• Title/Summary/Keyword: quinic acid

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Protective Effects of the Phenolic Compounds from the Leaves of Hedera rhombea on Hepatic Injury (송악의 페놀성 물질의 간 보호효과)

  • 김경숙;송지영;이인란
    • YAKHAK HOEJI
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    • v.43 no.4
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    • pp.516-525
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    • 1999
  • Hedera rhombea (HR) has been used for treatments of hemorrage, chronic catarrh, jaundice, lithisis and convulsion. This study was done to isolate active compounds that have protective effect on liver damage. BuOH and EtOAc fractions of HR recovered serum glutamic pyruvic transaminase (GPT), glutamic oxaloacetic transaminase (GOT) and ${\gamma}-glutamyltranspeptidase$ (${\gamma}-GTP$) activities in CCl4 treated rats. We isolated 7 phenolic compounds from BuOH and EtOAc fractions, which were identified as 3-caffeoyl quinic acid, 3,4-di-O-caffeoyl quinic acid, 3,5-di-O-caffeoyl quinic acid, 4,5-di-O-caffeoyl quinic acid, caffeic acid, methyl 3,4-di-O-caffeoyl quinic acid and methyl 3,5-di-O-caffeoyl quinic acid by chemical and spectral analysis. These compounds reduced significantly serum GOT and GPT elevated by CCl4 treatment in rats, and 3-caffeoyl quinic acid, 3,5-di-O-caffeoyl quinic acid and caffeic acid also showed mild inhibitory activity against human immunodeficiency virus.

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Analysis of Quinic Acid Derivatives on Seven Cultivars of the Lettuce (Lactuca sativa L.) and Peroxynitrite Scavenging Effect (상추 7 품종의 Quinic Acid 유도체 분석 및 Peroxynitrite 소거효과)

  • Nugroho, Agung;Jang, Suk-Woo;Kim, Won-Bae;Lee, Kang-Ro;Choi, Jae-Sue;Park, Hee-Juhn
    • Korean Journal of Pharmacognosy
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    • v.40 no.4
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    • pp.376-381
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    • 2009
  • The compositional analysis and the peroxynitrite ($ONOO^-$) scavenging assay were undertaken to demonstrate beneficial dietary effect of lettuce (Lactuca sativa L., Compositae). Quinic acid derivatives of the seven cultivars were qualitatively and quantitatively analyzed by HPLC to lead to the finding of 3,4-di-O-caffeoyquinic acid and 3-O-p-coumaroylquinic acid and their contents ranged over 2.72-4.47 mg/g and 8.97-23.26 mg/g, respectively. A cultivar Hacheong had the highest quantity of quinic acid derivatives. The peroxynitrite scavenging effect of the five cultivars (Jangsu, Gosina 27, Gopung, Yeolpungjeogchima, and Mipungjeogchugmyeon) were ranged over 7.45-8.26${\mu}g$/ml as $IC_{50}s$ while those of Hacheong and Mihong had less effect ($IC_{50}$ >10 ${\mu}g$/ml).

Chemical Study on the Phenolic Compounds from Gleditsia japonica (주엽나무의 페놀성 성분에 관한 화학적 연구)

  • Hwang, Yoon-Jeong;Lee, Seung-Ho;Ryu, Shi-Yong;Ahn, Jong-Woong;Kim, Eun-Joo;Ro, Jai-Seup;Lee, Kyong-Soon
    • Korean Journal of Pharmacognosy
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    • v.25 no.1
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    • pp.11-19
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    • 1994
  • Gleditsia japonica var. koraiensis NAKAI(Leguminosae) is commonly distributed in Korea and has been used as a folk medicine in the treatment of bronchitis, neoplasm and blennorrhgia in the Orient. The aqueous acetone extract of the leaves of G. japonica was subjected to a combination of Sephadex LH-20, Cosmosil $75C_{18}-OPN$, TSK-gel Toyopearl HW 40F, Avicel cellulose, and MCI-gel CHP 20P chromatographies with various solvent systems. Twelve compounds were isolated and confirmed to be vitexin(1), isovitexin(2), orientin(3), isoorientin(4), 4-caffeoyl quinic acid(5), 5-caffeoyl quinic acid(6), 3, 5-dicaffeoyl quinic acid(7), 4, 5-dicaffeoyl quinic acid(8), caffeic acid(9), quercetin(10), isoquercitrin(11) and luteolin-7-O-glucoside(12), on the basis of chemical and spectroscopic evidences.

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Antioxidative Compounds in Extracts of Eleutherococcus senticosus Max. Plantlets (가시오갈피 유식물체 추출물의 항산화 활성물질)

  • Kim, Myong-Jo;Kwon, Yong-Soo;Yu, Chang-Yeon
    • Korean Journal of Medicinal Crop Science
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    • v.13 no.4
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    • pp.194-198
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    • 2005
  • Two antioxidative compounds were isolated from the methanolic extract of Eleutherococcus senticosus Max. plantlets and identified as chlorogenic acid and 1,4-di-o-caffeoyl-quinic acid on the basis of mass spectroscopy, $^1H-NMR$ and $^{13}C-NMR$ data. The DPPH free radical scavenging activities of chlorogenic acid $(RC_{50}\;:\;1.2\;{\mu}g)$ and 1,4-di-o-caffeoyl-quinic acid $(RC_{50}\;:\;0.4\;{\mu}g)$ were more effective than those of ${\alpha}-tocopherol\;(RC_{50}\;:\;12\;{\mu}g)$. Of them, 1,4-di-o-caffeoyl-quinic acid compound were isolated for the first time from this plant.

Characterization of Anti-Advanced Glycation End Products (AGEs) and Radical Scavenging Constituents from Ainsliaea acerifolia (단풍취의 최종당화산물 생성 저해 및 라디칼 소거 물질의 동정)

  • Jeong, Gyeng Han;Kim, Tae Hoon
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.46 no.6
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    • pp.759-764
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    • 2017
  • Reactive oxygen species (ROS) and advanced glycation end products (AGEs) are valuable therapeutic targets for the regulation of diabetic complications. Activity-guided isolation of the ethylacetate (EtOAc)-soluble portion of 70% ethanolic extract from aerial parts of Ainsliaea acerifolia was performed, followed by AGE formation inhibition assay for the characterization of four dicaffeoylquinic acid derivatives of a previously known structure, methyl 3,5-di-O-caffeoyl-epi-quinate (1), 3,5-di-O-caffeoyl-epi-quinic acid (2), 4,5-di-O-caffeoyl-quinic acid (3), and methyl 4,5-di-O-caffeoyl-quinate (4). The structures of these compounds were confirmed by interpretation of nuclear magnetic resonance (NMR, $^1H-$, $^{13}C-NMR$, two-dimensional NMR) and mass spectroscopic data. Among the isolates, the major secondary metabolites, 3,5-di-O-caffeoyl-epi-quinic acid (2) and 4,5-di-O-caffeoyl-quinic acid (3) showed the most potent inhibitory effects against AGE formation with $IC_{50}$ values of $0.6{\pm}0.1{\mu}M$ and $0.4{\pm}0.1{\mu}M$, respectively. Furthermore, all isolated dicaffeoylquinic acid derivatives were evaluated for their radical scavenging activities using 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical, and compound 3 exhibited the most potent inhibitory effect in a concentration-dependent manner. This result suggests that the caffeoylquinic acid dimers isolated from A. acerifolia might be beneficial for the prevention of diabetic complications and related diseases.

Chemical Constituents from Dipsacus asper (천속단의 성분)

  • Kim, Soon-Young;Kwon, Yong-Soo;Kim, Chang-Min
    • Korean Journal of Pharmacognosy
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    • v.30 no.4
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    • pp.420-422
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    • 1999
  • From the EtOAc fraction of Dipsacus asper, four compounds have been isolated. On the basis of spectral data, these compounds were identified as protocatechuic acid, caffeic acid, 3,4-di-O-caffeoyl quinic acid and methyl 3,4-di-O-caffeoyl quinate.

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Pharmacological activities and the constituents of the leaves of Hedera rhombea Bean (II) : On the constituents of the leaves

  • Lee, Ihn-Rhan;Lee, Min-Suk;Choi, Kyoung-Ah;Seo, Eun-Kyoung
    • Archives of Pharmacal Research
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    • v.16 no.4
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    • pp.331-335
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    • 1993
  • Three phenolic compounds and a dammarane glycoside were isolated from the leaves of Hedera rhombea Bean (Araliaceae). Their structures were characterized as rutin, caffeic acid, 3.5-dicaffeoyl quinic acid and kizuta saponin $K_5$ by chemical and spectral analysis.

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Antioxidant activity of 3,5-dicaffeoyl-epi-quinic acid (DEQA) from the halophyte Atriplex gmelinii

  • Hojun Kim;Chang-Suk Kong;Youngwan Seo
    • Journal of the Korean Applied Science and Technology
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    • v.41 no.2
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    • pp.447-458
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    • 2024
  • In this study, the antioxidizing effect of 2,3-dicaffeoyl-epi-quinic acid (DEQA) was investigated. The antioxidant activity was evaluated by measuring the scavenging effect on DPPH radical and peroxynitrite and the reducing power on ferric ion. DEQA showed a scavenging effect and reducing power comparable to vitamin C used as a positive control. Also, DEQA effectively inhibited production of intracellular reactive oxygen species (ROS) in HT-1080 cells, showing the scavenging ratio of 43.8% even at 10 µM concentration of DEQA after 2 hours in HT-1080 treated with H2O2. In addition to this, DEQA inhibited the production of nitric oxide (NO) very effectively in Raw 264.7 cells. The above results suggest that DEQA has the potential to be developed as a natural antioxidant.

Simultaneous Determination of Chlorogenic Acid and Linarin in Chrysanthemum Sibiricum Fisher by Reversed-Phase High Performance Liquid Chromatography (역상 액체 크로마토그래피에 의한 구절초 중 Chlorogenic Acids와 Linarin의 동시 정량분석)

  • Kim, Taek-Jae;Lee, Tae-Ryong;Park, Ho-Koon
    • Journal of the Korean Chemical Society
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    • v.35 no.6
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    • pp.720-724
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    • 1991
  • Simultaneous determination of chloragenic acid (CA), 3,4-o-dicafeoyl quinic acid(3,4-DCQA), 4,5-o-dicaffeoyl quinic acid (4,5-DCQA) and linarin in Chrysanthemum sibiricum Fisher was newly established by a reversed-phase high performance liquid chromatography (HPLC). Sample was extracted with 20 ml methanol for 4 hrs. The extract was cleaned up by using Sep-Pak $C_18$ cartridge and 4 ml methanol-$H_2$O(1 : 1) as eluent. Their determination was performed by means of RP-HPLC with Bondapak $C_18$ column (30 cm ${\times}$ 3.9 mm i.d., 10 ${\mu}m$ and gradient elution mode as methanol-5 mM $H_3PO_4$ solution (30 : 70). The established method was applied to various samples purchased. As a result, their content ranges showed to be 0.35~0.55% for CA, 0.46~0.76% for 3,5-DCQA, 0.077~0.23% for 4,5-DCQA and 0.16~2.72% for linarin, respectively.

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Physico-chemical Properties of Domestic Black Tea and Sri-Lanka′s Teas (국산 홍차 및 스리랑카 홍차의 이화학적 성상)

  • 신애자;천석조
    • Korean journal of food and cookery science
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    • v.4 no.1
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    • pp.53-57
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    • 1988
  • To obtain basic data for the development of domestic tea manufacture, the physico-chemical properties were analyzed. The content of crude fiber in domestic black tea was abundant of 50%, as compared with those in Sri-Lanka's black tea, while the contents of tanin and caffeine were lower than those of Sri-Lanka's Products. The quantities of mineral in Sri-Lanka's products were determined as 300ppm P, 15,000ppm K, 1,400ppm Mg, 4,000ppm Ca, 22ppm Cu, 21ppm Cr and 45ppm Zn. These contents were higher than those of domestic products. Al content was 4,100ppm in domestic products. Pb and Cd were not detected in two kinds of black tea products. In Sri-Lanka's black tea, 8 kinds of organic acids were identified and the major organic acids were shikimic, citric and quinic acid, while 6 kinds of organic acids were identified in domestic products and were quinic and gallic acid, as the major organic acids. The content of sucrose was higher than that of Sri-Lanka's product and theaflavin, thearubigin and theobromine were abundant, as compared with those in domestic products.

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