• 제목/요약/키워드: Phenolic Compound

검색결과 772건 처리시간 0.03초

Anti-inflammatory Action of Phenolic Compounds from Gastrodia elata Root

  • Lee, Ji-Yun;Jang, Young-Woon;Kang, Hyo-Sook;Moon, Hee;Sim, Sang-Soo;Kim, Chang-Jong
    • Archives of Pharmacal Research
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    • 제29권10호
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    • pp.849-858
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    • 2006
  • Previous screening of the pharmacological action of Gastrodia elata (GE) root (Orchidaceae) showed that methanol (MeOH) extracts have significant anti-inflammatory properties. The antiinflammatory agents of GE, however, remain unclear. In this experiment, MeOH extracts of GE were fractionated with organic solvents for the anti-inflammatory activity-guided separation of GE. Eight phenolic compounds from the ether (EtOEt) and ethyl acetate (EtOAc) fractions were isolated by column chromatography: 4-hydroxybenzaldehyde (I), 4-hydroxybenzyl alcohol (II), benzyl alcohol (III), bis-(4-hydroxyphenyl) methane (IV), 4(4'-hydroxybenzyloxy)benzyl-methylether (V), 4-hydroxy-3-methoxybenzyl alcohol (VI), 4-hydroxy-3-methoxybenzaldehyde (VII), and 4-hydroxy-3-methoxybenzoic acid (VIII). To investigate the anti-inflammatory and anti-oxidant activity of these compounds, their effects on carrageenan-induced paw edema, arachidonic acid (AA)-induced ear edema and analgesic activity in acetic acid (HAc)-induced writhing response were carried out in vivo; cyclooxygenase (COX) activity, reactive oxygen species (ROS) generation in rat basophilic leukemia (RBL 2H3) cells and 1,1-diphenyl-2-picryl-hydroazyl (DPPH) scavenging activity were determined in vitro. These phenolic compounds not only had anti-inflammatory and analgesic properties in vivo, but also inhibited COX activity and silica-induced ROS generation in a dose-dependent manner. Among these phenolic compounds, compound VII was the most potent anti-inflammatory and analgesic. Compound VII significantly inhibited silica-induced ROS generation and compound VI significantly increased DPPH radical scavenging activity. Compounds I, II and III significantly inhibited the activity of COX-I and II. These results indicate that phenolic compounds of GE are anti-inflammatory, which may be related to inhibition of COX activity and to anti-oxidant activity. Consideration of the structure-activity relationship of the phenolic derivatives from GE on the anti-inflammatory action revealed that both C-4 hydroxy and C-3 methoxy radicals of benzyl aldehyde play an important role in anti-inflammatory activities.

A Study of Compound Changes in Coffee Beans by Different Roasting Condition

  • Lee, Jae Chul
    • 한국조리학회지
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    • 제22권6호
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    • pp.114-119
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    • 2016
  • This study aimed to investigate changes in the diverse compound in coffee beans under different roasting conditions. Four different kinds of chemical characteristics (phenolic contents, flavonoid contents, chlorogenic acid, and caffeine) were analyzed. According to the temperature of coffee roasting, this study categorized green bean, extract A ($191^{\circ}C$), B ($202^{\circ}C$), C ($220^{\circ}C$), and D ($233^{\circ}C$). As a result, total phenol compound showed low level of total phenol compound at lower temperatures. Extract A showed significantly higher level of total flavonoid ($111.33{\pm}10.14$), green bean showed $83.67{\pm}2.43$, Extract B $46.11{\pm}2.38$, C and D showed $31.44{\pm}0.12$, $19.22{\pm}0.46$ respectively. Green bean showed higher level of chlorogenic acid ($64.47{\pm}0.51$), Extract A ($39.66{\pm}0.47$), extract B ($12.45{\pm}0.99$), C, D ($3.59{\pm}0.31$, $0.63{\pm}0.12$) respectively. This study also noted that there are significant different in terms of caffeine content. Extract A has higher level of caffeine content ($38.45{\pm}1.70$) significantly, green bean ($27.14{\pm}2.27$), extract B ($18.95{\pm}0.64$), extract C ($17.89{\pm}0.96$). As a conclusion, we revealed that roasting conditions play an important role in the composition of coffee compounds.

Phenolic Compounds from Japanese anise (Illicium anisatum L.) Twigs

  • Min, Hee-Jeong;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • 제45권4호
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    • pp.456-462
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    • 2017
  • Japanese anise (Illicium anisatum L.) twigs were collected and ground after drying, then immersed with 50% aqueous acetone for 3 days. After filtration, the extracts were fractionated with n-hexane, chloroform ($CHCl_3$), ethylacetate (EtOAc) and $H_2O$, and then freeze-dried after condensation. A portion of EtOAc soluble fraction (5.7 g) was chromatographed on a Sephadex LH-20 column with various aqueous $MeOH-H_2O$. Compound 2 and compound 3 were isolated from fraction 8 and 5, respectively. Compound 1 and compound 4 were isolated after rechromatography of fraction 7. The isolated compounds were elucidated as (+)-catechin (1), taxifolin (2), taxifolin-3-O-${\beta}$-D-(+)-xylopyranose (3) and quercitrin (4) by spectral and literature data, and by comparison with the authentic samples. Of the isolated compounds, taxifolin (2), taxifolin-3-O-${\beta}$-D-(+)-D-xylopyranose (3) and quercitrin (4) were isolated, for the first time, from the extracts of japanese anise twigs.

Phenolic Glycosides from Cercidiphyllum japonicum Leaves

  • Lee, Tae-Seong;Min, Hee-Jeong;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • 제43권5호
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    • pp.591-599
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    • 2015
  • Cercidiphyllum japonicum leaves were collected, air-dried and extracted with 70% aqueous acetone, then concentrated and sequentially fractionated using n-hexane, methylene chloride ($CH_2Cl_2$), ethylacetate (EtOAc), and $H_2O$. A portion of EtOAc fraction (10 g) was chromatographed on a Sephadex LH-20 column, by the successively elution with various aqueous $MeOH-H_2O$ (1:9, fraction $1-2{\rightarrow}3:7$, fraction $3-5{\rightarrow}1:1$, fraction $6-9{\rightarrow}7:3$, fraction $10-13{\rightarrow}9:1$, fraction 14-16). Compound 2 was isolated from fraction 6 and compound 1 was separated from fraction 11 and 12. Compound 3 and 4 were purified from fraction 13. The isolated compounds were elucidated as quercetin-3-O-${\alpha}$-L-rhamnopyranoside (1), chlorogenic acid (2), quercetin-3-O-${\alpha}$-L-arabinofuranoside (3) and quercetin-3-O-${\beta}$-D-xylopyranoside (4) by the spectral and literature data, and by comparison with the authentic samples. These compounds were reported, for the first time, from the extracts of C. japonicum leaves. Also chlorogenic acid (2) has never been reported before in domestic tree species and can be used as an index compound for C. japonicum.

테르펜 개질 페놀 수지 구조에 따른 배합고무 물성 변화 (Change of Physical Property of Rubber Compound by Terpene Modified Phenolic Resin Structure)

  • 김건옥;김도형;송요순
    • 공업화학
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    • 제31권3호
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    • pp.310-316
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    • 2020
  • 테르펜 개질 페놀 수지는 타이어의 주행 안전성과 관련 있는 웨트 트랙션과 연비와 관련된 구름저항을 개선하기 위해 사용한다. 이 시험은 테르펜 개질 페놀 수지의 기본 구조가 각각 알파 피넨, 베타 피넨, 델타 리모넨으로 달리한 수지를 타이어 트레드 배합물에 첨가하여 알킬 페놀 수지의 배합물과 물성 차이를 비교하였다. 알킬 페놀 수지는 웨트 트랙션과 관련 있는 0 ℃에서 탄젠트 델타가 테르펜 개질 페놀 수지와 큰 차이가 없지만 구름저항과 관련 있는 80℃에서 탄젠트 델타가 높게 나타나 연비 개선 효과가 적었다. 테르펜 개질 페놀 수지 중 베타 피넨은 웨트 트랙션과 연비 개선 효과가 다른 수지에 비해 고르게 나타났으며, 델타 리모넨 수지는 웨트 트랙션 개선효과가 가장 좋았고, 인장강도 및 마모 성능은 알킬 페놀 수지가 비교적 높게 나왔다. 모든 테르펜 개질 수지는 구름저항에서 알킬 페놀수지보다 우수하여 연비 개선효과 좋다고 할 수 있으며, 블랭크에 비해 다른 특성도 나아지는 효과를 보였다. 이 시험에서 사용된 페놀 수지의 특성을 참고하여 타이어 컴파운드를 배합할 때 개질된 테르펜 페놀 수지를 선택하면 웨트 트랙션, 구름저항 등의 특성을 효과적으로 개선한 컴파운드를 만들 수 있다.

III. 벼 교잡종의 Allelopathy 효과 구명 (III. Investigation on Allelopathic Effect from Various Crosses of Rice Cultivars)

  • 이재현;신동현;이인중;김길웅
    • Current Research on Agriculture and Life Sciences
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    • 제20권
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    • pp.65-70
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    • 2002
  • 본 연구는 allelopathic potential을 지닌 벼의 교잡종을 포장에서 재배하여 그 식물체의 잎을 생물검정에 이용하여 allelopathy 효과 유무를 검정하고, 생물검정으로 선발된 교잡종을 대상으로 phenolic compounds를 조사하여 allelochemical로써의 가능성을 확인하고 나아가 phenolic compounds 생합성에 관여하는 효소의 활성 측정과 이 효소의 작용에 의해 유도되는 phenolic compounds를 구명한 결과는 다음과 같다. 1. 포장상태에서 피를 대상으로 생물검정을 실시한 결과 양친으로는 Kouketsumochi, Woo co chin yu에서 공통적으로 90% 이상의 높은 피뿌리 생장 억제율을 보였고, 교잡종에서는 Kouketsumochi/Woo co chin yu, Dongjinbyeo/Kouketsumochi, Dongjinbyeo/Woo co chin yu 조합에서 80% 이상의 높은 억제율을 나타냈다. 2. Kouketsumochi의 PAL 활성은 protein 1kg당 $63.46{\mu}kats$로 타 공시품종보다 높았다. 또한 Kouketsumochi와의 교잡종도 타교잡종보다 높은 것으로 나타났다. 3. Kouketsumochi의 cinnamate 함량은 생체중 1g당 $2.64{\mu}g$으로서 다른품종이나 교잡종보다 2~5배 높았고, Kouketsumochi와의 교잡종도 타교잡종보다 높았다.

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Induction of caspase-dependent apoptosis in melanoma cells by the synthetic compound (E)-1-(3,4-dihydroxyphenethyl)-3-styrylurea

  • Kim, Ji-Hae;Jang, Young-Oh;Kim, Beom-Tae;Hwang, Ki-Jun;Lee, Jeong-Chae
    • BMB Reports
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    • 제42권12호
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    • pp.806-811
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    • 2009
  • Recently, various phenolic acid phenethyl ureas (PAPUs) have been synthesized from phenolic acids by Curtius rearrangement for the development of more effective anti-oxidants. In this study, we examined the anti-tumor activity and cellular mechanism of the synthetic compound (E)-1-(3,4-dihydroxyphenethyl)-3-styrylurea (PAPU1) using melanoma B16/F10 and M-3 cells. Results showed that PAPU1 inhibited the cell proliferation and viability, but did not induce cytotoxic effects on primary cultured fibroblasts. PAPU1 induced apoptotic cell death rather than necrosis in melanoma cells, a result clearly proven by the shift of cells into sub-$G_1$ phase of the cell cycle and by the substantial increase in cells positively stained with TUNEL or Annexin V. Collectively, this study revealed that PAPU1 induced apoptosis in a caspase-dependent manner, suggesting a potential role as a cancer chemopreventive agent for melanoma cells.

Bioactive Compound Contents and Antioxidant Activity in Aronia (Aronia melanocarpa ) Leaves Collected at Different Growth Stages

  • Thi, Nhuan Do;Hwang, Eun-Sun
    • Preventive Nutrition and Food Science
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    • 제19권3호
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    • pp.204-212
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    • 2014
  • The bioactive compounds and antioxidant activity of aronia leaves at different stages of maturity were identified and evaluated. Young and old leaves were approximately 2 months of age and 4 months of age, respectively. The young leaves contained more polyphenols and flavonoids than the old leaves. Three phenolic compounds (i.e., chlorogenic acid, p-coumaric acid, and rutin) were detected by HPLC. Antioxidant activity was measured using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical, 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) radical, and superoxide anion radical scavenging assays. The reducing power of aronia leaf extracts increased in a concentration-dependent manner ($0{\sim}100{\mu}g/mL$). The antioxidant activity of the 80% ethanol extract was greater than that of distilled water extract. The high phenolic compound content indicated that these compounds contribute to antioxidant activity. The overall results indicate that aronia leaves contain bioactive compounds, and that younger aronia leaves may be more favorable for extracting antioxidative ingredients because they contain more polyphenols.