• 제목/요약/키워드: p-Hydroxycinnamic acid

검색결과 21건 처리시간 0.031초

Paraquat 유도 간독성에 대한 Hydroxycinnamic acid계 화합물의 독성 경감 효과 (II) (Scavenging Effects of Hydroxycinnamic acids on Paraquat Induced Hepatotoxicity (II))

  • 최병기;오은정
    • Environmental Analysis Health and Toxicology
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    • 제14권3호
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    • pp.87-93
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    • 1999
  • Antioxidative and scavenging effects were investigated by using two hyaroxycinnamic acids (caffeetannins). such as caffeic acid and chlorogenic acid, on oxidative stress and hepatotoxicity that induced by paraquat. The results are summerized as follows: 1. To assess radical scavenging ability, reduction concentration (IC$\sub$50/) of 1.1 diphenyl-2-dipicrylhydrazine (DPPH) were measured. IC$\sub$50/ values of caffeic acid and chlorogenic acid were 29.7 ${\pm}$0.6 ${\mu}$M and 26.0${\pm}$0.5 ${\mu}$M respectively. Their radical scavenging activities showed concentration-dependent manner. 2. In H$_2$O$_2$-induced hemolysis assay to rat blood, caffeic acid and chlorogenic acid led to different effects, whose hemolysis inhibition ratios at 100 ${\mu}$M were 45.2${\pm}$7.1% and 11.6${\pm}$3.1% respectively 3. In hypoxanthine-xanthine oxidase system producing superoxide anion, caffeic acid and chlorogenic acid showed different inhibitory activities of xanthine oxidase showing 36.8${\pm}$4.3% and 5.4${\pm}$2.3% respectively. 4. To microsomal NADPH dependent cytochrome p-450 reductase in rat liver, paraquat consumed NADPH at a dose-dependent manner from 0 to 1 ${\mu}$M paraquat concentration. Caffeic acid and chlorogenic acid blocked NADPH consumption rates at concentration-dependent manner and inhibition ratios at 100 ${\mu}$M were 67.6% and 59.2% respectively. 5. Administration (30mg/kg, iv) of paraquat to rats caused the marked elevation of glutamic oxaloacetic transaminase (GOT), glutamic pyruvic transaminase (GPT), lactate dehydrogenase (LDH), alkaline phosphatase (ALP) and lipid peroxides (LPO) in the serum and lipid peroxides in the microsome as compared to the control group. Serum GOT, GPT, LDH, ALP and LPO and liver microsomal LPO were reduced significantly by caffeic acid (50mg/kg), chlorogenic acid (25mg/kg) and silymarin (150 mg/kg) as compared to the paraquat group. From these results, caffeic acid and chlorogenic acid exerted their antioxidative agents by removing reactive oxygen substance (ROS) and scavenging effects by inhibiting ROS generating enzyme. As a general, two hydroxyeinnamic acids showed the useful compounds for scavenger and reducer on the paraquat induced hepatotoxicity.

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토끼풀(Trifolium repens) 추출액이 잔디(Zoysia japonica)의 발아와 생장에 미치는 알레로파시 효과 (Allelopathic Effects of Extracts of Trifolium repens on the Seed Germination and Seedling Growth of Zoysia japonica)

  • 이지훈;김인택;이호준;김용옥
    • The Korean Journal of Ecology
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    • 제24권3호
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    • pp.125-130
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    • 2001
  • 본 연구는 토끼풀 추출액이 잔디의 발아와 생장에 미치는 allelopathy효과를 살펴보기 위해 실시되었다. 토끼풀을 잎, 줄기, 뿌리, 꽃으로 나누어 추출한 후 실험한 잔디종자의 상대 발아율은 꽃, 잎, 줄기, 뿌리의 순으로 억제되었고 75% 이상의 농도에서는 전 실험구에서 발아가 되지 않았다. 파종후 5일, 8일, 11일, 14일의 신장율과 생중량을 조사해본 결과 고농도로 갈수록 억제되었고 길이생장에 있어서 지상부보다 지하부의 생장을 더욱 저해하였으며 상대생중량은 뿌리, 줄기, 잎, 꽃의 순으로 나타났다. 토끼풀 추출액 중 phenolic compounds를 Gas chromatography에 의해 성분분석 한 결과 부위별로 차이가 있었으나 caffeic acid, p-hydroxybenzoic acid, ferulic acid, gallic acid, p-coumaric acid, vanillic acid, trans-cinnamic acid, 2,5-dihydroxybenzoic acid, syringic acid, 2-hydroxycinnamic acid, benzoic acid, salicylic acid, phloroglucinol, phenylacetic acid 등 14종류의 성분을 확인하였고, 이들 중 phloroglucinol, vanillic acid, 2-hydroxycinnamic acid, syringic acid를 제외한 10종류를 공통으로 함유하고 있는 것으로 분석되었다. 분석결과 동정된 14종류의 phenolic compounds에 의한 발아와 생장실험 결과 전체적으로 억제효과를 나타내었으며, 고농도로 갈수록 심화되었고 benzoic acid, salicylic acid, trans -cinnamic acid에서 매우 강한 억제효과를 나타내었다.

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홍화씨 추출물 유래 세로토닌 유도체의 지방전구세포 분화억제 효능에 대한 연구 (Inhibitory Effects of Serotonin Derivatives on Adipogenesis)

  • 정은선;김승범;김무한;신승우;이종성;박덕훈
    • 대한화장품학회지
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    • 제37권2호
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    • pp.171-176
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    • 2011
  • N-(p-Coumaroyl)serotonin과 N-Feruloylserotonin은 홍화씨에서 유래하는 특이적인 세로토닌유도체로 주로 식물이 병원균을 방어하기 위해서 만들어내는 hydroxycinnamic acid amides계 물질이다. 본 연구에서는 N-(p-Coumaroyl) serotonin과 N-Feruloylserotonin이 지방전구세포의 지방분화에 미치는 영향을 oil-red O염색과 triglyceride 양 측정, GPDH 활성 측정 등을 통해 알아보았고, 그 결과 두 물질 모두 유의적으로 지방세포분화를 억제함을 관찰하였다. 효능 비교물질로 세로토닌을 처리했을 때 세로토닌 자체로는 지방분화에 유의미한 효과는 관찰되지 않았다. N-(p-Coumaroyl) serotonin과 N-Feruloylserotonin은 또한 우수한 항산화능을 보여주었다. 이러한 결과를 통해, N-(p-Coumaroyl)serotonin과 N-Feruloylserotonin이 지방세포분화억제를 통한 항비만 소재로서의 가능성을 확인하였다.

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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Effect of Thermal Pretreatment on the Functional Constituents of Waxy Corn (Zea mays L.)

  • Kim, Eun-Ok;Yu, Myong-Hwa;Lee, Ki-Teak;Yun, Kyoung-Seob;Choi, Sang-Won
    • Food Science and Biotechnology
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    • 제18권6호
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    • pp.1336-1341
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    • 2009
  • Quantitative changes in functional constituents of waxy corn (Zea mays L.) by 5 different thermal pretreatments, including roasting, steaming, microwave, puffing, and extruding, were determined and compared with those of the raw waxy corn. There were no significant differences in fatty acid compositions among the corn treated with 5 thermal treatments. Levels of $\alpha$- and $\gamma$-tocopherols, soluble amino acids, and phytosterols decreased by thermal treatments, while those of p-coumaric and ferulic acids considerably increased by thermal treatments. In particular, the contents of tocopherols and phytosterols, and souble amino acid decreased significant in the steaming and puffing processes, respectively, whereas those of 2 free cinnamic acids increased significantly in the steaming and puffing processes. The extruding process showed smaller quantitative changes in tocopherols, phytosterols, and hydroxycinnamic acid derivatives compared to other heat pretreatments. These results suggest that the extruding process have a positive effect on valuable phytochemicals in waxy corn.

Antioxidant Constituents from Setaria viridis

  • Kwon, Yong-Soo;Kim, Eun-Young;Kim, Won-Jun;Kim, Woo-Kyung;Kim, Chang-Min
    • Archives of Pharmacal Research
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    • 제25권3호
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    • pp.300-305
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    • 2002
  • The EtOAc and n-BuOH soluble fractions from the aerial part of Setaria viridis showed a strong free radical scavenging activity. Six major compounds were isolated from these fractions. They were identified by spectral data as tricin (1), p-hydroxycinnamic acid (2), vitexin 2"-Ο-xyloside (3), orientin 2"-Ο-xyloside (4), $tricin-7-Ο-{\beta}-D-glucoside$ (5) and vitexin 2"-Ο-glucoside (6). Among these compounds, 4 and 5 exhibited strong free radical scavenging activities on 1, 1-diphenyl-2-picrylhydrazyl (DPPH). We further studied the effects of these isolated compounds on the lipid peroxidation in rat liver microsomes induced by non-enzymatic method. As expected, 4 and 5 exhibited significant inhibition on $ascorbic/Fe^{2-}$ induced lipid peroxidation in rat liver microsomes.ver microsomes.

3,4,5-Trihydroxycinnamic Acid Inhibits Lipopolysaccharide-Induced Inflammatory Response through the Activation of Nrf2 Pathway in BV2 Microglial Cells

  • Lee, Jae-Won;Choi, Yong-Jun;Park, Jun-Ho;Sim, Jae-Young;Kwon, Yong-Soo;Lee, Hee Jae;Kim, Sung-Soo;Chun, Wanjoo
    • Biomolecules & Therapeutics
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    • 제21권1호
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    • pp.60-65
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    • 2013
  • 3,4,5-Trihydroxycinnamic acid (THC) is a derivative of hydroxycinnamic acids, which have been reported to possess a variety of biological properties such as anti-inflammatory, anti-tumor, and neuroprotective activities. However, biological activity of THC has not been extensively examined. Recently, we reported that THC possesses anti-inflammatory activity in LPS-stimulated BV2 microglial cells. However, its precise mechanism by which THC exerts anti-inflammatory action has not been clearly identified. Therefore, the present study was carried out to understand the anti-inflammatory mechanism of THC in BV2 microglial cells. THC effectively suppressed the LPS-induced induction of pro-inflammatory mediators such as NO, TNF-${\alpha}$, and IL-$1{\beta}$. THC also suppressed expression of MCP-1, which plays a key role in the migration of activated microglia. To understand the underlying mechanism by which THC exerts these anti-inflammatory properties, involvement of Nrf2, which is a cytoprotective transcription factor, was examined. THC resulted in increased phosphorylation of Nrf2 with consequent expression of HO-1 in a concentration-dependent manner. THC-induced phosphorylation of Nrf2 was blocked with SB203580, a p38 MAPK inhibitor, indicating that p38 MAPK is the responsible kinase for the phosphorylation of Nrf2. Taken together, the present study for the first time demonstrates that THC exerts anti-inflammatory properties through the activation of Nrf2 in BV2 microglial cells, suggesting that THC might be a valuable therapeutic adjuvant for the treatment of inflammation-related disorders in the CNS.

UPLC-DAD-ESI(+)-QToF/MS를 이용한 국내산 두릅나무 및 음나무 순 내 페놀산 특성 비교 (Comparison of Phenolic Acid from Shoots of Aralia elata and Kalopanax pictus Cultivated in Korea Using UPLC-DAD-ESI(+)-QToF/MS)

  • 김영진;김헌웅;이민기;이선혜;게릴라 아사메누;이수지;이상훈;차연수;김정봉
    • 한국환경농학회지
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    • 제37권4호
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    • pp.260-267
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    • 2018
  • UPLC-DAD-ESI(+)-QToF/MS를 사용하여 국내산 두릅나무 및 음나무 순의 페놀산을 분석한 결과 두릅나무 순에서 총 13종, 음나무 순에서 총 8종의 페놀산 성분을 동정하였으며, 내부표준물질을 이용하여 이들 개별 성분을 정량하였다. 개별 페놀산 성분 구조 동정 시 모분자에 $Na^+$ 또는 $K^+$가 결합되는 특징적인 단편이온들이 관찰되어 모분자의 분자량을 쉽게 판단할 수 있었다. 전반적인 구조 동정은 선행연구 및 표준품의 UV, MS 분석 결과를 참고하여 비교하였으며, 특히 이성질체의 효율적인 동정을 위해 SIM mode 방법을 적용하였다. 따라서 두릅나무 및 음나무 순에서 10종(3,4-dihydroxybenzoic acid, 3-O-caffeoylquinic acid, caffeic acid, 4-O-caffeoylquinic acid, 5-O-p-coumaroylquinic acid, 5-O-feruloylquinic acid, 5-O-caffeoylquinic acid methyl ester, 4,5-di-O-caffeoylquinic acid, 3-O-feruloyl-5-O-caffeoylquinic acid, 3-O-caffeoyl-5-O-feruloylquinic acid)의 페놀산이 처음으로 확인되었다. 총 페놀산 함량은 두릅나무 순, 음나무 순이 각각 754.8, 845.3 mg/100g으로 확인하였다. 주요 성분인 5-O-caffeoylquinic acid, 3,5-di-O-caffeoylquinic acid는 두릅나무 순에서 각각 총 페놀산 함량 중 49, 44%로 서로 비슷한 함량을 보인 것이 비해 음나무 순에서는 각각 91, 3%로 확인되었다. 따라서 음나무 순에 비해 두릅나무 순에서 dicaffeoylquinic acid류의 생합성이 활발하게 이루어졌다는 것을 짐작할 수 있었으며, 본 연구 결과는 이들의 생합성에 관여하는 효소, 유전 인자 등을 규명하는데 중요한 기초 자료로 활용될 것으로 사료된다.

Phosphorylation of Akt Mediates Anti-Inflammatory Activity of 1-p-Coumaroyl ${\beta}$-D-Glucoside Against Lipopolysaccharide-Induced Inflammation in RAW264.7 Cells

  • Vo, Van Anh;Lee, Jae-Won;Kim, Ji-Young;Park, Jun-Ho;Lee, Hee Jae;Kim, Sung-Soo;Kwon, Yong-Soo;Chun, Wanjoo
    • The Korean Journal of Physiology and Pharmacology
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    • 제18권1호
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    • pp.79-86
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    • 2014
  • Hydroxycinnamic acids have been reported to possess numerous pharmacological activities such as antioxidant, anti-inflammatory, and anti-tumor properties. However, the biological activity of 1-p-coumaroyl ${\beta}$-D-glucoside (CG), a glucose ester derivative of p-coumaric acid, has not been clearly examined. The objective of this study is to elucidate the anti-inflammatory action of CG in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophage cells. In the present study, CG significantly suppressed LPS-induced excessive production of pro-inflammatory mediators such as nitric oxide (NO) and $PGE_2$ and the protein expression of iNOS and COX-2. CG also inhibited LPS-induced secretion of pro-inflammatory cytokines, IL-$1{\beta}$ and TNF-${\alpha}$. In addition, CG significantly suppressed LPS-induced degradation of $I{\kappa}B$. To elucidate the underlying mechanism by which CG exerts its anti-inflammatory action, involvement of various signaling pathways were examined. CG exhibited significantly increased Akt phosphorylation in a concentration-dependent manner, although MAPKs such as Erk, JNK, and p38 appeared not to be involved. Furthermore, inhibition of Akt/PI3K signaling pathway with wortmannin significantly, albeit not completely, abolished CG-induced Akt phosphorylation and anti-inflammatory actions. Taken together, the present study demonstrates that Akt signaling pathway might play a major role in CG-mediated anti-inflammatory activity in LPS-stimulated RAW264.7 macrophage cells.

미강 페놀산 농축물의 특성 및 항산화 활성 (Properties and Antioxidative Activities of Phenolic Acid Concentrates of Rice Bran)

  • 정은희;황인경;하태열
    • 한국식품과학회지
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    • 제42권5호
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    • pp.593-597
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    • 2010
  • 본 연구에서는 현미의 미강으로부터 생리활성이 있는 페놀산물질을 얻기 위해 다양한 추출법을 시도하였고, 얻어진 미강 페놀산 농축물의 성분 분석 및 항산화 활성에 대해 조사하였다. 미강 추출물 중 알칼리 가수분해를 시행한 다음 에틸아세테이트로 분획하여 얻은 RBE-II의 총 폴리페놀 함량과 항산화 활성이 가장 높은 것으로 조사되었고, 페놀산 성분의 농축 및 정제를 위해 Sep-pak $C_{18}$ Vac cartridge를 통과시켜 미강 페놀산 농축물(F1-RBE-II)을 얻었다. HPLC 분석을 통해 얻어진 페놀산 성분 중 ferulic acid가 가장 많았고, p-coumaric acid, sinapic acid, vanillic acid, 그리고 syringic acid가 존재하였으며, 그 구성성분이 주로 hydroxycinnamic acid 계열에 속한다는 것을 알 수 있었다. DPPH radical과 ABTS radical 소거능에서 미강 페놀산 농축물(F1-RBEII)는 강력한 항산화 활성을 나타냈으며, ${\beta}$-CLMS을 이용한 지질산화 유도반응에서도 우수한 peroxy radical 저해능을 발휘하여, 합성 항산화제인 BHA의 활성과 비교했을 때 높은 과산화 지질억제력을 보였다. 본 연구를 통해 미강 페놀산 농축물의 성분 및 강한 항산화 능력이 확인됨으로천연 항산화제 및 지방 산화 방지제로 개발하기에 부족함이 없는 것으로 사료된다.