• 제목/요약/키워드: protocatechuic acid

검색결과 135건 처리시간 0.033초

페놀성 화합물의 아질산염 소거 및 전자공여 작용 (The Nitrite Scavenging and Electron Donating Ability of Phenolic Compounds)

  • 강윤한;박용곤;이기동
    • 한국식품과학회지
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    • 제28권2호
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    • pp.232-239
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    • 1996
  • 천연에 광범위하게 존재하고 있는 각종 폐놀성 화합물은 니트로화 반응의 저해제로 관여하거나 항산화제로 작용하는 것으로 알려져 있어 본 연구에서는 이들 각종 페놀성 화합물의 아질산염 소거작용과 전자공여 작용 유무를 알아보기 위하여 이들 화합들의 농도를 $0.1mM{\sim}6mM$용액을 조제한 후, 이 액 일정량을 이용해 아질산염 소거작용과 전자공여 작용을 비교하였다. 아질산염 소거율에서 phenolic acid류는 높은 활성을 보였으며, 일부는 pH 1.2, 3.0에서 flavonoids보다 높은 활성을 나타내었다. 전자공여능에서 phenolic acid류 가운데 hydroxybenzoic acids는 gallic acid> gentisic acid> syringic acid> protocatechuic acid> salicylic acid> vanillic acid> benBoic acid>p-hydroxy benzoic acid 순으로 나타났으며, hydroxycinnarnic acids가운데 전자공여능의 크기는 hydrocaffeic acid> caffeic acid> ferulic acid> p-coumaric acid>trans-cinnamic acid 순으로 나타났고, flavonoids 가운데에서는 (+)catechin> rutin> quercetin>naringin=hesperidin 순으로 나타났다. 또한 tannic acid를 포함한 기타 phenol성 화합물에 없어서도 높은 전자공여능을 나타내었다.

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The Preventive and Curative Effect of Cyanidin-3β-D-Glycoside and Its Metabolite Protocatechuic Acid Against TNBS-induced Colitis in Mice

  • Jang, Se-Eun;Choi, Jong-Ryul;Han, Myung Joo;Kim, Dong-Hyun
    • Natural Product Sciences
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    • 제22권4호
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    • pp.282-286
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    • 2016
  • Cyanidin-$3{\beta}$-D-glycoside (C3G), which is widely distributed in herbal medicines and functional foods, exhibits anti-inflammatory, anti-oxidant, and anti-scratching behavioral effects. Orally administered C3G is metabolized to protocatechuic acid (PA) by gut microbiota. Therefore, we compared the anti-colitic effect of C3G to that of PA in mice with 2,4,6-trinitrobenzenesulfonic acid (TNBS)-induced colitis. Orally administered C3G and PA preventively and curatively ameliorated TNBS-induced colitis parameters, including macroscopic colitis score, colon shortening, and increase of myeloperoxidase activity. Treatment with C3G or PA also inhibited the expression of cyclooxygenase-2, inducible NO synthatase, $IL-1{\beta}$, IL-6, and $TNF-{\alpha}$ and the activation of $NF-{\kappa}B$ in the colon of mice with TNBS-induced colitis. Furthermore, these also inhibited lipopolysaccharide-induced $NF-{\kappa}B$ activation and $TNF-{\alpha}$ expression in peritoneal macrophages. The anti-colitic effect of PA was more effective than C3G. Orally administered PA more potently attenuate colitis than C3G by inhibiting $NF-{\kappa}B$ activation and the anti-colitic efficacy of C3G may be dependent on the biotransformation of C3G to PA by gut microbiota.

Rosa multiflora Thunberg fruit 추출물로부터 Helicobacter pylori 억제물질의 분리 및 동정 (Isolation and Identification of Inhibitory Compounds on Helicobacter pylori from Rosa multiflora Thunberg Fruit Extracts)

  • 박기태;김진성;조분성;안봉전;천성숙;김정환;조영제
    • 생명과학회지
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    • 제20권10호
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    • pp.1511-1518
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    • 2010
  • 영실에 존재하는 페놀성 화합물의 추출 최적 조건을 알아보고자 추출용매를 달리하여 phenol성 물질의 함량을 비교한 결과, 70% ethanol을 용매로 하여 24시간 교반 추출하였을 때 phenol성 물질의 용출량이 13.8 mg/g 이상으로 가장 높았다. Helicobacter pylori에 대한 항균효과는 영실추출물을 150 ${\mu}g$/ml의 농도로 첨가하였을 때 생육 저해환이 12 mm, 200 ${\mu}g$/ml 일 때 14 mm의 생육저해환이 나타나 항균활성이 우수한 것을 알 수 있었다. H. pylori에 대한 저해물질을 정제하기 위하여 영실을 70% 에탄올로 추출한 후 Sephadex LH-20 column과 $C_{18}$ cartridge column을 이용하여 항균활성을 가지는 물질을 순수 정제하고 구조를 동정한 결과 protocatechuic acid, chlorogenic acid 및 quercetin으로 동정하였으며, 단일물질에 의한 H. pylori에 대한 저해효과 보다 혼합물질에 의한 synergy 효과에 의해 저해 효과가 높아지는 것을 알 수 있었다.

Monoamine Oxidase and Dopamine β-Hydroxylase Inhibitors from the Fruits of Gardenia jasminoides

  • Kim, Ji-Ho;Kim, Gun-Hee;Hwang, Keum-Hee
    • Biomolecules & Therapeutics
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    • 제20권2호
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    • pp.214-219
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    • 2012
  • This research was designed to determine what components of Gardenia jasminoides play a major role in inhibiting the enzymes related antidepressant activity of this plant. In our previous research, the ethyl acetate fraction of G. jasminosides fruits inhibited the activities of both monoamine oxidase-A (MAO-A) and monoamine oxidase-B (MAO-B), and oral administration of the ethanolic extract slightly increased serotonin concentrations in the brain tissues of rats and decreased MAO-B activity. In addition, we found through in vitro screening test that the ethyl acetate fraction showed modest inhibitory activity on dopamine-${\beta}$ hydroxylase (DBH). The bioassay-guided fractionation led to the isolation of five bio-active compounds, protocatechuic acid (1), geniposide (2), 6'-O-trans-p-coumaroylgeniposide (3), 3,5-dihydroxy-1,7-bis(4-hydroxyphenyl) heptanes (4), and ursolic acid (5), from the ethyl acetate fraction of G. jasminoides fruits. The isolated compounds showed different inhibitory potentials against MAO-A, -B, and DBH. Protocatechuic acid showed potent inhibition against MAO-B ($IC_{50}$ $300{\mu}mol/L$) and DBH ($334{\mu}mol/L$), exhibiting weak MAO-A inhibition (2.41 mmol/L). Two iridoid glycosides, geniposide ($223{\mu}mol/L$) and 6'-O-trans-p-coumaroylgeniposide ($127{\mu}mol/L$), were selective MAO-B inhibitor. Especially, 6'-O-trans-p-coumaroylgeniposide exhibited more selective MAO-B inhibition than deprenyl, well-known MAO-B inhibitor for the treatment of early-stage Parkinson's disease. The inhibitory activity of 3,5-dihydroxy-1,7-bis (4-hydroxyphenyl) heptane was strong for MAO-B ($196{\mu}mol/L$), modest for MAO-A ($400{\mu}mol/L$), and weak for DBH ($941{\mu}mol/L$). Ursolic acid exhibited significant inhibition of DBH ($214{\mu}mol/L$), weak inhibition of MAO-B ($780{\mu}mol/L$), and no inhibition against MAO-A. Consequently, G. jasminoides fruits are considerable for development of biofunctional food materials for the combination treatment of depression and neurodegenerative disorders.

은행(Ginkgo biloba L.) 종실 및 잎 추출물의 항산화 효과에 관하여 (Antioxidative Effectiveness of Extract of Nut and Leaf of Ginkgo biloba L.)

  • 배지오;이기동;김정숙;윤형식
    • Current Research on Agriculture and Life Sciences
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    • 제9권
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    • pp.61-69
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    • 1991
  • 탈지 은행 종실 및 잎에서 유리페놀산, 에스터형 및 불용성 페놀산을 추출하여 식용 옥수수유 기질에서 항산화 효과를 비교하고자 0.02%(w/w)의 BHA, BHT와 각 추출물 $1m{\ell}$(2% w/w)를 넣어 $45{\pm}1^{\circ}C$의 항온기에서 45일간 저장하면서 매 5일 간격으로 과산화물가, TBA가를 측정하여 다음과 같이 항산화 효과를 추정하였다. BHA, BHT와 은행 종실의 유리페놀산, 에스터형 및 활용성 페놀산, 잎의 유리페놀산, 에스터형 및 불용성 페놀산 추출물을 첨가한 시험구와 대조구의 45일 저장후 과산화물가는 각각 133, 52, 115, 190, 127, 95, 140, 121, 280meq/kg, oil이었다. 한편 같은 조건하에서 각 항산화성 물질의 TBA가는 0.153, 0.059, 0.175, 0.260, 0.187, 0.160, 0.1 74, 0.195 0.430이었다. G.C.로 분리 확인된 페놀산은 은행 종실 및 잎 공히 Vanillin, ${\rho}$-Hydroxybenzoic acid, Syringic acid, Gallic acid, Protocatechuic acid가 확인되었고 은행 종실에서는 trans-Cinnamic acid, Caffeic acid가, 잎에서는 Coumaric acid, Gentisic acid, Phloroglucinol, Pyrogallol이 각각 확인되었다. 이상의 결과를 종합해 볼 때 은행 종실 및 잎의 페놀산은 식용 옥수수유 기질에서 우수한 항산화 효과가 있는 것으로 사료된다.

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페놀분해세균의 분리 및 생물학적 처리 특성 (Characterization of Biological Treatment by an Isolated Phenol-Degrading Bacterium)

  • 송형의;김진욱
    • 한국환경보건학회지
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    • 제24권3호
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    • pp.54-62
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    • 1998
  • 20 bacterial strains capable of growing on phenol minimal medium were isolated from soil and wastewater by the enrichment culture technique, and among them, one isolate which was the best in the cell growth was selected and identified as Bacillus sp. SH3 by its characteristics. Strain SH3 could grow with phenol as the sole carbon source up to 15 mM, but did not grow in minimal medium containing above 20 mM of phenol. The optimal conditions of temperature and initial pH for growth and phenol degradation were 30$^{\circ}$C and 7.5, respectively. This strain could grow on various aromatic compounds such as catechol, protocatechuic acid, gentisic acid, o-, m-, p-cresol, benzoic acid, p-hydroxybenzoic acid, anthranilic acid, phenyl acetate and pentachlorophenol, and the growth-limiting log P value of strain SH3 on organic solvents was 3.1. In batch culture, strain SH3 degraded 97% of 10 mM phenol in 48 hours. In continuous culture under the conditions of 20 mM of influent phenol concentration and 0.050 hr$^{-1}$ of dilution rate, the treatment rate of phenol was 94%.

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차가버섯 용매별 분획물의 항산화 활성과 Tyrosinase 저해 활성 (Antioxidative Activity and Tyrosinase Inhibition Effect of Fractions from the Extract of Inonotus obliquus)

  • 임도연;이경인
    • 생약학회지
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    • 제48권1호
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    • pp.46-50
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    • 2017
  • This study was conducted to investigate the antioxidative activities and tyrosinase inhibition effects of fractions from the distilled water extract of Inonotus obliquus. Moreover, GC-MS based analysis with trimethylsilyl (TMS) derivatization was carried out for active compound in the extract of I. obliquus. In DPPH radical scavenging ability, $SC_{50}$ values of the ethyl acetate fraction was 0.393 mg/ml as a result of the most effective than other fractions. Meanwhile, aqueous fraction showed higher effect in tyrosinase inhibitoty activity. In GC-MS based analysis with TMS derivatization, 7 compounds including syringic acid, vanillic acid and protocatechuic acid were observed in ethyl acetate fraction, and oxalic acid is the main compound in aqueous fraction. As a result, it was confirmed that oxalic acid in aqueous fraction from the distilled water extract of I. obliquus was a compound showing tyrosinase inhibition effect.

Antioxidant Activity of Blackish Purple Rice

  • Ryu Su-Noh;Han Sang-Jun;Park Sun-Zik;Kim Hong-Reol
    • 한국작물학회지
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    • 제51권2호
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    • pp.173-178
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    • 2006
  • Anthocyanin in blackish purple rice is composed of cyanidin, peonidin, malvidin, pelargonidin and delphinidin flavylium ion and their glucosides, which shows antioxidant activity similar to a-tocoperol. It has been demonstrated that cyanidin-3-glucoside(C3G) of anthocyanin has a high-potency antioxidant activity, and is a prominent in anticancer and antithrombotic activity. In analysis of content of anthocyanin from the genetic source of blackish purple rice, the level of C3G was approximately 80% of total contents of anthocyanins, and showed the highest content in Heugjinjubyeo, of which contains an amount of 500 mg by weight of 100g brown rice in comparison that most of varieties has less than 50mg by weight of 100g brown rice. We found that C3G pigment in blackish purple rice was considerably affected by cultural season, cultivation area, ripening temperature, and weather condition, etc. as well as genetic properties. In cross combination between Heugjinjubyeo and Suwon425, intermediate parent $F_9$ generation which was three times higher or more in C3G content than that of Heugjinjubyeo was bred, of which it contained an amount of 1678 mg by weight of 100g brown rice, and we called it 'C3GHi' Rice. And, we found that the C3GHi rice was more excellent than that of the existing Heugjinjubyeo in anticancer and antithrombotic activity. Methanol extract from Heugjinjubyeo was fractionated by organic solvents in order of n-hexane, $CH_{2}Cl_2$ and n-BuOH, and then oryzafuran, quercetin, vanillic acid and protocatechuic acid and their structures from the n-BuOH fraction were ascertained. Oryzafuran of these compounds was a natural compound found firstly in nature. Quercetin and protocatechuic acid besides new compound oryzafuran showed excellent antioxidant ability to vitamin C. These results suggest that blackish purple rice has very high value as a source of various functional food as well as staple food.

발효처리가 인삼잎의 진세노사이드 및 페놀산 조성 변화와 생리활성에 미치는 영향 (Ginsenoside, Phenolic Acid Composition and Physiological Significances of Fermented Ginseng Leaf)

  • 이가순;성봉재;김관후;김선익;한승호;김현호;백남두
    • 한국식품영양과학회지
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    • 제39권8호
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    • pp.1194-1200
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    • 2010
  • 본 연구에서는 인삼잎이 인삼뿌리보다 사포닌 함량이 높은 부위로서 식품 소재로 이용가치가 있을 것으로 생각되어 인삼잎을 이용하여 차 제품을 개발하기 위한 방안으로 인삼잎을 발효시켜 진세노사이드 조성 및 형태별 페놀산 조성의 변화를 분석하고 인삼잎을 침출시켜 침출액에 대한 전자공여능과 tyrosinase 저해활성을 측정하였다. 인삼잎에서 진세노사이드는 10종이 검출되었고 주된 진세노사이드는 ginsenoside-Rg1(26.0 mg/g), -Re(47.3 mg/g) 및 -Rd(23.9mg/g)이었고 발효에 의하여 ginsenoside-Rh2, -Rh1, -Rg2 및 -Rg3는 증가하였으며 특히 Rg3는 15배가 증가하였다. 인삼잎의 총 폴리페놀성 함량은 350.4 mg%이었고 발효인삼잎은 312.5 mg%으로 발효에 의해서는 약간 감소하였다. 인삼잎의 페놀산은 결합형은 검출되지 않았고, 유리형과 에스테르형이 각각 8 및 6종이 검출되었으며 그중에서 ferulic acid가 각각 12.6 및 50.7 mg%로 가장 많은 함량을 차지하고 있었다. 발효인삼잎에서는 ferulic acid는 상당량이 감소하였으나 protocatechuic acid, p-hydroxybenzoic acid, vanillic acid의 3종의 페놀산이 유리형, 에스테르형 및 결합형 모두에서 상당량 증가하여 총 함량이 각각 28배, 5배 및 7.8배 증가하였다. 인삼잎을 침출시킨 액을 이용하여 전자공여능과 tyrosinase 저해활성을 측정한 결과 전자공여능은 발효에 의하여 활성이 증가하지는 않았으나, tyrosinase 저해활성은 증가하여 $500\;{\mu}L/mL$ 농도로 첨가 시 46.5%를 나타내어 무발효인삼잎에 비하여 2배 이상 증가하여 시판녹차와 비슷한 결과를 보여주었다.

품종별 감꽃 동결건조 분말의 유효성분 분석 (Analysis of Useful Components for Freeze-Dried Persimmon Flower Powder by Cultivar)

  • 김준한;박석희;문혜경;이인선;김종국
    • 한국식품저장유통학회지
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    • 제13권6호
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    • pp.691-696
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    • 2006
  • 감 품종별(도근조생, 고종시, 갑주백목, 차랑, 월하시, 상주둥시)로 감꽃을 개화기에 채취하여 동결건조 분말화한 감꽃분말에 함유된 유효성분을 분석, 비교하였다. 조지방 함량은 도근조생이 57.26%로 가장 높은 값을 보였으며, 유리당 조성은 fructose가 $95{\sim}310 mg%$, glucose는 $75{\sim}281mg%$, sucrose가 $7{\sim}28mg%$의 함유량을 나타내었고, 유기산 중 malic acid가 갑주백목(6월4일)에 225 mg%로 가장 많았고, tartaric acid도 189 mg%로 가장 많았다. 유리아미노산 중 hydroxy-L-proline은 월하시에 25.33 mg%, L-citrulline 은 상주둥시(5월28일)가 58.83 mg%, L-threonine은 상주둥시(5월28일)가 11.88 mg%로 가장 많았다. 페놀산으로 caffeic acid는 갑주백목(6월4일)이 $1,946{\mu}g/100g$, p-hydioxybenzoic acid는 상주둥시(5월29일)가 $417.8{\mu}g/100 g$, protocatechuic acid는 갑주백목(6월1일)이 $181.1{\mu}g/100g$으로 가장 많았다. 따라서 감꽃에도 감이나 감잎에 못지 않게 유용한 식품성분들과 기능성 성분들이 다량 함유되어 있어 새로운 식품 및 기능성 신소재로서의 가치가 매우 높다고 할 수 있다.