• 제목/요약/키워드: 3,5-di-O-caffeoylquinic acid

검색결과 31건 처리시간 0.023초

곰취차로부터 라디칼 소거능을 갖는 Caffeoylquinic Acid류 화합물의 추출조건 (Extraction Conditions of Radical Scavenging Caffeoylquinic Acids from Gomchui (Ligularia fischeri) Tea)

  • 김상민;강석우;엄병헌
    • 한국식품영양과학회지
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    • 제39권3호
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    • pp.399-405
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    • 2010
  • 본 연구에서는 항산화 기능이 잘 알려진 곰취로부터 곰취의 소비 및 활용도 향상을 위하여 곰취차를 제조한 후 주요 항산화물질을 탐색하고, 이들 성분의 추출율 변화를 분석하였다. 우선 온라인 항산화 장치를 통하여 곰취 추출물의 주요 항산화 성분이 5-CQA, 3,4-DCQA, 3,5-DCQA 및 4,5-DCQA로 구성된 caffeoylquinic acid류의 화합물임을 확인할 수 있었다. 곰취차에서 이들 성분의 추출율 변화를 추출 온도, 시간, 용매 및 추출 방법 등에 따라 비교 분석하였는데, 물에서의 추출율은 어느 온도에서든지 10분의 분석시간 동안 증가하는 것을 관찰할 수 있었다. 특히 $8^{\circ}C$에서의 추출율도 매우 우수하였는데, $80^{\circ}C$ 추출율의 약 60%의 유효성분이 10분 동안 추출되는 것을 확인할 수 있었다. 에탄올 함량에 따른 곰취차의 추출율에서도 추출시간에 따라 추출율이 증가하였지만, 에탄올의 함량이 많아질수록 추출율은 감소하였는데, 특히 100% 에탄올 조건에서는 추출율이 현저히 감소하였다. 곰취차의 제조 과정 중 블렌칭 단계에서는 곰취분말로부터 약 60% 이상의 항산화성분이 물로 유출되는 것이 확인되었다. 3,5-DCQA의 경우에는 90% 이상의 손실을 나타내어, 곰취분말에서는 3,5-DCQA가 가장 많이 추출되는 반면 곰취차에서는 3,4-DCQA가 가장 추출율이 높은 항산화성분이었다. 한편 초음파 추출법은 일반 추출법에 비해 항산화 성분의 추출율에는 큰 영향을 주지 않았다. 본 연구를 통해서 곰취가 차로 만들어졌을 경우에 항산화 성분을 다량 함유하고 있고, 찬물에서도 쉽게 이용할 수 있는 건강기능차로서 그 효용성과 편리성이 매우 좋을 것으로 기대된다.

Antinocicepetive Effects of 3,4-Dicaffeoyl Quinic Acid of Ligularia fischeri var. spiciformis

  • Choi, Moo-Young;Park, Hee-Juhn
    • 한국자원식물학회지
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    • 제20권3호
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    • pp.221-225
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    • 2007
  • The plant Ligularia fischeri var. spiciformis (Compositae) is a candidate for available functional foods. It has been used to treat diabetes mellitus and rheumatoid arthritis. We have reported the isolation of a new eremophilanolide named 6-oxoeremophilenolide and cytotoxic intermedeol together with the isolation of hydrophilic constituents, chlorogenic acid, 3,4-di-O-caffeoylquinic acie (3), and 5-O-[1-butyl]-3,4-di-O-caffeoylquinic acid. Compound 3 was again isolated by combination of silica gel- and ODS column chromatography for the anti-nociceptive action. Compound 3 and 4 were assayed in hot plate- and writhing tests in the rat. Although the three derivatives of caffeic acid exhibited significant anti-nociceptive effects at 10 mg/kg dose (i.p.),(activity potency: 4>3). These results suggest that compound 3 is responsible for at least rheumatoid arthritis, and caffeic acid moiety is the active moiety of dicaffeoylquinic acid.

방울토마토 라이코펜 품종의 유리아미노산 및 폴리페놀 화합물의 분석 (Analysis of Free Amino Acids and Polyphenol Compounds from Lycopene Variety of Cherry Tomatoes)

  • 김현룡;안준배
    • 한국조리학회지
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    • 제20권3호
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    • pp.37-49
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    • 2014
  • 본 연구에서는 방울토마토 라이코펜 품종의 식품학적 유용성을 알아보기 위해 유리아미노산, 아미노산 대사물질 및 폴리페놀 화합물의 조성을 분석하였다. 방울토마토 라이코펜 품종은 L-Cys과 L-Try을 제외한 18종의 유리아미노산을 함유하고 있었다. 방울토마토 라이코펜 품종의 유리아미노산 중 L-Glu이 건조 중량 100 g 당 2,499.02 mg이 함유되어 전체 아미노산 중 55.5%를 차지하고 있어 유리아미노산 중 가장 많은 함유량을 보였다. 그리고 L-Gln이 전체 아미노산 중 15.9%, L-Asp가 9.9% 함유되어 있어 L-Glu, L-Gln 및 L-Asp가 전체 아미노산 함량의 81% 이상을 차지하는 주요 구성 아미노산임을 알 수 있었다. 또한, 트립토판을 제외한 히스티딘, 이소류신, 류신, 라이신, 메티오닌, 페닐알라닌, 트레오닌 및 발린 등 필수아미노산이 고루 함유되어 있어 영양적인 측면에서 좋은 식품소재로 판단된다. 라이코펜 품종은 ${\gamma}$-aminobutyric acid(GABA), carnitine(L-Car), o-phosphoethanolamine(o-Pea), hydroxylysine(Hyl) phosphoserine(p-Ser), N-methyl-histidine(Me-His), ethanolamine($EtNH_2$) 등 아미노산 대사물질을 함유하고 있었으며 이 중 GABA가 건조 중량 100 g 당 305.99 mg으로 유리아미노산 대사물질 중 가장 많이 함유되어 있었다. LC/MS/MS 분석을 통해 라이코펜 품종으로부터 caffeic acid-hexose isomer I (CH I), caffeic acid-hexose isomer II (CHII), 3-caffeoylquinic acid(3-CQA), 5-caffeoylquinic acid(5-CQA), caffeoylquinic acid isomer(CQAI), quercetin-hexose-deoxyhexose-pentose(QTS), quercetin-3-rutinoside(Q-3-R), di-caffeoylquinic acid(di-CQA), tri-caffeoylquinic acid(tri-CQA), naringenin chalcone(NGC) 등 10종의 폴리페놀 화합물을 확인하였다. 특히, 항알러지효과, 2형 당뇨 억제 및 비만억제효과를 보이는 NGC이 건조 중량 100 g 당 67.6 mg으로 가장 많이 함유되어 있었고 Q-3-R이 50.9 mg으로 다량 함유되어 있었다. 결과적으로 방울토마토 라이코펜 품종은 18종의 유리아미노산과 트립토판을 제외한 8종의 필수아미노산이 고루 함유되어 있고 GABA, NGC, Q-3-R 등 생리활성 물질이 다량 함유되어 있어 영양이나 건강 측면에서 매우 유용한 식품 소재라 할 수 있다.

Antinocicepetive effects of 3,4-Dicaffeoyl Quinic Acid of Ligularia fischerivar. spiciformis, caffeic acid and its methyl ester

  • Choi, Jong-Won;Lee, Kyung-Tae;Kim, Won-Bae;Jung, Hyun-Ju;Park, Hee-Juhn
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.387.3-388
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    • 2002
  • The plant Ligularia fischerivar. spiciformis(Compositae) is a candidate for available functional foods. It has been used to treat diabetes mellitus and rheumatoid arthritis. We have reported the isolation of a new eremophilanolide named 6-oxoeremophilenolide and cytotoxic intermedeol together with the isolation of hydrophilic constituents. chlorgenic acid. 3.4-di-O-caffeoylquinic acid(1). and 5-O-[1-butyl]-3.4-di-O-caffeoylquinic acid. (omitted)

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A New Coumestan Glucoside from Eclipta prostrata

  • Seo, Young Ju;Kil, Hyun Woo;Rho, Taewoong;Yoon, Kee Dong
    • Natural Product Sciences
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    • 제26권4호
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    • pp.289-294
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    • 2020
  • Eclipta prostrata is an annual herb, belonging to Asteraceae family, and has been traditionally used to improve immunity and treat hepatitis and bacterial disease in Korea. In this study, a new coumestan glucoside (1) along with ten known compounds (2 - 11) was isolated from E. prostrata. The chemical structures of isolates were elucidated to be wedelolactone-9-O-β-D-glucopyranoside (1), wedelolactone (2), demethylwedelolactone (3), apigenin (4), apigenin-7-sulfate (5), luteolin (6), luteolin-7-sulfate (7), luteolin-7-O-β-D-glucopyranoside (8), pratensein-7-O-β-D-glucopyranoside (9), 3,4-di-O-caffeoylquinic acid (10) and 3,5-di-O-caffeoylquinic acid (11) based on the spectroscopic evidence.

전탕 시간에 따른 애엽의 성분패턴 비교연구 (The Comparative Study on Compositional Pattern Analysis of Decoction of Extracted Artemisia argyi by Different Extraction Time)

  • 윤준걸;김민선;한성민;황덕상;이진무;이창훈;장준복
    • 대한한방부인과학회지
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    • 제33권2호
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    • pp.1-12
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    • 2020
  • Objectives: This study was conducted to find out the optimal extraction time for Artemisia argyi. Methods: The compositional pattern was compared with HPLC (High Performance Liquid Chromatography) and GC (Gas-Chromatography) by decocting Artemisia argyi 10, 60, 120 minutes respectively. Results: With longer extraction time, the contents of reference compounds were extracted 1.1 times more when 3,4-dicaffeoylquinic acid was extracted for 60 minutes than when extracted for 10 minutes in HPLC test, but the contents were reduced when extracted for 120 minutes compared to 60 minutes extraction time. 3,4-di-O-caffeoylquinic acid, 3,5-di-O-caffeoylquinic acid, 4,5-di-O-caffeoylquinic acid, jaceosidin, and eupatilin showed the largest yield rate when extracted for 10 minutes, and it decreased as time passed. The contents of chlorogenic acid, 3,5-dicaffeoylquinic acid, 4,5-dicaffeoylquinic acid, jaceosidin, scoparone, and eupatilin were detected only in 10 minutes extraction but not in 60 or 120 minutes extraction according to GC test. Conclusions: The results show that extraction time could affect the physicochemical characteristic or composition of Artemisia argy extracted. Thus, short extraction time could be useful for decoction of Artemisia argyi.

HPLC를 이용한 정공등의 다성분 동시함량분석 (Simultaneous Quantification Analysis of Multi-components on Erycibae Caulis by HPLC)

  • 전혜진;유정;황완균
    • 약학회지
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    • 제57권4호
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    • pp.272-281
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    • 2013
  • In this study, we developed and validated the HPLC method using the isolated components from Erycibae caulis. Their structures were elucidated by spectroscopic methods including UV, $^1H$-NMR, $^{13}C$-NMR, FAB-Mass and ESI-Mass as Compound 1 (crypto-chlorogenic acid), Compound 2 (scopolin), Compound 3 (neochlorogenic acid) and Compound 4 (3,4-di-O-caffeoylquinic acid). Major three compounds and scopoletin were decided as representative components of Erycibae caulis. We established HPLC analytical method by using the representative components and 20 commercial samples which were collected considering to various cultivated area. The HPLC fingerprinting was successfully achieved with an AKZO NOBEL Kromasil 100-5C18 column. The mobile phase consisted of 0.5% acetic acid in water (A) and methanol (B) using gradient method of 85(A) to 50(A) for 35min. The fingerprints of chromatograms were recorded at an optimized wavelength of 330 nm. This developed analytical method was validated with specificity, selectivity, accuracy and precision. And it is suggested that scopolin, scopoletin, neochlorogenic acid, 3,4-di-O-caffeoylquinic acid were more than 0.162%, 0.133%, 0.057%, 0.044%, respectively. In addition, principal component analysis (PCA) was performed on the analytical data of 20 different Erycibae caulis samples in order to classify samples collected from different regions. We hope that this assay can be readily utilized as quality control method for Erycibae caulis.

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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    • 제16권1호
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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.

엄나무 유래 신규 항산화 활성물질 (Antioxidants Isolated from Kalopanax pictus)

  • 김영희
    • 한국자원식물학회지
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    • 제11권
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    • pp.89-109
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    • 1998
  • Screening of new antioxidants form oriental medicines resulted in the isolation of a new antioxidative compound and eight known compounds from the stem bark of Kalopanax pictus. On the basis of various spectrosopic studies, the structure of the new compound was determined to be 4-rhamnose-3,5-dimethoxybenzoic acid methly ester. Other known compounds were identified as ferulic acid, 4,5,6,-trihydroxyflavanone, 2', 4',4' -trihydroxychalcone, caffeic acid, coniferyl alcohol, syringin, 1,3-di-O-caffeoylquinic acid. These compounds showed lipid peroxidation inhibitory acitivity in rat liver microsomes and free radical scavenging acitivity.

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백출 지상부의 항산화 성분 (Anti-oxidative Compounds from The Aerial Parts of Atractylodes macrocephala Koidzumi)

  • 한정훈;김진효;김성건;정성희;김도훈;김기은;황완균
    • 약학회지
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    • 제51권2호
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    • pp.88-95
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    • 2007
  • Atractylodes macrocephala has been used for renal anorexia, gastroenteritis, cold, dyspepsia in Korean folk medicine. Specially aerial parts has been eaten as edible mountain herbs. In order to investigate the efficacy of antioxidant activity the activity guided fractionation and isolation of physiologically active substance were peformed. For the investigation of the active components from Atractylodes macrocephala MeOH extracts of aerial parts of Atractylodes macrocephala Koidzumi L. were suspended with H$_2$O, partitioned by CHCl$_3$. In order to investigate the efficacy of antioxidative activity the activity guided fractionation and isolation of physiologically active substance were peformed. CHCl$_3$, H$_2$O, 30% MeOH, 60% MeOH, MeOH fractions were examined antioxidative activity by DPPH method. It was revealed that 30% MeOH and 60% MeOH fractions have significantly antioxidant activity. From 30% MeOH and 60% MeOH fraction, six flavonoids (7-methoxy-pinocembrin-7-O-${\beta}$-D-glucopyranoside, apige nin-8-C-${\beta}$-D-glucopyranoside, 4'-caffeoyl-luteolin-6-glucopyranoside, luteloin-6-C-${\beta}$-D-glucopyranoside, apigenin-6-C-${\beta}$-D-glucopyranoside, luteolin) and four phenylpropanoids (3-feruloylquinic acid, 4,5-di-O-caffeoylquinic acid, feruloyl acid, 3,5-di-O-caffeoylquinic acid) were isolated. To investigate the antioxidant activities of each compounds, we measured radical scavening activity with DPPH method and anti-lipid peroxidative efficacy on low density lipoprotein (LDL) with TBARS assay. Six compounds (III, IV, V, VI, IX, X) which have antioxidant factor showed significant activities.