phenolic substances influencing allelopathic effects of P. aviculare. Linolenic acid and oxalic acid were the major fatty and organic acids in both plant species, presented in 2.38mg/g and 20.588mg/g in P. hydropiper, 3.70mg/g and 14.288mg/g in P. aviculare, respectively, which seem to be exhibiting allelopathic effects of these plants. Total alkaloids were presented in low amount such as 0.20% in P. hydropiper arid 0.22% in P. aviculare which may not be important elements. Pet. ether extracts were 2.42% in P. hydropiper and 1.65% in P. aviculare, which exhibit another potential for allelopathic effects that need further investigation. Various authentic phenolic compounds at different concentrations inhibited the germination of lettuce seed, indicating that the phenolic substances identified here may be directly related to biologically active substance.

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Quantitative Analysis of Fustin and Sulfuretin in the Inner and Outer Heartwoods and Stem Bark of Rhus verniciflua

  • Kim, Min-Young;Chung, Ill-Min;Choi, Deog-Cheon;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.15 no.4
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    • pp.208-212
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    • 2009
  • The heartwood of Rhus verniciflua Stokes (Anacardiaceae) is widely used for a medicinal plant to treat diabetes mellitus and lingering intoxication in the folkloric society of Korea, while the stem bark has been traditionally used to treat menstrual disorder and helminthiasis. We previously reported that a flavonoid, fustin, isolated from the heartwood of R. verniciflua is effective in Alzheimer‘s disease and rheumatoid arthritis. To explore the possibility to produce more flavonoid-rich fraction from this plant, the MeOH extracts from the plant parts of stem bark, outer heartwood, and inner heartwood were quantitatively analyzed by HPLC. Phenolic or flavonoid compounds (chlorogenic acid, caffeic acid, p-coumaric acid, sulfuretin, fustin, fisetin, luteolin and astragalin) were detectable in the HPLC chromatogram. The orange-colored inner heartwood was found to contain the highest levels of fustin (16.96 mg/g) and sulfuretin (2.22 mg/g). Moreover, the inner heartwood accumulated fustin and sulfuretin at least 4-fold higher level as compared to the stem bark and outer heartwood. The levels of total phenolic compounds positively correlated with the extents of antioxidant properties. Therefore, the inner heartwood of R. verniciflua could be used to increase fustin concentration of the extract which is capable of treating Alzheimer‘s disease and rheumatoid arthritis.

Competitive Effects of Allelochemics on the Monoculture and Corss-cropping Culture System of Plants (작물(作物)의 단일(單一) 및 교호(交互) 재배시(栽培時) 알레로파지 특성(特性)에 관(關)한 연구(硏究))

  • Suh, Jang-Sun;Lee, Sang-Kyu
    • Korean Journal of Soil Science and Fertilizer
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    • v.26 no.4
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    • pp.259-264
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    • 1993
  • Allelopathic chemicals exudated from plants stimulate or inhibit crops directly or indirectly. To prove the effects of allelochemics, we isolated and identified the compounds by bioassays on the monoculture and crosscropping cultre systems. p-Coumaric acid were exudated on all of the test crops such as tomato, red pepper, lettuce, chinese cabbage and sesame, but pyrogallol and phenylacetic acid on tomato. hydroquinone on red pepper and egg plant, pyrogallol on lettuce, and vanillic acid on chinese cabbage. The highest total concentration of allelochemics was $5,883{\mu}g$ on tomato, lowest was $220{\mu}g/g$ dry plant weight on sesame. On the cross-cropping culture of tomato-egg plant, tomato-red pepper, chinese cabbage-egg plant, chinese cabbage-red pepper and chinese cabbage-sasame, the plant height, aerial dry weight and total dry weight of the tomato and the chinese cabbage were inereased contrast with monoculture, but decreased greatly on red pepper and sesame. Growth rate of both crops on the cross-cropping culture of tomato-chinese cabbage declined, while that of chinese cabbage was increased but lettuce decreased on the chinese cabbage-lettuce cross-cropping culture contrast with monoculture.

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