• 제목/요약/키워드: Di-caffeoylquinic acid

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개똥쑥(Artemisia annua) 열탕추출물의 Di-caffeoylquinic Acid 및 Coumarin 성분 (Five Di-caffeoylquinic Acid Derivatives and a Coumarin from the Hot-water Extract of Artemisia annua)

  • 노태웅;박찬영;김선희;윤기동
    • 생약학회지
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    • 제49권3호
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    • pp.219-224
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    • 2018
  • Artemisia annua L. (Compositae) is an annual herb, which has been traditionally used as an antipyretic and hemostatic agent with the herbal medicine name of Cheong Ho (菁蒿) in Korea and China. In this study, five di-caffeoylquinic acid derivatives and a coumarin were determined from the hot-water extract of aerial parts of A. annua. The structures of isolates were elucidated to be 1,3-di-O-caffeoylqunic acid (1), 3,4-di-O-caffeoylquinic acid (2), 3,5-di-O-caffeoylqiunic acid (3), 1,5-di-O-caffeoylquinic acid (4) and 4,5-di-O-caffeoylquinic acid (5) and scopoletin (6). The presence of 1,5-di-O-caffeoylquinic acid (4) is firstly reported from A. annua in the current study.

The Inhibitory Effect of the Caffeoylquinic acid-Rich Extract of Ligularia stenocephala Leaves on Obesity in the High Fat Diet-Induced Rat

  • Nugroho, Agung;Bachri, Moch Saiful;Choi, Jong-Won;Choi, Jae-Sue;Kim, Won-Bae;Lee, Byung-Il;Kim, Jong-Dai;Park, Hee-Juhn
    • Natural Product Sciences
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    • 제16권2호
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    • pp.80-87
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    • 2010
  • High performance liquid chromatography (HPLC) analysis on the MeOH extract of Ligularia stenocephala leaves identified six caffeoylquinic acids, viz. 3,4-di-O-caffeoylquinic acid, 3,5-di-O-caffeoyl-mucoquinic acid, 3,5-di-O-caffeoylquinic acid, 4,5-di-O-caffeoylquinic acid, 5-O-caffeoylquinic acid, and 3-Ocaffeoylquinic acid using standard compounds, and determined the quantity of each extract. Percentage of total caffeoylquinic acids of the MeOH extract and its BuOH fraction were calculated as $67.83{\pm}3.79%$ and $94.52{\pm}1.84%$, respectively. Since the caffeoylquinic acid-rich MeOH extract exhibited a potent peroxynitrite-scavenging effect in vitro ($IC_{50}=0.87{\pm}0.33\;{\mu}g/ml$ (mean $\pm$ SEM)), the experiment was designed to identify whether or not that extract has an anti-obesity effect on rat obesity induced by high fat diet. Oral administration of the MeOH extract and its BuOH fraction abundant in caffeoylquinic acid decreased the rat body weight to the level of untreated group and decreased abdominal fat pad weight. The atherogenic index and thiobarbituric acid-reactive substance (TBARS) values were restored by treatment, indicating that the caffeoylquinic acid-rich extract probably inhibited hyperlipidemia and oxidative stress caused by high fat diet. These results suggest that L. stenocephala in vegetable form or its caffeoylquinic acid-rich fraction (BuOH fraction) as an agent can be used for treatment or prevention of obesity.

단양쑥부쟁이에 함유된 Caffeoylquinic Acid의 HPLC 분석과 Peroxynitrite 소거효과 (HPLC Analysis on the Cafffeoylquinic Acids of Aster altaicus var. uchiyamae Kitamura and Peroxynitrite-scavenging Effect)

  • 임상철;박희준
    • 한국자원식물학회지
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    • 제29권1호
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    • pp.20-25
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    • 2016
  • 단양쑥부쟁이의 caffeoylquinic acid 성분을 HPLC로 분석하였다. 그 결과 3,4-DQ, 3,5-DQ, 4,5-DQ, 5-CQ, 3-CQ 5종 화합물이 검출되었다. 이 식물의 caffeoylquinic acid 총 함량은 26.73 ± 0.26 ㎎/g으로 건물중의 2.673 ± 0.026%, MeOH 추출물 중 함량은 25.22 ± 0.25%에 달하였다. 그리고 peroxynitrite를 소거하는 IC50 값은 5.16 ± 0.15 ㎍/㎖로 나타났고, 양성대조군으로 사용된 L-penicillamine의 값은 0.89 ± 0.22 ㎍/㎖였다. 그러므로, 단양쑥부쟁이는 caffeoylquinic acid 함량에 따르는 peroxynitrite 소거효과에 기인하여 비만, 당뇨, 심혈관질환, 동맥경화 등에 유효할 것으로 예상된다.

병풍쌈 추출물의 Caffeoylquinic Acid 성분 분석과 Peroxynitrite 소거효과 (HPLC Analysis of Caffeoylquinic Acids in the Extract of Cacalia firma and Peroxynitrite Scavenging Effect)

  • 박희준;누그로호 아궁;이진하;김종대;김원배;이강노;최재수
    • 생약학회지
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    • 제40권4호
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    • pp.365-369
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    • 2009
  • Six caffeoylquinic acids of Cacalia firma (Komarov) Nakai (Compositae) leaves were identified using standard compounds by HPLC. Each content of those compounds in dried weight was determined as follows: 3,4-di-O-caffeoylquinic acid (1.44${\pm}$0.04 mg/g of dried weight), 3,5-di-O-caffeoyl-muce-quinic acid (2.47${\pm}$0.12 mg/g), 3,5-di-O-caffeoylquinic acid (3.74${\pm}$0.24 mg/g), 5-caffeoylquinic acid (chlorogenic acid, 5.20${\pm}$0.09 mg/g), 3-caffeoylquinic acid (1.35${\pm}$0.01 mg/g) and 3-Op-coumaroylquinic acid (3.84${\pm}$0.25 mg/g). The total content of six caffeoylquinic acids in the plant material was calculated as 18.05${\pm}$0.69 mg/g while the percentage of the six compounds in the MeOH extract was calculated as 30.85${\pm}$1.18%. The $IC_{50}$ value of the MeOH extract scavenging peroxynitrite ($ONOO^-$) was shown as 3.22${\pm}$0.57 ${\mu}g$/ml.

Antioxidant Activities of Phenolic Derivatives from Dipsacus asper Wall. (II)

  • Hung, Tran Manh;Thuong, Phuong Thien;Youn, Ui-Joung;Zhang, Xin Feng;Min, Byung-Sun;Woo, Mi-Hee;Lee, Hyeong-Kyu;Bae, Ki-Hwan
    • Natural Product Sciences
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    • 제14권2호
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    • pp.107-112
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    • 2008
  • The six phenolic compounds isolated from the root of Dipsacus asper, 3,4-di-O-caffeoylquinic acid (1), methyl 3,4-di-O-caffeoyl quinate (2), 3,5-di-O-caffeoylquinic acid (3), methyl 3,5-di-O-caffeoyl quinate (4), 4-5-di-O-caffeoylquinic acid (5), methyl 4,5-di-O-caffeoyl quinate (6) were continuously evaluated for their antioxidant activity using superoxide radical scavenging and AAPH-mediated (LDL) oxidation assay. The results demonstrated that compounds 1 - 6 had remarkable antioxidant activities with the $IC_50$ values ranging from 12.0 to $2.8{\mu}M$ in superoxide radical scavenging. They also inhibited AAPH-mediated low-density lipoprotein LDL oxidation by the generation of thiobarbituric acid reactive substances (TBARS) with $IC_50$ ranging from 6.7 to $8.7{\mu}M$.

Development and Validation of HPLC-PDA Method and Pattern Recognition Analyses Using Eight Marker Compounds for the Quality Control Between the Seeds of Cuscuta chinensis Lam. and Cuscuta japonica Choisy

  • Nguyen, Duc Hung;Zhao, Bing Tian;Le, Duc Dat;Ma, Eun Sook;Min, Byung Sun;Woo, Mi Hee
    • Natural Product Sciences
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    • 제25권4호
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    • pp.334-340
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    • 2019
  • Cuscuta chinensis Lam. and Cuscuta japonica Choisy are parasitic plants. C. chinensis seeds were traditionally used for treatment of kidney and liver deficiencies. C. japonica seeds were used as tonic medicine to improve liver function and strengthen kidneys, treatment of high blood pressure, chronic diarrhea, and sore eyes. Cuscutae Semen are seeds of only C. chinensis in Korean Herbal Pharmacopoeia (K.H.P.). The developed HPLC-PDA method easily, accurately, and sensitively quantified using eight marker compounds [hyperoside (1), astragalin, (2), quercetin (3), kaempferol (4), chlorogenic acid (5), 3,4-di-O-caffeoylquinic acid (6), 1,5-di-O-caffeoylquinic acid (7), and 4,5-di-O-caffeoylquinic acid (8)]. In addition, the method may be used to distinguish seeds between C. chinensis Lam. and C. japonica Choisy. Furthermore, the result from the current study was applied to clarify samples between steam processed and unprocessed samples of C. chinensis by pattern analysis.

민들레 뿌리로부터 Pancreatic lipase 저해 물질의 분리 (Pancreatic Lipase Inhibitors in the Roots of Taraxacum ohwianum, a Herb Used in Korean Traditional Medicine)

  • 김태완;김태훈
    • 한국식품저장유통학회지
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    • 제18권1호
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    • pp.53-58
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    • 2011
  • 신선한 울릉도 민들레 뿌리를 70% ethanol로 침지 추출하여 얻어진 추출물을n-hexane, EtOAc, n-BuOH로 순차용매 분획하였다. 이중 상대적으로 높은 pancreatic lipase 저해활성을 나타낸 EtOAc 분획에 대해 Toyopearl 및 $C_{18}$겔을 활용한 column chromatography를 수행하여 5종의 페놀성 화합물을 분리하였다. 각 화합물의 화학구조는 NMR 스펙트럼 데이터 해석 및 표품과의 HPLC 직접 비교를 통하여 3,5-di-O-caffeoylquinic acid, chicoric acid, caffeic acid, protocatechuic aldehyde, luteolin 으로 동정하였다. 이들 화합물중 3,5-di-O-caffeoylquinic acid 는 $IC_{50}$ 값이 $65.1\;{\pm}0.7\; {\mu}M$로 가장 강한 효능을 나타내었으며, 다음으로 tartaric acid의 수산기에 2분자의 caffeic acid가 결합한 chicoric acid 의 IC50 값이 $126.3{\pm}2.3{\mu}M$의 저해능을 나타내었다. 민들레 뿌리의 EtOAc 가용부에에 존재하는 caffeic acid 유도체가 pancreatic lipase 저해활성 물질임을 확인하였으며, 이들 활성은 caffeic acid가 결합한 quinic acid 및 tatrtaric acid 등의 구성화합물에 따라 다름이 시사되었다. 향후 이들 활성물질의 활성 기작에 대한 연구가 필요하며 본 연구결과는 보다 우수한 pancreatic lipase 저해능을 가지는 새로운 선도화합물 발굴을 위한 기초자료로 이용될 수 있을 뿐만 아니라 울릉도에 자생하는 민들레 뿌리의 식물 화학적 성분에 대한 기초자료로 이용될 수 있을 것으로 사료된다.

단풍취 열수 추출물의 HepG2 인간간세포의 LPS/D-Gal에 의해 유발된 급성 간 손상에 대한 간보호 효과 (Hepatoprotective effect of Ainsliaea acerifolia water extract on LPS/D-GalN-induced acute liver injury in human HepG2 cells)

  • 이선엽;한준희;최다혜;홍민;권태형;이용진;유근형
    • 한국식품과학회지
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    • 제52권5호
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    • pp.476-481
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    • 2020
  • 본 연구에서는 간보호 활성이 우수한 것으로 알려진 단풍취의 활용가치를 높이고 향후 건강기능성식품 소재로써의 가능성을 알아보고자 LPS/D-GalN 독성유발에 따른 단풍취 열수 추출물의 간기능 개선효과를 연구하였다. 단풍취 열수 추출물 내에 존재하는 5종의 Caffeoylquinic acid (CQA) 분석결과 4,5-di-O-caffeoylquinic acid (4,5-DCQA) 11.16 mg/g, 3,4-di-O-caffeoylquinic acid (3,4-DCQA) 5.23 mg/g, 5-O-caffeoylquinic acid (5-CQA) 4.88 mg/g, 3,5-di-O-caffeoylquinic acid (3,5-DCQA) 3.51 mg/g 및 4-O-caffeoylquinic acid (4-CQA) 3.31 mg/g 순으로 나타났다. 단풍취 열수 추출물이 함유하고 있는 총 폴리페놀 함량은 74.03 mg/g이었으며, ABTS cation radical 소거능은 추출물의 농도 50, 100, 200 및 400 ㎍/mL의 범위에서 각각 12.2, 25.0, 40.8, 68.55%를 나타냈고 DPPH radical 소거능은 50 ㎍/mL의 농도에서 54.38%를 나타냈다. HepG2 세포에 LPS/D-GalN을 처리하여 간독성을 유발한 결과 정상군을 제외한 모든 처리군에서 GGT, AST 및 LDH 활성이 증가하였고, 단풍취 열수 추출물 300 mg/mL을 처리하였을 때 대조군과 비교하여 GGT, AST 및 LDH 활성이 유의적으로 감소하는 것으로 나타났다. LPS/D-GalN을 처리하였을 때 정상군과 비교하여 모든 처리군에서 TNF-α 분비가 유의적으로 증가하는 것을 확인 할 수 있었으며, 단풍취 열수 추출물을 100 ㎍/mL 이상 처리하였을 때 TNF-α의 분비가 유의하게 감소하였다. 이상의 결과로 볼 때 단풍취 열수 추출물은 항산화 활성 증가 및 GGT, AST, LDH의 활성을 감소시키고 TNF-α 분비를 억제시킴으로써 LPS/D-GalN으로 인한 간 손상을 예방하는 것으로 판단된다.

LC-MS에 의한 사철쑥에 존재하는 페놀성 화합물의 정성분석 (Qualitative Analysis of Phenolic Substances in Artemisia capillaris by LC-MS)

  • 누그로호 아궁;임상철;박희준
    • 생약학회지
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    • 제43권4호
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    • pp.302-307
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    • 2012
  • The herb of Artemisia capillaris in Chinese medicine is used to treat hepatic diseases. In this research, qualitative analysis was performed using a UPLC/Q-TOF-ESI-MS/MS method for rapid identification of phenolic substances from A. capillaris: three caffeoylquinic acids (chlorogenic acid, 3,5-di-O-caffeoylquinic acid, and 4,5-di-O-caffeoylquinic acid), three flavonoids (hyperoside, isorhamnetin 3-O-robinobioside and quercetin) and three prenylated coumarins (6,8-diprenylumbelliferone, cedrelopsin and osthol) were identified. The three prenylated coumarins have not been reported from A. capillaris.

국내산 토마토 품종의 생리활성 물질의 특성 (Characterization of Bioactive Compounds of Domestic Tomato Varieties)

  • 안준배
    • 한국조리학회지
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    • 제24권1호
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    • pp.63-72
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    • 2018
  • The aim of this study was to investigate bioactive compounds from three domestic tomato varieties (Rafito, Momotaro TY Winner, and Medison). Lycopene, ${\beta}-carotene$ and polyphenols were quantified and identified using HPLC and LC-MS/MS. The levels of lycopene ranged from 28.36 mg/100 g to 60.18 mg/100 g. The content of ${\beta}-Carotene$ ranged from 2.00 mg/100 g to 2.92 mg/100 g. Ten kinds of polyphenol compounds were identified: caffeic acid-hexose isomer (I), caffeic acid-hexose isomer (II), 3-caffeoylquinic acid, 5-caffeoylquinic acid, caffeoylquinic acid isomer, quercetin-3-apiosylrutinoside, quercetin-3-rutinoside, di-caffeoylquinic acid, tri-caffeoylquinic acid, and naringenin chalcone. The level of 5-caffeoylquinic acid was the highest in domestic tomato varieties, ranging from 12.71 mg/100 g to 28.40 mg/100 g. The content of quercetin-3-rutinoside ranged from 3.74 mg/100 g to 17.64 mg/100 g. The contents of 3-caffeoylquinic acid and quercetin-3-apiosylrutinoside were 1.01~2.31 mg/100 g and 5.84~6.83 mg/100 g, respectively. Arrestingly naringenin chalcone was found only in Medison variety (36.82 mg/100 g). These results revealed that domestic tomato can be a good source of bioactive compounds for human health.