• 제목/요약/키워드: 3,5-Dicaffeoyl quinic acid

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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.

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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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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(-) 3,5-Dicaffeoyl-muco-quinic acid isolated from Aster scaber contributes to the differentiation of PC12 cells: through tyrosine kinase cascade signaling

  • Hur, Jin-Young;Lee, Pyeong-Jae;Kim, Ho-Cheol;Kang, In-Sug;Lee, Kang-Lo;Kim, Sun-Yeou
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.79.1-79.1
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    • 2003
  • Aster scaber T. (Asteraceae) has been used in traditional Korean and Chinese medicine to treat bruises, snakebites, headaches and dizziness. (-) 3,5-Dicaffeoyl-muco-quinic acid (DQ) isolated from Aster scaber induced neurite outgrowth in PC12 cells. It has been reported that the activation of the extracellular signal regulated kinase1/2 (Erk 1/2) and phosphoinositide 3 (P13) kinase plays a crucial role in the NGF-induced differentiation of PC12 cells. This study showed that the effect of DQ on neurite outgrowth is mediated via the Erk 1/2 and PI3 kinase-dependent pathways like NGF. (omitted)

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Phytochemical Constituents of the Aerial Parts from Aster hispidus

  • Lee, Sung-Ok;Choi, Sang-Zin;Choi, Sang-Un;Ryu, Shi-Yong;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.335-340
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    • 2004
  • The chromatographic separation of the MeOH extract of the aerial parts from Aster hispidus (Compositae) led to the isolation of eight compounds. Their structures were established by spectroscopic methods to be ${\beta}-amyrin$ (1), oleanolic acid (2), (2R)-1, 2-O-(9Z, 12Z, $15Z-dioctadecatrienoyl)-3-O-{\beta}-D-galactopyranosyl\;glycerol$ (3), trans-phytol (4), 9, 12, 15-octadecatrienoic acid (5), kaempferol (6), 3,5-dicaffeoyl quinic acid (7), 3,4-dicaffeoyl quinic acid (8) and kaempferol-3-O-rutinoside (9). Compounds 1, $3{\sim}6$ and 9 showed non-specific moderate cytotoxicity against five human tumor cell lines $(5.44{\sim}23.51\;{\mu}g/ml)$. The other compounds were of marginal activity against tested five human cancer cell lines $(9.05{\sim}>30.0\;{\mu}g/ml)$.

Phytochemical Constituents of Lonicera maackii Stems (괴불나무(Lonicera maackii) 줄기의 성분)

  • An, Gye Yeong;Chung, Sung Woo;Cho, Hee Chan;Park, Jin Ryoung;Kim, Myong Jo;Kim, Hyun Pyo;Yang, Hee Jung;Chun, Wanjoo;Kwon, Yongsoo
    • Korean Journal of Pharmacognosy
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    • v.49 no.2
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    • pp.103-107
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    • 2018
  • Two phenylpropanoids, three caffeoylquinic acid deravatives and an iridoid were isolated from the stem of Lonicera macckii. On the basis of physico-chemical data, these compounds were identified as caffeic acid methyl ester(1), 5-caffeoylquinic acid n-butyl ester(2), methyl 3,4-dicaffeoyl quinate(3), 3,5-dicaffeoyl quinic acid n-butyl ester(4), loganin (5) and caffeic acid(6). All compounds were isolated for the first time from the stem of this plant.

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

  • Choi, Moo-Young;Park, Hee-Juhn
    • Korean Journal of Plant Resources
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    • v.20 no.3
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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.

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
    • Proceedings of the PSK Conference
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    • 2002.10a
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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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Inhibition of NF-ĸB, Bcl-2 and COX-2 Gene Expression by an Extract of Eruca sativa Seeds during Rat Mammary Gland Carcinogenesis

  • Abdel-Rahman, Salah;Shaban, Nadia;Haggag, Amany;Awad, Doaa;Bassiouny, Ahmad;Talaat, Iman
    • Asian Pacific Journal of Cancer Prevention
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    • v.16 no.18
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    • pp.8411-8418
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    • 2016
  • The effect of Eruca sativa seed extract (SE) on nuclear factor kappa B (NF-${\kappa}B$), cyclooxygenase-2 (COX-2) and B-cell lymphoma-2 (Bcl-2) gene expression levels was investigated in rat mammary gland carcinogenesis induced by 7,12 dimethylbenz(${\alpha}$)anthracene (DMBA). DMBA increased NF-${\kappa}B$, COX-2 and Bcl-2 gene expression levels and lipid peroxidation (LP), while, decreased glutathione-S-transferase (GST) and superoxide dismutase (SOD) activities and total antioxidant concentration (TAC) compared to the control group. After DMBA administration, SE treatment reduced NF-${\kappa}B$, COX-2 and Bcl-2 gene expression levels and LP. Hence, SE treatment reduced inflammation and cell proliferation, while increasing apoptosis, GST and SOD activities and TAC. Analysis revealed that SE has high concentrations of total flavonoids, triterpenoids, alkaloids and polyphenolic compounds such as gallic, chlorogenic, caffeic, 3,4-dicaffeoyl quinic, 3,5-dicaffeoyl quinic, tannic, cinnamic acids, catechin and phloridzin. These findings indicate that SE may be considered a promising natural product from cruciferous vegetables against breast cancer, especially given its high antioxidant properties.